Orleans Vacation Rentals, Homes, & More

51-100 of 149 Orleans Rentals

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$243 - $486
Per week:$1,700 - $3,400
Pets allowed:No
Internet:No

Designed to look like an illustration from a children’s fairytale, this gracious and comfortable vacation home promises a magical vacation any time of the year. Enter through lush gardens into a surprisingly spacious, fully air conditioned home designed with relaxation, convenience,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$229 - $343
Per week:$1,600 - $2,400
Pets allowed:No
Internet:No

Recently renovated home tucked up on a knoll located in a very pleasant East Orleans neighborhood. The addition of a new second floor consists of two spacious bedrooms that look out to a scenic pond across the way and a nice bath. The rest of the home offers comfortable furnishings...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$229 - $286
Per week:$1,600 - $2,000
Pets allowed:No
Internet:No

This lovely new Contemporary Cape sits on almost an acre of land only 2/10ths of a mile from the sandy shore of Bakers Pond. Light and bright throughout, this custom home features an open floor plan, gleaming hardwood floors and full amenities- - including A/C! The well- equipped...

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$165

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$165 - $200
Per week:$1,150 - $1,400
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 their own deck. Unit 1 has three bedrooms (#428); Unit 2 has two bedrooms (#429). Both share the enclosed outdoor shower. Brand new Central...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$186

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$186 - $386
Per week:$1,300 - $2,700
Pets allowed:No
Internet:No

At the end of a private lane lies your secluded vacation retreat on tranquil Pilgrim Lake. Just 60 feet from the decks and living room window is your private lakefront with boat dock for swimming, boating or fishing. The main deck, overlooking the water with comfortable outdoor ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 5

Orleans Home
3 Bedrooms / 2 Bathrooms / 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 / 8

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 7

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:7
Type:Home
Per night:$215
Per week:$1,500
Pets allowed:Yes
Internet:No

Antique farm house on a very spacious and private lot in East Orleans. Pochet Inlet is close by for canoeing or fishing. This house is pet friendly. Additional amenities include: room fans, lobster pot, outdoor shower (private/hot water), heat, outdoor furniture, coffeemaker....

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Orleans Massachusetts Vacation Rentals - Home
1 / 25

Orleans Home
3 Bedrooms / 4 Bathrooms / Sleeps 7

from

$429

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:7
Type:Home
Per night:$429 - $515
Per week:$3,000 - $3,600
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 / 12

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$265

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$265
Per week:$1,850
Pets allowed:No
Internet:No

Newly renovated ranch located on a cul- de- sac in the desirable Brick Hill area of East Orleans. Fresh, bright and open with Central Air Conditioning! Enjoy the newer furnishings throughout and all amenities. A great spot convenient to the sandy shore of Nauset Beach and The East...

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans 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: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 - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / 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 / 7

Orleans Home
3 Bedrooms / 2 Bathrooms / 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 / 19

Orleans Home
3 Bedrooms / 2 Bathrooms / 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 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$286 - $400
Per week:$2,000 - $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
1 Bedroom / 2 Bathrooms / Sleeps 4

from

$315

/ night

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

Nauset Heights! Absolutely lovely, newly built guest house located just under a half mile from the sandy shore of Nauset Beach on The Atlantic. Designed with the cozy character of a barn with the finer amenities of today. Beautifully detailed throughout with authentic wide pine ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
2 Bedrooms / 2 Bathrooms / 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 / 14

Orleans Home
1 Bedroom / 1 Bathroom / Sleeps 2

from

$142

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$142 - $186
Per week:$990 - $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 / 16

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$372

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$372 - $415
Per week:$2,600 - $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 / 19

Orleans Home
2 Bedrooms / 3 Bathrooms / Sleeps 6

from

$215

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Home
Per night:$215 - $272
Per week:$1,500 - $1,900
Pets allowed:Yes
Internet:No

'Rose Cottage' is an absolutely lovely, light and bright expanded cottage located on almost an acre in the desirable Snow Shore area of East Orleans. Recently renovated with two bedroom suites (one on each level), separate sitting/sleeping alcove, multiple decks, and skylights....

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$115

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$115 - $143
Per week:$800 - $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 / 13

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 12

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$286 - $443
Per week:$2,000 - $3,100
Pets allowed:No
Internet:Yes

Perfect Orleans location just half mile to Nauset Beach! [~]This exquisite home has everything you want in a vacation, with plenty of space for everyone to enjoy! Close enough to hear the surf during an evening stroll in the neighborhood, this property features a wonderful level...

