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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$178

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$178 - $389
Per week:$1,240 - $2,720
Pets allowed:No
Internet:Yes

Floor plans, 90 glowing reviews and a full pictorial coverage of 11 Freeman Lane await your viewing on our site: Briar Point Properties. Open your door and walk 1/2 mile to Nauset Harbor Beach for a swim and spectacular Atlantic Ocean views. This popular home has a cool central...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$300 - $429
Per week:$2,100 - $3,000
Pets allowed:No
Internet:No

Waterfront on Nauset Harbor! Classic Cape located on an incredible property overlooking the water and beyond. Enjoy the lovely living area with fieldstone fireplace, relaxing on the spacious deck or taking the path to the shore's edge. Current updates include new carpeting throughout...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 13
Home / 5 Bedrooms / Sleeps 13

(1)“ Excellent ”1 Review

from

$715

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:13
Type:Home
Per night:$715 - $1,772
Per week:$4,999 - $12,400
Pets allowed:No
Internet:Yes

Floor Plans, 101 Reviews and Pictures await you at the site: Briar Point Properties. This is East Orleans' premier rental estate; now review rated #1 on Cape Cod for luxury lodging! The privacy and stunning views of the Atlantic Ocean, Nauset Beach and Pochet Island combine to...

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Excellent week

“ Excellent ”
June 28, 2015
We had an enjoyable week in this home. The location is ideal and the home was equipped with the finest of appliances. Every detail seemed to be present. The owners were very attentive and the home made clam chowder was delicious. This was our second visit and it won't be our last.
Vincent Marchello, Park ridge, NJ

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View From Deck
1 / 19

Orleans Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(2)“ Excellent ”2 Reviews

from

$929

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$929
Per week:$6,500
Pets allowed:No
Internet:Yes

Stunning four bedroom, 3, 000 Square Foot home on Town Cove in Orleans, Massachusetts. Incredible views from almost every room in the house. Five 8 foot sliding glass doors with screens open onto deck or balcony facing the Cove. Just renovated, new Deck overlooking Town Cove, ...

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Family vacation

“ Excellent ”
September 5, 2011
Great house, well appointed and very well kept with excellant views - being located in the middle of the cape is also a plus.We would stay at this house again, we all had a great time
Jim OConnor, Southampton PA

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1 / 8

Orleans Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$215 - $572
Per week:$1,500 - $4,000
Pets allowed:No
Internet:Yes

A very unique haven situated on what was a private family compound with private beach on Cape Cod Bay. The beach is less than 700 feet away via a beautiful sandy path which passes a cranberry bog along the way. The rambling, airy & bright 3000 sq. ft. home has been renovated over...

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Front View
1 / 12

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(13)“ Excellent ”13 Reviews

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$150
Per week:$850 - $2,100
Pets allowed:No
Internet:Yes

Nauset beach is just down the road from this East Orleans Village, sun filled home. The quiet private road and 150 foot driveway opens into a large backyard, surrounded by privacy, tall Cape Cod pines and colorful flower beds. [NOTE TO ALL INQUIRERS - PLEASE SEE THE HOUSE'S...

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Another great stay

“ Excellent ”
June 19, 2015
This was our fifth year in a row and it was still wonderful. The proximity to the beach is great and my five year old loves the deck and the yard. The house is always clean and comfortable. The local restaurants are all good and the people you meet are even better. The Wellfleet drive-in is close and provides an experience not found much anymore. My son and I look forward to next year.
Marci Spotts, Birdsboro, PA

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View from the beach to the house.
1 / 16

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$443

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$443 - $979
Per week:$3,100 - $6,850
Pets allowed:No
Internet:Yes

Spectacular beach front home perfectly located between Skaket Beach and Rock Harbor. Swim in the Bay or float the "lazy river" of Little Namskaket Creek as the waters ebb and flow with the tides. Beach and creek are ideal for kids and steps away from your house! Relax on the expansive...

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1 / 31

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$750

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$750
Per week:$5,250
Pets allowed:No
Internet:Yes

Property ID: 114103 / Key #: 2222 / Property Name: 36 Collins LaneGorgeous 5 bedroom home with Central A/C and all the amenities. First floor features a luxury eat in kitchen with granite countertops and stainless appliances, great dining room, and living area with gas fireplace....

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View from yard
1 / 16

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Very Good ”1 Review

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$200 - $279
Per week:$1,400 - $1,950
Pets allowed:No
Internet:Yes

74 Keziahs Lane, Orleans, MAWaterfront home overlooking Meetinghouse River. This unique single level home offers 3 bedroom and 2 bathrooms, fully equipped kitchen, spacious living area, and picturesque grounds with waterviews of The River. Just a short distance to Kents Point...

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1 / 24

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$358

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$358 - $500
Per week:$2,500 - $3,500
Pets allowed:No
Internet:Yes

Commonwealth 286 South Orleans Rd, South Orleans MAWonderful family home with fenced in back yard & restful front porch. Pure Cape Cod feel to this well maintained and tastefully appointed home. Super equipped home too. New custom kitchen with maple cabinets and granite counter tops....

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$272

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$272 - $372
Per week:$1,900 - $2,600
Pets allowed:No
Internet:Yes

5 Skaket Circle, Orleans, MAOnly 1/10 mile to famous Skaket Beach! This sweet 3 bedroom 1. 5 bath home has a great screened in porch for morning coffee or to sit out in the evening. Stoll down after dinner to see the sunset or play in the tide pools at low tide. Bedrooms include...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$829

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$829 - $929
Per week:$5,800 - $6,500
Pets allowed:No
Internet:No

Enjoy easy access to a gorgeous private association beach and dock on Pleasant Bay from this well maintained property in the beautiful neighborhood of ''East Egg''. This incredibly spacious home offers lovely water views, central air, large kitchen, and game room with regulation...

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$186

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$186 - $286
Per week:$1,300 - $2,000
Pets allowed:Yes
Internet:No

AT SKAKET BEACH! This charming renovated 1927 Cape has ample room for 6, a master bedroom with a vaulted ceiling and a private half- bath, plus a lovely wraparound porch with hammock. The sunny interior features newly- painted floors, comfy furnishings throughout and excellent...

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Orleans Massachusetts Vacation Rentals - Home
1 / 8

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$200 - $279
Per week:$1,400 - $1,950
Pets allowed:No
Internet:No

Charming ranch on a quiet lane offering a idyllic setting right on Henson's Cove. There are many ways to enjoy the outdoors at this wonderful location. Bring your kayak or canoe to paddle Pleasant Bay, enjoy beautiful fresh water swimming at nearby Crystal Lake, walk the conservation...

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$143
Per week:$1,000
Pets allowed:No
Internet:No

Location, Location! Popular duplex cottage very close to Skaket Beach on Cape Cod Bay. Simple and beachy, each side rents separately and has its own deck. Unit 2 (#429) with two bedrooms, has a new kitchen for the 2014 season. Unit 1 (#428) has three bedrooms. Both share the enclosed...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
1 Bedroom / 1 Bathroom / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$150

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$150 - $186
Per week:$1,050 - $1,300
Pets allowed:No
Internet:No

This charming modern waterfront cottage is located in the exclusive section of Orleans called Mayflower Point where the Namequoit River meets Little Pleasant Bay. The secluded area boasts scenic water views, quiet nights and sounds of birds. The living space has a new whole house...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$200 - $358
Per week:$1,400 - $2,500
Pets allowed:No
Internet:No

Walk to Skaket Beach! Spacious home tucked away at the end of a quiet cul- de- sac only 6/10ths of a mile from the sandy shore of Cape Cod Bay. Offering great privacy on 1. 3 acres, the highlights of this home are its wonderful family room with cathedral ceiling and wood stove, ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$236

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$236 - $265
Per week:$1,650 - $1,850
Pets allowed:No
Internet:No

Newly refurbished ranch located on a knoll not far from Eldredge Park. This lovely vacation home is fresh and bright, offering brand new furniture with cottage charm, all amenities, and a flat- screen TV. Enjoy the ease of one floor living, the spacious patio with gas & charcoal...

