Guesthouses Massachusetts

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59 guest houses

Cozy Guest Suite minutes from Amherst and UMASS

Amherst guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$159

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Salisbury Coastal Retreat

Salisbury studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$195

Fabulous 2 Bedroom in Historic Cape Style House

Provincetown house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 42 minutes

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$458

Beach Front Luxe: Italian vibes & coastal glam in Rockport!

Rockport house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$744

Balcony Room in Victorian 2 minutes walk to delightful Shelburne Falls center.

Shelburne Falls private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$144

Marion- Village Loft ...Perfect !

Marion apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$224

Ultimate Vacation Home

South Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 4 minutes

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$114

Tom Nevers: Quality, Privacy and Ocean Views

Siasconset house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$1,579

Cotuit Cottage overlooking the harbor

Cotuit house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$378

Mariner Motor Lodge

West Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 35 minutes

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$136

Single Queen - Non smoking Nashoba Valley Inn & Suites

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$91

Double Queen - Non Smoking Nashoba Valley Inn & Suites

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$91

Single Suite - Non Smoking Nashoba Valley Inn & Suites

Ayer hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$136

Single King - Non Smoking Nashoba Valley Inn & Suites

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$91

Double Efficiency - Non Smoking Nashoba Valley Inn & Suites

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$91

Spacious Private Entrance Master Bedroom/Bath

Wellesley private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$94

King Studio

Winthrop hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$217

Queen One Bedroom Suite

Winthrop hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$297

Walk to beach - 3 Bedroom cottage

Dennis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$247

Walk To Lake Wequaquet. Close to Main Street & Beaches. Central Cape

West Barnstable apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$523

Stunning Newly Built Townhome 15 mins to Downtown Boston

Quincy house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$458

Seaside cottage

Falmouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$492

Walk To Joshua Pond & Main St. 2 Bedroom Cottage, Central Cape Location

Osterville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$523

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: Rental types, Housekeeping Included

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Price per night from

$344

Cape Cod -Falmouth - Beachfront Olde Cape Cod Charm

Falmouth house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$500

Skip to beach! Condo across from beach!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 21 minutes

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$172

Abigail ‘s Nest

Brimfield house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$1,030

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Price per night from

$282

2+BR Renovated Gingerbread Cottage - Walk to All

Oak Bluffs house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$523

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

Yarmouth Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$270

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$260

*Cozy, Convenient, Boston

Readville apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$171

5BR triple decker apartment – 15 mins to City

Boston house

  • 5 bedrooms
  • 1 bathroom
  • sleeps 10

Responds fast! avg. 9 minutes

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$287

Beachfront Oasis/ Hottub/ Sauna / Spa Showers/ Panoramic Views!

Fall River house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$458

The Charles-South Shore: BOS Marathon promo

Randolph house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 9 minutes

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$294

Captain's Quarters charming oceanfront resort with swimming pool

Falmouth hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$458

NEW! Family-Friendly Getaway < 1 Mi to Dtwn Salem!

Salem apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$287

Upscale 4 Bedroom Spacious Condo near Elm Park and WPI

Worcester condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Housekeeping Included

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Price per night from

$340

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