
Guest house holiday rentals in Massachusetts
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Massachusetts
Guests agree: these guest house rentals 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 guest house rentals in Massachusetts
Family-friendly guest house rentals

Shelburne Guest House -The Ranch

Cozy Maynard Retreat: 3BR•Wood stove•kid friendly

The Carriage House: Spotless, Charming 2 Bedroom

Carriage house outside Cambridge

The Swift's Nest

“The Pink Cottage” in Historic South Yarmouth

Marshfront Retreat | EV Charger | Private Deck

Private Carriage House near Newton Center and BC
Guest house rentals with a patio

Charming Guesthouse with Access to Private Beach

Private 1 king bedroom guest house-2021 built

Jimmy & Donny's AirBnB

Guesthouse near Six Flags

Claw Foot Tub & King Bed at Club Tanuki Cottage

the Elevated Escape

Sweet Victorian in Housatonic

Walk to Williams | Steam Sauna | Ritz-Carlton Bed
Guest house rentals with a washing machine and dryer

Carriage house apartment

Large Studio – Walk to Town

Sweet Dreams Romantic Guest Cottage.....'Sconset

Sea Mist Cottage Rockport, MA

Modern barn in the heart of the Berkshires

Country Cottage in the City

Detached Waterfront Guest House

Secluded home for Cape Cod relaxation, exploration
Destinations to explore
- Waterfront rentals Massachusetts
- Rentals with beach access Massachusetts
- Beachfront rentals Massachusetts
- Rentals with breakfast Massachusetts
- Rentals with a kayak Massachusetts
- Beach house rentals Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with a patio Massachusetts
- Pet-friendly rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Townhouse rentals Massachusetts
- Cabin rentals Massachusetts
- Farm stay rentals Massachusetts
- Rentals with a sauna Massachusetts
- Rentals with an EV charger Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Chalet rentals Massachusetts
- Luxury rentals Massachusetts
- Hotel rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Cottage rentals Massachusetts
- Rentals with a cinema Massachusetts
- Rentals with pools Massachusetts
- Flat rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Rentals with lake access Massachusetts
- Lakehouse rentals Massachusetts
- Tiny house rentals Massachusetts
- Private suite rentals Massachusetts
- Bungalow rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Barn rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with a firepit Massachusetts
- Apartment rentals Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Loft rentals Massachusetts
- Guest house rentals United States
- Things to do Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
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- Art and culture Massachusetts
- Nature and outdoors Massachusetts
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- Things to do United States
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