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 Swansea
4.93 out of 5 average rating, 167 reviewsRomantic Beach Cottage Getaway - Swansea MA
22–29 Oct
Cottage in Sandwich
4.92 out of 5 average rating, 133 reviewsBlue Anchor Cottage - private hot tub getaway!
14–21 Oct
Cottage in Great Barrington
4.93 out of 5 average rating, 236 reviewsArtist Cottage
16–23 Jan
Cottage in Sandwich
4.94 out of 5 average rating, 221 reviewsHideout at Water's Edge, 131 North Shore Blvd, #4
5–12 Nov
Cottage in Southwick
4.97 out of 5 average rating, 64 reviews4 Kayaks Lake View from Hot Tub Fire Pit Six Flags
16–23 Dec
Cottage in Dennis
4.97 out of 5 average rating, 76 reviewsLocal Beach+ Hot Tub Under the *Stars* in Cape Cod
15–22 Nov
Cottage in Provincetown
4.93 out of 5 average rating, 44 reviewsrelaxing beach cottage with hot tub
25 Sep – 2 Oct
Cottage in Williamsburg
4.71 out of 5 average rating, 99 reviewsNorthampton-area Hot tub Pet Friendly
16–23 Jun
Pet-friendly cottage rentals
Cottage in Becket
4.95 out of 5 average rating, 130 reviewsCozy lakeside cottage
5–12 Jan
Cottage in Becket
4.94 out of 5 average rating, 237 reviewsBERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
23 Feb – 2 Mar
Cottage in Sandwich
4.87 out of 5 average rating, 307 reviewsOceanfront Cottage w/Private Beach ~ Lil’ Sea Sass
18–25 Jan
Cottage in Yarmouth
4.99 out of 5 average rating, 142 reviewsLUXHOME★Walk2Beach★Firepit★PetOK★Kingbed
14–21 Jan
Cottage in Norfolk
4.96 out of 5 average rating, 106 reviewsPondview Cottage - An inspiring retreat
10–17 Jul
Cottage in Stow
4.97 out of 5 average rating, 111 reviewsWhite Pine Cottage
28 Mar – 4 Apr
Cottage in Somerset
4.94 out of 5 average rating, 209 reviewsCottage on River near Providence/Cape Cod/Newport
19–26 Nov
Cottage in Ashburnham
4.9 out of 5 average rating, 100 reviews"Trails End" Lakeside Cottage in Small Town USA
31 Jan – 7 Feb
Private cottage rentals
Cottage in Plymouth
4.96 out of 5 average rating, 160 reviewsStunning ocean views, stairs down to the beach
27 Mar – 3 Apr
Cottage in Yarmouth
4.92 out of 5 average rating, 409 reviewsMODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
23–30 Nov
Cottage in Yarmouth
4.95 out of 5 average rating, 177 reviewsCozy Coastal Cottage With Sprawling Sea Views
17–24 Oct
Cottage in Millis
4.99 out of 5 average rating, 100 reviewsWindy Knob Farm Cottage - stay on a working farm
4–11 Oct
Cottage in Eastham
4.9 out of 5 average rating, 343 reviewsBarn Cottage on Minister Pond
19–26 Oct
Cottage in Dennis Port
4.9 out of 5 average rating, 146 reviewsCape Cod Cottage 3/4 Mile from the Beach
26 Jan – 2 Feb
Cottage in Eastham
4.91 out of 5 average rating, 189 reviewsClassic Cape Cod Cottage
25 Oct – 1 Nov
Cottage in Essex
4.97 out of 5 average rating, 212 reviewsFrench Flair "Pied a Terre" Cottage on the Marsh
5–12 Nov
Destinations to explore
- Cottage rentals Boston
- Villa rentals Massachusetts
- Farm stay rentals Massachusetts
- Townhouse rentals Massachusetts
- Cabin rentals Massachusetts
- Rentals with pools Massachusetts
- Rentals with lake access Massachusetts
- Chalet rentals Massachusetts
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- Loft rentals Massachusetts
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- Wheelchair-accessible rentals Massachusetts
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- Rentals with an accessible-height toilet Massachusetts
- Ski-in/ski-out rentals Massachusetts
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- Mansion rentals Massachusetts
- Private suite rentals Massachusetts
- Smoking-friendly rentals Massachusetts
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- Bungalow rentals Massachusetts
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- House rentals Massachusetts
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- Guest house rentals Massachusetts
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- Hotel rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Barn rentals Massachusetts
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- Rentals with an accessible-height bed Massachusetts
- Rentals with a kayak Massachusetts
- Rentals with outdoor seating Massachusetts
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- Rentals with a sauna Massachusetts
- Apartment rentals Massachusetts
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- Luxury rentals Massachusetts
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- Lakehouse rentals Massachusetts
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