Holiday rentals with a kayak in Massachusetts
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Top-rated Accommodation with a Kayak in Massachusetts
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Massachusetts kayak rentals
Holiday House Rentals with a Kayak
Home in Yarmouth
5.0 out of 5 average rating, 248 reviewsgorgeous waterfront cottage w/4kayaks and 2 SUPs
23–30 Nov
Home in South Yarmouth
4.93 out of 5 average rating, 209 reviewsWaterfront★ Hot Tub ★ Kayaks ★ Firepit ★ Pet OK
6–13 Oct
Home in Sturbridge
4.95 out of 5 average rating, 154 reviewsSturbridge MA 3 BR 2 1/2 Bath Home on Cedar Lake
16–23 Oct
Home in Westminster
4.88 out of 5 average rating, 115 reviewsLakefront; view of ski mtn, firepit, dock, kayaks
15–22 Feb
Home in Dennis
4.95 out of 5 average rating, 151 reviewsLakefront House/Private Dock/Year Round Hot Tub/AC
4–11 Mar
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
14–21 Dec
Home in Mashpee
4.96 out of 5 average rating, 166 reviewsGorgeous sunsets! Private family beach - Cape Cod!
16–23 Oct
Home in Webster
4.86 out of 5 average rating, 110 reviewsWebster Waterfront Cottage Nestled in the Pines
3–10 Sep
Cottages with a kayak
Cottage in Yarmouth
4.99 out of 5 average rating, 174 reviewsSerenity Views | Waterfront | King | Firepit Kayak
27 Oct – 3 Nov
Cottage in Newburyport
5.0 out of 5 average rating, 144 reviewsPlum Island’s TRUE NORTH COTTAGE
15–22 Apr
Cottage in Eastham
4.95 out of 5 average rating, 206 reviewsThe Breeze Overlooking Minister's Pond
8–15 Oct
Cottage in Ashburnham
4.9 out of 5 average rating, 100 reviews"Trails End" Lakeside Cottage in Small Town USA
8–15 Nov
Cottage in Eastham
4.96 out of 5 average rating, 152 reviewsCozy 2 bedroom cottage steps from Moll's Pond
10–17 Aug
Cottage in Wareham
4.86 out of 5 average rating, 120 reviewsOnset beach, Cape code.Private Waterfront cottage
15–22 Oct
Cottage in Lanesborough
4.85 out of 5 average rating, 251 reviewsWildlife Lakeside Cottage
21–28 Jan
Cottage in Hinsdale
4.99 out of 5 average rating, 141 reviewsCozy Cottage in the Berkshires
19–26 Apr
Cabin rentals with a kayak
Cabin in Monterey
4.95 out of 5 average rating, 250 reviewsAmazing Berkshire Mountains Cabin
5–12 Jun
Cabin in Shutesbury
4.94 out of 5 average rating, 17 reviewsHappy Valley Lake House - Waterfront Getaway
14–19 Jul
Cabin in Lanesborough
4.83 out of 5 average rating, 53 reviewsCozy stream-side cabin
24–31 May
Cabin in Otis
4.84 out of 5 average rating, 37 reviewsEnjoy 43 Acres on Two Ponds!
11–18 Jun
Cabin in Becket
4.91 out of 5 average rating, 11 reviewsCozy Rustic Lakefront Cabin
9–16 May
Cabin in Tolland
4.93 out of 5 average rating, 197 reviewsLake View Cabin in the Berkshires
28 May – 4 Jun
Cabin in Webster
5.0 out of 5 average rating, 4 reviewsPrivate Island on Webster Lake
21–28 Jul
Cabin in Pittsfield
4.92 out of 5 average rating, 97 reviewsSummer Cottage in the Berkshires
9–16 Jan
Destinations to explore
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