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 Eastham
4.91 out of 5 average rating, 189 reviewsClassic Cape Cod Cottage
Apr 17 – 24
Cottage in Florida
4.82 out of 5 average rating, 101 reviewsPeaceful Mountain Cabin by Ski, Kayak, Museums +!
Nov 12 – 19
Cottage in Eastham
4.9 out of 5 average rating, 342 reviewsBarn Cottage on Minister Pond
Oct 19 – 26
Cottage in Essex
4.97 out of 5 average rating, 212 reviewsFrench Flair "Pied a Terre" Cottage on the Marsh
Aug 21 – 28
Cottage in Sandwich
4.88 out of 5 average rating, 305 reviewsOceanfront Cottage w/Private Beach ~ Lil’ Sea Sass
Apr 13 – 20
Cottage in Becket
4.94 out of 5 average rating, 237 reviewsBERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
May 5 – 12
Cottage in Plymouth
4.9 out of 5 average rating, 114 reviewsOcean Front Cottage With A Million Dollar View
Oct 6 – 13
Cottage in Yarmouth
4.92 out of 5 average rating, 408 reviewsMODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
Jan 12 – 19
Cottage rentals with a pool
Cottage in Barnstable
4.95 out of 5 average rating, 56 reviewsThe Holly Cottage
Sep 9 – 16
Cottage in Newburyport
4.93 out of 5 average rating, 84 reviewsSunset Waterfront Privacy Beach
Mar 3 – 10
Cottage in Marblehead
4.99 out of 5 average rating, 87 reviews4 Houses from Harbor | Old Town | Pool | Parking
Nov 29 – Dec 6
Cottage in Yarmouth
4.97 out of 5 average rating, 62 reviewsCottage near the Beach on Mid-Cape
Sep 14 – 21
Cottage in Rockport
4.95 out of 5 average rating, 65 reviewsIn-town 2 bedroom beach cottage with a pool
Jan 28 – Feb 4
Cottage in Provincetown
4.91 out of 5 average rating, 11 reviewsBeachside cottage with pool in Provincetown
Feb 21 – 28
Cottage in Provincetown
5.0 out of 5 average rating, 9 reviewsCozy Cottage in the East End
Sep 19 – 26
Cottage in Wellfleet
5.0 out of 5 average rating, 18 reviewsSandpiper Cottage
Sep 16 – 23
Cottage rentals with a hot tub
Cottage in Swansea
4.93 out of 5 average rating, 167 reviewsRomantic Beach Cottage Getaway - Swansea MA
Dec 4 – 11
Cottage in Great Barrington
4.93 out of 5 average rating, 235 reviewsArtist Cottage
Oct 20 – 27
Cottage in Sandwich
4.92 out of 5 average rating, 131 reviewsBlue Anchor Cottage - private hot tub getaway!
Oct 14 – 21
Cottage in Sandwich
4.94 out of 5 average rating, 221 reviewsHideout at Water's Edge, 131 North Shore Blvd, #4
Apr 6 – 13
Cottage in Southwick
4.97 out of 5 average rating, 64 reviews4 Kayaks Lake View from Hot Tub Fire Pit Six Flags
Nov 16 – 23
Cottage in Dennis
4.97 out of 5 average rating, 75 reviewsLocal Beach+ Hot Tub Under the *Stars* in Cape Cod
Aug 29 – Sep 5
Cottage in Provincetown
4.93 out of 5 average rating, 44 reviewsrelaxing beach cottage with hot tub
Sep 25 – Oct 2
Cottage in Nantucket
5.0 out of 5 average rating, 4 reviewsSun filled 3-Bedroom Cottage
May 25 – Jun 1
Destinations to explore
- Cottage rentals Boston
- Rentals with lake access Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with a fire pit Massachusetts
- Rentals with an accessible height toilet Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Bungalow rentals Massachusetts
- Beachfront rentals Massachusetts
- Mansion rentals Massachusetts
- Rentals with a home theater Massachusetts
- Villa rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Waterfront rentals Massachusetts
- House rentals Massachusetts
- Monthly Rentals Massachusetts
- Condo rentals Massachusetts
- Luxury rentals Massachusetts
- Resort rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Apartment rentals Massachusetts
- Rentals with an accessible height bed Massachusetts
- Barn rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Kid-friendly rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with breakfast Massachusetts
- Private suite rentals Massachusetts
- Rentals with a washer and dryer Massachusetts
- Chalet rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Wheelchair accessible rentals Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with outdoor seating Massachusetts
- Boutique hotel rentals Massachusetts
- Beach house rentals Massachusetts
- Guesthouse rentals Massachusetts
- Rentals with pools Massachusetts
- Loft rentals Massachusetts
- Townhouse rentals Massachusetts
- Rentals with beach access Massachusetts
- Farmstay rentals Massachusetts
- Rentals with a kayak Massachusetts
- Rentals with a patio Massachusetts
- Cabin rentals Massachusetts
- Lakehouse rentals Massachusetts
- Hotel rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Rentals with a sauna Massachusetts
- Cottage rentals Cape Cod
- Cottage rentals New Hampshire
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