50 Best Orleans Apartments on Holiday Lettings - Vacation rentals

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2,443 Vacation rentals

20

Home rental in Orleans

Cape Cod / Orleans

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Our home is located in a quiet upscale neighbourhood close to all amenities. Walk to grocery store, downtown shopping, library, tennis courts and town field. Less than a 5 minute drive to ocean and bay. Quick access to highway and all the surrounding Cape towns. Rel …see more

from $250 / night

$1,800 / week

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Responds fast!
avg. 3 hours 57 minutes

from $250 / night

17

Apartment rental in Orleans

Cape Cod / Orleans

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
2 bedroom 1 bath apartment with separate private entrance, driveway and deck. Living room, kitchen, and laundry. Queen bed in one room and a double bed in the other room. Optional air mattress can be set up in living room to sleep 2 more if needed. Window AC units in b …see more

from $175 / night

$1,225 / week

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from $175 / night

17

Orleans Vacation home rental

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
This comfortable 3 bedroom ranch is within close proximity to Little Pleasant Bay. A private walking path brings you to a sandy beach just minutes from your doorstep. The property features three bedrooms and one bath and sleeps up to 6. The first bedroom features a quee …see more

from $172 / night

$1,200 - $1,600 / week

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from $172 / night

22

Vacation home in Orleans

Cape Cod / Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
20 Hayward Lane, East Orleans (ID# 108991) Close to Nauset Beach MeetingHouse Pond, Pleasant Bay and Village of East Orleans 2018 Season! Enjoy this lovely, large, sun-filled home in charming East Orleans on a spacious, 1.5 acre private property with saltwater views of …see more

from $715 / night

$5,000 / week

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from $715 / night

(1) Excellent 

39

Vacation home in Orleans

Cape Cod / Orleans

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Pamper yourself in this grand 5 bedroom, 3 bath home located in an ultra private estate neighborhood overlooking Pilgrim Lake where you can swim and enjoy all non-motorized boating! And dogs are allowed upon approval of owner! Once you arrive at this expansive retreat i …see more

from $614 / night

$4,295 - $7,474 / week

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from $614 / night

24

Home rental in Orleans

Cape Cod / Orleans

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. …see more

from $199 / night

$1,463 - $3,250 / week

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Responds fast!
avg. 3 hours 38 minutes

from $199 / night

34

Vacation home in Orleans

Cape Cod / Orleans

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
Elevated ocean views, walk to Nauset Beach. Linens included. Peak Summer Weekly Rates: $4,500 - $5,200 Rents Saturday to Saturday during peak season This spacious East Orleans home is located just off Nauset Beach in the desirable Grand View neighborhood. This neighbor …see more

from $758 / night

$5,300 / week

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from $758 / night

32

Home rental in Orleans

Cape Cod / Orleans

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Sweeping Bay Views, Privacy, Two Full Kitchens  (Pets Considered)  Peak Summer Weekly Rates: $4,300 - $4,500 Rents Saturday - Saturday during peak season This unique vacation home is nestled between Rock Harbor to the east and Skaket beach to the west. The home has i …see more

from $285 / night

$2,000 - $4,500 / week

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from $285 / night

20

Home rental in Orleans

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
Walking distance to Meetinghouse Pond, Passive Solar This 3 bed, 2.5 bath retreat with central A/C is hidden away down a semi private drive in East Orleans. It has large sliding glass doors down one side of the home off the living room offering lots of light. Mid-centu …see more

from $158 / night

$1,100 - $3,100 / week

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from $158 / night

48

Vacation home with swimming pool in Orleans

Cape Cod / Orleans

4 15 Min stay varies

  • 4 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly
Private Orleans resort with water views, heated pool & spa; sleeps 15 (linens included) Peak Summer Weekly Rates: $15,900- $17,800 Rents Sunday to Sunday during peak season   Please click on the "Virtual Tour" to see a 3D tour of the home Your multi-generational or mult …see more

