Chatham Vacation Rentals, Homes, & More

1-50 of 299 Chatham Rentals

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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$172

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$172 - $343
Per week:$1,200 - $2,400
Pets allowed:No
Internet:Yes

JUST A SHORT DRIVE TO THE BEACH AND TOWN! This is a charming 4 bedroom (sleeps 10), 2 bath home offering CENTRAL AIR CONDTIONING AND WIRELESS INTERNET, washer/dryer, comfortable living space, dining area, fully equipped kitchen with dishwasher, large deck and fenced in back...

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Chatham Massachusetts Vacation Rentals - Guesthouse
1 / 22

Chatham Guesthouse
3 Bedrooms / 3.5 Bathrooms / Sleeps 6

“ Excellent ”8 Reviews

from

$288

/ night

Email Owner
Bedrooms:3
Bathrooms:3.5
Sleeps:6
Type:Guesthouse
Per night:$288 - $602
Per month:$8,640 - $18,060
Pets allowed:No
Internet:No

North Chatham on Cape Cod 3 bedroom Quaint Guest Home which has been newly restored, taking note of a 3 zone central air conditioning, new yard and a full sun deck with teak dining furniture and a brick patio to grill your favorite steak or fish. Enjoy the starlit sky and on occasion...

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Great Trip

“ Excellent ”
August 20, 2014
We have been coming to Chatham and renting from this owner for almost 25 years. The property is excellent and well appointed and cared for. Love it!!
Meg Minehan, Malta, NY

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PLEASANT STREET - NORTHERN VIEW
1 / 14

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”10 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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Cape rental

“ Excellent ”
September 11, 2011
Nice home, convenient to beach. Loved the upstairs deck.
Marti Barcelos, simsbury ct

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”11 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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Great weekend

“ Excellent ”
September 3, 2014
Beds were comfortable. Kitchen had all the pots, pans, dishes and utensils you could need. The kitchen had no supplies like tea, coffee or sugar (most places we have stayed at have those basics). Very quiet dead end road. We would recommend This home to friends.
Angela Derrane, Utica, NY

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Overlooking Nantucket Sound and large lush lawns
1 / 8

Chatham Home
9 Bedrooms / 4 Bathrooms / Sleeps 20

“ Excellent ”3 Reviews

Bedrooms:9
Bathrooms:4
Sleeps:20
Type:Home
Per night:$1,250
Per month:$37,500
Pets allowed:No
Internet:Yes

Southwesterly ocean breezes flow over this HISTORIC family estate built in the 1930?s by Mr. & Mrs. John Peale Bishop, a classmate and best friends at Princeton of F. Scott Fitzgerald and himself a famous writer and poet. The Gatsby sits on 1. 3 acres in Chatham overlooking Nantucket...

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Tribute & fond memories

“ Excellent ”
October 7, 2014
This house was perfect for our needs. We needed a place which felt like our home at the Cape for so many summers. We had to all be under one roof, sharing stories, memories, laughs & tears. We came to the Cape to sprinkle my husband's ashes at sea. The house is large, spacious and clean! The furnishings served their purpose and the fireplace made for the perfect atmosphere. I was able to prepare a sit down dinner for 20, plenty of pots, etc. The two refrigerators made prepping and serving very easy.Tara cleaned the house prior to our arrival and Carver, her spouse and the Caretaker took care that our every need was met. Every member of my family was thrilled to have been able to spend the weekend at such a warm home for dad's final sendoff. The home owner introduced me to the Stage Harbor Marina and I was met by the kindest, gentlest man you'd hope to meet. On Sunday we returned to NY with a feeling of peace and the wonderful Gatsby made it possible, Thank you!
margaret brady, Hudson Valley, New York

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Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Enjoy the spectacular location and panoramic waterviews from this 4 bedroom 2 bath Chatham rental cottage situated right on Cockle Cove Beach on Nantucket Sound. This is one of very few cottages where you can step out your door and take only a few steps to the water's edge. This property...

