Guesthouses Massachusetts

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415 guest houses

Nattuary, a Nordic Spa Retreat on the Bay of Fundy

Gardner Creek guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types Sea view

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Price per night from

$209

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The Cozy Cottage by the Sea

Montauk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$516

North Wildwoos Beach House

North Wildwood townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$606

Kendall Farm Cottages

Perry cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$196

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Birch Harbor boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$1,031

Beach Front One bedroom Condo

Cape May condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$264

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Marlborough cave house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$12

WOW Beautiful Oceanfront Beach Guesthouse Popeyes Bungalow

Ocean Grove apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$409

Smith Heights Vintage Waterfront Cottages- Gooch

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$328

Marina Yacht Stays

Providence yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Sea view

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Price per night from

$184

Waterfront Woodsy 3BR Cottage

Gloucester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$401

Ocean View West Main Road Residence

Little Compton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$492

Bright and Spacious Haven near NYC- Beach Front!

Bradley Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$300

Ocean Waterfront - Walk to Pemaquid Light

New Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$368

Waterfront, Quiet 3 BR Cape-Walk to Beach

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Sea view

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Price per night from

$630

Private Safe Beach Community

Hampton apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Sea view

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Price per night from

$573

Summer Rental - Marguerite- Biddeford Pool ME

Biddeford Pool cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$492

Maine Ocean Front 2 Bedroom Cottage

Tenants Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“A Little Bit of Heaven” Several years ago I had the good fortune to rent this cottage "sight unseen" and have been returning each year for 10 or so years which tells you how much I love it here. Dream about it in the winter too. It is immaculate, close to a small beach, stores, and not too far from Rockland and Camden. If I could, I would spend the summer here and be in heaven! Tranquil, beautiful, soothing and good for the soul are some of the ways I would describe Hupper Cottage. The owners are terrific and most accommodating. In my opinion you won't find a better place to stay in Maine for rest and relaxation! Walking and sight seeing are great, and the lobster and sunsets are fabulous! Great hub for sightseeing in mid-coast Maine as well.

Responds fast! avg. 2 hours 22 minutes

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$161

AFFORDABLE WATER VIEW Cape Cod

Pocasset cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Sea view

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Price per night from

$172

Romantic Waterfront Artist Cottage

Truro cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$377

Ogunquit Condo - 5 Minute Walk to Footbridge Beach!

Ogunquit condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Sea view

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Price per night from

$201

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$3,272

Palace / MerVeille

Biddeford cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$189

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, Sea view

1 of 2 filters match

Price per night from

$172

Summer Vacation Rental, Narragansett RI

Narragansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$516

Topside BoatHouse on Pleasant Bay

South Orleans boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$492

Topside MainHouse

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$1,227

Seal Cove Beach Smokeshed Cottages

Grand Manan house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$114

Beachland K

East Sandwich cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$150

169 North Shore Blvd

East Sandwich cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Great location with beach just over the sand dune.” Quaint cottage on the beach. Great location and easy to get to without alot of traffic delays. Cottage is full of old family antiques with lots of area to sit and relax. Some furniture lacked some comfort but you are there for the beach. Don't expect a condo, it is more like visiting your Grandparents house at the beach. For location and sized for 6 people a good value overall. We will return.

1 of 2 match: Rental types, Sea view

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Price per night from

$350

Lighthouse C

East Sandwich cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Very enjoyable” The house was nice and cozy. A bit small. I would suggest that trash can bags for the outside trash can are provided set of sheets and towels. Washer and dryer would be a great plus for families with kids, particularly. The proximity to the beach was very convenient and that was very nice. All the houses were very close to each other and our kids loved that because they made a new friend, but in terms of privacy that was not ideal. All together, we had a wonderful time and great memories.

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$129

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: Rental types, Sea view

1 of 2 filters match

Price per night from

$214

Maine Bed & Boat, NEBI

Damariscotta boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$338

Amazing Beach House - 5th House From The Beach!

Brigantine house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$573

111 Glendon Road Unit 5

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 8 minutes

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$229

Waterfront Home on Scenic Cove

Harpswell house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$184

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$344

Paradise Farmhouse at Norman Bird Sanctuary

Middletown house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 16

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$2,290

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rentals in Massachusetts

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