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
Guesthouse in Shrewsbury
4.72 out of 5 average rating, 198 reviewsA Comfy Hilltop Home
Guesthouse in Brewster
4.94 out of 5 average rating, 216 reviewsCharming Antique Cape Cod Cottage
Guesthouse in New Marlborough
4.91 out of 5 average rating, 181 reviewsCOZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Guesthouse in Clarksburg
4.9 out of 5 average rating, 241 reviewsMountain Cottage Spectacular Views
Guesthouse in Sagamore Beach
4.99 out of 5 average rating, 300 reviewsThe Guest House
Guesthouse in North Truro
4.98 out of 5 average rating, 125 reviewsLight-filled North Truro cottage-Lovely gardens
Guesthouse in Yarmouth
4.96 out of 5 average rating, 186 reviewsOne bedroom guest house on beautiful Cape Cod
Guesthouse in Chilmark
4.98 out of 5 average rating, 199 reviewsBeautiful Guest House in Chilmark
Guest house rentals with a patio
Guesthouse in Williamstown
4.97 out of 5 average rating, 151 reviewsBrookside Cottage
Guesthouse in Melrose
4.97 out of 5 average rating, 65 reviewsJimmy & Donny's AirBnB
Guesthouse in Braintree
4.73 out of 5 average rating, 33 reviewsThe Pool House
Guesthouse in Lowell
5.0 out of 5 average rating, 7 reviewsPrivate guest house
Guesthouse in Marshfield
4.98 out of 5 average rating, 56 reviewsAdorable 1 bedroom guest house with ocean view
Guesthouse in Gloucester
4.95 out of 5 average rating, 40 reviewsCharming Guesthouse with Access to Private Beach
Guesthouse in Gloucester
4.91 out of 5 average rating, 35 reviewsThe Quarry
Guesthouse in Brewster
5.0 out of 5 average rating, 21 reviewsBrand new, on a swimmable pond
Guest house rentals with a washer and dryer
Guesthouse in Newton
4.93 out of 5 average rating, 215 reviewsCharming 2-story private Guesthouse
Guesthouse in Cohasset
4.98 out of 5 average rating, 107 reviewsLovely 1 Bedroom Guest House. Downtown Cohasset
Guesthouse in Worcester
4.81 out of 5 average rating, 217 reviewsCarriage house apartment
Guesthouse in North Adams
5.0 out of 5 average rating, 213 reviewsNetherwood - North Adams Guest House with Views
Guesthouse in Boston
4.99 out of 5 average rating, 238 reviewsThe Red Door Carriage House
Guesthouse in Westford
4.98 out of 5 average rating, 82 reviewsDetached Waterfront Guest House
Guesthouse in Abington
5.0 out of 5 average rating, 54 reviewsCozy In-Law Apartment
Guesthouse in Wendell
5.0 out of 5 average rating, 20 reviewsQuiet Country Home in Wendell
Destinations to explore
- Guesthouse rentals United States
- House rentals United States
- House rentals Boston
- Guesthouse rentals Boston
- Monthly Rentals Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Waterfront rentals Massachusetts
- Farmstay rentals Massachusetts
- Rentals with a home theater Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with a sauna Massachusetts
- Barn rentals Massachusetts
- Rentals with beach access Massachusetts
- Luxury rentals Massachusetts
- Wheelchair accessible rentals Massachusetts
- Apartment rentals Massachusetts
- Bungalow rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Kid-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with lake access Massachusetts
- Bed and breakfasts Massachusetts
- Beachfront rentals Massachusetts
- Rentals with a kayak Massachusetts
- Smoking-friendly rentals Massachusetts
- Resort rentals Massachusetts
- Cottage rentals Massachusetts
- Hotel rentals Massachusetts
- Private suite rentals Massachusetts
- Townhouse rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Condo rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Rentals with an accessible height toilet Massachusetts
- Boutique hotel rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with a washer and dryer Massachusetts
- Chalet rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Beach house rentals Massachusetts
- Rentals with pools Massachusetts
- Rentals with a hot tub Massachusetts
- Cabin rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with a fire pit Massachusetts
- Rentals with breakfast Massachusetts
- Lakehouse rentals Massachusetts
- Rentals with a patio Massachusetts
- Guesthouse rentals Cape Cod
- House rentals Cape Cod
- House rentals New Hampshire
- Guesthouse rentals New Hampshire
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes