Holiday rentals in Island Pond

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Top-rated holiday rentals in Island Pond

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Guest favourite
A newly constructed log cabin is set against a wintery landscape, surrounded by snow-covered trees. The cabin features a sloped metal roof and a welcoming front porch with sturdy support beams. Paths leading from the driveway suggest easy access to the entrance.
Cabin in Brighton
4.92 out of 5 average rating, 64 reviews

Cabin Nestled in the Northeast Kingdom of Vermont!

Direct Access to VAST Snowmobile & VASA ATV Trails. Cabin nestled in the Northeast Kingdom of Vermont! Whether you want to snowmobile, ski, hike or just relax this is the perfect cabin! Less than 20 min from Burke Mtn. and Kingdom Trails. Five minutes from Island Pond where you can enjoy fishing, boating and swimming. Easy access off Rt 114, VT. Plenty of parking. Bed one 1 queen 1 twin, Bed two 1 full 1 twin, Bed three 2 fulll, loft has queen futon, 2 full baths, Sleeps 10 max. No pets

Top guest favourite
The exterior of the cottage is shown, featuring a spacious deck adorned with potted flower arrangements and outdoor seating. A woodpile is neatly stored beneath the deck, while the grassy lawn and clear blue sky create a serene atmosphere.
Home in Charleston
4.98 out of 5 average rating, 123 reviews

Scenic cottage Echo Lake, Charleston, Vermont!

This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.

Superhost
A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.
Treehouse in Newport
4.97 out of 5 average rating, 335 reviews

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

Top guest favourite
The newly constructed cabin features large windows and a wraparound deck, surrounded by lush greenery. A shed is positioned nearby on the well-maintained lawn, providing additional storage. The sky above is filled with dynamic clouds, enhancing the tranquil outdoor setting.
Home in Burke
4.98 out of 5 average rating, 173 reviews

Trailside Home in East Burke

Our cozy home is newly constructed, well-appointed, and tastefully decorated, tucked in a private clearing with direct access to the Kingdom Trail network and VAST snowmobiling trails, minutes from Burke Mountain, and a short drive to Lake Willoughby. Just up the road from the village of East Burke, we are close to nearby amenities yet in a quiet hillside surrounded by nature, the perfect location for a weekend getaway, whether you are biking, skiing, hiking or exploring the Northeast Kingdom.

Top guest favourite
Flat in Brighton
5.0 out of 5 average rating, 14 reviews

Welcome to your cozy Vermont getaway!

You’re only a 3-minute stroll across the iconic Island Pond footbridge to the village’s shops, cafés, and restaurants. Pop into Essex House Restaurant & Tavern, a local favorite, for an outstanding dinner just around the corner. The apartment places you in the center of Island Pond life, historic railroad buildings, an old-school town feel, and friendly locals. The “island” in Island Pond was recently incorporated into Brighton State Park, giving access to that special patch of forested peace.

Guest favourite
A serene lake view is captured at dawn, with soft orange and purple hues reflected on the still water. A wooden dock extends into the lake, framed by silhouetted trees. Mist hovers above the water, contributing to the tranquil atmosphere.
Guest suite in Brighton
4.93 out of 5 average rating, 121 reviews

Vermont North East Kingdom Lakefront Hideaway

Soak up lake life as you bask in coffee and magic sunrises right outside your window. Right on the VAST trails, location is perfect for two to three snowmobiler’s or two couple’s by request. The lake only 40 feet away, nesting loons and moose, great fishing. Canoes and kayaks at the ready. This classic pine "camp" style apartment will be your ultimate hideaway in Vermont. Fully sanitized private apartment, Entire downstairs, private outside entrance. Gorgeous window sunrise lake views.

