Cottage holiday rentals in Chatham
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Top-rated cottage rentals in Chatham
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 Chatham
Cottage rentals with a hot tub
Cottage in Sandwich
4.92 out of 5 average rating, 130 reviewsBlue Anchor Cottage - private hot tub getaway!
14–21 Oct
Cottage in Sandwich
4.94 out of 5 average rating, 220 reviewsHideout at Water's Edge, 131 North Shore Blvd, #4
6–13 Apr
Cottage in Dennis
4.97 out of 5 average rating, 75 reviewsLocal Beach+ Hot Tub Under the *Stars* in Cape Cod
29 Aug – 5 Sep
Cottage in Provincetown
4.93 out of 5 average rating, 44 reviewsrelaxing beach cottage with hot tub
25 Sep – 2 Oct
Cottage in Provincetown
5.0 out of 5 average rating, 9 reviewsNEW! East End Cottage with Private Hot Tub!
17–24 Nov
Cottage in Mashpee
5.0 out of 5 average rating, 10 reviewsNewly renovated Cape house with Hot tub!
19–26 Nov
Cottage in Mashpee
4.86 out of 5 average rating, 21 reviewsThe Front Cottage: Waterfront/Dock/Hot tub
9–16 Dec
Cottage in Dennis
4.79 out of 5 average rating, 87 reviewsBest Little Beach Cottage!
21–28 Nov
Pet-friendly cottage rentals
Cottage in Dennis
4.83 out of 5 average rating, 116 reviewsAdorable Cottage! Wlk 2 Beach! Cntrl AC! Fire Pit!
5–12 Feb
Cottage in Dennis
4.89 out of 5 average rating, 175 reviewsWest Dennis Beauty
1–8 Apr
Cottage in Sandwich
4.88 out of 5 average rating, 305 reviewsOceanfront Cottage w/Private Beach ~ Lil’ Sea Sass
13–20 Apr
Cottage in Oak Bluffs
4.93 out of 5 average rating, 132 reviewsCharming water-front cottage on Martha's Vineyard!
13–20 Oct
Cottage in Wellfleet
4.89 out of 5 average rating, 152 reviewsCape Cod Spectacular Waterfront Cottage
3–10 Feb
Cottage in Provincetown
4.81 out of 5 average rating, 431 reviewsPrivate cottage green friendly and pet friendly
5–12 Feb
Cottage in Dennis
4.93 out of 5 average rating, 193 reviewsWalk to beach - Three bdrm cottage
1–8 Feb
Cottage in Yarmouth
4.82 out of 5 average rating, 208 reviewsCharming Cottage near Beach and Ferry.
27 Aug – 3 Sep
Private cottage rentals
Cottage in Eastham
4.96 out of 5 average rating, 152 reviewsCozy 2 bedroom cottage steps from Moll's Pond
3–10 Jun
Cottage in Sandwich
4.95 out of 5 average rating, 158 reviewsWaterfront Lake Cottage, Private Beach, Wow View!
15–22 Apr
Cottage in Dennis
4.95 out of 5 average rating, 191 reviewsThe Strandloper / Beachwalker Cottage
10–17 Oct
Cottage in Wellfleet
4.93 out of 5 average rating, 239 reviewsHillside Cottage
21–28 Nov
Cottage in Eastham
4.99 out of 5 average rating, 181 reviewsThe Salt Pond Cottage
26 Jul – 2 Aug
Cottage in Eastham
4.95 out of 5 average rating, 206 reviewsThe Breeze Overlooking Minister's Pond
8–15 Oct
Cottage in Falmouth
4.94 out of 5 average rating, 135 reviews“Cozy Cottage” on Great Bay
1–8 Oct
Cottage in Bourne
4.94 out of 5 average rating, 129 reviewsSeaglass Cottage
23–30 Jan
Quick stats about cottage rentals in Chatham
Total rentals
40 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
40 properties include access to wifi
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
€ 103 before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
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