Vacation rentals with a kayak in Windsor County
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Top-rated kayak rentals in Windsor County
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Vacation rentals for every style
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Popular amenities for Windsor County kayak rentals
House rentals with a kayak
Home in Windsor
5.0 out of 5 average rating, 10 reviewsKennedy’s House
May 26 – Jun 2
Home in Clarendon
5.0 out of 5 average rating, 9 reviewsMountain Cottage for ski weekend. Pet Friendly!
Jun 10 – 17
Home in Springfield
5.0 out of 5 average rating, 20 reviewsTwin Mountain River House
Sep 15 – 22
Home in Mount Holly
5.0 out of 5 average rating, 11 reviewsStar of the Lake 10 minutes from Okemo
Jun 24 – Jul 1
Home in Cavendish
5.0 out of 5 average rating, 26 reviewsOkemo <12 min 4BR/2BA Hot tub~Fire pit~Mtn Views
Jan 21 – 28
Home in Ludlow
5.0 out of 5 average rating, 57 reviewsCozy Vermont Mountain & Lake Cabin
Oct 27 – Nov 3
Home in Ludlow
4.9 out of 5 average rating, 79 reviewsTranquil Ludlow Waterfront Retreat
Sep 20 – 27
Home in Mount Holly
4.93 out of 5 average rating, 73 reviewsOkemo Getaway in Mt. Holly/Ludlow close to slopes
Aug 29 – Sep 5
Cottage rentals with a kayak
Cottage in Londonderry
4.83 out of 5 average rating, 36 reviewsVermont Country Cottage (Near Village)
Sep 24 – Oct 1
Cottage in Ludlow
5.0 out of 5 average rating, 22 reviewsCome for the fresh snow; stay for the eclipse!
May 11 – 18
Cottage in Killington
4.93 out of 5 average rating, 15 reviewsBright & Homey 3 bedroom near Killington & Pico
Oct 28 – Nov 4
Cottage in Mount Holly
5.0 out of 5 average rating, 7 reviewsCozy and Cheerful 3 bedroom bedroom getaway!
Jul 20 – 25
Cottage in Acworth
5.0 out of 5 average rating, 14 reviewsClassic lakeside cottage with gorgeous sunset view
Apr 1 – 8
Cottage in Ludlow
5.0 out of 5 average rating, 10 reviewsCheerful 4-br lakeside cottage- minutes to Okemo!
Apr 7 – 14
Cabin rentals with a kayak
Cabin in Thetford
4.93 out of 5 average rating, 15 reviewsGlenwild II on Lake Fairlee, VT
Jan 20 – 27
Cabin in Plymouth
4.75 out of 5 average rating, 51 reviewsLakeview Cabin on Lake Amherst
Sep 5 – 12
Cabin in Plymouth
4.88 out of 5 average rating, 8 reviewsPoppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo
Jan 18 – 25
Cabin in Killington
4.94 out of 5 average rating, 36 reviewsBrand New Creekside Cabin at Killington
Jun 20 – 27
Cabin in Ludlow
4.98 out of 5 average rating, 59 reviewsThe Treehouse, Cozy Cabin on Lake Rescue
Jan 6 – 13
Cabin in Barnard
4.73 out of 5 average rating, 11 reviewsPrivate post & beam log cabin on Macintosh Pond.
Nov 2 – 9
Cabin in Weston
5.0 out of 5 average rating, 31 reviewsBeautiful Log Cabin in Weston, VT
Jul 13 – 20
Cabin in Mount Holly
4.97 out of 5 average rating, 39 reviewsCabin on Lake Ninevah, Mt Holly near Ludlow/Okemo
Feb 7 – 14
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