
Holiday rentals with a kayak in Windsor County
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Windsor County
Guests agree: these rentals with 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 kayak rentals in Windsor County
House rentals with a kayak

Twin Mountain River House

Pet-friendly escape to hike, bike, golf, swim

Lakefront Contemporary Home 4 Minutes to Okemo

Vermont Getaway Townhome in Plymouth, Vt

Cozy Crescent Cottage

BEST OF LAKE FRONT LIVING, HOT TUB & FIREPIT !!

Dana Road House Sunlit VT Country Home w/HotTub

The Barn at Cold River ~ 20 minutes to Ski Resorts
Cottage rentals with a kayak

Bright & Homey 3 bedroom near Killington & Pico

Cheerful 4-br lakeside cottage- minutes to Okemo!

Classic lakeside cottage with gorgeous sunset view

Cozy and Cheerful 3 bedroom bedroom getaway!

Lovely Vermont Lake Cottage Getaway … with AC!

Cozy 2-BR Vermont Lakefront Cottage, 50 Mbps Wifi

Vermont Country Cottage(Near Village w/Magic View)

3BR lakefront with dock, swim platform, & firepit
Cabin rentals with a kayak

Beautiful Log Cabin in Weston, VT

The Treehouse, Cozy Cabin on Lake Rescue

Lakeview Cabin on Lake Amherst in Plymouth VT

Private post & beam log cabin on Macintosh Pond.

The Cabin on the Pond

3 BR lakefront, countryside cabin with fireplace

T’s Hideaway

Lake House near Ludlow/Okemo and Killington
Destinations to explore
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pats Peak Ski Area
- Fort Ticonderoga
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Dorset Field Club
- Tenney Mountain Resort
- Stratton Mountain Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Bretwood Golf Course
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Veterans Memorial Recreation Area Ski Hill
- Baker Hill Golf Club
- Mount Sunapee Resort
- Ekwanok Country Club
- Brattleboro Ski Hill
- Things to do Windsor County
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