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South Orleans Rentals

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Number of reviews

1,267 Houses

Topside MainHouse

South Orleans house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,209

Topside BoatHouse on Pleasant Bay

South Orleans boathouse

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$485

9 Woodridge Road 99912

South Orleans house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$171

52 Forest Way 18423

South Orleans house

5 bedrooms / 2 bathrooms / sleeps 8

“We enjoyed our rental very much.” This was the second year at this house. We enjoyed the house very much. It was clean and very well equiped. It met our needs, as a family, very well. There was plenty of room for all us. We have been coming to Cape Cod for a very long time and feel this is one of the best rentals we have had.

Price per night from

$200

Pleasant Bay Gem | All-New Beds & Linens, Game Room & Big Deck | Near Beaches

South Orleans house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$323

Great rentals within 20 miles that match your search

Jewel by the Sea

West Yarmouth house

6 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$646

Remodeled cottage condo in Eastham MA Cape Cod

Eastham cottage

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 0 minutes

Price per night from

$157

Unique & Private 3 Bedroom Brewster Home

Brewster house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$371

Sunset Charter on Private Trawler Yacht 42'-

Hyannis yacht

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$777

Luxurious & Spacious Waterfront Home on Swimmable Private Beach. Pet OK.

Barnstable house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,480

High-end Brewster ,Mass. Bay view town home

Brewster apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$462

The Outback E Dennis/Brewster 1 bedroom 2 Guests Only 2019 availability

East Dennis cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$221

Great Place for a Cape Cod Vacation

Barnstable cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$1,261

Perfect for two families!

Orleans house

5 bedrooms / 4 bathrooms / sleeps 11

Price per night from

$806

3bd 2 bath steps to private association beach

Dennis Port house

3 bedrooms / 2 bathrooms / sleeps 7

“Beautiful Location” Loved the house and will stay again in this location House was decorated beautifully. Very clean and a the beach was clean and lovely . Short distance to shops , restaurants and activities

Price per night from

$594

Two Wing Cottage - escape with family and friends

Harwich Port cottage

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,511

Beautifully updated beach house w/central air near Seagull Beach

West Yarmouth house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 17 minutes

Price per night from

$259

Sunny Vacation Cottage in North Truro, MA

Truro cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$138

Wellfleet Pleasant Point Vacation Rental

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$365

Price per night from

$357

Adorable Cape Cod cottage perfect for couples & solo travelers, dogs OK!

Eastham cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$151

Picture-perfect home w/ basement game room, ocean views & gas fireplace

North Chatham house

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$587

enjoy oceans views from this newly renovated home

Dennis Port house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 13 minutes

Price per night from

$639

Dennis Port - Walk To And View Of Beach

Dennis Port cottage

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$232

Cape Cod 2 BD cottage (June $1200wk) private beach in W. Hyannisport

West Hyannisport house

2 bedrooms / 2 bathrooms / sleeps 4

“Our family enjoyed a memorable reunion week in this beach neighb” We spent the week walking to aves, swimming at Squaw Island, golfing, tennis, and dining out at some great restaurants. This beach house has central air, a new gas grill and outdoor shower. All musts for our vacation rental requests. Nice quiet area with great Cape Cod experiences. The house is clean and comfortable. Great master bed. Near boats to the vineyard and Nantucket. We plan on another family reunion vacation at this beach house again this summer.

Price per night from

$269

Summer Getaway Newly Renovated 2 Bedroom w/deck

Harwich house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$133

Cape Cod Home w/Ocean View, Walk to beach; 3 baths

South Harwich house

4 bedrooms / 3 bathrooms / sleeps 10

“Wonderful!!!” The house was great. The owner was very easy to deal with and everything was done over the Internet with no problems. Located in beautiful South Harwich with the ocean nearby and the towns of Chatham and Harwichport only minutes away. If you are looking for a great place to have a worry free vacation, I strongly recommend this house

Responds fast! avg. 28 minutes

Price per night from

$862

Cape Cod 2 BR Condo at the Beach July 31-Aug 6, 2020 PRICE REDUCED!

Dennis Port hotel apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$243

Carpe Diem 4-bedrooms, ocean views

Wellfleet house

4 bedrooms / 2 bathrooms / sleeps 8

“Fabulous family stay!” We are a family of seven. This location and vacation house was perfect in all ways. We set up vollyball on the beach, went for fantastic walks, used the nearby bike paths, visited other beaches, went into town, and swam in the kettle ponds close by. Great times for our family. We will be doing this again next Summer. Loved it!!

Responds fast! avg. 1 hour 17 minutes

Price per night from

$955

Great House! Great Location! Great for Vacation!!!

Truro house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$553

Spacious Air-Conditioned 3-Bedroom Close to Beach

South Yarmouth house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 7 minutes

Price per night from

$215

Fun in the sun on the beach in Cape Cod (2 bedroom)

Dennis Port hotel apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$350

Treetops - Large House and Private Haven in Centerville Near Craigville Beach

Centerville house

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$279

Cape cod farm house

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 3 minutes

Price per night from

$453

Stunning home with water views and spectacular sunsets

North Chatham house

6 bedrooms / 4 bathrooms / sleeps 16

Price per night from

$2,827

Minute Walk to Beach and Downtown Harwichport

Harwich Port house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$340

Viewing 36 of 1,267
rentals in South Orleans

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