from $1,525 / night

$10,680 - $17,800 / week

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from $1,525 / night

(2) Very Good 

17

Vacation home in Orleans

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
10 Daley Terrace, Orleans(ID# 18332) ~ Close to town, baseball fields 2017 Season! This cozy ranch is set on a hill in a residential neighborhood & within close distance to the center of town, public tennis courts and the Orleans Fire Birds baseball games. AC units in t …see more

from $122 / night

$850 / week

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from $122 / night

16

Vacation log cabin in Orleans

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Lovely Cape Cod Vacation Bungalow located in Orleans. The perfect Cape retreat near Skaket Beach and less than .5 mile to Orleans Town Center and Rock Harbor! The bright, nautical-themed living room features a flat screen TV, DVD player, and a sleeper sofa. The kitchen …see more

from $271 / night

$1,896 - $2,075 / week

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from $271 / night

(1)  

25

Orleans Vacation home rental

Cape Cod / Orleans

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Private, updated 2 bed, full A/C, adjacent Conservation land This is a unique ranch in beautiful East Orleans, neighboring the Orleans Conservation Area. At the end of the road you'll find nature trails in conservation land and along the saltwater estuary of Little Ple …see more

from $129 / night

$900 - $2,600 / week

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from $129 / night

24

Vacation home in Orleans

Cape Cod / Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
SKAKET BEACH is just 3/10th's of a mile away via path at Willie Atwood Rd and Cape Cod Rail Bike trail access is very close to this splendid Orleans home! This 4 bedroom home with Central A/C is set on almost an acre of land down a sandy lane, steps from Cape Cod Bay an …see more

from $328 / night

$2,295 - $3,397 / week

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from $328 / night

16

Home rental in Orleans

Cape Cod / Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
WALK TO THE BEACH! This Contemporary Cape sits on almost an acre of land only 2/10ths of a mile from the sandy shores of Bakers Pond and 3/10 mile from Nickerson State Park hiking and recreation. Light and bright throughout, this custom home features an open floor plan …see more

from $229 / night

$1,600 - $2,000 / week

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from $229 / night

13

Vacation home rental

Cape Cod / Orleans

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Ask about pets
This cute 2 bedroom, 2 bath waterfront condo sits on beautiful Skaket Beach in Orleans. It is a second floor, end unit with unobstructed views of Cape Cod Bay. The property features two bedrooms, one with a queen sized bed and one with two twin sized beds, as well as a …see more

from $325 / night

$2,275 / week

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from $325 / night

11

Vacation home rental

Cape Cod / Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
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 bea …see more

from $258 / night

$1,800 - $3,000 / week

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from $258 / night

18

Orleans Vacation home rental

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
This custom designed home was renovated just a couple years ago and is newly furnished and tastefully decorated. It has all the comforts and conveniences of home: bedroom A/C units on each floor; GenAir cook top with grill and griddle; double oven; gas & charcoal grills …see more

from $208 / night

$1,450 - $1,850 / week

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from $208 / night

(2) Excellent 

25

Vacation home rental

Cape Cod / Orleans

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
This beach cottage has undergone a face lift to maximize the exterior and interior space and to completely redefine the meaning of rustic from its 20th century images of musty rugs and knotty pine. The new owners have created an oasis that is simple and multi-functiona …see more

from $283 / night

$1,975 - $2,502 / week

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from $283 / night

31

Vacation home in Orleans

Cape Cod / Orleans

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Suitable for children age 5+
  • Air conditioning
6 mins to beach, open & airy living space, huge yard This recently remodeled 4 bedroom just 1.5 miles or a 5 minute drive from Nauset Beach offers lots of open living space inside and out. 2 living rooms and a lower level entertainment area give this home room for the …see more

from $142 / night

$990 - $4,000 / week

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from $142 / night

29

Vacation home in Orleans

Cape Cod / Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Deeded access to Crystal Lake, central A/C, water views This brand new luxury 3 bedroom home with central AC sleeps 8. It is a state of the art home built in 2014 with views of Crystal Lake in Orleans. Direct deeded access to Crystal lake comes with the home through sh …see more