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1 / 10

Chatham Cottage
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”4 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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Off Season

“ Excellent ”
September 26, 2013
We have rented this cottage multiple time. It is on a quiet street with a veiw of the salt marsh; a short walk from the beach. We love to watch the birds and dragon flies and relax.
Laurie Chadbourne, Amherst, MA USA

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Chatham Massachusetts Vacation Rentals - Home
1 / 37

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 6

from

$700

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:6
Type:Home
Per night:$700
Per week:$4,900
Pets allowed:No
Internet:Yes

180+ photo gallery available upon e- request. This exquisitely furnished four bedroom home is located on the Ocean side of Shore Road with an easy walk to Chatham's beaches, Fish Pier, Lighthouse, town center, outdoor band concerts and fine restaurants. Just minutes walk...

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1 / 6

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 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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One To Remember!

“ Excellent ”
December 16, 2012
Older sibling reunion. The pictures don't capture the beauty of this property. Obviously plenty to do in this area. The owners were remarkable in their effort to meet our needs. The single resident seagull is charming. We will love to return!
Frank, Milford, CT.

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Chatham Massachusetts Vacation Rentals - Apartment
1 / 4

Chatham Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$193

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
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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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$358 - $643
Per week:$2,500 - $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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Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

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 private, comfortable retreat in Chatham. In a quiet, wooded setting, cooled by the breezes from the pond, 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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Chatham Massachusetts Vacation Rentals - Home
1 / 22

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 10

from

$500

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Home
Per night:$500 - $715
Per week:$3,500 - $5,000
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
1 / 12

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 9

from

$272

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$272 - $358
Per week:$1,900 - $2,500
Pets allowed:No
Internet:Yes

60 Hallet Lane - ID# 104906. In the heart of the Old VillageAntique home in the heart of Old Chatham Village. Convenient to Lighthouse Beach, Village shops and restaurants. Five Bedroom, 3 Bath, 4/10 mile to Lighthouse Beach. $2500 per week in season with a $210 Cleaning Fee. ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$483

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$483 - $643
Per week:$3,375 - $4,500
Pets allowed:No
Internet:Yes

338 Seapine Road CHATHAM, ID# 104736Waterfront 3 bedroom home overlooking Bassing Harbor and Fox Hill with the outer barrier beach beyond. Located on a cul de sac in a highly desirable neighborhood, the home is a classic cape in style. Water access for kayaking in Pleasant Bay and...

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Chatham Massachusetts Vacation Rentals - Home
1 / 17

Chatham Home
5 Bedrooms / 2 Bathrooms / Sleeps 8

from

$272

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:8
Type:Home
Per night:$272 - $422
Per week:$1,900 - $2,950
Pets allowed:No
Internet:Yes

195 Cedar Street Chatham - ID# 106000Location, location, location! Only a half mile to the beach at Oyster Pond and 3/4 mile to the Village of Chatham. Located on the Chatham Loop, a great walking/jogging/biking route. Wonderful newly renovated home including a fabulous new kitchen...

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Chatham Massachusetts Vacation Rentals - Home
1 / 21

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$543

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$543 - $643
Per week:$3,800 - $4,500
Pets allowed:No
Internet:Yes

169 Lime Hill Road CHATHAMThis magnificent and well- appointed home is the epitome of luxury living with added Cape Cod style. Conveniently located less than 3/4 of a mile from Chatham Village, you also have deeded rights to a path to Oyster Pond.. Every amenity is provided, from...

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Chatham Massachusetts Vacation Rentals - Home
1 / 8

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$179

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$179 - $258
Per week:$1,250 - $1,800
Pets allowed:Yes
Internet:Yes

241 Training Field RoadCharming and updated 3 bedroom air conditioned ranch style home just 1 mile from beautiful Pleasant Bay at Jacknife Point Beach. $1800 per week in season plus $160 Cleaning Fee, $60 Handling Fee, made outto Bruce Court & $55 Vacation Rental Damage Fee. To ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$300
Per week:$2,100
Pets allowed:Yes
Internet:Yes

Charming cape- style pet friendly home close to all that the village has to offer. PET FRIENDLY Charming cape- style home close to all that the village has to offer. Walk to town, Oyster Pond, Chatham Anglers games, golf, and tennis courts. This home is pet friendly. $2100/week...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$229
Per week:$1,600
Pets allowed:No
Internet:Yes

454 Training Field Road CHATHAMLovely updated 3 bedroom home in close proximity to Pleasant Bay and Jackknife Cove beach. Just a few minutes drive to the quaint downtown village of Chatham. This home rents for $1600 per week in season. All rates plus $60 Handling Fee and $55 Vacation...

