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PLEASANT STREET - NORTHERN VIEW
1 / 14

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8
(11) Excellent 11 Reviews

from

$290

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$290 - $345
Per week:$1,800 - $2,700
Pets allowed:Yes
Internet:Yes

This charming Cape Cod style home is an attractively- furnished 6 room, 3 bedroom, 2 bath home that is only a 2 minute walk from the Pleasant Street Beach, for which a sticker is not required. It has a rooftop deck with a lovely view of Nantucket Sound and is only 3 miles from ...

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PLEASANT STAY AT PLEASANT STREET

“ Excellent ”
July 28, 2015
GREAT LOCATION, GREAT WEATHER AND A GREAT AND GRACIOUS OWNER
Mary Ann Dronseiko, AMHERST NH

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$215 - $286
Per week:$1,500 - $2,000
Pets allowed:No
Internet:Yes

Welcome to Harding's Beach Hills, where you will find this Cottage by the sea! This Chatham Vacation Rental offers ranch style living with A/C units in all 3 bedrooms- Wireless internet - expanded cable with Flat screen TV in both the living room and master bedroom! The sunroom...

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Front View of Cranberry Way, South Chatham
1 / 11

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6
(12) Excellent 12 Reviews

from

$175

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$175 - $215
Per week:$1,000 - $1,600
Pets allowed:Yes
Internet:Yes

This charming Cape Cod style cottage is a delight! It is a 2 bedroom, 2 bath home (one large new one) on a large lot with much privacy. It has A/C, hi- speed wireless internet, a new wide- screen HD TV, new carpeting throughout the house, is on a no- outlet street so it is safe...

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Ok property but equipment issues

“ Very Good ”
April 6, 2015
First we had issues with a lock although our lease said door would be open. Then the wifi didn't work, one of our CD's got stuck in the ancient CD player and the very old dishwasher has such a coating of old soap/salt that we felt we could not use it. Could do with a bedside lamp in twin bedroom. Unmade road to house with huge potholes. Otherwise the properly is good. Short drive to Cockle Beach.
Maureen Wooster, Natick MA

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 63 BR / 3 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$529

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$529
Per week:$3,700
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3915 per week, JUNE THROUGH AUGUST, including the cleaning fee~~Mandatory $500 Security Deposit~Weekly rentals from mid- JUNE to mid- SEPTAdorable, nicely decorated 3 bedroom home located on the water's edge of White Pond. Stay cool with central air, and wake...

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1 / 10

Chatham Cottage
2 Bedrooms / 1 Bathroom / Sleeps 62 BR / 1 BA / Sleeps 6
Cottage / 2 Bedrooms / Sleeps 6
(5) Excellent 5 Reviews

from

$93

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Cottage
Per night:$93 - $165
Per week:$650 - $1,150
Pets allowed:No
Internet:Yes

$1150/week–High Season–lower other times Foote- steps Chatham Charmer - Weekly Rentals The charm of a Cape Cod cottage with all the amenities of home. Relaxation and conveniences on a private circle with idyllic nature views... Enjoy our enclosed porch overlooking the salt...

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GREAT Cottage Location

“ Excellent ”
August 24, 2015
Great location! a short walk to the beach Would rent again!
lauren stabile, Rocky Hill, CT USA

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Cape Cod Emery Pond
1 / 31

Chatham Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 104 BR / 2.5 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10
(7) Excellent 7 Reviews

from

$395

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:10
Type:Home
Per night:$395
Per month:$11,850
Pets allowed:No
Internet:Yes

Contemporary ranch style home 1. 5 miles from downtown Chatham, offers open floor plan and high ceilings. Enjoy water views of Emery Pond from virtually every room. Deck offers oversized hammock and grill overlooking water. Sleeps 8- 10 people Master suite: king bed w/en suite...

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Happy Family

“ Excellent ”
December 2, 2014
Took all the family to the Cape for a Family Thanksgiving. Eight of us stayed in the house and a baby, We had a super time and the housewas perfect for us. Great location. We had rain, snow and wind and sun. Owner was very easy to communicate with.
Edie Garrison, Needham, Ma and kids from all over the country.

