Cottages Massachusetts

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158 cottages

2 Bedroom Cottage for Rent! Summer Village Resort in Westford MA, 800 sqft

Westford cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Rental types Shared outdoor pool (heated)

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Price per night from

$222

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Nantucket Sound Waterview

West Harwich condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$527

Ocean View Condo across from Beach with pool!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 26 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$172

Mariner Motor Lodge

West Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 51 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$137

Thanksgiving week lux condo/4 Berkshires

Williamstown condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$263

Bentley/Wyndham Hancock Mass at Jiminy Peak

Hancock condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$430

4 acre private retreat setting

Middleborough house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$144

Spectacular Waterfront Townhome - Oyster Pond #25

Chatham house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$873

Cape Cod 2 BR Condo at the Beach August 5-12 !

Dennis Port hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$246

Spectacular Waterfront Home - Oyster Pond 31&32

Chatham house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$1,088

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$261

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$568

Skip to beach! Condo across from beach!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 34 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

Captain's Quarters - charming oceanfront resort with swimming pool

Falmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$458

Captain's Quarters charming oceanfront resort with swimming pool

Falmouth hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$458

Cove at Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$256

NEW LISTING! Captain Gosnold Village - Studio Cottage (Unit M1) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$103

Spectacular Martha's Vineyard Island Home!

Oak Bluffs townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 16 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$453

Nauset Beach House with Pool

Orleans house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,060

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Rockport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$281

PET FRIENDLY RENOVATED 1BR COTTAGE - 3-MIN WALK TO

Provincetown cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$316

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

Rockport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$339

High End-suite style cottage 5 min bike ride to amazing Craigville Beach.

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$344

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.

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$328

173C North Shore Blvd

East Sandwich cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Great cottage! Clean, updated, cair, laundry, outside shower. Hi” This is a wonderful a very comfortable cottage. Great for a family of up to 5. Very modern, hardwood floors, central air, laundry, storage space for bikes, fishing equipment, etc. Quick walk to a very quiet beach. The low tides are awesome! Surrounding cottages are very nice. The town of East Sandwich is very quiet. Great restaurants, ice cream, antiques, etc.

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$211

34 Salt Marsh Rd

East Sandwich cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Perfect Cape Vacation Experience” This was a waterfront property with marsh across the street, on a quiet private beach. The photos are very true to life, and the house was well equipped with pots and pans, cups, even bug spray. There were great views from the house, and it was truly relaxing to see and hear the waves from anywhere on the property. The rental company was excellent - key was ready for us, linens and chairs waiting on the porch when we arrived. Very close to 6a - grocery, restaurants, ice cream :) - but also remote location without any public traffic in the neighborhood. I could not have asked for a better house or location for our Cape vacation - we will be returning next year!

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$371

Beachland I

East Sandwich cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Clean, good location, family friendly” We loved being so close to bay. Very family friendly. Very clean. Would come here again. Our only complaint is the "trundle bed" was not a true trundle with another twin bed under. It was drawers. Thank goodness we brought an extra air mattress!!

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$171

Oceanside 1

East Sandwich cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Peaceful” Beauifully decorated very clean house. Great location. Tiny but all we needed! Very quiet area.

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$133

Oceanside 3

East Sandwich cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Quintessential Cape Cod beach house - yes, the one in your dream” I stayed at this adorable beach house in august of 2011, my first time to beautiful Cape Cod. I could not have imagined it more perfectly; this little cottage is nestled right in the sand, bare foot steps on the beach. Its the perfect size for a couples retreat or a small family. You will feel worlds away from reality in this cozy and comfortable cottage. We enjoyed a fire on the beach, a stroll into East Sandwich for breakfast, many hours lounging in the sun and playing in the sand-bottomed surf. I still dream of this house, and it will always hold a special place in my traveling memories, for it was far too perfect for words. Thank you Jay and Gretchen for sharing your slice of heaven!

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$115

89-2 Salt Marsh Rd

East Sandwich cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“A piece of heaven!” This was our second year renting this house. It is airy, comfortable,and it's proximity to the beach is ideal. We really enjoyed the upstairs deck and the living room upstairs. The kitchen is well equipped. We grill a lot and had to fill the propane tank on the grill for the second time this year. That might be something to check before renters arrive. Location is close to shopping, laundry facilities, and restaurants. We didn't leave much because we loved it there. We enjoyed playing games on the beach, and taking daily runs, walks on the road and beach. Plenty of games, puzzles, etc. in the house which our kids took advantage of. We rented kayaks from Ride away Kayaks and they were great- delivered them and picked them up. We kayaked every day. Overall, one of our best vacations. Sand Dollar Realty was great to work with. Very professional, organized, and made arrival and departure very smooth.

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$211

Quarterboard 4

East Sandwich cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$121

Dune Tootin Unit 1

East Sandwich cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Life is good!!” We had three generations traveling with us. These cottages were perfect. We had our privacy and we could be together when we wanted. They were well equipped. Location was wonderful. Time just went too fast!!!

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$215

Classic Cape Cod cottage on a quiet lane

Eastham cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect location” We had a wonderful time on vacation in this house. It was spacious and sunny and the yard was huge. Location was perfect walking distance to bay beach and fresh water pond. Also close driving to all of the fun in Eastham. The owners were super helpful with all my questions....and I often repeated questions and asked a lot. Thanks for a great vacation. Sharon

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$148

Summer Fun in Eastham

Eastham cottage

  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$115

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

Plymouth cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

“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.

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$344

The Cape Cod Cottage with Beach Pass

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$295

Serene Pond Setting

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$344

“A thoroughly enjoyably experience!” Dave was wonderful to work with and offered advise on where some of the best areas to kayak might be found... saw several ospreys and other wildlife. The cottage has all new appliances and was clean. Sitting on the waterfront in the morning with coffee and the afternoon with a toddy was a great way to start and end each day.

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$344

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