from $486 / night

$3,400 - $4,300 / week

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from $486 / night

21

Vacation home in Orleans

Cape Cod / Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Walk to Skaket Beach, Orleans Center & Bike Path, Renovated, A/C in all rooms & WIFI Mere steps to the Cape Cod Rail Trail and under a mile to Skaket Beach and the shops and restaurants on Main Street in Orleans. This charming, renovated, antique home is the perfect …see more

from $220 / night

$1,540 - $2,440 / week

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from $220 / night

15

Home rental in Orleans

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Chill out (now with central A/C!) and relax at this wonderful waterfront retreat located in Mayflower Point. This charming cottage offers wonderful views of Lonnie's Pond and Kent's Point. Enjoy its own path down a slope to Lonnie's River that leads out to Pleasant Bay …see more

from $143 / night

$1,000 - $2,250 / week

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from $143 / night

23

Vacation home rental

Cape Cod / Orleans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Secluded Cape Cottage, 3-5 Minute Walk to Beach Peak Summer Weekly Rates: $2,100 Rents Saturday - Saturday during peak season It's possibly one of the best values in Orleans. Located on the Bayside of Orleans, this well-maintained cottage is one of 4 homes on a 25 acre …see more

from $200 / night

$1,000 - $2,100 / week

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from $200 / night

18

Vacation home in Orleans

Cape Cod / Orleans

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
This recently renovated 2 bedroom,1 bath cottage is nicely appointed in a prime East Orleans location, convenient to beaches and shopping. It is situated across the street from Town Cove and Asa's Landing and offers views of the water. The cottage has lovely grounds and …see more

from $254 / night

$1,775 - $1,850 / week

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from $254 / night

14

Orleans Vacation home rental

Cape Cod / Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
Comfortable 4 bedroom home located on a quiet dead end road just a short distance from Rock Harbor and the Cape Cod Rail Trail. For the 2017 season: both bathrooms updated, hardwood flooring, water filtration system, Wifi Internet access 55inch TV, DVD . Central Air! …see more

from $143 / night

$1,000 - $1,975 / week

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from $143 / night

35

Vacation home in Orleans

Cape Cod / Orleans

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
East Orleans; magnificent updated historic home, heated pool, A/C, perfect family vacation; Sleeps 13 Peak Summer Weekly Rates: $9,500 - $12,000 Rents Saturday - Saturday during peak season Please click on the "Virtual Tour" to see a 3D tour of the home   The interi …see more

from $750 / night

$4,000 - $12,000 / week

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from $750 / night

19

Vacation home in Orleans

Cape Cod / Orleans

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Renovated Gem on Town Cove in Orleans with hot tub, walk to town Peak Summer Weeks: $4,400 - $5,400 Please note:  This property rents Sunday to Sunday in summer for full-week or multiple week terms only, but is available during the shoulder-season for 3-night minimum. …see more

from $400 / night

$2,200 - $3,200 / week

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from $400 / night

24

Vacation home in Orleans

Cape Cod / Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
This 4 bedroom, 3 bath home sits on Namequoit River in Orleans with a private dock off the backyard offering direct access to Pleasant Bay. The first level of the home offers one bedroom with a king sized bed and one bedroom with a queen size bed. The second level featu …see more

from $258 / night

$1,800 - $3,200 / week

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from $258 / night

(2) Excellent 

20

Orleans Vacation home rental

Cape Cod / Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
19 Blueberry Island Road, Orleans, MA Wonderful, bright and spacious home just 0.4 miles to the very popular Skaket Beach and also deeded access to a private beach between Skaket Beach and Namskaket Creek. This home is large enough for two families! Comfortably sle …see more