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Great Walk-To-Town location
1 / 16

Chatham Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 84 BR / 2.5 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(3) Excellent 3 Reviews

from

$393

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$393 - $643
Per week:$2,750 - $4,500
Pets allowed:No
Internet:Yes

Charming, updated sea captain's home in Old Village just off Main Street, with views of Little Mill Pond. Short walk to Lighthouse Beach, Friday night band concerts, shopping and restaurants. Beautifully furnished and appointed, surround- sound entertainment, gas fireplace, ...

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Great Summer Vacation 2014

“ Excellent ”
August 25, 2014
I spent a week at this delightful home with my husband, adult children and their spouses/significant others! There were 8 of us and plenty of room for all. Loads of kitchen and outdoor space. Walking to the village every day was easy and fun. (Ice cream every night and iced coffee each morning!) The beach was a quick walk. This home was very clean and updated! I would recommend it to anyone!
Andrea Rasmussen, Geneseo,NY

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Bedroom with sky window
1 / 4

Chatham Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 52 BR / 2 BA / Sleeps 5
Apartment / 2 Bedrooms / Sleeps 5

from

$193

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Apartment
Per night:$193
Per week:$1,350
Pets allowed:No
Internet:Yes

Conveniently located South of Route 28 and less than a mile to popular Ridgevale Beach, this 2 bedroom, 2 bathroom Town House style condominium is absolutely pristine. The unit has been totally renovated with features including Pella sliders to the two decks, tiled bathrooms, ...

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1 / 6

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6
(7) Excellent 7 Reviews

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$172 - $558
Per week:$1,200 - $3,900
Pets allowed:No
Internet:Yes

Cape cod home on the shores of South Chatham. The main floor constists of an eat in kitchen, living room / dining room with three picture windows, a brick fireplace, a four window reading room facing the ocean, and a full bathroom with an accessable shower. The upstairs sleeping...

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family vacation with grown children

“ Excellent ”
August 11, 2015
for me and my extended family this property was fantastic! the location is beautiful, right on the beach! The house is very clean, well equipped and updated. We had an absolutely wonderful time!We will be back!!the only cons i'll mention are that it would be great to have a better quality grille. we cooked in 95% of the time we were there because who wants to leave a house right on the beach! A better grille would have made for a better experience with lunch and dinner. The other con is that it was uncomfortably hot in the master bedroom. While there were great breezes, but the master isn't situated to get a benifit from those. We actualy slept in the reading room instead. a room A/C in the master would make things perfect!!
mary suarez, massachusetts

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49 Monomoit Lane
1 / 25

Chatham Home
3 Bedrooms / 1.5 Bathrooms / Sleeps 83 BR / 1.5 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8
(1) Excellent 1 Review

from

$275

/ night

Email Owner
Bedrooms:3
Bathrooms:1.5
Sleeps:8
Type:Home
Per night:$275
Per month:$8,250
Pets allowed:No
Internet:Yes

3 Bedroom, 1. 5 Bath In Quiet Neighborhood, Close To Beach & Bike Path! If You're Looking To Live Like A Local, Then "maiden Chatham" Is The Perfect Place For Memories To Be Made! This Fully Air Conditioned Family- friendly Home Has Been Newly Renovated And Is Equipped ...

