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
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Popular amenities for cottage rentals in Massachusetts
Cottage rentals with a hot tub
Cottage in Sandwich
4.92 out of 5 average rating, 131 reviewsBlue Anchor Cottage - private hot tub getaway!
14–21 Oct
Cottage in Swansea
4.93 out of 5 average rating, 167 reviewsRomantic Beach Cottage Getaway - Swansea MA
4–11 Dec
Cottage in Great Barrington
4.93 out of 5 average rating, 235 reviewsArtist Cottage
21–28 Oct
Cottage in Sandwich
4.94 out of 5 average rating, 221 reviewsHideout at Water's Edge, 131 North Shore Blvd, #4
6–13 Apr
Cottage in Southwick
4.97 out of 5 average rating, 64 reviews4 Kayaks Lake View from Hot Tub Fire Pit Six Flags
3–10 Oct
Cottage in Dennis
4.97 out of 5 average rating, 75 reviewsLocal Beach+ Hot Tub Under the *Stars* in Cape Cod
22–29 Sep
Cottage in Provincetown
4.93 out of 5 average rating, 44 reviewsrelaxing beach cottage with hot tub
25 Sep – 2 Oct
Cottage in Nantucket
5.0 out of 5 average rating, 4 reviewsSun filled 3-Bedroom Cottage
25 May – 1 Jun
Pet-friendly cottage rentals
Cottage in Becket
4.95 out of 5 average rating, 128 reviewsCozy lakeside cottage
15–22 Jan
Cottage in Becket
4.94 out of 5 average rating, 237 reviewsBERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
5–12 May
Cottage in Norfolk
4.96 out of 5 average rating, 106 reviewsPondview Cottage - An inspiring retreat
25 Jul – 1 Aug
Cottage in Yarmouth
4.99 out of 5 average rating, 141 reviewsLUXHOME★Walk2Beach★Firepit★PetOK★Kingbed
15–22 Sep
Cottage in Stow
4.97 out of 5 average rating, 111 reviewsWhite Pine Cottage
27 Sep – 4 Oct
Cottage in Somerset
4.94 out of 5 average rating, 209 reviewsCottage on River near Providence/Cape Cod/Newport
19–26 Nov
Cottage in Fairhaven
4.79 out of 5 average rating, 278 reviewsOn the Beach Cottage in Fairhaven
23–30 Nov
Cottage in Ashburnham
4.9 out of 5 average rating, 100 reviews"Trails End" Lakeside Cottage in Small Town USA
8–15 Nov
Private cottage rentals
Cottage in Yarmouth
4.95 out of 5 average rating, 177 reviewsCozy Coastal Cottage With Sprawling Sea Views
17–24 Oct
Cottage in Eastham
4.91 out of 5 average rating, 189 reviewsClassic Cape Cod Cottage
17–24 Apr
Cottage in Essex
4.97 out of 5 average rating, 212 reviewsFrench Flair "Pied a Terre" Cottage on the Marsh
4–11 Sep
Cottage in Eastham
4.9 out of 5 average rating, 342 reviewsBarn Cottage on Minister Pond
21–28 Apr
Cottage in Yarmouth
4.92 out of 5 average rating, 408 reviewsMODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
12–19 Jan
Cottage in Falmouth
4.94 out of 5 average rating, 135 reviews“Cozy Cottage” on Great Bay
25 Jan – 1 Feb
Cottage in Millis
4.99 out of 5 average rating, 100 reviewsWindy Knob Farm Cottage - stay on a working farm
17–24 Sep
Cottage in Chatham
4.96 out of 5 average rating, 216 reviewsCozy Cottage
16–23 Oct
Destinations to explore
- Cottage rentals Boston
- Rentals with lake access Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with a firepit 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 cinema Massachusetts
- Villa rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Waterfront rentals Massachusetts
- House rentals Massachusetts
- Monthly Rentals Massachusetts
- Apartment rentals Massachusetts
- Luxury rentals Massachusetts
- Resort rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Flat rentals Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Barn rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Family-friendly rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with breakfast Massachusetts
- Private suite rentals Massachusetts
- Rentals with a washing machine 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
- Guest house rentals Massachusetts
- Rentals with pools Massachusetts
- Loft rentals Massachusetts
- Townhouse rentals Massachusetts
- Rentals with beach access Massachusetts
- Farm stay 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
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