Holiday rentals in Island Pond

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Top-rated holiday rentals in Island Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Guest house in Newark
4.89 out of 5 average rating, 733 reviews

Hilltop Guesthouse #1

Our guest house is a private detached studio apartment. Close to many local activities, including Kingdom Trails mountain biking, V.A.S.T. snowmobiling, Burke Mountain Resort and beautiful Lake Willoughby. The full kitchen includes a refrigerator/freezer, range with oven, toaster, coffee pot, silverware, glassware, and cookware. The bathroom has an upright shower, and full linens and towels are provided. We invite you to come stay with us and spend time seeing what Northern Vermont has to offer.

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, 117 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.

Top 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
4.97 out of 5 average rating, 315 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
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
4.94 out of 5 average rating, 114 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
The exterior of the cabin is framed by natural foliage, with a gravel path leading to the entrance. A small patio with chairs is visible, alongside a red door and a unique wooden feature on the facade. Surrounding trees add to the rustic atmosphere.
Tiny home in Newport
5 out of 5 average rating, 203 reviews

Rustic cabin, cedar hot tub, pond, canoes, WIFI

The Osprey cabin at Walker Pond is a new cabin (2021) with a custom cedar hot tub! It is a rustic retreat with plenty of modern convenience and is just 120 feet from Walker Pond. Walker Pond is approximately 20 acres and is home to plenty of wildlife, small fish and birds. You are welcome to enjoy our 40 acres of forest/wetland, go canoeing in one of our canoes, or enjoy the common campfire-flower garden area. The cabin is located just 5 minutes from downtown Newport, very convenient.

Guest favourite
Loft in Newport
4.92 out of 5 average rating, 252 reviews

Luxury Waterfront Loft · Kayaks, Firepit & Dock

Amazing 2-bedroom lakefront loft, located directly on the American side of beautiful International Lake Memphrémagog. From swimming to the gorgeous fall colours hikes, skiing and ice-fishing, the loft is a great, quiet spot to relax or enjoy outdoor activities all year round. Located 10-min from Newport, VT with a variety of restaurants and 30-min from Jay Peak (USA) & Owl's Head (Canada) where you can golf, ski and hike! Only a 2-hour drive from Montreal and 3.5 hour drive from Boston!

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
5 out of 5 average rating, 117 reviews

Mountain view cabin, close to ski Burke Mountain!

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.

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
5 out of 5 average rating, 16 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!

Guest favourite
The exterior of the home is framed by vibrant autumn foliage, with a mix of yellow, orange, and green leaves. The house is set amidst tall trees, featuring a rustic wooden facade. A gentle slope leads to a pathway of stone steps, with a carpet of fallen leaves underfoot.
Chalet in Troy
4.93 out of 5 average rating, 158 reviews

Hidden Chalet 8 minutes from Jay Peak

This one of a kind property, formerly a Historic Grist mill (with ruins still on the property to explore) is surrounded on 3 sides by the Jay Branch River, a crystal clear mountain stream that runs down from Jay peak. The property is filled with Cedar and Maple and the sound of the River permeates through the trees. With multiple swimming holes and a 20 foot waterfall just steps from the deck there’s not another Airbnb like this in the state of Vermont.

Top guest favourite
A sprawling property is showcased, featuring a charming farmhouse and a rustic barn. The buildings are set against a backdrop of vibrant autumn foliage and a clear blue sky. The spacious lawn is well-manicured, providing a tranquil atmosphere and open views of the surrounding landscape.
Guest suite in Sheffield
4.98 out of 5 average rating, 464 reviews

On top of the Kingdom

A private in-law apartment in this lovely country farm-house sitting high above Sheffield, VT. At the center of Vermont's Northeast Kingdom, you are conveniently located just a short drive from all of the Kingdom's attractions and amenities. Quiet and private, the site offers a peaceful retreat from a busy lifestyle, yet close access to all of Vermont's recreational activities be they athletic, artistic, or passive.

Top guest favourite
Cabin in Brighton
4.98 out of 5 average rating, 54 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.

Popular amenities for Island Pond holiday rentals

Quick stats about holiday rentals in Island Pond

  • Total holiday rentals

    Explore 20 holiday rentals in Island Pond

  • Nightly prices starting at

    Island Pond holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 510 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Island Pond holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Island Pond rentals

  • 4.8 Average rating

    Island Pond stays are highly rated by guests – averaging 4.8 out of 5!

  1. Airbnb
  2. United States
  3. Vermont
  4. Essex County
  5. Brighton
  6. Island Pond