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Cozy Chatham Cottage

“ Excellent ”
June 22, 2015
This rental property ticked all the boxes for us. Comfortable enough for six adults, close to the beaches we love; upgraded with all the amenities we needed and located in a quiet neighborhood not too far from downtown Chatham. Karin the owner was a pleasure to rent from, we had a few requests and she saw to it that our needs were met as we only had a few days and made a quick decision to spend some time on the cape, The property was immaculate there were no hidden issues to deal with and we thoroughly enjoyed our stay. I would highly recommend this property beach chairs were new and ample, ourdoor shower was fantastic and there was enough property surrounding us so that we felt like we had our own private space while we enjoyed the patio outside. We would stay here again without hesitation and have recommended it to family as a gem property.
Peter Morrell, San Diego, CA

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FRONT VIEW OF HOME W/ BIT OF UPPER DECK SHOWING
1 / 15

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6
(1) Excellent 1 Review

from

$372

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$372
Per week:$2,600
Pets allowed:No
Internet:Yes

Swim, fish, bike or just plain relax at this comfortable retreat in Chatham. In a quiet, wooded setting, cooled by the breezes from the pond, window AC's and ceiling fans, the home's open floor plan is well suited for gathering. The first floor of this home includes the living...

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Cozy cottage with access to nice pond

“ Excellent ”
July 16, 2015
We really enjoyed our stay in this lovely beach house. Very nice pond, perfect for swimming or fishing. Close to the Ridgevale beach. The house is fully equipped with everything you need and more.
Jean-Francois Mercier, Johannesburg, South-Africa

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Chatham Massachusetts Vacation Rentals - Home
1 / 37

Chatham Home
9 Bedrooms / 5 Bathrooms / Sleeps 209 BR / 5 BA / Sleeps 20
Home / 9 Bedrooms / Sleeps 20
Bedrooms:9
Bathrooms:5
Sleeps:20
Type:Home
Per night:$1,175
Per month:$35,250
Pets allowed:No
Internet:Yes

The Priscilla House is a lovely historic vacation home nestled on Main Street in the charming town of Chatham, Massachusetts on Cape Cod. Built by a sea captain for his daughter, Priscilla, this large vacation home sleeps 10- 20+ . Priscilla House is ideal for groups - family ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
5 Bedrooms / 5 Bathrooms / Sleeps 165 BR / 5 BA / Sleeps 16
Home / 5 Bedrooms / Sleeps 16
Bedrooms:5
Bathrooms:5
Sleeps:16
Type:Home
Per night:$1,072 - $1,372
Per week:$7,500 - $9,600
Pets allowed:No
Internet:Yes

Gorgeous 5 bedroom, 4. 5 bath home in Chatham! Property ID: 107477 / Key #: 107477Beautiful modern 5 bedroom waterfront home on over an acre overlooking Chatham s Oyster Pond. Enjoy panoramic views of the water and marsh in one of Chatham s finer locations. Situated on the Pond,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
6 Bedrooms / 7 Bathrooms / Sleeps 166 BR / 7 BA / Sleeps 16
Home / 6 Bedrooms / Sleeps 16
(1) Excellent 1 Review
Bedrooms:6
Bathrooms:7
Sleeps:16
Type:Home
Per night:$1,475
Per month:$44,250
Pets allowed:Yes
Internet:Yes

Pet Friendly! Relax and enjoy this Chatham, Cape Cod Vacation Rental Home 6 bedroom 6. 5 bath luxury home that is pet friendly with private pool, central a/c, linens, wifi and more. In historic village of Chatham and . 2 to Lighthouse beach. This restored and completely updated...

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Chatham Massachusetts Vacation Rentals - Home
1 / 1

Chatham Home
8 Bedrooms / 7 Bathrooms / Sleeps 168 BR / 7 BA / Sleeps 16
Home / 8 Bedrooms / Sleeps 16
Bedrooms:8
Bathrooms:7
Sleeps:16
Type:Home
Per night:$1,629
Per week:$11,400
Pets allowed:No
Internet:Yes

2015 Rental Rate: $12, 020 per week, including the cleaning feeWeekly rentals from mid- JUNE to mid- SEPTFabulous family compound just steps to swimming at Oyster Pond, and shopping downtown! Three fabulous rental properties combined together to sleep 16 people total. It is a ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
6 Bedrooms / 4 Bathrooms / Sleeps 126 BR / 4 BA / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$358

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Home
Per night:$358 - $422
Per week:$2,500 - $2,950
Pets allowed:No
Internet:Yes

Wonderful vacation home on one acre of land. Very private backyard in Charming Chatham. Boasts all of the amenities, newly rennovated kitchen and bathrooms, air conditioning units in all bedrooms and living areas. Close to town, School House Lake, Beaches, and Cape Cod Bike Trail....

