
Vacation rentals with a kayak in Caledonia County
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Top-rated accommodations with a kayak in Caledonia County
Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

Boathouse Cabin on Lake Wapanacki with Sunset View
A stunning renovation of a 100-year old Boathouse, this cabin sleeps two and features a full kitchen & bathroom. The Boathouse is situated right at the lake's edge and has a full glass front, deck with a grill to take advantage of unbeatable sunset views. You will also have a private dock and canoe. Perfect getaway for couples who are looking to explore or just unplug and spend a few days relaxing. Wapanacki is dog-friendly! Please see info about our pet fee in the notes below. Sorry-no cats.
4.97 out of 5 average rating, 232 reviews
Bunkhouse on Caspian Lake
Take a break and unwind at our rural cottage on the lake. Equipped with full kitchen and bath, main bedroom with a king bed and 2 additional bedrooms with full beds. The house is situated on a hill with kayaks available for use. Enjoy miles of hiking trails at the Nature Conservancy's 256-acre Barr Hill Preserve, or biking on the extensive Lamoille Valley Rail Trail. Greensboro has an historic general store (Willey's) and the award-winning brewery, Hill Farmstead, is nearby in Greensboro Bend.
4.92 out of 5 average rating, 62 reviews
Waterfront cabin
This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The ownerof the property live in the main house. The cabin has access to the cross country ski trails of the Craftsbury Outdoor Center. Swimming dock on property with access to kayaks. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'. Please take note that this is a rustic cabin and not a hotel.
4.9 out of 5 average rating, 303 reviews
Secluded Log Cabin in the Mountains with Pond
We’re offering a comfortable, pet and kid-friendly, A-frame log cabin surrounded by 30 acres of pristine Appalachian woodland to explore and hike. We also have a 6 acre front yard complete with a 1 acre pond you are welcome to fish and relax by. After a long day enjoying all the rustic beauty and small town charm that Vermont has to offer, you can warm yourself by our pellet stove which heats both floors of our over 1,600 sq ft 4 bedroom, 2 full baths home. 6 guests max [infants included].
4.84 out of 5 average rating, 173 reviews
Lakewood Lodge & Hot Tub
Welcome to Lakewood Lodge, a peaceful retreat on beautiful Woodbury Lake! Relax in the hot tub or by the fire pit while listening to loons on the lake. Enjoy our beach and dock. Inside, find a light-filled living space with soaring ceilings and a wall of windows overlooking the lake. Explore this outdoor enthusiast's VT paradise of hiking, mountain biking and xc skiing trails, and charming local eateries. Lakewood Lodge offers the perfect blend of tranquility and adventure for your getaway.
4.98 out of 5 average rating, 104 reviews
Lake house with mountain views.
Super secluded, quiet lakeside cape, Sugar Hill Area. A true winter wonderland in the winter months, with access to Cannon Mountain, Loon and Bretton Woods. Quirky house originally built in 1810 and added onto in the late 1800s. This is a true 4 season destination with skiing, hiking, swimming, and shopping / dining in Littleton which was voted one of the best small towns in America. Franconia Notch sights and activities are 20 minutes away. Snowmobile and hiking trails on my property.
4.95 out of 5 average rating, 170 reviews
UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM
FULL FARM RETREAT! 30 acres in the heart of Central Vermont, tucked away in VT's iconic green mountains. Perfect for couples and big groups. Many farm animals: horses, mini horses, mini cows, exotic birds, llamas, peacocks, goats & more await your arrival. Moments from Vermont's most famous ski resorts, factories, lakes & renowned trails. This secluded land is great for romantic getaways, family vacations, bachelor/ette parties, yoga retreats, motion picture filming, special events & more
4.86 out of 5 average rating, 146 reviews
The Loft at River's Edge w/hot tub!
The Loft at River's Edge is a private, spacious, second floor river view apartment at the end the hosts' main house. Views of the Connecticut River and Vermont's mountains are breathtaking. Spacious lawns abound throughout the property. Guests have their own outdoor area where they can enjoy a hot tub, fire pit, gas grill and picnic table. Kayaks and canoes are available for guests to use free of charge. The loft is a comfortable and peaceful place to call your "home away from home."
4.95 out of 5 average rating, 282 reviews
Charming lake cottage on Crystal Lake! Boats! R&R!
Lakeview Cottage is adorable and located on one of Vermont's cleanest and most beautiful lakes, Crystal Lake! It's in the heart of the Northeast Kingdom, in the charming town of Barton. Sit around the outdoor firepit and soak in the view! You're just steps away from beaches and a dock. You'll find great swimming, fishing, boating, hiking, golfing, and mountain biking. Use our canoe or kayaks! Plus, Hill Farmstead Brewery is a short drive away. Beers there are rated best in the world!
4.83 out of 5 average rating, 189 reviews
Family Retreat | 50 Private Acres | Mountain Views
Nestled on 50 private acres in Vermont's beautiful Northeast Kingdom, Vermont Escape has been part of our family for three generations. Cared for since 2001 as a peaceful retreat from busy lives, the home offers sweeping mountain views, spectacular sunsets, and the privacy that makes this corner of Vermont so special. Relax on the wraparound deck while grilling dinner, enjoy a morning coffee as the valleys come alive, or simply unwind and reconnect with family and friends.
4.86 out of 5 average rating, 130 reviews
Cozy Waterfront Apt - Steps from VAST/LVRT
Waterfront apartment - Ideal location for snowmobiling, biking, snowshoeing, cross country skiing, fishing, swimming, etc. Backyard access to the Lamoille Valley Rail Trail and VAST Trail. The LVRT is a 4 season multi-use recreational trail currently 93 miles running through farms and forests, right into the downtown districts of VT's scenic communities. For snowmobilers, the VAST Trail boasts over 6000 miles of remarkable trails.
4.93 out of 5 average rating, 100 reviews
Bright, Spacious Family Getaway with Private Beach
Relax with the whole family at this private but conveniently-located home. Walk down a dirt lane to your own 50' private beach on the north shore of Caspian Lake. Eat veggies from the garden and apples from the trees. Enjoy the flowerbeds, and take a walk through the woods on marked trails. In summer, hear beautiful hermit thrush song all day. The house is well-equipped and comfortable, with fast Starlink internet and a nice TV.
4.97 out of 5 average rating, 58 reviewsPopular amenities for Caledonia County kayak rentals
House rentals with a kayak

