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 Chatham cottage rentals
Cottage rentals with a hot tub
Cottage in Sandwich
4.92 out of 5 average rating, 133 reviewsBlue Anchor Cottage - private hot tub getaway!
14–21 Oct
Cottage in Sandwich
4.94 out of 5 average rating, 221 reviewsHideout at Water's Edge, 131 North Shore Blvd, #4
11–18 Apr
Cottage in Dennis
4.97 out of 5 average rating, 76 reviewsLocal Beach+ Hot Tub Under the *Stars* in Cape Cod
18–25 Feb
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!
4–11 Jan
Cottage in Mashpee
5.0 out of 5 average rating, 10 reviewsNewly renovated Cape house with Hot tub!
24 Nov – 1 Dec
Cottage in Mashpee
4.86 out of 5 average rating, 21 reviewsThe Front Cottage: Waterfront/Dock/Hot tub
11–18 Jan
Cottage in Dennis
4.79 out of 5 average rating, 87 reviewsBest Little Beach Cottage!
17–24 Jan
Pet-friendly cottage rentals
Cottage in Yarmouth
4.99 out of 5 average rating, 142 reviewsLUXHOME★Walk2Beach★Firepit★PetOK★Kingbed
30 Oct – 6 Nov
Cottage in Dennis
4.89 out of 5 average rating, 175 reviewsWest Dennis Beauty
30 Jan – 6 Feb
Cottage in Dennis
4.83 out of 5 average rating, 116 reviewsAdorable Cottage! Wlk 2 Beach! Cntrl AC! Fire Pit!
25 Nov – 2 Dec
Cottage in Oak Bluffs
4.93 out of 5 average rating, 132 reviewsCharming water-front cottage on Martha's Vineyard!
14–21 Feb
Cottage in Yarmouth
4.97 out of 5 average rating, 121 reviewsWalk 7/10 mile to Beaches*Fri-Fri for Summer*
7–14 Feb
Cottage in Dennis
4.93 out of 5 average rating, 193 reviewsWalk to beach - Three bdrm cottage
24–31 Jan
Cottage in Yarmouth
4.82 out of 5 average rating, 208 reviewsCharming Cottage near Beach and Ferry.
25 Aug – 1 Sep
Cottage in Wellfleet
4.89 out of 5 average rating, 152 reviewsCape Cod Spectacular Waterfront Cottage
31 Jan – 7 Feb
Private cottage rentals
Cottage in Eastham
4.99 out of 5 average rating, 181 reviewsThe Salt Pond Cottage
27 Sep – 4 Oct
Cottage in Eastham
4.96 out of 5 average rating, 152 reviewsCozy 2 bedroom cottage steps from Moll's Pond
13–20 Jun
Cottage in Dennis
4.95 out of 5 average rating, 191 reviewsThe Strandloper / Beachwalker Cottage
23–30 Dec
Cottage in Wellfleet
4.93 out of 5 average rating, 239 reviewsHillside Cottage
8–15 Dec
Cottage in Plymouth
4.93 out of 5 average rating, 222 reviewsOcean View Cottage
18–23 Feb
Cottage in Sandwich
4.95 out of 5 average rating, 160 reviewsWaterfront Lake Cottage, Private Beach, Wow View!
5–12 Feb
Cottage in Yarmouth
4.95 out of 5 average rating, 177 reviewsCozy Coastal Cottage With Sprawling Sea Views
17–24 Oct
Cottage in East Orleans
4.95 out of 5 average rating, 107 reviewsDistiller’s Cottage Nauset Beach East Orleans, MA
3–10 May
Quick stats about cottage rentals in Chatham
Total rentals
40 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
40 properties include access to Wi-Fi
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
$186 NZD before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
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