Holiday rentals with a kayak in Winthrop
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Top-rated Accommodation with a Kayak in Winthrop
Guests agree: these holiday homes with a kayak 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 Winthrop kayak rentals
Holiday House Rentals with a Kayak
Home in Oxford
5.0 out of 5 average rating, 180 reviewsThe Modern Lakehouse
12–19 Nov
Home in Greenwood
4.97 out of 5 average rating, 116 reviewsBright, Vintage Maine Home, Awaiting Adventure!
12–19 May
Home in Liberty
4.94 out of 5 average rating, 152 reviewsThe Pearl of Lake Saint George
22–29 Dec
Home in Newcastle
4.98 out of 5 average rating, 102 reviewsPeaceful Oasis by the Great Salt Bay - 3BR/2Ba
17–24 Oct
Home in Hartland
4.9 out of 5 average rating, 136 reviewsLake front! Beach, Kayak/SUPs, Fire Pit, Game Room
21–28 Oct
Home in Freeport
4.85 out of 5 average rating, 249 reviewsHome On Pond in Woods - Guest Suite
22–29 Oct
Home in Naples
4.99 out of 5 average rating, 135 reviewsKayak to the Causeway-50s cottage with modern vibe
17–24 Oct
Home in Waterford
4.83 out of 5 average rating, 217 reviewsMcWain pond house (private lake & hot tub)
3–10 Jun
Cottages with a kayak
Cottage in Raymond
4.92 out of 5 average rating, 99 reviewsCozy Waterfront Cabin in Raymond
5–12 Sep
Cottage in West Gardiner
4.97 out of 5 average rating, 33 reviewsWaterfront cottage with spectacular sunset views!
25 Mar – 1 Apr
Cottage in Litchfield
4.97 out of 5 average rating, 31 reviewsCozy Cottage on Woodbury Pond with beach & dock
21–28 Mar
Cottage in Turner
4.91 out of 5 average rating, 47 reviewsWaterfront Cricket Cottage Pleasant Pond Turner ME
9–16 Dec
Cottage in Fayette
4.9 out of 5 average rating, 68 reviewsCozy Maine Lakeside Family Cottage
25 Mar – 1 Apr
Cottage in Oakland
5.0 out of 5 average rating, 95 reviewsThe Rocky Road Camp on East Pond
19–26 Nov
Cottage in Belgrade
4.97 out of 5 average rating, 96 reviewsLake Great Pond | Kayaks | Dog Friendly
10–17 Mar
Cottage in Belgrade
4.95 out of 5 average rating, 57 reviewsPrivacy with spectacular waterfront, Lilla Stuga.
25 May – 1 Jun
Cabin rentals with a kayak
Cabin in Boothbay
4.93 out of 5 average rating, 179 reviewsPeaceful & private waterfront cabin
23–30 Oct
Cabin in China
4.89 out of 5 average rating, 161 reviewsRustic Family Cabin on China Lake
Cabin in Liberty
4.88 out of 5 average rating, 136 reviewsRustic Mountain View Cabin: "Bigfoot Retreat "
3–10 Jun
Cabin in Raymond
4.93 out of 5 average rating, 144 reviewsRustic, cozy cabin on Sebago Lake. A hidden gem.
2–9 Oct
Cabin in Hanover
4.9 out of 5 average rating, 124 reviewsWoods Camp
30 Sep – 7 Oct
Cabin in Strong
4.89 out of 5 average rating, 114 reviewsLakefront Stunning Home, only 35 min to Sugarloaf!
23–30 Apr
Cabin in Harrison
4.99 out of 5 average rating, 102 reviewsGet away at Crystal Lake
9–16 Sep
Cabin in Canaan
4.95 out of 5 average rating, 130 reviewsLoon Lodge Canaan,ME
14–21 Jan
Quick stats about holiday rentals with a kayak in Winthrop
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
470 reviews
Nightly prices starting at
$218 NZD before taxes and fees
Destinations to explore
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