Holiday rentals with a kayak in Fairfield County
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Top-rated Accommodation with a Kayak in Fairfield County
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 Fairfield County kayak rentals
Holiday House Rentals with a Kayak
Home in Port Jefferson
4.8 out of 5 average rating, 266 reviewsThe Hilltop Harborview
25 Jul – 1 Aug
Home in Oxford
4.93 out of 5 average rating, 15 reviewsʘ‿ʘ Lakefront Oasis - Updated Treasure!
24 Sep – 1 Oct
Home in Milford
4.91 out of 5 average rating, 43 reviewsCute 2 bed 1 bath beach house
23–30 Oct
Home in Bethlehem
4.94 out of 5 average rating, 33 reviewsThe Bethlem Lake House, Lake Side Relaxation!
27 Oct – 3 Nov
Home in New Fairfield
5.0 out of 5 average rating, 15 reviewsDirect Lake Access - Priv Dock, Kayaks, EV Charger
14–21 Nov
Home in New Fairfield
4.96 out of 5 average rating, 56 reviewsHilltop Retreat- Lakefront with Dock
14–21 Aug
Home in Danbury
5.0 out of 5 average rating, 9 reviewsCandlewood Lake - Direct Access
30 May – 6 Jun
Home in Milford
5.0 out of 5 average rating, 84 reviewsDirect Waterfront-Best location in Milford-Hot Tub
5–12 Sep
Cottages with a kayak
Cottage in New Milford
4.96 out of 5 average rating, 56 reviewsWaterfront, Wooded Cottage on Candlewood Lake
1–8 Dec
Cottage in Plymouth
4.96 out of 5 average rating, 84 reviewsLakefront Cozy Oasis 2BR w/ stunning sunset views
11–18 Aug
Cottage in Milford
4.85 out of 5 average rating, 61 reviewsCheerful 3 Bedroom Cottage with Fire Place
20–27 Jul
Cottage in Milford
5.0 out of 5 average rating, 5 reviewsSalty Kisses Cottage Relax
1–8 Oct
Cottage in Southbury
4.7 out of 5 average rating, 23 reviewsCozy Cottage privately nestled in HistoricDistrict
23–30 Mar
Cottage in Danbury
4.39 out of 5 average rating, 28 reviews1920’s Nostalgic Private Cottage lake views
20–27 Oct
Cottage in Holmes
5.0 out of 5 average rating, 3 reviewsThe Whaley Lakeside
16–23 Jul
Cottage in Brewster
5.0 out of 5 average rating, 10 reviewsLakefront Brewster Vacation Rental w/ Private Dock
7–14 Nov
Cabin rentals with a kayak
Cabin in Bethlehem
4.91 out of 5 average rating, 11 reviewsSwim, fish, kayak & RELAX!
15–22 Apr
Cabin in New Fairfield
4.79 out of 5 average rating, 34 reviewsCandlewood Cabin - with Private Waterfront
8–15 Jun
Cabin in New Milford
5.0 out of 5 average rating, 3 reviewsLakefront cabin with private dock on stunning cove
15–22 Nov
Cabin in Stratford
4.8 out of 5 average rating, 42 reviewsBeautiful lakeside summer home
11–18 Sep
Cabin in South Salem
Casa Luna Lake Cottage
16–23 Jan
Cabin in New Milford
4.98 out of 5 average rating, 95 reviewsCreek Side Cabin w/ Wood Fired Hot Tub & Fire Pit
24 Feb – 3 Mar
Destinations to explore
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