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Guesthouse vacation rentals in Massachusetts
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Massachusetts
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Massachusetts guesthouse rentals
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![](https://a0.muscache.com/im/pictures/49236450-174c-4c20-a702-5b03e5c04a8b.jpg?im_w=720)
Guesthouse in Shrewsbury
4.72 out of 5 average rating, 204 reviewsA Comfy Hilltop Home
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NTQwNjUz/original/1ef051c4-35ce-4593-a126-4d2e4a0a4857.jpeg?im_w=720)
Guesthouse in Northampton
4.92 out of 5 average rating, 248 reviewsLarge Studio – Walk to Town
![](https://a0.muscache.com/im/pictures/a7a9f85e-f05b-4a38-82a6-dc9728682c0f.jpg?im_w=720)
Guesthouse in New Marlborough
4.91 out of 5 average rating, 185 reviewsCOZY GUESTHOUSE MINUTES AWAY FROM HIKING!
![](https://a0.muscache.com/im/pictures/85b886f7-2a3f-431b-8f95-7d2092708ea5.jpg?im_w=720)
Guesthouse in Becket
4.93 out of 5 average rating, 263 reviewsCountry Cabin
![](https://a0.muscache.com/im/pictures/78b50d2d-4204-4fda-b8b1-e7aaa0c1aa11.jpg?im_w=720)
Guesthouse in Williamstown
4.93 out of 5 average rating, 227 reviewsPerfect Base for Your Berkshire Adventure
![](https://a0.muscache.com/im/pictures/miso/Hosting-13121970/original/3c897d20-e846-4921-af1b-0e6debbdbc78.jpeg?im_w=720)
Guesthouse in Sagamore Beach
4.99 out of 5 average rating, 309 reviewsThe Guest House
![](https://a0.muscache.com/im/pictures/4368b30b-f7f6-4093-9f68-b758e0ab7655.jpg?im_w=720)
Guesthouse in Yarmouth
4.96 out of 5 average rating, 197 reviewsOne bedroom guest house on beautiful Cape Cod
![](https://a0.muscache.com/im/pictures/b368a125-18da-4dd3-befc-8cb611a48015.jpg?im_w=720)
Guesthouse in Chilmark
4.98 out of 5 average rating, 205 reviewsBeautiful Guest House in Chilmark
Guest house rentals with a patio
![](https://a0.muscache.com/im/pictures/miso/Hosting-50769924/original/cdb63151-b384-48d6-89f1-b3c804204361.jpeg?im_w=720)
Guesthouse in Williamstown
4.96 out of 5 average rating, 157 reviewsBrookside Cottage
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1048715381327431881/original/8520b628-454e-435a-a2e0-a82516b7d844.jpeg?im_w=720)
Guesthouse in Brewster
5 out of 5 average rating, 37 reviewsBrand new, on a swimmable pond
![](https://a0.muscache.com/im/pictures/miso/Hosting-52963970/original/294e5824-531d-43f3-8944-2c4f559c43b9.jpeg?im_w=720)
Guesthouse in Amesbury
4.94 out of 5 average rating, 96 reviewsTwo Penny Loft at Amesbury Farmhouse - Guest Suite
![](https://a0.muscache.com/im/pictures/miso/Hosting-794043626040602984/original/2b308ede-7f62-4f68-8d67-9bd52ac11d99.jpeg?im_w=720)
Guesthouse in Melrose
4.97 out of 5 average rating, 74 reviewsJimmy & Donny's AirBnB
![](https://a0.muscache.com/im/pictures/miso/Hosting-611758890996801803/original/ca7b5479-7f1b-44cc-9b79-e56c913a4434.jpeg?im_w=720)
Guesthouse in Marshfield
4.98 out of 5 average rating, 61 reviewsAdorable 1 bedroom guest house with ocean view
![](https://a0.muscache.com/im/pictures/miso/Hosting-50678433/original/06ff205a-21f4-4603-ab9b-58c6add237cc.jpeg?im_w=720)
Guesthouse in Bourne
5 out of 5 average rating, 48 reviewsWaterfront Cottage / Your Cape Escape
![](https://a0.muscache.com/im/pictures/airflow/Hosting-51462193/original/d5410f72-0ef9-4468-856b-fa1918d5e528.jpg?im_w=720)
Guesthouse in Gloucester
4.93 out of 5 average rating, 44 reviewsCharming Guesthouse with Access to Private Beach
![](https://a0.muscache.com/im/pictures/miso/Hosting-808839351078014427/original/268c1978-d490-45a6-ad6a-6b70bbade568.jpeg?im_w=720)
Guesthouse in Pittsfield
4.95 out of 5 average rating, 60 reviewsThe Nest at Birdland
Guest house rentals with a washer and dryer
![](https://a0.muscache.com/im/pictures/4f6bb85d-03b3-44ff-a3eb-f9be3425dbbc.jpg?im_w=720)
Guesthouse in Cohasset
4.98 out of 5 average rating, 114 reviewsLovely 1 Bedroom Guest House. Downtown Cohasset
![](https://a0.muscache.com/im/pictures/6616e7a0-7d13-4ce2-a40f-a3f8a82243df.jpg?im_w=720)
Guesthouse in Stockbridge
4.91 out of 5 average rating, 102 reviewsModern barn in the heart of the Berkshires
![](https://a0.muscache.com/im/pictures/miso/Hosting-40805311/original/8fc4d42b-bab8-442c-a77c-a80ddbb6ad0d.jpeg?im_w=720)
Guesthouse in Westford
4.98 out of 5 average rating, 87 reviewsDetached Waterfront Guest House
![](https://a0.muscache.com/im/pictures/miso/Hosting-991951831362747647/original/0568e404-6f2c-49b7-a69e-c961e60f2226.png?im_w=720)
Guesthouse in Duxbury
5 out of 5 average rating, 5 reviewsDuxbury Getaway! Location+Charm!
![](https://a0.muscache.com/im/pictures/miso/Hosting-713600087568109117/original/b47e5d7d-e00f-49e4-a4df-d7a41530764b.jpeg?im_w=720)
Guesthouse in Abington
5 out of 5 average rating, 60 reviewsCozy In-Law Apartment
![](https://a0.muscache.com/im/pictures/miso/Hosting-862961933370542032/original/eae2b565-16d1-4564-94f1-4afaf6f5c0f2.jpeg?im_w=720)
Guesthouse in Winchendon
5 out of 5 average rating, 30 reviewsCopley’s Guest House on Lake Monomonac
![](https://a0.muscache.com/im/pictures/c6b4eec7-0275-41b6-b3e0-fdaea269cefb.jpg?im_w=720)
Guesthouse in Lenox
4.91 out of 5 average rating, 57 reviewsLenox - Sunny cottage nestled in the garden
![](https://a0.muscache.com/im/pictures/hosting/Hosting-21921947/original/3a52e156-185f-4dfb-9099-8e9fef5d5541.jpeg?im_w=720)
Guesthouse in Gloucester
4.96 out of 5 average rating, 73 reviewsPlum Cove Cottage with king suite!
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