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Chatham Massachusetts Vacation Rentals - Home
1 / 22

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$258
Per week:$1,800
Pets allowed:Yes
Internet:No

251 Joshua JethroPET FRIENDLY Wonderful three bedroom three bath Cape- style home in the Riverbay community of Chatham with central A/C. The kitchen and all three bathrooms have been recently renovated and the first floor bathroom includes a whirlpool jet bathtub. The first floor ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
6 Bedrooms / 2 Bathrooms / Sleeps 10

from

$286

/ night

Email Owner
Bedrooms:6
Bathrooms:2
Sleeps:10
Type:Home
Per night:$286 - $458
Per week:$2,000 - $3,200
Pets allowed:No
Internet:Yes

OLD VILLAGE LOCATION! ! ! ! Large Cape Farmhouse just 2/10 mile from Lighthouse Beach and a short walk to town. Spacious yard with lots of outdoor furniture and grill, perfect for cookouts, wiffle ball and volleyball. Mudroom with washer dryer off the kitchen. Please be aware that...

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Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$540

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$540 - $772
Per week:$3,780 - $5,400
Pets allowed:No
Internet:Yes

WATERFRONT LARGE OLDER HOME WATERFRONT ON MILLPOND! ! Who could ask for more! ! ! Property is 4/10 mile walk to Lighthouse Beach and 1/2 mile walk to town location . Wireless Internet and Flat Screen Cable Televison. Beauitful large patio faces saltwater Millpond, spacious yard,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$629

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$629 - $658
Per week:$4,400 - $4,600
Pets allowed:No
Internet:Yes

A RENTAL PROPERTY THAT YOU WILL WANT TO RETURN TO YEAR AFTER YEAR! Beautiful four bedroom/3. 5 bath home loaded with charm and comfort. Property has central air conditioning, lovely furnishings and beautiful decor, updated kitchen with center island and double ovens, lovely dining...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$229 - $400
Per week:$1,600 - $2,800
Pets allowed:No
Internet:Yes

WALK TO TOWN AND CAPE LEAGUE BASEBALL GAMES! just 4/10 mile to town and just about 2/10 mile to the Chatham Anglers Ballfield and the Playground! Wireless Internet Access, Window Air Conditioning Units in each of the bedrooms and 42 Inch Flat Screen Television. Oyster Pond beach...

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Chatham Massachusetts Vacation Rentals - Home
1 / 12

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 7

from

$443

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$443
Per week:$3,100
Pets allowed:No
Internet:Yes

UPDATED RENTAL WITH LOADS OF LIGHT AND TRUE SUMMER FEEL! Sunny and bright are two perfect words to describe this updated, immaculate rental property that is just one mile to Hardings Beach.... three bedrooms/three baths, central air conditioning, gas fireplace, two living space...

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Chatham Massachusetts Vacation Rentals - Home
1 / 31

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 6

from

$572

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Home
Per night:$572 - $600
Per week:$4,000 - $4,200
Pets allowed:No
Internet:Yes

Short Walk to Private Association Beach. This is a spacious 3 bedroom, 4 ½ bath home contemporary home on Stage Island with central air conditioning, wireless internet, washer/dryer, fully equipped updated kitchen with granite countertops, dining area, living room with comfortable...