from $515 / night

$3,600 / week

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from $515 / night

17

Orleans Vacation home rental

Cape Cod / Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Skaket Beach at just 1000 ft!! This gorgeous Orleans vacation rental home is located in the perfect spot for you to enjoy Cape Cod. At this lovely home you will be just 2/10ths of a mile from beautiful private access to Skaket Beach in Orleans on Cape Cod Bay. This h …see more

from $395 / night

$2,765 - $4,165 / week

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from $395 / night

18

Vacation home in Orleans

Cape Cod / Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
2 miles to Skaket Beach, 2 King Beds, 3 ACs & WIFI "Ready to Rent for the 2018 Season" This is a classic Cape Cod home in a private location between the Bay and the Atlantic with cooling cross breezes, close proximity to Skaket Beach and Orleans center. This three …see more

from $199 / night

$1,390 - $2,090 / week

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from $199 / night

17

Vacation home in Orleans

Cape Cod / Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly
Salt waterfront home located in the Ocean Harbor Association in East Orleans. This newly-furnished home is set on over an acre of beautiful multi-level grounds with frontage and views of Little Cove. Enjoy kayaking right from your backyard, access to the association te …see more

from $429 / night

$3,000 - $3,600 / week

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from $429 / night

11

Vacation home rental

Cape Cod / Orleans

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Child friendly
Adorable cottage located in a beautiful, quiet area about 3/10ths of a mile from Nauset Harbor. The cozy living/dining/kitchen area features a brand new kitchen, queen sofa bed and A/C unit. The bedroom has a king bed (easily converted into 2 twins) and an A/C unit. A s …see more

from $108 / night

$750 - $1,100 / week

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from $108 / night

(2) Very Good 

25

Vacation cottage in Orleans

Cape Cod / Orleans

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Enchanting Orleans Vacation Cottage only 0.9 miles to picturesque Rock Harbor Beach. This property is bright, cheery, and a wonderful summer retreat on Cape Cod! Features include a remodeled kitchen with dishwasher, a cozy living area with free-standing A/C unit, TV, DV …see more

from $218 / night

$1,525 - $1,949 / week

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from $218 / night

(1) Excellent 

15

Orleans Vacation home rental

Cape Cod / Orleans

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Air conditioning
Charming modern waterfront cottage-- now with A/C!-- located in the exclusive Mayflower Point section of Orleans 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 ne …see more

from $158 / night

$1,100 - $1,350 / week

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from $158 / night

26

Vacation home in Orleans

Cape Cod / Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Newly Listed and Newly Updated, this is the rental you’ve been looking for!! Situated in a secluded wooded neighborhood, not far from shops and restaurants. Perfect home base, just 1.7 miles from popular Skaket Beach on Cape Cod Bay, 1 mile from Rock Harbor sunsets, a …see more

from $179 / night

$1,250 - $1,800 / week

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from $179 / night

(4) Excellent 

18

Vacation cottage in Orleans

Cape Cod / Orleans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
100 Yards from Water! Its hard to beat the location and value of this charming, well-appointed, 3 bedroom cottage on picturesque Nauset Heights with a short walk to both inland waterways and famous Nauset Beach. Set in a beautiful and relaxing setting - a perfect refu …see more

from $100 / night

$695 - $2,595 / week

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from $100 / night

21

Home rental in Orleans

Cape Cod / Orleans

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Private, beautiful open layout, sleeps 8 Beautiful open layout with updated furnishings on Nauset Heights! 10 minute walk to Nauset Beach via semi private path/ road. Unique extras like large outdoor shower, original artwork, and private setting. A/C in all Bedrooms, …see more

from $300 / night

$1,200 - $5,100 / week

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from $300 / night

25

Orleans Vacation home rental

Cape Cod / Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Walk to Nauset Beach from this wonderful home. Once part of the historic Mayo Duck Farm and a 2/10 mile walk from beautiful Nauset Beach and the Atlantic Ocean. This home has been completely "refreshed" including some new furniture, new rugs and curtains, and even a new …see more

from $243 / night

$1,700 - $1,900 / week

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Responds fast!
avg. 1 hour 35 minutes

from $243 / night