Dog Friendly Vacation Rentals in South Orleans - FlipKey

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354 pet friendly Houses in South Orleans

9 Woodridge Road 99912

South Orleans house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$200

A Contemporary Gem w/Cape Character, Dog Friendly!

South Orleans house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$142

Fire Pit, Outdoor Shower, Near Jacknife Beach!

South Orleans house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$181

Pristine waterfront oasis, plus game room, jacuzzi and home office!

South Orleans house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$342

Private Lake Access, Great for Families!

South Orleans house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$279

Explore Downtown and Pleasant Bay!

South Orleans house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$135

Great rentals within 20 miles that match your search

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Price per night from

$394

Chatham Beach Chic 5⭐ -5 min Walk to Beach! Cape Escape Hear the waves at Night!

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$394

Connors Cottage

West Hyannisport house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$200

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

Barnstable house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,304

Sunset View Cottage

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Charming isolation getaway” What a wonderful stay we had at the Sunset View Cottage. The cottage is charming, rustic, and comes with all the basic necessities. There’s a screened in sitting area with a twin bed for those that like sleeping in the cool night breeze. We loved the pond, the boat, the kayak and the raft. The dock was a wonderful place to have breakfast; and it was also where we saw the Neowise comet and a few shooting stars! The pond itself is a gem because it offers very shallow waters for those learning to swim or dogs who like to fish, and deeper waters for jumping off the raft, floating around or swimming. Just to manage expectations, this is not a location for people who don’t like rustic accommodations or are afraid of bugs. It is a non-insulated cottage right near a pond surrounded by trees. It has comfortable beds, fans, screens, running hot water, a hammock, strong internet, a gas grill, and an outdoor shower. This suited our needs and made us extremely happy. In addition Christine and her family made us feel very welcome there & even pointed out the wild blueberries that we enjoyed picking. So grateful that they are open to sharing a slice of their heaven with us! We will surely be back.

Match: Pets allowed

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Price per night from

$327

“Great time!!” This wonderful home was great for our Cape vacation! The home is beautiful and the owner's pride and love for their home shows throughout the property. The owners were excellent to work with, very professional and very responsive to inquiries. The house is beautifully decorated and extremely well stocked with everything we needed to make our vacation perfect. We appreciated all the amenities - inside and out, the huge rear deck was one of our favorite places to relax and enjoy the quiet area and the beautiful landscaping, we could even hear the waves at night. The location was very convenient to restaurants, shops and beaches and is centrally located to exploring anywhere on the Cape. We are looking forward to calling this our "home away from home" again!!!

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Price per night from

$394

Summer Fun in Eastham

Eastham cottage

  • 1 bathroom
  • sleeps 2

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Price per night from

$114

Serene Pond Setting

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$343

Spectacular Private Waterfront and Beachfront Home

Wellfleet cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Unforgettable” Heaven on earth at Drew and Heather's ! Very pleasant house, with all facilities, and a hudge sundeck. High tide, and it's like a private pool at 30 ft. Low tide, and a wonderful sandbeach appears 6 hours for fantastic walks. Can you imagine nicer bike rides very early in the morning to PB's restaurant and baker at highway 6 (about 20 mn ), for a wonderful croissant breakfast ! So much to say about the stay at Wellfleet, Just come and see by yourself. It's sure, I'll be back (from France)

Match: Pets allowed

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Price per night from

$308

Cape Cod Luxury Oceanfront 5bdrm Vacation Home

Chatham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$979

Crows Nest @ Captain Alexander's Hideaway

West Harwich house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Great place to stay and play” A great place to stay for a vacation on Cape Cod. The rooms were comfortable and of good size. There was a relaxing atmosphere and all the comforts of home. Plenty of games and videos for adults and kids and a large screen TV. Parking was ample and easy to come and go. The kitchen was more than expected. The back yard and spacious rear deck and furnishings made outdoor meals and barbecuing a pleasure. I especially liked the covered outdoor shower (with hotwater) to wash away beach sand and ocean salt. Speaking of ocean salt, the beach is just a short walk away.

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Price per night from

$114

Private Home with 2 MBRs on Private Road and Beach

Barnstable house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$571

Immaculate SeaView Beach House in S.Yarmouth

South Yarmouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Pets allowed

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Price per night from

$570

Sunset Bay Cottage Lg backyard w sunset views,Trails to Grays Bch, kayaks, bikes

Yarmouth Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$270

Waterfront 3 Bedroom Eastham

Eastham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$628

Keyes Beach Retreat

Barnstable villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Pets allowed

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Price per night from

$514

Sea Beach House

Barnstable villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$570

Magical home built around Windmill with views of ocean

Centerville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$1,706

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

Centerville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$571

Beautifully decorated Brewster Home

Brewster house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$717

Pet friendly-Harwich MA-Charming 2 bedroom house.

Harwich house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$445

Crew's Quarters at Captain Alexander’s

West Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$164

Oceanfront Paradise: Experience the best of Cape Cod

Eastham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Pets allowed

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Price per night from

$1,027

St Aubins By the Bay

North Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

Match: Pets allowed

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Price per night from

$65

Beachfront Home

West Yarmouth house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Pets allowed

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Price per night from

$1,712

Idyllic! King beds, pets, pond access, close to everything!

Harwich Port house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Pets allowed

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Price per night from

$314

Large Beautiful Airy Clean Chalet

Wellfleet house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Pets allowed

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Price per night from

$1,027

Walk to Beach, Beautiful Brewster Home! Crosby

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Pets allowed

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Price per night from

$611

Smith Heights Vintage Waterfront Cottages- McKechnie

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Pets allowed

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Price per night from

$327

Smith Heights Vintage Waterfront Cottages- Gooch

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Pets allowed

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Price per night from

$327

2828 Main St.

Barnstable house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

Match: Pets allowed

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Price per night from

$349

Chequessett Beach House of Wellfleet

Wellfleet house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,084

Viewing 38 of 354
rentals in South Orleans

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