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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$172 - $315
Per week:$1,200 - $2,200
Pets allowed:No
Internet:Yes

SHORT WALK TO TOWN AND CAPE LEAGUE BASEBALL GAMES! This 3 bedroom/2 bath home is located on a quiet side street and is just 7/10's of a mile to the Chatham Angler's ballfield, town playground and just a bit farther to Main Street. This well maintained home is bright and updated ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 7

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$211

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$211
Per week:$1,475
Pets allowed:No
Internet:Yes

COZY AND COMFORTABLE! ! This Chatham home has three bedrooms and two baths with central air conditioning, wireless internet, flat screen television, master bedroom with private bath. Enjoy peace and tranquility in this quiet residential neighborhood of Chatham. This home is centrally...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$472

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$472
Per week:$3,300
Pets allowed:No
Internet:Yes

GREAT SPOT FOR BEACH LOVERS! Nice waterviews from first and second floor decks and just 200 yards to the water. Beach is just south of Lighthouse Beach. Fun beach cottage with deeded path directly across the street. The house has wireless high speed internet access and one portable...

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Chatham Massachusetts Vacation Rentals - Home
1 / 12

Chatham Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$143 - $200
Per week:$1,000 - $1,400
Pets allowed:No
Internet:Yes

JUST 1/2 MILE TO FRESHWATER WHITE POND BEACH AREA - - - GREAT SWIMMING SPOT! ! Enjoy this immaculate three bedroom/1. 5 bath home located on quiet side street. This rental is also just around the corner from access to the bike path and 1. 5 miles to the center of Chatham. This home...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$158 - $229
Per week:$1,100 - $1,600
Pets allowed:No
Internet:Yes

COMFORTABLE HOME WITH SO MUCH TO OFFER! Central air conditioning, cozy living room, sunny family room and dining room, wireless internet , flat screen television, deck with outdoor furniture and gas grill, nice private setting. Large patio and enclosed outdoor shower. Lovely...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$386

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$386
Per week:$2,700
Pets allowed:No
Internet:Yes

GREAT IN TOWN LOCATION! ! ! Walk to restaurants, shops, Chatham Angler's ballgames, town playground and Oyster Pond Beach area. CENTRAL AIR CONDITIONING! Master bedroom with private bath, cable television and gas fireplace. Master bath with new shower and large tub. Great mahogany...

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Chatham Massachusetts Vacation Rentals - Home
1 / 12

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

JUST STEPS TO OYSTER POND BOAT LAUNCH AND SHORT WALK TO OYSTER POND BEACH AREA! ! ! Just 4/10's mile to town and beach! Partial waterviews from the front porch with rocking chairs provided. Small deck off the back of the house with outdoor grill. Picnic table in the backyard area....

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Chatham Massachusetts Vacation Rentals - Home
1 / 36

Chatham Home
5 Bedrooms / 3 Bathrooms / 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 / 24

Chatham Home
4 Bedrooms / 5 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Home
Per night:$2,072
Per week:$14,500
Pets allowed:No
Internet:Yes

464 Shore RdThis waterfront vacation home has a heated pool and magnificent views from every angle, with four bedrooms this sophisticated contemporary home is perfectly appointed and close to the charming town center and glorious beaches. A fabulous master bedroom has a dramatic ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
4 Bedrooms / 5 Bathrooms / 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 RENTALOff Season: $5550 per week, including the cleaning fee$1500 Refundable Security Deposit RequiredGorgeous, upscale home located in the heart of Chatham, close to Main St and Shore Rd. Nice, private...

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Chatham Massachusetts Vacation Rentals - Home
1 / 1

Chatham Home
4 Bedrooms / 3 Bathrooms / 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 cleaningWalk to the water in minutes from this light and bright 4 BR home located in Harding's Shores! The location is fabulous, and the home features a large private fenced in...

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Chatham Massachusetts Vacation Rentals - Home
1 / 17

Chatham Home
4 Bedrooms / 2 Bathrooms / 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 feePrivate, traditional style cape house in the Sears Point area of Chatham. It has a lovely sun porch, a large living room and a large yard with lots of space for kids to run....

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Chatham Massachusetts Vacation Rentals - Home
1 / 18

Chatham Home
5 Bedrooms / 4 Bathrooms / 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. Fabulous renovated Cape located in the heart of Chatham...

