Cottage vacation 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.
Vacation rentals for every style
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Popular amenities for Massachusetts cottage rentals
Cottage rentals with free parking
Cottage in Becket
4.95 out of 5 average rating, 130 reviewsCozy lakeside cottage
Jan 5 – 12
Cottage in Plymouth
4.96 out of 5 average rating, 160 reviewsStunning ocean views, stairs down to the beach
Mar 27 – Apr 3
Cottage in Yarmouth
4.95 out of 5 average rating, 177 reviewsCozy Coastal Cottage With Sprawling Sea Views
Oct 17 – 24
Cottage in Yarmouth
4.92 out of 5 average rating, 409 reviewsMODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
Nov 23 – 30
Cottage in Millis
4.99 out of 5 average rating, 100 reviewsWindy Knob Farm Cottage - stay on a working farm
Oct 4 – 11
Cottage in Dennis Port
4.9 out of 5 average rating, 146 reviewsCape Cod Cottage 3/4 Mile from the Beach
Jan 26 – Feb 2
Cottage in Eastham
4.9 out of 5 average rating, 343 reviewsBarn Cottage on Minister Pond
Oct 19 – 26
Cottage in Sandwich
4.87 out of 5 average rating, 307 reviewsOceanfront Cottage w/Private Beach ~ Lil’ Sea Sass
Jan 18 – 25
Cottage rentals with a pool
Cottage in Barnstable
4.95 out of 5 average rating, 56 reviewsThe Holly Cottage
Sep 9 – 16
Cottage in Marblehead
4.99 out of 5 average rating, 87 reviews4 Houses from Harbor | Old Town | Pool | Parking
Dec 23 – 30
Cottage in Newburyport
4.93 out of 5 average rating, 84 reviewsSunset Waterfront Privacy Beach
Jan 16 – 23
Cottage in Rockport
4.94 out of 5 average rating, 67 reviewsIn-town 2 bedroom beach cottage with a pool
Sep 21 – 28
Cottage in Provincetown
5.0 out of 5 average rating, 9 reviewsCozy Cottage in the East End
Dec 5 – 12
Cottage in Yarmouth
4.97 out of 5 average rating, 62 reviewsCottage near the Beach on Mid-Cape
Oct 2 – 9
Cottage in Provincetown
4.91 out of 5 average rating, 11 reviewsBeachside cottage with pool in Provincetown
Oct 4 – 11
Cottage in Wellfleet
5.0 out of 5 average rating, 18 reviewsSandpiper Cottage
Sep 23 – 30
Cottage rentals with a hot tub
Cottage in Swansea
4.93 out of 5 average rating, 167 reviewsRomantic Beach Cottage Getaway - Swansea MA
Oct 22 – 29
Cottage in Sandwich
4.92 out of 5 average rating, 133 reviewsBlue Anchor Cottage - private hot tub getaway!
Oct 14 – 21
Cottage in Great Barrington
4.93 out of 5 average rating, 236 reviewsArtist Cottage
Jan 16 – 23
Cottage in Sandwich
4.94 out of 5 average rating, 221 reviewsHideout at Water's Edge, 131 North Shore Blvd, #4
Nov 5 – 12
Cottage in Southwick
4.97 out of 5 average rating, 64 reviews4 Kayaks Lake View from Hot Tub Fire Pit Six Flags
Dec 16 – 23
Cottage in Dennis
4.97 out of 5 average rating, 76 reviewsLocal Beach+ Hot Tub Under the *Stars* in Cape Cod
Nov 15 – 22
Cottage in Provincetown
4.93 out of 5 average rating, 44 reviewsrelaxing beach cottage with hot tub
Sep 25 – Oct 2
Cottage in Williamsburg
4.71 out of 5 average rating, 99 reviewsNorthampton-area Hot tub Pet Friendly
Jun 16 – 23
Destinations to explore
- Cottage rentals Boston
- Villa rentals Massachusetts
- Farmstay rentals Massachusetts
- Townhouse rentals Massachusetts
- Cabin rentals Massachusetts
- Rentals with pools Massachusetts
- Rentals with lake access Massachusetts
- Chalet rentals Massachusetts
- Rentals with a washer and dryer Massachusetts
- Loft rentals Massachusetts
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- Rentals with an EV charger Massachusetts
- Wheelchair accessible rentals Massachusetts
- Waterfront rentals Massachusetts
- Rentals with a home theater Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with beach access Massachusetts
- Rentals with an accessible height toilet Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Monthly Rentals Massachusetts
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- Mansion rentals Massachusetts
- Private suite rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Bungalow rentals Massachusetts
- Beachfront rentals Massachusetts
- House rentals Massachusetts
- Beach house rentals Massachusetts
- Guesthouse rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Hotel rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Barn rentals Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with an accessible height bed Massachusetts
- Rentals with a kayak Massachusetts
- Rentals with outdoor seating Massachusetts
- Rentals with a patio Massachusetts
- Rentals with a sauna Massachusetts
- Condo rentals Massachusetts
- Rentals with a fire pit Massachusetts
- Rentals with breakfast Massachusetts
- Luxury rentals Massachusetts
- Resort rentals Massachusetts
- Lakehouse rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Tiny house rentals Massachusetts
- Cottage rentals Cape Cod
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