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Chatham Massachusetts Vacation Rentals - Home
1 / 26

Chatham Home
6 Bedrooms / 2 Bathrooms / Sleeps 126 BR / 2 BA / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$600

/ night

Email Owner
Bedrooms:6
Bathrooms:2
Sleeps:12
Type:Home
Per night:$600
Per month:$18,000
Pets allowed:Yes
Internet:Yes

Pet Friendly! ! High atop Sears Point in Chatham sits a Classic, Quintessential, New England Bluff house from yesteryear overlooking the sparkling, blue sea. This spot is a boater's paradise! From kayaking to boating enthusiasts :There is a mooring available for your use (reserve...

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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 124 BR / 3 BA / Sleeps 12
Home / 4 Bedrooms / Sleeps 12

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$358 - $643
Per week:$2,500 - $4,500
Pets allowed:No
Internet:Yes

2015 Rental Rates: $4750 per week, including the cleaning feeFRIDAY TO FRIDAY Rental. ~~ Off- Season: $2750 per week, including the cleaning feeWeekly rentals from mid- JUNE to mid- SEPTGorgeous beach house on a quiet street just steps to Ridgevale Beach! "Beachy" decor and furnishings...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
5 Bedrooms / 6 Bathrooms / Sleeps 125 BR / 6 BA / Sleeps 12
Home / 5 Bedrooms / Sleeps 12
Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Home
Per night:$1,072 - $1,429
Per week:$7,500 - $10,000
Pets allowed:No
Internet:Yes

2015 Rental Rate: $10, 400 per week~~LINENS and CLEANING INCLUDED. This is a FRIDAY TO FRIDAY RENTAL. ~~ Off Season: $7900 per week ~~Linens and Cleaning IncludedWeekly rentals from mid- JUNE to mid- SEPTElegant, upscale home located in the heart of downtown Chatham. This 5 BR residence...

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Chatham Massachusetts Vacation Rentals - Home
1 / 27

Chatham Home
5 Bedrooms / 6 Bathrooms / Sleeps 125 BR / 6 BA / Sleeps 12
Home / 5 Bedrooms / Sleeps 12
Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Home
Per night:$1,072
Per week:$7,500
Pets allowed:No
Internet:Yes

ChathamNEW Exclusive Robert Paul Properties rental home. This very rare combination waterfront, privacy, stroll to town and stunning estate is not to be missed. Set on almost an acre of pristine land and lush gardens in the private enclave of Grist Mill Lane. Featuring a very spacious...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
6 Bedrooms / 2 Bathrooms / Sleeps 116 BR / 2 BA / Sleeps 11
Home / 6 Bedrooms / Sleeps 11

from

$393

/ night

Email Owner
Bedrooms:6
Bathrooms:2
Sleeps:11
Type:Home
Per night:$393 - $608
Per week:$2,750 - $4,250
Pets allowed:Yes
Internet:Yes

209 Champlain Rd Chatham MADOG FRIENDLY Great, rambling home with an old- Cape Cod feel located on the "loop" just around the bend from Stage Harbor. Wonderful area for walking and biking and a tennis court is available to tenants during daytime hours from 10 am to 5 pm. The huge,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 115 BR / 3 BA / Sleeps 11
Home / 5 Bedrooms / Sleeps 11

from

$643

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:11
Type:Home
Per night:$643 - $915
Per week:$4,500 - $6,400
Pets allowed:No
Internet:Yes

2015 Rental Rate: $6700 per week including the cleaning fee~~ Off- Season: $4800 per week including the cleaning fee~Weekly rentals from mid- JUNE to mid- SEPTFabulous five bedroom home in the heart of downtown Chatham! Filled with upscale fiurnishings and appliances, this is the...

