Vacation rentals with a kayak in Caledonia County

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Top-rated kayak rentals in Caledonia County

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Guest favorite

A vibrant wooden cabin sits at the water's edge, featuring large glass windows that offer views of the lake. A spacious deck extends outward, furnished with chairs for relaxation, surrounded by lush trees lining the shore.

Cabin in Wolcott

4.96 out of 5 average rating, 215 reviews

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.

Guest favorite

Home in Greensboro

4.94 out of 5 average rating, 31 reviews

Bunkhouse on Caspian Lake

Take a break and unwind at our cottage on the lake. Equipped with full kitchen and bath, master bedroom with a king bed and 2 additional bedrooms with full beds. Location is on the lake with a dock and 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.

Top guest favorite

Home in Woodbury

4.98 out of 5 average rating, 47 reviews

Lakewood Lodge

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.

Superhost

A spacious log cabin is set amidst lush greenery, with a large front porch overlooking a serene pond. Brightly colored Adirondack chairs are positioned on the lawn, reflecting beautifully in the calm water. The surrounding wooded area offers a natural, tranquil backdrop.

Cabin in Glover

4.84 out of 5 average rating, 162 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].

Top guest favorite

A serene lakeside view is presented from the porch, featuring a small table and several chairs on a wooden deck. The landscape showcases a calm lake reflecting clouds and hills, with scattered patches of snow on the ground.

Home in Lisbon

4.95 out of 5 average rating, 154 reviews

Lakeside 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.

Top guest favorite

Home in Greensboro

5 out of 5 average rating, 30 reviews

Bright, Spacious Family Getaway with Lake Access

Relax with the whole family at this private but conveniently located year-round home. Walk down a dirt lane to a private beach on 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 thrushes singing there all day. The house is well-equipped and comfortable, with fast Starlink internet. Village of Greensboro is 2 miles away. There, Willey’s Store has everything.

Guest favorite

A lush green lawn extends towards the Connecticut River, framed by trees and hills in the background. The water reflects the blue sky and white fluffy clouds, creating a serene outdoor setting. Wildflowers add a touch of color to the foreground.

Loft in Monroe

4.94 out of 5 average rating, 244 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."

Top guest favorite

A charming white cottage is nestled among greenery, with a stone path leading to the water's edge. Flower box planters brighten the windows, and colorful chairs are positioned by the lakeshore, providing an inviting outdoor space. Trees frame the cottage, enhancing the natural setting.

Cabin in Barton

4.81 out of 5 average rating, 167 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!

Superhost

A spacious living area features a stone fireplace with stacked wood, complemented by a dark accent wall. Natural light streams in through large windows framing views of outdoor greenery. A wooden coffee table sits center, surrounded by comfortable seating options that invite relaxation.

Home in Waterford

4.85 out of 5 average rating, 13 reviews

Cozy Getaway Near the Peaks & Private Beach in NEK

Nestled in the picturesque hills of Lower Waterford, this beautifully updated home is your perfect getaway, offering easy access to the White Mountains of New Hampshire. Enjoy the tranquility of nature while being just minutes from charming towns like Littleton and St. Johnsbury, where you can explore local shops, delightful eateries, and vibrant breweries. The private community offers guest access to a gorgeous lake and a beach, tennis and pickleball, and many private hiking trails.

Guest favorite

A serene view of Joe's Pond is presented, framed by lush greenery and tall trees. The clear blue sky reflects in the calm water, while a pathway leads gently toward the shore, inviting exploration of the natural surroundings.

Apartment in Danville

4.93 out of 5 average rating, 91 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 33 miles. Once completed, the trail will be 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.

Guest favorite

A spacious home is set against a backdrop of lush hardwood trees. Large windows allow natural light to fill the living spaces, and a wooden deck is furnished with several chairs. A prominent brick chimney adds to the dwelling's character.

Home in Waterford

5 out of 5 average rating, 25 reviews

Vermont Waterfront Community

Enjoy the beauty of VT’s Northeast Kingdom at this home surrounded by trees in a waterfront community. Walk the trails out the front door or enjoy some of the best breweries, hiking, and mountain biking in northern New England all within a 15-45 minutes drive. St. Johnsbury, VT, and Littleton, NH are within a 15 minute drive. Or, just enjoy the view and serenity from the front porch. Access the private beach, tennis courts, and a pickle ball/b-ball for an extra weekly fee.

Guest favorite

A view of colorful tulips and green foliage frames the cottage's side, with a serene lake visible in the background. Soft hills rise beyond the water, surrounded by lush trees, under a cloudy sky.

Cottage in Glover

4.97 out of 5 average rating, 70 reviews

Relaxing Cottage Retreat on Shadow Lake Glover VT

Enjoy a peaceful escape in this sweet little newly renovated and stylishly minimalist cottage with stunning water views and private beach access on beautiful Shadow Lake. An ideal space for a solo writer's retreat, a romantic weekend, or a family getaway. In the evening, stargazing from the secluded back deck is absolutely mesmerizing and in the morning, it's the perfect spot to savor a quiet cup of coffee. In the winter enjoy the cottage’s coziness after a day of skiing!