Top guest favourite
A spacious lakefront home features a combination of rustic and modern architecture. Large windows allow natural light to flow in, while a welcoming deck presents ample seating and steps leading to a grassy yard. Decorative elements include colorful bunting adding a festive touch.
Home in Brighton
5.0 out of 5 average rating, 9 reviews

Lakefront Paradise with direct Vast & ATV Access

Forget your worries in this spacious & serene lake front home in Island Pond. Spend your days down by the private dock relaxing, kayaking, paddle boarding, swimming or fishing. Boats and jet ski’s are allowed on the lake. Rent our 21’ pontoon boat or bring your own. Direct Vast and ATV access with a large driveway for parking. Enjoy endless trails for riding, hiking and biking. Come back for an evening of the most spectacular sunsets you will ever see, and sit by the campfire and make s’mores

Superhost
A peaceful log home is surrounded by a lush green lawn, featuring colorful flower beds. Seating areas, including lounge chairs and a patio set, are positioned on the spacious deck, inviting outdoor relaxation. A balcony above offers additional seating, framed by large windows that allow natural light.
Home in Brighton
5.0 out of 5 average rating, 22 reviews

Walk into the woods with views !

Relax with the whole family at this peaceful, off the grid log home. This property boasts beautiful views and plenty of outside living space. The home rests on 157 private wooded acres with walking paths allowing you to experience nature up close. This property includes extra large garage with bar for group entertainment. This home is only two miles from the town center of Island Pond. The town boasts many activities such as beaches, boating, biking, four wheeling and restaurants.

Top guest favourite
The tranquil Clyde River reflects the vibrant hues of autumn foliage along its banks, with tall grasses swaying gently. A charming house is nestled among the trees, showcasing a harmonious blend with the natural landscape under a clear blue sky.
Home in Charleston
4.92 out of 5 average rating, 235 reviews

Northeast Kingdom, VT Clyde River House

Clyde River Farm & Forest's secluded Northeast Kingdom river retreat, the Clyde River House provides stunning views, shoreline, numerous birds, including bald eagles, nesting osprey, blue herons, and a pair of loons. Canoes and kayaks available for your use. Hiking, biking, cross country, downhill skiing trails, and snowmobile trails are within a short hike or drive of the house. Check out the many seasons of the Clyde River House. There's sure to be a time for you to visit!

Top guest favourite
Cabin in Brighton
4.98 out of 5 average rating, 64 reviews

Waterfront Island Pond Northeast Kingdom, by Burke

A cozy waterfront log cabin nestled amongst the birch trees. Enjoy serene views and a screened‑in deck for ultimate relaxation. Enjoy the sound of the loons, fall foliage, VAST trails, and peaceful walks or hikes. Our cabin is ideal for couples or small groups looking for a quiet, calming escape to enjoy the tranquility. Conveniently located: 2 hrs from Montreal, 3.5 hrs from Boston, 6 hrs from NYC.

Top guest favourite
The rustic treehouse, set amidst towering trees, features a wooden deck leading to the entrance. Warm lighting illuminates the inviting exterior, while a hot tub is positioned nearby. The tranquil setting offers views of the water, blending nature with cozy accommodation.
Treehouse in Newport
4.99 out of 5 average rating, 943 reviews

Vermont Treehouse with Hot Tub — Open All Winter

Nestled in two giant pine trees at the edge of a 20-acre pond, this true Vermont treehouse features a private cedar hot tub, fire pit, and canoe for exploring the water. Open year-round, it’s perfect for a cozy getaway, romantic retreat, or winter snow adventure, just 5 minutes from downtown Newport and 22 minutes to Jay Peak Ski Resort.

Guest favourite
A charming four-bedroom home is nestled among trees, featuring a distinctive peaked roof and classic architectural details. Large windows invite natural light, while the front porch is visible, providing a welcoming entrance. Lush greenery surrounds the property, creating a serene environment.
Home in Brighton
4.88 out of 5 average rating, 50 reviews

Island Pond Century Home

Charming fully furnished four bedroom home. Stained glass windows, custom woodwork. Three lovely porches. Steps away from covered bridge to town. Access VAST trail from your driveway. 20 miles to Burke, 10 miles to Silvio O Conte Wildlife Refuge. Attention Cyclists and Birders!

Popular amenities for Island Pond holiday rentals