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
5 Bedrooms / 5 Bathrooms / Sleeps 115 BR / 5 BA / Sleeps 11
Home / 5 Bedrooms / Sleeps 11

from

$536

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:11
Type:Home
Per night:$536 - $654
Per week:$3,750 - $4,575
Pets allowed:No
Internet:Yes

2015 Rental Rate ~~ REDUCED RATE FOR FIRST TWO WEEKS OF SEASON! $4900, INCLUDING CLEANINGOff Season $4, 075 per week included cleaningWeekly rentals from mid- JUNE to mid- SEPTGorgeous, newer home located just a quick walk to Hardings Beach. All the upscale furnishings throughout...

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Chatham Massachusetts Vacation Rentals - Home
1 / 5

Chatham Home
4 Bedrooms / 6 Bathrooms / Sleeps 114 BR / 6 BA / Sleeps 11
Home / 4 Bedrooms / Sleeps 11

from

$786

/ night

Email Owner
Bedrooms:4
Bathrooms:6
Sleeps:11
Type:Home
Per night:$786 - $1,029
Per week:$5,500 - $7,200
Pets allowed:No
Internet:Yes

FRIDAY to FRIDAY RENTAL2015 Rental Rate: $7550 per week including the cleaning feeOff Season: $5850 per week including the cleaning feeWeekly rentals from mid- JUNE to mid- SEPTThis gorgeous home offers over 5000 square feet of living space spanning three levels, and manages to be...

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Chatham Massachusetts Vacation Rentals - Home
1 / 13

Chatham Home
5 Bedrooms / 5 Bathrooms / Sleeps 115 BR / 5 BA / Sleeps 11
Home / 5 Bedrooms / Sleeps 11

from

$815

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:11
Type:Home
Per night:$815
Per week:$5,700
Pets allowed:No
Internet:Yes

2015 Rental Rate: $6000 per week, including the cleaning feeWeekly rentals from mid- JUNE to mid- SEPTLovely home in sought after Stage Neck area! This spacious home offers a private setting on just over an acre of land. It is about 2 miles from downtown Chatham, and a walk to ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
6 Bedrooms / 2 Bathrooms / Sleeps 116 BR / 2 BA / Sleeps 11
Home / 6 Bedrooms / Sleeps 11

from

$393

/ night

Email Owner
Bedrooms:6
Bathrooms:2
Sleeps:11
Type:Home
Per night:$393 - $608
Per week:$2,750 - $4,250
Pets allowed:No
Internet:Yes

2015 Rental Rate: $4525 per week including the cleaning fee~~ Off- Season: $3025 per week including the cleaning feeWeekly rentals from mid- JUNE to mid- SEPT~Experience a true Old Cape Cod vacation in this rambling home located about 2/10 of a mile from a private beach at Stage Harbor....

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
5 Bedrooms / 4 Bathrooms / Sleeps 115 BR / 4 BA / Sleeps 11
Home / 5 Bedrooms / Sleeps 11
Bedrooms:5
Bathrooms:4
Sleeps:11
Type:Home
Per night:$1,215
Per week:$8,500
Pets allowed:No
Internet:Yes

2015 Rental Rate: July, August and September: $8850 per week, Off- Season (June) $5350 per week, Weekly rentals from mid- JUNE to mid- SEPTThe entire family will enjoy this gorgeous, newly built 4+ BR home with a private association path down to Ridgevale Beach! The beach is...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
4 Bedrooms / 5 Bathrooms / Sleeps 114 BR / 5 BA / Sleeps 11
Home / 4 Bedrooms / Sleeps 11

from

$750

/ night

Email Owner
Bedrooms:4
Bathrooms:5
Sleeps:11
Type:Home
Per night:$750 - $1,000
Per week:$5,250 - $7,000
Pets allowed:No
Internet:Yes

2015 Rental Rate: $7300, including the cleaning feeThis is a FRIDAY TO FRIDAY RENTAL in JULYSaturday to Saturday for AUGUST weeksOff Season: $5550 per week, including the cleaning feeWeekly rentals from mid- JUNE to mid- SEPT$1500 Refundable Security Deposit RequiredGorgeous, upscale...