Vermont Waterfront Community
4.97 out of 5 average rating, 32 reviews
4 Br Sleeps 8 - Kayaks - Fire Pit - Dog Friendly
4.89 out of 5 average rating, 19 reviews
On The Rocks
4.96 out of 5 average rating, 23 reviews
Get cozy and have fun at Pj’s Place!
4.57 out of 5 average rating, 7 reviews
Waterfront Lakehouse w/ Mtn. Views Peacham VT
4.98 out of 5 average rating, 65 reviews
Hillside Chalet | Hot Tub, Fire & gorgeous views
5.0 out of 5 average rating, 49 reviews
Cozy, Waterfront Escape on Peacefull Lake Parker.
4.84 out of 5 average rating, 70 reviews
Cozy Lake Lodge with Kayaks Fishing & Campfire Fun
5.0 out of 5 average rating, 48 reviewsCottage rentals with a kayak

Lakefront retreat near summer and winter fun
5.0 out of 5 average rating, 27 reviews
Crystal Lake Getaway
4.88 out of 5 average rating, 52 reviews
Relaxing cottage retreat on Shadow Lake Glover VT
4.93 out of 5 average rating, 89 reviews
Waterfront camp at Lake Willoughby
4.96 out of 5 average rating, 69 reviews
Tatebrook Cottage, Caspian Lake, Greensboro VT
4.98 out of 5 average rating, 48 reviews
Loon-R Landing on kayak friendly Daniels Pond
5.0 out of 5 average rating, 3 reviews
Beautiful private lakefront space on Lake Harvey
5.0 out of 5 average rating, 7 reviewsCabin rentals with a kayak

Log Cabin w/ Lake view
5.0 out of 5 average rating, 29 reviews
Willoughby Haven
5.0 out of 5 average rating, 27 reviews
Lakefront Cedar A-Frame Cabin w/Bunkhouse
4.93 out of 5 average rating, 27 reviews
“MoonShadow”, a new upscale lake side cottage
4.94 out of 5 average rating, 123 reviews
Hidden gem
5.0 out of 5 average rating, 9 reviews
The Wizard Hut
4.82 out of 5 average rating, 66 reviews
Camp on Ticklenaked Pond with WiFi
4.98 out of 5 average rating, 84 reviews
Lakeside Cabin in Glover
4.73 out of 5 average rating, 15 reviewsDestinations to explore
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- Jay Peak Resort
- Owl's Head
- Loon Mountain Resort
- Mount Washington Cog Railway
- Santa's Village
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Stowe Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- Crawford Notch State Park
- Flume Gorge
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
- Ice Castles
- Wildcat Mountain
- Stinson Lake
- Spa Bolton
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Elmore State Park