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Orleans Massachusetts Vacation Rentals - Home
1 / 25

Orleans Home
3 Bedrooms / 4 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:7
Type:Home
Per night:$358 - $472
Per week:$2,500 - $3,300
Pets allowed:Yes
Internet:No

Truly a one- of- a- kind contemporary home on Little Pleasant Bay! Set on over an acre of wooded land, this light and bright beach home has multiple decks, a screened porch and views of the water from nearly every room. Sliders in the living room and kitchen/dining area open to...

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Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$193

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$193 - $258
Per week:$1,350 - $1,800
Pets allowed:No
Internet:No

Charming period home located only 2/10ths of a mile from gorgeous Nauset Beach on The Atlantic. Enjoy the sunny deck, comfortable furnishings, wonderful country kitchen and spacious backyard. Attached apartment also available for rent. Additional amenities include: room fans, lobster...

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Orleans Massachusetts Vacation Rentals - Home
1 / 10

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$279

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$279
Per week:$1,950
Pets allowed:Yes
Internet:No

Charming home located on a nice wooded lot in South Orleans with lovely furnishings, central Air Conditioning, and all amenities. Just a short distance (1/4 mile) to the boat ramp on Quanset Pond with access to the saltwater of Pleasant Bay. Additional amenities include: beach chairs,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 7

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$215

/ night

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

Spacious ranch with open living, dining and kitchen located in a quiet residential neighborhood. Offering all amenities- - including CENTRAL A/C and WIFI. Convenient to town and beaches, close proximity to tennis courts, playground and ballfield. Additional amenities include: ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$275

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$275 - $315
Per week:$1,925 - $2,200
Pets allowed:No
Internet:No

WATERFRONT on Bakers Pond! Take the path from the patio to your private pondfront to enjoy swimming, fishing and kayaking on this lovely freshwater pond. Designed as an airy contemporary cabin on 3 levels- - all with sunset water views- - this home has beautiful pine panelling...

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Orleans Massachusetts Vacation Rentals - Home
1 / 7

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$93

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$93
Per week:$650
Pets allowed:No
Internet:No

This small two bedroom home has all the quiet charm that you would expect for your cape cod vacation. Perfect for a couple or a small family, this home offers relaxation. - All reservations have a $60 reservation fee and a refundable security deposit. - Additional amenities include:...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$158 - $172
Per week:$1,100 - $1,200
Pets allowed:No
Internet:Yes

Lovely three bedroom contemporary Cape with an open floor plan located in a private cul de sac neighborhood. Features wireless internet, deck and private outdoor shower and is near the bike trail. Two bedrooms are on the first floor. One with a trundle bed and the other with two ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 6

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$122
Per week:$850
Pets allowed:No
Internet:No

Clean, comfortable and cozy cottage overlooking Rock Harbor Marsh. Wonderful screened in porch for your evening pleasure. 2 Bedrooms, 1 Bath. 1 Double, 2 TwinsAdditional amenities include: outdoor shower (private/hot water), outdoor furniture, room fans, lobster pot, coffeemaker....

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Property 18583
1 / 19

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(2)“ Excellent ”2 Reviews

from

$200

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$200 - $286
Per week:$1,400 - $2,000
Pets allowed:No
Internet:Yes

41 Chestnut Drive - Waterfont on Pleasant Bay! Spend your vacation on a bluff overlooking Pleasant Bay! For those nature lovers who like total privacy, this contemporary beach house provides easy access by path to a private beach that is wonderful for windsurfers and sailors. ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 7

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$143

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$143 - $215
Per week:$1,000 - $1,500
Pets allowed:No
Internet:No

Comfortable 4 bedroom home located on a quiet dead end road just a short distance from Rock Harbor and the Cape Cod Rail Trail. Enjoy the spacious screened- in porch and all amenities. Additional amenities include: room fans, lobster pot, outdoor shower (private/hot water), heat,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 26

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$572
Per week:$4,000
Pets allowed:No
Internet:No

NEWLY- BUILT WATERFRONT HOME! Gorgeous 3- level contemporary home overlooking conservation land and beautiful 28- acre Bakers Pond. With water views from every room, this dramatic home has 3 exterior decks and a private path to the pond only 75 feet away. Set on a cul- de- sac on...