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Chatham Massachusetts Vacation Rentals - Home
1 / 25

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 103 BR / 2 BA / Sleeps 10
Home / 3 Bedrooms / Sleeps 10
(2) Excellent 2 Reviews

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$129 - $215
Per week:$900 - $1,500
Pets allowed:No
Internet:Yes

ID #POST22 Chatham Center is just 3/10ths of a mile from this 3 bedroom, 1. 5 bathroom Vacation home. [~]Located directly off of Main St. and 4/10ths of a mile to Oyster Pond Public beach (salt water), just a short stroll to Main Street dining or to watch Cape Cod Baseball League...

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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$179

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$179 - $243
Per week:$1,250 - $1,700
Pets allowed:No
Internet:Yes

190 Countryside Drive - ID# 104736. Lovely 4 bedroom home in ChathamCharming 4 bedroom home in a peaceful area with a lovely fenced in yard. Just a short drive to Jackknife Cove beach on Pleasant Bay and a short distance to Monomoy River for kayaking and canoeing. School Houe Pond...

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Chatham Massachusetts Vacation Rentals - Home
1 / 33

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 104 BR / 4 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10
(1) Excellent 1 Review

from

$458

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$458
Per week:$3,200
Pets allowed:No
Internet:No

ID #LAKE110 Lake front Vacation home on Lovers Lake in Chatham in the Great Hill Neighborhood. [~]Heron Haven is a peaceful, spacious home in a dreamy lake front setting with many sought after features. This home sleeps 10 guests and boasts 4 living areas to spread out and relax....

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Chatham Massachusetts Vacation Rentals - Home
1 / 36

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 105 BR / 3 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$750

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$750
Per week:$5,250
Pets allowed:No
Internet:Yes

369 Shore RoadLovely five bedroom home close to town and the beach! It has everything you need: a huge yard for games, central air, updated kitchen and an awesome location! The beach is just a walk across the street from this beautifully landscaped Shore Road home. This home is...

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Chatham Massachusetts Vacation Rentals - Home
1 / 23

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 103 BR / 3 BA / Sleeps 10
Home / 3 Bedrooms / Sleeps 10
(1) Excellent 1 Review

from

$395

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$395
Per month:$11,850
Pets allowed:No
Internet:Yes

Enjoy easy resort style living in this newer Cape Cod Vacation Rental home in Chatham. This home is in its own residential sub division and is close to beaches, restaurants, downtown and includes a community pool & tennis court! Central A/C, garage, finished lower level, main...

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Chatham Massachusetts Vacation Rentals - Home
1 / 25

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$458

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$458
Per week:$3,200
Pets allowed:Yes
Internet:Yes

68 Summer Hill Lane CHATHAMCharming Large Post and Beam Cape Style home privately nestled on a quiet lane. 4 bedrooms and 3 bathrooms. Open kitchen/dining/living room floor plan. Spacious Great Room with cathedral ceilings, central A/C, master suite away from main living area. Private...

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Chatham Massachusetts Vacation Rentals - Home
1 / 24

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 103 BR / 4 BA / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

from

$500

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Home
Per night:$500
Per week:$3,500
Pets allowed:No
Internet:Yes

105 Queen Anne RoadWater views from this beautifully maintained home located just around the corner to downtown Chatham and 1/10 of a mile to the beach on Oyster Pond! All the amenities including central AC, WIFI, outside shower & gas grill. 3 bedrooms each with full baths and ...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
4 Bedrooms / 5 Bathrooms / Sleeps 104 BR / 5 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10
(1) Excellent 1 Review
Bedrooms:4
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,125
Per month:$33,750
Pets allowed:No
Internet:Yes

Paradise found on the shores of Eastward Point in Chatham! Luxury at its finest will surround you at every turn in this renovated, contemporary Cape Cod Vacation home offering central air and wireless internet. With over 4000 square feet, the open floor plan makes for easy living....

