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 Swansea
4.93 out of 5 average rating, 168 reviewsRomantic Beach Cottage Getaway - Non Smokers only
Cottage in Great Barrington
4.93 out of 5 average rating, 239 reviewsArtist Cottage
Cottage in Sandwich
4.94 out of 5 average rating, 221 reviewsHideout at Water's Edge, 131 North Shore Blvd, #4
Cottage in Sandwich
4.92 out of 5 average rating, 139 reviewsBlue Anchor Cottage - private hot tub getaway!
Cottage in Southwick
4.97 out of 5 average rating, 65 reviews4 Kayaks Lake View from Hot Tub Fire Pit Six Flags
Cottage in Dennis
4.97 out of 5 average rating, 78 reviewsLocal Beach+ Hot Tub Under the *Stars* in Cape Cod
Cottage in Provincetown
4.93 out of 5 average rating, 45 reviewsrelaxing beach cottage with hot tub
Cottage in Williamsburg
4.71 out of 5 average rating, 99 reviewsNorthampton-area Hot tub Pet Friendly
Pet-friendly cottage rentals
Cottage in Florida
4.83 out of 5 average rating, 105 reviewsPeaceful Mountain Cabin by Ski, Kayak, Museums +!
Cottage in Becket
4.95 out of 5 average rating, 133 reviewsCozy lakeside cottage
Cottage in Sandwich
4.87 out of 5 average rating, 309 reviewsBeachfront Cottage Pet Friendly Lil’ Sea Sass
Cottage in Yarmouth
4.99 out of 5 average rating, 142 reviewsLUXHOME★Walk2Beach★Firepit★PetOK★Kingbed
Cottage in Stow
4.97 out of 5 average rating, 115 reviewsWhite Pine Cottage
Cottage in Worcester
4.87 out of 5 average rating, 107 reviewsUnique and Private Cottage in Worcester
Cottage in Somerset
4.94 out of 5 average rating, 211 reviewsCottage on River near Providence/Cape Cod/Newport
Cottage in Ashburnham
4.9 out of 5 average rating, 102 reviews"Trails End" Lakeside Cottage in Small Town USA
Private cottage rentals
Cottage in Yarmouth
4.99 out of 5 average rating, 176 reviewsSerenity Views | Waterfront | King | Firepit Kayak
Cottage in Yarmouth
4.92 out of 5 average rating, 413 reviewsMODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
Cottage in Essex
4.97 out of 5 average rating, 214 reviewsFrench Flair "Pied a Terre" Cottage on the Marsh
Cottage in Chatham
4.96 out of 5 average rating, 218 reviewsCozy Cottage
Cottage in Plymouth
4.96 out of 5 average rating, 160 reviewsStunning ocean views, stairs down to the beach
Cottage in Dennis
4.94 out of 5 average rating, 219 reviewsWalk to Beach - Experience Dennis Beach House - AC
Cottage in Eastham
4.9 out of 5 average rating, 345 reviewsBarn Cottage on Minister Pond
Cottage in Eastham
4.91 out of 5 average rating, 190 reviewsClassic Cape Cod Cottage
Destinations to explore
- Lakehouse rentals Massachusetts
- Apartment rentals Massachusetts
- Monthly Rentals Massachusetts
- Beach house rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Rentals with a kayak Massachusetts
- Family-friendly rentals Massachusetts
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- Cabin rentals Massachusetts
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- Farm stay rentals Massachusetts
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- Loft rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Rentals with a hot tub Massachusetts
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- Flat rentals Massachusetts
- House rentals Massachusetts
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- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Chalet rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Rentals with breakfast Massachusetts
- Rentals with a sauna Massachusetts
- Rentals with a cinema Massachusetts
- Private suite rentals Massachusetts
- Resort rentals Massachusetts
- Rentals with lake access Massachusetts
- Bungalow rentals Massachusetts
- Waterfront rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Rentals with a patio Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Bed and breakfasts Massachusetts
- Barn rentals Massachusetts
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- Boutique hotel rentals Massachusetts
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- Guest house rentals Massachusetts
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- Rentals with a firepit Massachusetts
- Wheelchair-accessible rentals Massachusetts
- Rentals with beach access Massachusetts
- Rentals with pools Massachusetts
- Cottage rentals Cape Cod
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