
Guest house holiday rentals in Massachusetts
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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

Amherst Area Studio Apartment

The East Street Cabin

Abundant Blessings Cottage – Wellfleet

Country Cottage in the City

Light-filled North Truro cottage-Lovely gardens

COZY GUESTHOUSE MINUTES AWAY FROM HIKING!

Charming Antique Cape Cod Cottage

A peaceful retreat on Cape Cod Bay
Guest house rentals with a patio

Charming Guesthouse with Access to Private Beach

Private 1 king bedroom guest house-2021 built

Waterfront Cottage / Your Cape Escape

Light-filled Carpenter's Cottage in Stockbridge

Jimmy & Donny's AirBnB

Two Penny Loft at Amesbury Farmhouse - Guest Suite

Claw Foot Tub & King Bed at Club Tanuki Cottage

the Elevated Escape
Guest house rentals with a washing machine and dryer

Cute mill house: 3BR•Wood stove *Brkfst included*

Enchanted Cottage on 5 Acres

Modern barn in the heart of the Berkshires

Adorable Vineyard Haven Cottage

Carriage house outside Cambridge

One BD In-law with Private Ent.

Plum Cove Cottage with king suite!

Beautiful Apartment Near Town & Beaches
Destinations to explore
- Waterfront rentals Massachusetts
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- Mansion rentals Massachusetts
- Barn rentals Massachusetts
- Apartment rentals Massachusetts
- Beachfront rentals Massachusetts
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- Hotel rentals Massachusetts
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- Loft rentals Massachusetts
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- Bed and breakfasts Massachusetts
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- Flat rentals Massachusetts
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- Family-friendly rentals Massachusetts
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- Private suite rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Rentals with an accessible-height toilet Massachusetts
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- Things to do Massachusetts
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