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Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$300

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$300
Per month:$9,000
Pets allowed:Yes
Internet:Yes

Pet Friendly! Classic Cape Cod Vacation Home Rental in Chatham near Schoolhouse Pond for freshwater swimming. It is located in a residential area and is convenient to the Cape Cod Bike trail, and the Chatham Airport and restaurant (Hanger B eatery). It has 3 a/c units and wifi too....

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 104 BR / 4 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10
(1) Excellent 1 Review

from

$845

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$845
Per month:$25,350
Pets allowed:Yes
Internet:Yes

Pet Friendly! Nothing beats this luxury 4 bedroom, 4. 5 bath Vacation Rental located in the heart of Chatham's historic village ! ! Whether you are soaking in the hot tub on the private patio or enjoying an outdoor shower after you've come home from Lighthouse or Andrew Harding's...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 104 BR / 2 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$358 - $486
Per week:$2,500 - $3,400
Pets allowed:Yes
Internet:Yes

Pet Friendly! Spend Lazy summer days at this Cape Cod Vacation rental in Chatham. With the shade from the pines, the spray of sea salt from the Nantucket Sound and the warm summer sun, you are sure to have a relaxing escape to the Cape. From kayaking (2 included! ) to boating ...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 104 BR / 4 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$600

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$600
Per month:$18,000
Pets allowed:Yes
Internet:Yes

On the Water! With Central Air and Wireless Internet- Pet Friendly too (for Dogs only- ask your rental specialist for details). This Cape Cod Vacation Rental home in North Chatham has expansive views of Pleasant Bay from both a lower and upper deck, both living areas, the dining...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
4 Bedrooms / 5 Bathrooms / Sleeps 104 BR / 5 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$786

/ night

Email Owner
Bedrooms:4
Bathrooms:5
Sleeps:10
Type:Home
Per night:$786
Per week:$5,500
Pets allowed:No
Internet:Yes

2015 Rental Rate: $5825 per week, including the cleaning fee$1, 000 mandatory security deposit required NO off SeasonGorgeous custom built home in a perfect central location of Chatham! You will not be disappointed with this home. Tons of living space, 5800 sq feet Maple hardwood...

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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 104 BR / 2 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$315

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$315 - $400
Per week:$2,200 - $2,800
Pets allowed:No
Internet:Yes

2015 Rental Rate: SPECIAL FOR June 26- July 3 $2200 for the week, with cleaning$3000 per week including the cleaning fee. ~~ Off- Season: $2400 per week including the cleaning feeWeekly rentals from mid- JUNE to mid- SEPTThis recently renovated four bedroom beach cottage is in the...

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Chatham Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$400

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$400 - $786
Per week:$2,800 - $5,500
Pets allowed:No
Internet:Yes

2015 Rental Rates: $5800 per week, including cleaning feeOff- Season: $3100/wk, including the cleaning fee~~Weekly rentals from mid- JUNE to mid- SEPTLocation Location Location! This wonderful, family rental is a short walk or easy bike ride into downtown Chatham and offers swimming/sunbathing...

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Chatham Massachusetts Vacation Rentals - Home
1 / 1

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$572 - $643
Per week:$4,000 - $4,500
Pets allowed:No
Internet:Yes

2015 Rental Rates: $4725 per week, including the cleaning feeSeptember: $4225 per week, including the cleaningWeekly rentals from mid- JUNE to mid- SEPTWalk to the water in minutes from this light and bright 4 BR home located in Harding's Shores! The location is fabulous, and ...