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1 / 11

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 5
Home / 3 Bedrooms / Sleeps 5

(2)“ Very Good ”2 Reviews

from

$108

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Home
Per night:$108 - $143
Per week:$750 - $1,000
Pets allowed:No
Internet:No

Property ID: 18392 / Key #: 419 / Property Name: 8 Hofe RoadSpacious ranch minutes away from Skaket Beach and the Cape Cod Rail Trail! Sliders lead from the dining area to a large shaded deck which overlooks a private yard. This home has 3 Bedrooms (1 King & 4 Twins) and 2 baths....

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1 / 6

Orleans Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4
Cottage / 2 Bedrooms / Sleeps 4

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$100 - $115
Per week:$700 - $800
Pets allowed:No
Internet:No

197 Rock Harbor Road, Orleans, MARustic cottage overlooking the Rock Harbor Marsh. Wonderful screened in porch for your evening pleasure. 2 Bedrooms, 1 Bath. 1 Double, 2 Twins. NO PETS ALLOWED. $800 per week in season. $55 Vacation Rental Damage Coverage, $60 Handling Fee (fee...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$400 - $515
Per week:$2,800 - $3,600
Pets allowed:No
Internet:No

Wonderful custom home with all the amenities- - only a half- mile from Pah Wah Pond and its conservation area that leads out to a beach on Little Pleasant Bay. Built in 2011, this air- conditioned 3200- sq. ft. upscale home has excellent accommodations for 8 guests with 2 master...

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Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$236

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$236 - $250
Per week:$1,650 - $1,750
Pets allowed:No
Internet:Yes

Renovated ranch with semi- finished lower level walkout tucked up on a hill in the lovely Brick Hill area of East Orleans. This nice vacation home is fresh and bright offering newer furnishings and convenience to the East Orleans Village and Nauset Beach. Three bedrooms accommodate...

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Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$258 - $400
Per week:$1,800 - $2,800
Pets allowed:No
Internet:No

Newly renovated sprawling ranch home located in the beautiful Briar Springs area of East Orleans. The highlights of this lovely, bright and open home are its spacious great room with vaulted ceiling whichs leads out to a large deck, a separate living/dining area, new granite kitchen,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$258 - $400
Per week:$1,800 - $2,800
Pets allowed:No
Internet:Yes

Under 1 mile to Skaket Beach Summer Special Price just reduced to $2600/week for the weeks of 7/4- 7/18! Wonderful home near Skaket Beach, A/C, private yard, quiet neighborhood! Just under 1 mile to Skaket Beach from this beautiful 3 bedroom, 3 bath home on the bayside of Orleans!...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$286 - $315
Per week:$2,000 - $2,200
Pets allowed:No
Internet:No

Bright, open and very spacious Cape centrally located on a cul- de- sac not far from Skaket Beach, Rock Harbor, The Cape Cod Rail Trail and Orleans Center. A wonderful, very well maintained home- - with a large deck ideal for eating summer meals or reading a book. Now with A/C...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$179

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$179 - $258
Per week:$1,250 - $1,800
Pets allowed:No
Internet:No

WATERFRONT COTTAGE! Nestled on two acres in Mayflower Point is this absolutely lovely, newly renovated cottage. Light and bright with cottage character throughout, painted exposed beams, skylights and glorious views out to Pleasant Bay. Take the path to the water to kayak or canoe,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 30

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$215
Per week:$1,500
Pets allowed:No
Internet:Yes

Cosy, welcoming home in South Eastham. Our traditional Cape Cod house features 4 bedrooms, 2 baths, and a fully finished basement with easy access to beaches, the Cape Cod Bike Trail, shopping and restaurants. Three bedrooms and the living room have window A/C units. We are on...

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$236

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$236
Per week:$1,650
Pets allowed:No
Internet:Yes

14 Captains RowThis 3 bedroom, 3 bath tri- level home is just 1/2 mile to Rock Harbor & a short drive to Skaket Beach in Orleans! AC units in all bedrooms and dining room. One bedroom with full bath on lower level, living room, dining and kitchen on main floor, and two bedrooms,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / 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:No

Very spacious one- level apartment only 2/10ths of a mile from gorgeous Nauset Beach on The Atlantic. Completely "refreshed" with new rugs, new furniture and new gas grill. Step down to a second living area to the "summer room" with a second TV which leads outside to a private patio...

