Vacation rentals with a kayak in Caledonia County

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.

Value · Location · Pets

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.

Outdoor spaces · Value · Kitchen

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].

Location · Value · Checkout

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.

Value · Outdoor spaces · Checkout

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

Value · Outdoor spaces · Hospitality

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."

Location · Outdoor spaces · Bathroom

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!

Value · Location · Hospitality

4 Br Sleeps 8 - Kayaks - Fire Pit - Dog Friendly

This 4-bedroom luxury home is in a prime location & has EVERYTHING you need for an amazing vacation to Danville, VT! • Red Barn Brewing (Danville) — 2.2 mi • Danville Restaurant & Inn — 0.8 mi • Dedicated Office with Monitor and Speakers • Boardgames and Mini Library • Video Game System with 3,000 Video Games • Fully Stocked Kitchen • Family Friendly- High Chair • Gravel Driveway Parking - 8 Cars • Indoor Fireplace • Outdoor Dining • Fire Pit • Kayak • Grill • Dog Friendly

Location · Outdoor spaces · Family

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.

Outdoor spaces · Value · Sleep quality

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.

Value · Location · Indoor spaces

Lakewood Bungalow & Sauna

Welcome to your dream Vermont getaway! Perched on the shores of Woodbury Lake, with beach/lake access just across Rt. 14, this 2-bedroom home is the perfect escape for families, couples, or friends seeking relaxation, adventure, and the breathtaking beauty of Vermont's Northeast Kingdom. Inside discover a bright, modern interior with an open-concept living area that flows seamlessly into a fully equipped kitchen-ideal for preparing lakeside feasts.

Outdoor spaces · Location · Hospitality

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.

Outdoor spaces · Value · Biking