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 · Outdoor spaces · Walkability

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.

Location · Outdoor spaces · Hospitality

Luxury Chalet | Hot Tub, Fire & breathtaking views

This stunning home is tucked away in the woods & on top of a hill for amazing views and total privacy. Conveniently located on the border of Northern Vermont's Northeast Kingdom & the White Mountains of New Hampshire, this ideal location offers a near endless variety of activities year round. Spend your days skiing Burke, Jay Peak, Cannon or Loon, or simply take a 5 min drive into historic St. Johnsbury to eat at one of the local restaurants or peruse the fun shops & galleries along the streets.

Location · Value · Sleep quality

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].

Outdoor spaces · Location · Kitchen

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.

Outdoor spaces · Value · Quiet

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."

Outdoor spaces · Value · Laundry

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!

Outdoor spaces · Location · Bathroom

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.

Location · Outdoor spaces · Long stay

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.

Outdoor spaces · Location · Pets

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 · Accuracy

Waterfront cabin

This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The owners of 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 a canoe and kayaks. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'.

Value · Location · Backyard

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.

Location · Outdoor spaces · Cleanliness