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Orleans Massachusetts Vacation Rentals - Cottage
1 / 8

Orleans Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4
Cottage / 2 Bedrooms / Sleeps 4

(3)“ Excellent ”3 Reviews

from

$86

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$86 - $122
Per week:$600 - $850
Pets allowed:No
Internet:Yes

Property ID: 18374 / Key #: 1582 / Property Name: 17 Center PlaceCharming waterfront cottage on scenic Boland Pond. A good location, only a short distance to the center of Orleans, not far from the bike trails and to Skaket and Nauset Beaches! 2 Bedrooms, 1 Bath. Sleeps a maximum...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$486

/ night

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

Completely renovated, absolutely gorgeous, Sea Captain's home located on over an acre in the highly sought after Nauset Heights area of East Orleans. Enjoy the light and breezy feeling throughout, the wonderful screened- in porch and the spacious deck with peeks of the ocean. A...

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$215 - $254
Per week:$1,500 - $1,775
Pets allowed:No
Internet:Yes

5 Blueberry Island Road, Orleans, MABright and spacious home just a short distance to Cape Cod Bay and Skaket Beach! This wonderful home provides all amenities and has cathedral ceilings in the living, dining and kitchen areas. 3 Bedrooms (2 Queens, 2 Twins) and 2 Baths. 2 WEEK...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$200

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$200 - $229
Per week:$1,400 - $1,600
Pets allowed:No
Internet:No

Recently renovated, spacious two- bedroom home with CENTRAL AIR- CONDITIONING sleeping six tucked up on a wooded knoll at Bakers Pond. This spot offers much privacy and is less than . 1 mile to beautiful freshwater swimming and kayaking on the pond. This location feels removed from...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(4)“ Very Good ”4 Reviews

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $208
Per week:$1,050 - $1,450
Pets allowed:No
Internet:No

32 Pond Road, Orleans - Property ID: 18315This charming Cape has an open floor plan that leads to a great screened- in sun room. Quaint furnishings lends itself to easy summer living. 3 A/C units in the home. Close to Crystal Lake, center of town and East Orleans Village. It is ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $215
Per week:$1,000 - $1,500
Pets allowed:No
Internet:Yes

Spotless home in a lovely quiet setting near the bike path. There are two living spaces and a first floor laundry and half bath. The first floor bedroom has a queen size bed. On the second floor there are two bedrooms with a queen bed and two twin beds and a full bath. Large two level...

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$479

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$479 - $515
Per week:$3,350 - $3,600
Pets allowed:No
Internet:Yes

15 Mill Pond Road, Orleans, MABeautifully decorated home in the desirable Mill Pond area and with central air! . This comfortable home has an updated ktichen with new appliances, countertops, and flooring. Gorgeous Great Room with Cathedral Ceiling and "46 inch TV, leads to a...

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Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$358 - $415
Per week:$2,500 - $2,900
Pets allowed:No
Internet:No

Brand new renovation! Light and bright expansive ranch that has been beautifully and thoughtfully upgraded throughout. This architech- designed 'green' home is pristine and feels brand new! A few of its many highlights are its wonderful great room offering additional living space,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$236

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$236 - $293
Per week:$1,650 - $2,050
Pets allowed:No
Internet:No

Very spacious and nicely appointed home perfect for the larger get- together. Located on a wooded lot close to Little Pleasant Bay and the Paw Wah Pond boat ramp. Enjoy the nice deck and all amenities, including an updated kitchen and new flat- screen TV- - plus CENTRAL A/C! Off...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

from

$500

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$500 - $679
Per week:$3,500 - $4,750
Pets allowed:No
Internet:Yes

20 Hayward Lane, East OrleansEnjoy this lovely, large, sun- filled home in charming East Orleans on a spacious, 1. 5 acre private property with saltwater views of Frostfish Cove (leading to Little Pleasant Bay) from almost every room. Relax and watch the boats go by from the large...

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