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Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$272

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$272 - $486
Per week:$1,900 - $3,400
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3625 per week including the cleaning fee~~ Off Season: $2125 per week including the cleaning feeEnjoy fabulous views from this adorable family compound overlooking the Oyster River! You will want to live on the huge deck with incomparable views of the River and...

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

from

$418

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$418 - $558
Per week:$2,925 - $3,900
Pets allowed:No
Internet:Yes

2015 Rental Rate: $4125 per week including the cleaning fee~~ Off- Season: $3150 per week, including the cleaning feeGreat family rental home, within walking distance to the warm waters of kid- friendly Hardings Beach! There is sleeping for 10 people, including a queen- futon ...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 9

from

$272

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$272 - $358
Per week:$1,900 - $2,500
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2700 per week including the cleaning fee~~ Off- Season: $2100 per week including the cleaning feeAntique home located in the heart of the Old Village! A quick walk to everywhere you want to go - Lighthouse Beach and all the shops and restaurants in town... you...

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Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$429

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$429 - $536
Per week:$3,000 - $3,750
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3925 per week, including the cleaning fee~~ Off- Season: $3175 per week, including the cleaning feeA fantastic, family rental steps from Main Street and Veterans Field. Completely updated throughout and located on a quiet dead end street, just off the beaten...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$365

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$365 - $714
Per week:$2,550 - $4,995
Pets allowed:No
Internet:Yes

2015 Rental Rate: $5245per week, including cleaning feeOff- Season: $2800 per week, including the cleaning feeJUNE 19- 26th $3550 per week with the cleaning fee includedSprawling antique Cape- style farmhouse located just steps to Andrew Hardings Beach with breathtaking water views!...

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Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$500

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$500 - $715
Per week:$3,500 - $5,000
Pets allowed:No
Internet:Yes

2015 Rental Rate ~ $5225 per week, including the cleaning fee ~~ Off- Season: $3725, including the cleaning fee~~ Gorgeous home located in a secluded yet convenient area of Chatham and overlooking Oyster Pond. The house is almost surrounded by waterviews! Open floor plan throughout...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$272

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$272
Per week:$1,900
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2075, including the cleaning feeOff- season: request dates and pricingThis is a well maintained property located in a quiet area in W. Chatham. Spacious bedrooms, one with two double beds. Updated kitchen, with a skylight, opens to dining area & living room....

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 8

from

$486

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$486
Per week:$3,400
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3625 per week, including the cleaning fee~~~~~No Off- Season~~~~~Fabulous updated home located in North Chatham, convenient to town and many of Chatham's beaches! High ceilings & hardwood floors throughout and a screened in porch off of the kitchen/dining area....

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Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 7

from

$708

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:7
Type:Home
Per night:$708
Per week:$4,950
Pets allowed:No
Internet:Yes

2015 Rental Rate: $5150 per week, including the cleaning feeThis fabulous summer home is in the perfect location! It is a quick walk to the village, Chatham A's baseball games and swimming at Oyster Pond. Filled with upscale furnishings and bright colors, it also features hard...

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Chatham Massachusetts Vacation Rentals - Home
1 / 13

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$500

/ night

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

2015 Rental Rate: $3700 per week with the cleaning fee~~ No Off- Season~~Fabulous home on quiet street near town, featuring central air conditioning, a brand new family room and spacious screened- in porch! This gorgeous home features a renovated kitchen, upscale furnishings, ...

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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 Volunteer Park.
Events
Hotels are often overcrowded and noisy when the city is hosting a special event. The calm atmosphere and convenience of staying in Chatham, MA, vacation rentals is a benefit for many tourists. Families on vacation will appreciate this convenience and can better enjoy the event's festivities. Festivals, fairs and other events take place throughout the year. In June, for instance, there is the annual Chatham Harbor Run and the Classic Car Invitational. For the children in the family, there are games for kids, while adults can enjoy a beer with their bratwurst and other German fare. Thanksgiving is a great time to travel to and stay in vacation rentals in Chatham, MA. Before indulging in a Thanksgiving Day meal, families can run or walk together in the annual Turkey Trot. Also during the holiday season, don't miss the annual Chatham Christmas Stroll.
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