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Orleans Massachusetts Vacation Rentals - Cottage
1 / 14

Orleans Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Cottage
Per night:$215 - $300
Per week:$1,500 - $2,100
Pets allowed:Yes
Internet:No

New Bedroom suite, expanded living room, Flat screen TV's and 2nd bath for 2014 season! [~]This quaint 3 bedroom, 2 full bathroom Cape Cod Vacation Cottage is located on a spacious corner lot located just 3/10 of a mile from beautiful Skaket Beach in Orleans. [~]Enter into cheerful...

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1 / 13

Orleans Cabin
1 Bedroom / 1 Bathroom / Sleeps 3

from

$171

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:3
Type:Cabin
Per night:$171
Per month:$5,130
Pets allowed:No
Internet:No

Cozy Orleans bungalow with quintessential Cape Cod charm Close to the Sea at Rock Harbor Beach. [~] Immaculately restored with granite counters and beautiful hardwood floors, tile bath, and high quality construction. Set within the tranquil beauty of Rock Harbor Creek and just 0....

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Orleans Massachusetts Vacation Rentals - Home
1 / 43

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 14

“ Excellent ”1 Review

from

$358

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:14
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

ID #BONN10 Located in the Rock Harbor area of Orleans, is this fresh and colorfully furnished comfortable vacation home. Just only 0. 2 miles to Rock Harbor Beach for swimming, fishing, and boating fun. There is a wonderful heated in- ground pool to spend hot summer days lounging....

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Orleans Massachusetts Vacation Rentals - Apartment
1 / 20

Orleans Apartment
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Apartment
Per night:$150 - $215
Per week:$1,050 - $1,500
Pets allowed:No
Internet:No

ID# POND7 Enjoy this Lake Front condo on Crystal Lake and near the heart of Orleans close to dining and shopping and more! A quick ride to Nauset Beach which is 3 miles from this home. [~]This condo home has everything to offer including kayaks, canoes, and a private association...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
3 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”1 Review

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$143 - $272
Per week:$1,000 - $1,900
Pets allowed:No
Internet:Yes

Summer can t get any better than East Orleans. This private gem sits at the end of a sandy lane wrapped in trees and bathed in sunlight. The front deck welcomes you to sit and relax and enjoy the peace and quiet and plan your next days adventure. Located less the 2 miles from Nauset...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$258 - $315
Per week:$1,800 - $2,200
Pets allowed:Yes
Internet:Yes

A beautifully restored and expanded Cape Cod Home just a short distance to Nauset Beach. House is very spacious with a living room and huge great room with a fireplace. Grab a bite to eat at the breakfast bar, or you may choose to dine in the adjacent Dining Room. A breezeway brings...

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Orleans Massachusetts Vacation Rentals - Home
1 / 15

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $186
Per week:$1,000 - $1,300
Pets allowed:No
Internet:Yes

Charming remodeled 1930s cottage! This home is located in the desirable and scenic Mill Pond area in Orleans with a well kept yard and wrap- around deck. House is very comfortable with single story living. Three bedrooms (brand new mattresses) and 1 and a half baths are located off...

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Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$300

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$300 - $410
Per week:$2,100 - $2,870
Pets allowed:No
Internet:No

This charming and pristine contemporary ranch, nestled in a private wooded paradise- Mayflower Point, is minutes by foot to private salt and fresh water accesses for boating, swimming, or fishing. Launch a kayak at ''The River'', leading to Pleasant Bay and the outer beaches,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 22

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$358 - $429
Per week:$2,500 - $3,000
Pets allowed:Yes
Internet:Yes

Beautiful 4 bedroom home located in Ocean Harbor Estates that offers tennis, footpath to saltwater beach and boating access to Nauset Harbor and the Atlantic from Little Cove. A traditional Cape set up on a hill with a private back yard bordering a protected bird sanctuary. This ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 11

from

$429

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:11
Type:Home
Per night:$429 - $643
Per week:$3,000 - $4,500
Pets allowed:No
Internet:Yes

You will find that all your expectations are exceeded in this custom built Cape vacation dream home. The front door opens to an inviting and airy foyer complete with nautical décor and powder room. To the right you enter the large living room with ample seating and flat screen TV...

