Vacation rentals in Island Pond

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Top-rated vacation rentals in Island Pond

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Guest favourite
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

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.

4.97 out of 5 average rating, 341 reviews
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

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.

4.98 out of 5 average rating, 177 reviews
Top guest favourite
Apartment in Brighton

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.

5.0 out of 5 average rating, 15 reviews
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

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.

4.93 out of 5 average rating, 122 reviews
Guest favourite
Home in Charleston

Vermont Mountain Retreat Near Lake Willoughby

Breathe in fresh Vermont air and settle into a peaceful countryside getaway with mountain views. With multiple levels and room to spread out, it’s easy to unplug and reconnect. This home offers: 🏔️ Viewing deck w Adirondack chairs 🔥 2 electric fireplaces + Smart TV 🍳 Full kitchen w island seating 🧺 Washer & dryer + linens/towels 🔌 EV charger + free WiFi 🌿 Covered front porch + private yard Perfect for families, friends, and outdoor lovers chasing lake days, hikes, and ski adventures.

4.86 out of 5 average rating, 7 reviews
Guest favourite
The image captures the exterior of a cottage nestled among tall trees, with vibrant green grass and a stone pathway leading to the entrance. A serene lake is visible in the background, framed by lush foliage under a clear blue sky.
Cottage in Brighton

Lakefront mid-century cottage with chef's kitchen

This lakefront cottage has been tastefully renovated with Scandinavian minimalism and luxury features. Located on 6 acres with 375 feet of water frontage, enjoy the privacy of a sandy beach on beautiful Spectacle Pond across from Brighton State Park. Hike the Boreal Forest, play in the water, or enjoy nearby activities of the Northeast Kingdom. You will be around the corner from a beaver dam and yet 5 minutes from the conveniences of Island Pond. Canoes available for rent. Non-smoking.

4.92 out of 5 average rating, 86 reviews
Top guest favourite
Large glass sliding doors open to a deck, offering expansive views of the surrounding landscape, including distant mountains. Natural light floods the interior space, highlighting the warm-toned floors and minimalist design. A small coat rack is mounted nearby for convenience.
Cabin in Burke

Mountain view cabin near hiking & lake Willoughby!

Welcome to your cozy retreat nestled in the heart of West Burke, Vermont! This charming tiny luxury cabin offers a serene escape with breathtaking views of Burke Mountain and its surrounding wilderness. The cabin features a well-appointed living area, perfect for unwinding after a day of outdoor adventures. Whether you're curling up with a good book by the fireplace or enjoying a cup of coffee on the deck overlooking the tranquil pond and apple orchard, relaxation comes naturally here.

5.0 out of 5 average rating, 133 reviews
Top guest favourite
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

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.

5.0 out of 5 average rating, 23 reviews
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

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!

4.92 out of 5 average rating, 237 reviews
Top guest favourite
Cabin in Brighton

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.

4.98 out of 5 average rating, 64 reviews
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

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.

4.99 out of 5 average rating, 948 reviews
Guest favourite
A spacious lakeside cabin features a large deck with several chairs positioned for relaxation. The A-frame architecture showcases expansive glass windows reflecting the surrounding trees and sky. Soft, dappled light filters through the pine branches in the foreground.
Chalet in Brighton

Beautiful Lakeside Chalet

This beautiful home is right on the lake and is ideal for swimming, boating, fishing, skiing, and hunting. It is close to great hiking mountains and snowmobiling trails. Great place for couples, solo adventurers, and families. Island Pond is the perfect, relaxing getaway.

4.91 out of 5 average rating, 47 reviews

Popular amenities for Island Pond vacation rentals