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Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 104 BR / 4 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$600

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$600 - $886
Per week:$4,200 - $6,200
Pets allowed:No
Internet:Yes

2015 Rental Rate $6425 with the cleaning includedOff season $4425 per week with the cleaning includedWeekly rentals from mid- JUNE to mid- SEPTEntirely remodeled home, with new furniture and appliances throughout, located in the heart of Chatham! Walk to Chatham's downtown, or...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 104 BR / 4 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$886

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$886
Per week:$6,200
Pets allowed:No
Internet:Yes

2015 Rental Rate: $6500, including the cleaning fee NO OFF SEASON Gorgeous home with upscale furnishings throughout, sweeping views of Nantucket Sound, and close to a private path that leads you down to the beach! The home features 2 master bedrooms, each with its own bath and...

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1 / 17

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 104 BR / 2 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$300

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$300 - $429
Per week:$2,100 - $3,000
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3225 including the cleaning fee~~~Off Season: $2325 per week including the cleaning feeWeekly rentals from mid- JUNE to mid- SEPTPrivate, traditional style cape house in the Sears Point area of Chatham. It has a lovely sun porch, a large living room and a large...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$286 - $500
Per week:$2,000 - $3,500
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3700 per week including the cleaning feeWEEKS 6/26- 7/3 & 7/3- 7/10 (or 7/11 for additional nightly rate) are Friday to Fridayweeks immediately before the In Season, and immediately after are $3200 per week with cleaning includedOff Season: $2200 per week including...

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Chatham Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$575

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$575
Per month:$17,250
Pets allowed:No
Internet:Yes

2015 Rental Rate: $6950 plus a mandatory $300 cleaning fee for one week, and $450 cleaning fee for a two week lease~~June & September ~~ $5000/week, plus the cleaningOff- Season: $4000 per week, plus same cleaning fees as above. Weekly rentals from mid- JUNE to mid- SEPTFabulous...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$229 - $372
Per week:$1,600 - $2,600
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2800 per week including the cleaning feeOff- Season Rate: $1800 per week including the cleaning feeWeekly rentals from mid- JUNE to mid- SEPTYou will love this 4 bedroom home near Ridgevale Beach! Located at the end of a dirt road with water views of a freshwater...

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About Chatham

Chatham, MA Travel Tips

Situated on the southeastern tip of Cape Cod is the town of Chatham, MA. This charming town is a pleasant place for families to unwind and spend valuable and fun time together. For the most relaxing experience possible, people will want to skip hotels in favor of Chatham rentals. For the best selection of Chatham vacation rentals online, you're in the right place. Vacation Home Rentals has well-maintained properties available for rent by owner. By booking with us, you can save money and enjoy the comforts of home. When planning a trip to Chatham, there are a few tips that can make the stay more comfortable for all.
During the winter, Chatham is quieter than in the busy summer months. For families that prefer to avoid crowds, this is a good time to visit. Keep an eye on the average temperatures for the month that you'll be visiting Chatham. The warmest months of the year are July and August, with top temperatures averaging 75 degrees Fahrenheit. The coldest month of the year is January, with average lows at 24 degrees Fahrenheit and highs at 38 degrees Fahrenheit. Checking out the weather will help make packing for the family easier. When traveling in peak season, be sure to book Chatham vacation rentals in advance to save time and money.

Attractions

Rest and relaxation are two of the most important reasons why tourists stay in vacation rentals. Chatham, MA, has so many attractions that at the end of a fun-filled day, families will appreciate a good night's sleep. A popular destination for families is the Atwood House Museum. The museum is a great way to learn about the history of Cape Cod and to view the area's art while staying in Chatham, MA, rentals. Another interesting museum to visit is the Chatham Railroad Museum, which is located in an 1887 railroad depot that has been restored. The Chatham Lighthouse is another popular destination when visiting the city. To visit the lighthouse, tourists may arrange for a tour on dates that have been set aside by the Coast Guard Auxiliary. For many tourists staying in Chatham rentals, the beaches are one of the main attractions. Public beaches include Ridgevale Beach, Harding Beach, Cockle Cove Beach, and more. Parks are another way that families can enjoy their vacation. Parks such as Chase Park offer great outdoor fun and have picnic areas and charcoal grills. Also located in Chatham is the Monomoy National Wildlife Refuge, Samuel Hawes Park, Sears Park, and ...

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