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Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
3 Bedrooms / 2 Bathrooms / 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 / 19

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$400 - $622
Per week:$2,800 - $4,350
Pets allowed:No
Internet:Yes

Prestigious location within Quanset Harbor Club Association. Built on 1. 3 acres and only 3 houses away from the community’s private beach on beautiful Pleasant Bay. This is the perfect property to enjoy all that Cape Cod has to offer. Home is newly furnished with a new gourmet ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
5 Bedrooms / 4 Bathrooms / 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 / 12

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$429

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$429 - $543
Per week:$3,000 - $3,800
Pets allowed:No
Internet:Yes

Beautiful 4 bedroom home on private cul de sac in East Orleans. Pristine landscaped yard with swing set and hammock. Big kitchen that opens to the family room. Open den with tv and couches. Full bath, washer & dryer on the first floor. Upstairs has 3 large bedrooms with high ceilings...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$279

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$279 - $515
Per week:$1,950 - $3,600
Pets allowed:No
Internet:Yes

Classic Cape with bright, modern, free- flowing interior and central air conditioning in a tiny neighborhood on a private road in the woods (but only 2 miles to local stores). Private access to secluded salt- water beach on shallow bay, great for kayaking and beach- combing. Two...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$358 - $472
Per week:$2,500 - $3,300
Pets allowed:No
Internet:Yes

Breathtaking views of Nauset Harbor and tucked away at the end of a private drive. With cathedral ceilings and lots of windows, this cottage offers spectacular waterviews from almost every room. The sun rises over the dunes and harbor right into both sitting rooms and dining area......

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

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

from

$422

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$422 - $486
Per week:$2,950 - $3,400
Pets allowed:No
Internet:Yes

World famous Nauset Beach is short walk from your door and the Village of East Orleans is the same distance in the other direction. You will find this home very spacious with a living room with game table, family room that boasts cathedral ceilings, dining room, large kitchen and...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
3 Bedrooms / 2 Bathrooms / 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 / 26

Orleans Home
4 Bedrooms / 4 Bathrooms / 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

NEW CONSTRUCTION! 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 a private ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 7

from

$260

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:7
Type:Home
Per night:$260
Per month:$7,800
Pets allowed:Yes
Internet:Yes

This quintessential Cape Cod home was built in 1775 and has been in the same family for almost 200 years. Charming beyond words this home sits at the end of Tonset Road and looks out over Nauset Inlet to the Atlantic Ocean beyond. Stone walls and meadows surround this time tested ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 8

from

$458

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:8
Type:Home
Per night:$458 - $600
Per week:$3,200 - $4,200
Pets allowed:No
Internet:Yes

Located overlooking the sands of Nauset Beach, this spotless vacation home is as true a Cape Cod experience as you could ever find. Complete with 5 bedrooms and 3 full baths, 2 spacious decks for relaxing and grilling, outdoor shower, wireless Internet, AC on the main level, ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$543

/ night

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

Wonderful East Orleans Cape on nearly an acre of woodland. Set back from a cul- de- sac, this very private upscale home offers great amenities for 8 guests. Family room, kitchen, half- bath, living and dining rooms plus master suite are all on the main level, which opens to a...

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Orleans Massachusetts Vacation Rentals - Home
1 / 30

Orleans Home
4 Bedrooms / 2 Bathrooms / 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 / 21

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 14

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:14
Type:Home
Per night:$572 - $1,358
Per week:$4,000 - $9,500
Pets allowed:No
Internet:Yes

This exceptional compound is one- of- a- kind with a Main House, Carriage House and private pool. The Main house has a restaurant quality kitchen which will bring out the Iron Chef in you. Ample seating in the dining area with separate bar. Entertaining is easy in the Living Room...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
5 Bedrooms / 4 Bathrooms / 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:No

Cape Cod elegance describes this beautiful, expansive home which sits peacefully at the end of the cul- de- sac overlooking the natural beauty of a multi- acre cranberry bog and pond. Ideal for the larger gathering with its great room with soaring cathedral ceiling, gorgeous eat-...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”3 Reviews

from

$458

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Home
Per night:$458 - $500
Per week:$3,200 - $3,500
Pets allowed:No
Internet:Yes

Spotless vacation home with in- ground pool. This home offers amenities and location at an affordable price. 5 bedroom and 3 1/2 baths, 2 kitchens, extra freezer and fridge, 2 living rooms, sun room, large deck, and a groomed yard make this the perfect home for a large family...

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$658

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$658 - $700
Per week:$4,600 - $4,900
Pets allowed:No
Internet:Yes

Waterfront Beach Cottage, just bring your boat! You will love the deep water access right in your back yard. Enjoy Cape Cod at its best! Swim, kayak, fish and clam at your doorstep. This professionally decorated beachfront cottage is sure to please. Home offers gorgeous Kitchen,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 7

from

$336

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$336
Per week:$2,350
Pets allowed:No
Internet:Yes

Just a 3 minute stroll to the dock at Meetinghouse Pond in East Orleans! Meetinghouse Pond is the inner most deep- water anchorage in Orleans and is connected to Little Pleasant Bay by a network of waterways which are navigable even at low tide. The dock is prefect for swimming ,...

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