Cottage holiday rentals in Massachusetts
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Top-rated cottage rentals in Massachusetts
Guests agree: these cottages 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 cottage rentals in Massachusetts
Cottage rentals with a hot tub
Cottage in Great Barrington
4.93 out of 5 average rating, 262 reviewsArtist Cottage
Cottage in Provincetown
4.88 out of 5 average rating, 17 reviewsNEW! East End Cottage with Private Hot Tub!
Cottage in Dennis
4.97 out of 5 average rating, 91 reviewsLocal Beach+ Hot Tub Under the *Stars* in Cape Cod
Cottage in Mashpee
4.88 out of 5 average rating, 24 reviewsThe Front Cottage: Waterfront/Dock/Hot tub
Cottage in Provincetown
4.95 out of 5 average rating, 57 reviewsrelaxing beach cottage with hot tub
Cottage in Lanesborough
5 out of 5 average rating, 14 reviewsNorte Maison 2 beds 2 Baths Minutes to Jiminy Peak
Cottage in Southwick
4.98 out of 5 average rating, 87 reviewsHot Tub Lake Views Propane Fire Pit Kayaks for 6
Cottage in Williamsburg
4.7 out of 5 average rating, 114 reviewsNorthampton-area Hot tub Pet Friendly
Pet-friendly cottage rentals
Cottage in Provincetown
4.81 out of 5 average rating, 450 reviewsPrivate cottage green friendly and pet friendly
Cottage in Dennis
4.99 out of 5 average rating, 110 reviewsUpdated House 5 min walk to beach w/fire pit!
Cottage in Stow
4.95 out of 5 average rating, 146 reviewsWhite Pine Cottage
Cottage in Chatham
4.94 out of 5 average rating, 162 reviewsCape Cod Classic Cottage Near Forest Beach
Cottage in Wareham
4.86 out of 5 average rating, 139 reviewsOnset beach, Cape code.Private Waterfront cottage
Cottage in Yarmouth
4.83 out of 5 average rating, 232 reviewsCharming Cottage near Beach and Ferry.
Cottage in Somerset
4.95 out of 5 average rating, 255 reviewsCottage on River near Providence/Cape Cod/Newport
Cottage in Worcester
4.88 out of 5 average rating, 116 reviewsUnique and Private Cottage in Worcester
Private cottage rentals
Cottage in Barnstable
4.99 out of 5 average rating, 135 reviewsBeach Glass Cottage - Pond Front
Cottage in Eastham
4.91 out of 5 average rating, 210 reviewsClassic Cape Cod Cottage
Cottage in Essex
4.97 out of 5 average rating, 249 reviewsFrench Flair "Pied a Terre" Cottage on the Marsh
Cottage in Lanesborough
4.93 out of 5 average rating, 235 reviewsStone School Cottage
Cottage in Dennis Port
4.92 out of 5 average rating, 168 reviewsCape Cod Cottage 3/4 Mile from the Beach
Cottage in Eastham
4.95 out of 5 average rating, 223 reviewsThe Breeze Overlooking Minister's Pond
Cottage in Yarmouth
4.98 out of 5 average rating, 262 reviewsAmazing WATERFRONT with Wood Fireplace! 4bdrm/2bth
Cottage in Sturbridge
4.96 out of 5 average rating, 137 reviewsCedar Sunrise
Destinations to explore
- Rentals with a patio Massachusetts
- Rentals with lake access Massachusetts
- Guest house rentals Massachusetts
- Flat rentals Massachusetts
- Rentals with breakfast Massachusetts
- Pet-friendly rentals Massachusetts
- Farm stay rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Barn rentals Massachusetts
- Monthly Rentals Massachusetts
- Beach house rentals Massachusetts
- Apartment rentals Massachusetts
- Rentals with a cinema Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Private suite rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with beach access Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Waterfront rentals Massachusetts
- Rentals with a firepit Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Loft rentals Massachusetts
- Bed and breakfasts Massachusetts
- Townhouse rentals Massachusetts
- Chalet rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Rentals with pools Massachusetts
- Beachfront rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Family-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Resort rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Rentals with a kayak Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with a sauna Massachusetts
- Lakehouse rentals Massachusetts
- Luxury rentals Massachusetts
- Cabin rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Hotel rentals Massachusetts
- Bungalow rentals Massachusetts
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