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

Guest favourite
Guest house in Newark
4.89 out of 5 average rating, 742 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.

Guest favourite
Flat in Brighton
5 out of 5 average rating, 5 reviews

Welcome to your cozy Vermont retreat!

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 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, 322 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.

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 out of 5 average rating, 5 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

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, 116 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.

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
4.92 out of 5 average rating, 83 reviews

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.

Top guest favourite
A cozy cabin exterior, constructed from logs, is set against a backdrop of snow-covered trees. A front porch is accessed by a set of stairs, and seasonal decorations, including a snowman and a gingerbread figure, add a cheerful touch.
Cabin in Brownington
4.97 out of 5 average rating, 143 reviews

By Lake-Westmore-Hike-Ski-Lots to do. Cabin 3-View

Four seasons cabin you can just walk into with just your bags. Cozy and comfortable located near lakes, golf, hiking trails, winter skiiing. 2 Adults,2 kids. Extra ADULTS $20.00 each per night You will find so much to do in the NEK!.Bedroom downstairs and bedroom up in the loft with 2 double beds. Info in cabin in cabin full of places to go and see and enjoy. Recently built. *Please note the minimum booking is for 3 days. Maximum is 7 days.*** Please leave cabin as clean as found. Cabin#3

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, 17 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.

Guest favourite
A modern cabin design is depicted, featuring large glass windows that reflect the surrounding trees and sky. The geometric structure showcases a pointed roof and an inviting entrance, blending into the natural landscape. A glimpse of the interior reveals a cozy sleeping area.
Tiny home in Irasburg
4.98 out of 5 average rating, 57 reviews

Balance Farm: Modern Cabin near Jay Peak

Escape to this tiny luxury cabin nestled in the peaceful woods of Irasburg, Vermont. Surrounded by towering trees and the sounds of nature, this secluded retreat offers a perfect getaway for relaxation and adventure. Enjoy the scenic trails just outside your door or stargaze from your bed. Thoughtfully designed with modern amenities and rustic charm, the cabin features a cozy sleeping space, a well-appointed kitchenette, and everything needed for a peaceful retreat in the woods.

Guest favourite
Home in Brighton
5 out of 5 average rating, 14 reviews

Island Pond Nature Retreat | 20 min Kingdom Trails

The ultimate summer recreation paradise. The property has direct access to local ATV trails! Park trailers in the driveway and ride out on an all day adventure. The cabin is beautifully updated and extremely private. Situated in the Northeast Kingdom of Vermont. Located just 20 minutes to Kingdom Trails and Burke Mountain! Fully stocked and ready for weekend or weeklong getaways. ATV riding, mountain biking, birding, kayaking, hiking, and skiing all close by.

Top guest favourite
The exterior of the cabin features a vibrant red door adorned with a wreath, complemented by large windows allowing natural light. A wood storage area is seen to the side, filled with neatly stacked logs. Snow covers the ground, surrounded by trees for added privacy.
Home in Craftsbury
4.91 out of 5 average rating, 296 reviews

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'.

Popular amenities for Island Pond holiday rentals

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