Guesthouse holiday 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.
Holiday 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 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
Guesthouse in Wellfleet
Abundant Blessings Cottage-Wellfleet
Guesthouses with a patio
Guesthouse in Williamstown
Brookside Cottage
Guesthouse in Lowell
Private guest house
Guesthouse in Melrose
Jimmy & Donny's AirBnB
Guesthouse in Marshfield
Adorable 1 bedroom guest house with ocean view
Guesthouse in Amesbury
Two Penny Loft at Amesbury Farmhouse - Guest Suite
Guesthouse in Gloucester
Charming Guesthouse with Access to Private Beach
Guesthouse in Braintree
The Pool House
Guesthouse in Gloucester
The Quarry
Guest house rentals with a washing machine and dryer
Guesthouse in Rockport
Sea Mist Cottage Rockport, MA
Guesthouse in Newton
Charming 2-story private Guesthouse
Guesthouse in Cohasset
Lovely 1 Bedroom Guest House. Downtown Cohasset
Guesthouse in Worcester
Carriage house apartment
Guesthouse in Boston
The Red Door Carriage House
Guesthouse in Westford
Detached Waterfront Guest House
Guesthouse in Abington
Cozy In-Law Apartment
Guesthouse in Wendell
Quiet Country Home in Wendell
Destinations to explore
- Guesthouse rentals United States
- House rentals United States
- Guesthouse rentals Boston
- House rentals Boston
- Bungalow rentals Massachusetts
- Rentals with pools Massachusetts
- Barn rentals Massachusetts
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- Rentals with a washing machine and dryer Massachusetts
- Rentals with lake access Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
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- Tiny house rentals Massachusetts
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- Monthly Rentals Massachusetts
- Rentals with beach access Massachusetts
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- Beach house rentals Massachusetts
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- Cottage rentals Massachusetts
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- Rentals with an accessible height toilet Massachusetts
- Cabin rentals Massachusetts
- Private suite rentals Massachusetts
- Family-friendly rentals Massachusetts
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- Rentals with a patio Massachusetts
- Wheelchair accessible rentals Massachusetts
- Rentals with a home theatre Massachusetts
- Rentals with a sauna Massachusetts
- Lakehouse rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Apartment rentals Massachusetts
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- Rentals with a hot tub Massachusetts
- Condo rentals Massachusetts
- Smoking-friendly rentals Massachusetts
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- Rentals with breakfast Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Resort rentals Massachusetts
- Chalet rentals Massachusetts
- Farmstay rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Bed and breakfasts Massachusetts
- Pet-friendly rentals Massachusetts
- Waterfront rentals Massachusetts
- Rentals with an EV charger Massachusetts
- House rentals Cape Cod
- Guesthouse rentals Cape Cod
- Guesthouse rentals New Hampshire
- House rentals New Hampshire
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
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- 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
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- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- 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
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- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom