Guesthouse vacation rentals in Massachusetts
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Massachusetts
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
Guesthouse in Shrewsbury
A Comfy Hilltop Home
Guesthouse in New Marlborough
COZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Guesthouse in Clarksburg
Mountain Cottage Spectacular Views
Guesthouse in Williamstown
Perfect Base for Your Berkshire Adventure
Guesthouse in Sagamore Beach
The Guest House
Guesthouse in Yarmouth
One bedroom guest house on beautiful Cape Cod
Guesthouse in North Truro
Light-filled North Truro cottage-Lovely gardens
Guesthouse in Chilmark
Beautiful Guest House in Chilmark
Guesthouses with a patio
Guesthouse in Williamstown
Brookside Cottage
Guesthouse in Lowell
Private guest house
Guesthouse in Braintree
The Pool House
Guesthouse in Rehoboth
Rustic Cottage a Rural Rehoboth Getaway
Guesthouse in Melrose
Jimmy & Donny's AirBnB
Guesthouse in Gloucester
Charming Guesthouse with Access to Private Beach
Guesthouse in Pittsfield
The Nest at Birdland
Guesthouse in Marshfield
Adorable 1 bedroom guest house with ocean view
Guesthouse rentals with a washer and dryer
Guesthouse in Northampton
Little Blue Studio
Guesthouse in Newton
Charming 2-story private Guesthouse
Guesthouse in Worcester
Carriage house apartment
Guesthouse in Cohasset
Lovely 1 Bedroom Guest House. Downtown Cohasset
Guesthouse in Boston
The Red Door Carriage House
Guesthouse in Westford
Detached Waterfront Guest House
Guesthouse in Lexington
Unique Loft/ Studio Guesthouse (super convenient)
Guesthouse in Wendell
Quiet Country Home in Wendell
Destinations to explore
- Guesthouse rentals United States
- House rentals United States
- House rentals Boston
- Guesthouse rentals Boston
- Cottage rentals Massachusetts
- Bungalow rentals Massachusetts
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- Beachfront rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Barn rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Rentals with a home theater Massachusetts
- Monthly Rentals Massachusetts
- Rentals with a patio Massachusetts
- Farmstay rentals Massachusetts
- Lake house rentals Massachusetts
- Beach house rentals Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with an accessible height toilet Massachusetts
- Apartment rentals Massachusetts
- Luxury rentals Massachusetts
- Rentals with a kayak Massachusetts
- Smoking-friendly rentals Massachusetts
- Rentals with breakfast Massachusetts
- Hotel rentals Massachusetts
- Rentals with a sauna Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with a washer and dryer Massachusetts
- Rentals with lake access Massachusetts
- Rentals with a firepit Massachusetts
- Rentals with pools Massachusetts
- Waterfront rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Rentals with beach access Massachusetts
- Chalet rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Resort rentals Massachusetts
- Kid-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Wheelchair accessible rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Private suite rentals Massachusetts
- Bed and breakfasts Massachusetts
- Condo rentals Massachusetts
- Townhouse rentals Massachusetts
- Cabin rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- House rentals Cape Cod
- Guesthouse rentals Cape Cod
- House rentals New Hampshire
- Guesthouse rentals New Hampshire
- 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