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Dog Friendly Vacation Rentals in Massachusetts - FlipKey

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488 pet friendly cabins in Massachusetts

A Healing Forest Space in the Heart of New England

Northfield studio

Studio / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 35 minutes

Match: Pets allowed

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Price per night from

$109

Bike to the beach from Coastal Breeze, a Summer Breeze Cape Cod home

Eastham house

4 bedrooms / 2 bathrooms / sleeps 10

Match: Pets allowed

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Price per night from

$229

Summer Fun in Eastham

Eastham cottage

/ 1 bathroom / sleeps 2

Match: Pets allowed

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Price per night from

$115

Spacious, ocean view, residential beach cottage near historic Plymouth, MA

Plymouth cottage

4 bedrooms / 3 bathrooms / sleeps 12

“Perfect location” Quaint cottage. Has Everything you need in the pantry to cook or grill. Porch is relaxing after a day at the private beach.

Match: Pets allowed

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Price per night from

$344

Antique Captain's Home in the Heart of Dennisport

Dennis Port house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$115

#422: Waterfront w/ amazing views! Boat Dock; Dog Friendly!

Eastham house

2 bedrooms / 2 bathrooms / sleeps 5

Match: Pets allowed

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Price per night from

$114

111 Glendon Road Unit 5

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 4 minutes

Match: Pets allowed

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Price per night from

$172

#207: Incredible Cape Cod home with spectacular ocean views, dog friendly!

North Truro house

5 bedrooms / 4 bathrooms / sleeps 10

Match: Pets allowed

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Price per night from

$300

#614: Walk to Oyster River, minutes to downtown & beaches! Dog friendly!

South Harwich house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Pets allowed

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Price per night from

$210

Waterfront 4 Bedroom House on Cape Cod

South Chatham house

4 bedrooms / 2 bathrooms / sleeps 10

Match: Pets allowed

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Price per night from

$687

Immaculate SeaView Beach House in S.Yarmouth

South Yarmouth house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 46 minutes

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Price per night from

$572

Stunning Spacious House with Water Views

Teaticket house

6 bedrooms / 4 bathrooms / sleeps 16

Responds fast! avg. 3 hours 35 minutes

Match: Pets allowed

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Price per night from

$1,031

Tentrr Signature Site - The Lodge's Campsite

Richmond tented camp

1 bedroom / 1 bathroom / sleeps 6

Match: Pets allowed

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Price per night from

$109

POPULAR REXHAME BEACH BUNGALOW WITH ONLY ONE AND 1/2 WEEKS LEFT!

Marshfield bungalow

2 bedrooms / 1 bathroom / sleeps 4

Match: Pets allowed

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Price per night from

$229

Cozy Martha’s Vineyard Getaway w/ Waterfront Deck!

Vineyard Haven house

2 bedrooms / 1 bathroom / sleeps 4

Match: Pets allowed

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Price per night from

$331

Tentrr Signature Site - Hidden Hoosic Riverside Camp

Clarksburg tented camp

1 bedroom / 1 bathroom / sleeps 4

Match: Pets allowed

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Price per night from

$156

Clear Water in Desert of MIT

Cambridge house

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 22 minutes

Match: Pets allowed

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Price per night from

$46

South Chatham Cape Cod Vacation Rental (276)

Chatham house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Pets allowed

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Price per night from

$457

#319: Family compound, Game Room, 2-min walk to downtown, 5-min to Long Pond!

Wellfleet house

7 bedrooms / 4 bathrooms / sleeps 14

Match: Pets allowed

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Price per night from

$300

3br - Very Cozy Cottage Rental

Dennis house

3 bedrooms / 1 bathroom / sleeps 8

Match: Pets allowed

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Price per night from

$201

Ipswich Cottage w/Beautiful Views, 5 Mins to Beach

Ipswich cottage

4 bedrooms / 2 bathrooms / sleeps 5

Match: Pets allowed

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Price per night from

$249

Chatham Cape Cod Vacation Rental (4489)

Chatham house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Pets allowed

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Price per night from

$471

Cape Cod Resort with Private Beach

Dennis Port house

1 bedroom / 1 bathroom / sleeps 5

Match: Pets allowed

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Price per night from

$269

Cape Cod - Great Views, walk to beach

Woods Hole house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Pets allowed

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Price per night from

$630

#101: Private home - Private Patio & Garden w/grill and parking, Dog Friendly!

Provincetown house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Pets allowed

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Price per night from

$199

Oliver's Cottage

West Yarmouth cottage

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 16 minutes

Match: Pets allowed

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Price per night from

$573

Sea Watch' Oceanfront Dennis Port Cottage

West Dennis cottage

3 bedrooms / 2 bathrooms / sleeps 6

Match: Pets allowed

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Price per night from

$294

Mattapoisett House w/ 7 Acres & Private Beach

Mattapoisett house

7 bedrooms / 3 bathrooms / sleeps 9

Match: Pets allowed

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Price per night from

$213

On the Shore of Town Cove

Orleans house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 17 minutes

Match: Pets allowed

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Price per night from

$698

22 Glover Square 106278

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Pets allowed

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Price per night from

$243

#326: Water views, multiple decks, sunroom, great Lt Island location!

Wellfleet house

5 bedrooms / 4 bathrooms / sleeps 11

Match: Pets allowed

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Price per night from

$332

OCEAN VIEW COTTAGE AT THE SEAWARD - EASY SEASIDE PATH TO OLD GARDEN BEACH

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 23 minutes

Match: Pets allowed

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Price per night from

$338

Cape Cod Bay

Eastham house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 17 minutes

Match: Pets allowed

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Price per night from

$532

190 Serb Street 18684

Eastham house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Pets allowed

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Price per night from

$129

95 Salt Marsh Rd

Sandwich cottage

3 bedrooms / 1 bathroom / sleeps 6

“always wonderful” i always have a good time there, i have been going every august for over 10 yrs...cant beat that beach...private quiet...we are often the only people on the beach!!! as far as the cottage, im recommending a new fridge, and a new futon, i know how old these are!!! but wonderful value, as most other cottages on the beach are 2000 and up. cant wait till next time!!!

Match: Pets allowed

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Price per night from

$120

Booth Cottage: Walk down a private path to fabled Singing Beach.

Manchester-by-the-Sea house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Pets allowed

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Price per night from

$883

Chatham Cape Cod Waterfront Vacation Rental (2683)

Chatham house

4 bedrooms / 4 bathrooms / sleeps 10

Match: Pets allowed

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Price per night from

$2,029

Chatham Cape Cod Waterfront Vacation Rental (2172)

Chatham house

4 bedrooms / 4 bathrooms / sleeps 10

Match: Pets allowed

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Price per night from

$1,907

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