Vacation rentals with a kayak in Windham County

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Top-rated kayak rentals in Windham County

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Guest favorite
Cabin in Dummerston
Cozy Riverfront Cabin-Ski, Swim, Fish & Hike
The River Shack is a quintessential cozy cabin in the quiet woods of Southern Vermont. Surrounded by nature & close to ski mountains. Find yourself relaxing to the calming sounds of the West River just steps away from the back porch. The River Shack features A small sandy beach and 100 feet of sparkling river view. The water is crystal clear - perfect for a dip, snorkel, cast, or a lazy tube ride down river. You’ll find endless activities including hiking, waterfalls, swim, golf, fishing, ski.
Feb 2 – 9
$158 per night
5.0 out of 5 average rating, 24 reviews
Guest favorite
Chalet in Brookline
Cozy Vermont Chalet
Relax and visit with family and friends in our cozy, peaceful and kid friendly home. Enjoy many outdoor activities. Hike the Windmill Hill or Long Trails. Swim in, kayak, canoe or tube down the West River. Stroll, run or bike Grassy Brook, Ellen Ware, or River Roads. Bird watch on Putney Mountain. Enjoy winter and other seasonal sports at Stratton, Mt Snow, Grafton Trails and Outdoor Center, as well as other nearby favorites. End your day around the fire pit telling stories and making s’mores!
Jul 29 – Aug 5
$160 per night
5.0 out of 5 average rating, 51 reviews
Guest favorite
Cabin in Jamaica
New Cabin in Jamaica
Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.
Jun 10 – 17
$115 per night
4.99 out of 5 average rating, 177 reviews

Popular amenities for Windham County kayak rentals

House rentals with a kayak

Guest favorite
Home in Wilmington
Private home, near Mt. Snow, lake, and downtown
Mar 31 – Apr 7
$167 per night
4.92 out of 5 average rating, 62 reviews
Guest favorite
Home in Grafton
Grafton Artist Retreat With Pond Near Skiing
Sep 15 – 22
$155 per night
4.93 out of 5 average rating, 57 reviews
Guest favorite
Home in Chesterfield
The River House
Aug 7 – 14
$158 per night
4.95 out of 5 average rating, 39 reviews
Guest favorite
Home in Whitingham
VT Lakefront -Gorgeous Views; close to Mount Snow
May 12 – 19
$386 per night
5.0 out of 5 average rating, 64 reviews
Guest favorite
Home in Grafton
The Grafton Chateau
Apr 11 – 18
$468 per night
4.94 out of 5 average rating, 94 reviews
Guest favorite
Home in Dover
Unique & Cozy Ski Chalet Near Mt Snow / Stratton
Sep 25 – Oct 2
$255 per night
4.88 out of 5 average rating, 33 reviews
Guest favorite
Home in Wardsboro
Mt Snow/Stratton VT Getaway! w/Hot Tub + Game Room
Sep 29 – Oct 6
$709 per night
5.0 out of 5 average rating, 24 reviews
Guest favorite
Home in Londonderry
Okemo,Stratton,Bromley within 20min! HotTub & View
Sep 17 – 24
$190 per night
4.94 out of 5 average rating, 49 reviews
Superhost
Home in Whitingham
Lakeside Victorian Mansion w/Hot Tub Near Skiing
Nov 11 – 18
$671 per night
4.94 out of 5 average rating, 62 reviews
Superhost
Home in Wilmington
Echo Hill Lake House sleeps 12!
Jan 24 – 31
$639 per night
4.87 out of 5 average rating, 15 reviews
Guest favorite
Home in Wilmington
Verna’s Place: House 10 minutes from Mt. Snow!
Apr 20 – 27
$319 per night
5.0 out of 5 average rating, 17 reviews
Guest favorite
Home in Chester
Work, Ski, Relax - Big Restored 1860s Farmhouse
Jan 9 – 16
$563 per night
4.91 out of 5 average rating, 46 reviews

Cottage rentals with a kayak

Guest favorite
Cottage in Wilmington
Emerald Cottage Mt. Snow
Mar 22 – 29
$212 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Cottage in Londonderry
Vermont Country Cottage (Near Village)
Jan 11 – 18
$229 per night
4.83 out of 5 average rating, 36 reviews
Guest favorite
Cottage in Readsboro
Fully renovated 1830's farm house
Aug 7 – 14
$340 per night
4.96 out of 5 average rating, 70 reviews
Superhost
Cottage in Londonderry
Modern Cozy Cottage minutes from Stratton &Bromley
Aug 10 – 17
$282 per night
4.91 out of 5 average rating, 33 reviews
Guest favorite
Cottage in Chesterfield
Classic lakefront cottage & beach
Feb 16 – 23
$250 per night
5.0 out of 5 average rating, 10 reviews
Room in Brattleboro
On the Water at North Bridge Cove
Mar 12 – 17
$85 per night
New place to stay

Cabin rentals with a kayak

Guest favorite
Cabin in Chester
Brand new waterfront cabin in Vermont!
Jun 12 – 19
$255 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Cabin in Whitingham
Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!
Jun 4 – 11
$334 per night
5.0 out of 5 average rating, 73 reviews
Guest favorite
Cabin in Chesterfield
Cabin off the Grid near Brattleboro
Oct 7 – 14
$60 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Cabin in Vernon
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Dec 17 – 24
$202 per night
4.94 out of 5 average rating, 49 reviews
Cabin in Whitingham
Lakefront House with Stunning Views and Great Room
May 3 – 10
$425 per night
5.0 out of 5 average rating, 4 reviews
Cabin in Wilmington
Lakehouse Cabin on Lake Raponda
Sep 24 – Oct 1
$313 per night
New place to stay
Cabin in Wilmington
Private Wooded Cabin, 8 Mi to Sundance Ski & Town!
Jun 9 – 16
$229 per night
4.67 out of 5 average rating, 60 reviews

Destinations to explore