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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
Get the amount of space that is right for you
Popular amenities for Massachusetts guesthouse rentals
Family-friendly guest house rentals
![](https://a0.muscache.com/im/pictures/5a1a8379-5772-4d4a-83e1-0d4bcc019af5.jpg?im_w=720)
Guesthouse in Clarksburg
4.9 out of 5 average rating, 247 reviewsMountain Cottage Spectacular Views
![](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, 201 reviewsA Comfy Hilltop Home
![](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, 222 reviewsPerfect Base for Your Berkshire Adventure
![](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, 183 reviewsCOZY GUESTHOUSE MINUTES AWAY FROM HIKING!
![](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, 200 reviewsBeautiful Guest House in Chilmark
![](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, 191 reviewsOne bedroom guest house on beautiful Cape Cod
![](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, 306 reviewsThe Guest House
![](https://a0.muscache.com/im/pictures/miso/Hosting-21126120/original/7cce46be-e0fc-4dc7-b0d6-36ea405fe1c6.jpeg?im_w=720)
Guesthouse in Wellfleet
4.97 out of 5 average rating, 181 reviewsAbundant Blessings Cottage-Wellfleet
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, 29 reviewsBrand new, on a swimmable pond
![](https://a0.muscache.com/im/pictures/miso/Hosting-651996649894707473/original/983f6f98-3b20-4ef3-84e1-88d0636d019a.jpeg?im_w=720)
Guesthouse in Plymouth
4.83 out of 5 average rating, 18 reviewsStudio retreat on the lake
![](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, 70 reviewsJimmy & Donny's AirBnB
![](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-50678433/original/06ff205a-21f4-4603-ab9b-58c6add237cc.jpeg?im_w=720)
Guesthouse in Bourne
5 out of 5 average rating, 41 reviewsWaterfront Cottage / Your Cape Escape
![](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, 94 reviewsTwo Penny Loft at Amesbury Farmhouse - Guest Suite
![](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, 59 reviewsAdorable 1 bedroom guest house with ocean view
Guest house rentals with a washer and dryer
![](https://a0.muscache.com/im/pictures/85bce2ab-2bd2-4a1a-a579-1f5a3dac7e08.jpg?im_w=720)
Guesthouse in Northampton
4.94 out of 5 average rating, 185 reviewsLittle Blue Studio
![](https://a0.muscache.com/im/pictures/dd3178a6-df86-48aa-96db-a617c00162f8.jpg?im_w=720)
Guesthouse in Rockport
5 out of 5 average rating, 220 reviewsSea Mist Cottage Rockport, MA
![](https://a0.muscache.com/im/pictures/c9e4c749-c439-454f-bd1e-ea69865b14f5.jpg?im_w=720)
Guesthouse in Newton
4.94 out of 5 average rating, 217 reviewsCharming 2-story private Guesthouse
![](https://a0.muscache.com/im/pictures/6cf6ca5c-ccc8-4eac-a651-5f872b2a901b.jpg?im_w=720)
Guesthouse in Worcester
4.81 out of 5 average rating, 223 reviewsCarriage house apartment
![](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/miso/Hosting-40805311/original/8fc4d42b-bab8-442c-a77c-a80ddbb6ad0d.jpeg?im_w=720)
Guesthouse in Westford
4.98 out of 5 average rating, 84 reviewsDetached Waterfront Guest House
![](https://a0.muscache.com/im/pictures/miso/Hosting-43069808/original/e272b805-6fe4-4fd9-a1df-3f6ea0e5233c.jpeg?im_w=720)
Guesthouse in Wendell
5 out of 5 average rating, 21 reviewsQuiet Country Home in Wendell
![](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, 59 reviewsCozy In-Law Apartment
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