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House holiday rentals in Island Pond

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Top-rated house rentals in Island Pond

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Top guest favourite
A blue house with a pitched roof is set against a clear blue sky. Lush green grass surrounds the property, and trees provide a natural border. A person is seen walking across the spacious lawn, highlighting the outdoorsy setting.
Home in Montgomery
4.96 out of 5 average rating, 137 reviews

Hillwest Mountain View

We are close to Jay Peak and Canada including Montreal. If you like hiking, the Long Trail is close by. If you like star gazing you will love seeing the Milky Way in our backyard. Our house is good for both couples and families. We have a private hiking trail that leads down to a cool mountain stream where you can cool off. Take a dip in the nearby Hippie Hole or go fishing or canoeing in nearby lake Carmi. There are three bedrooms and a master bath with a spa tub. Wifi, fireplace and more.

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, 110 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
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, 150 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
A glass of beer is placed on a wooden dock, with a calm lake reflecting the blue sky and surrounding green hills. The serene water stretches into the distance, creating a peaceful setting for relaxation.
Home in Barton
4.79 out of 5 average rating, 267 reviews

VT Lakeside getaway on beautiful Crystal Lake.

In the heart of the Northeast Kingdom, Lakeview House is located on one of Vermont's cleanest & most beautiful lakes, Crystal Lake! Swim! Boat! Fish! Enjoy a private dock, fire pit, gas grill, pool table & more. 200 feet of private waterfront just across the street. You can hit the water with a stone from the front deck. Use the kayaks & canoe! Nearby golf, hiking, Kingdom Trails, ski areas, snowmobile & snowshoe trails. A short drive to Hill Farmstead Brewery for best beers in the world!

Top guest favourite
The house features a brown exterior with solar panels on the roof, surrounded by a large grassy area. An outdoor dining space with a red umbrella and a stone fire pit are visible, along with trees providing a natural backdrop.
Home in Concord
4.91 out of 5 average rating, 247 reviews

Comfortable Home, Hot Tub, Trails on 140 Acres

This property is located in a remote and beautiful area of Vermont’s Northeast Kingdom. The house is on 140 acres of fields and forest. There are 2.5 miles of private walking/snow shoeing trails in the woods. A large mowed area around the house provides space for grilling, outdoor dining, fire pit and games. The outdoor hot tub (emptied and refilled after each stay) is heated to 104 degrees year-round. This property is easily accessed from Route 2 and is on a well maintained dirt road.

Top guest favourite
Home in Whitefield
4.97 out of 5 average rating, 265 reviews

Sunny Waterfront Cottage at FarAway Pond

Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). This bright, wood lined cottage has all you need for a peaceful getaway-Hot Tub in private pavilion, Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. With 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

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
A historic red schoolhouse stands amidst green trees, featuring a front porch adorned with hanging flower baskets. The structure showcases a classic bell tower on the roof and large windows that invite natural light. A grassy area surrounds the building, enhancing its serene setting.
Home in Craftsbury
4.97 out of 5 average rating, 222 reviews

Ann’s Schoolhouse

Ann’s Schoolhouse is a beautiful Historic Schoolhouse built in 1901 and nestled in the green mountains of Vermont. Complete with the original school bell, chalk board and desks from 1901 you'll take a trip back in time when you visit! You and your family will love the quiet serenity as you sit by the fire pit and take in the views. This cozy home is perfect for your family vacation or event, couples weekend away or a friends trip. You'll love calling Ann's Schoolhouse home!

Top guest favourite
A sunny winter scene features a yellow house nestled among tall evergreen trees, surrounded by a blanket of sparkling white snow. The clear blue sky is dotted with fluffy clouds, creating a serene backdrop for the secluded retreat.
Home in East Burke
5 out of 5 average rating, 168 reviews

Burke SugarShack - Three Bedrooms - Sleeps Six!

Enjoy all that East Burke & Kingdom Trails has to offer. Secluded near the end of a dead end street. KT has built the new "Sugar Shack" trail on our property to access Last Call which links to Bottoms Up and empties you right at Mike's Tiki Bar. Proudly one of the almost 70 Kingdom Trails landowners! 3 bedrooms with 4 beds & sleeps 6. (NOTE: NO MORE THAN SIX GUESTS ARE ALLOWED TO STAY!) Secure SugarShack out back for all of your gear. Private deck and firepit area too!

Top guest favourite
A single-story house is framed by lush greenery and a clear blue sky. The front deck is accessible from a winding gravel driveway, with neatly trimmed bushes bordering the yard. Large windows invite natural light into the living space.
Home in Craftsbury
4.94 out of 5 average rating, 104 reviews

Relaxing Craftsbury Retreat

One bedroom house in pastoral setting with deck, small pond and screened in sitting area. Newly renovated kitchen and full bath. Kick back with a book in front of the stove after a day on the trails or out on the amazing NE kingdom gravel roads at the Craftsbury Outdoor Center (4 mi). Short stroll to maple buns at the Genny or Creemees at Village Store (1/2 mi). Spend the day on the lake at Caspian (8 mi). Stock up at Hill Farmstead Brewery (10 mi).

Guest favourite
An open-concept kitchen and dining area features a long wooden table with black chairs. Natural light filters in through large glass doors, highlighting the modern kitchen equipped with stainless steel appliances and various colorful dishware. A bright accent wall adds a pop of color.
Home in West Burke
4.97 out of 5 average rating, 186 reviews

Burke Nest Farmhouse • Riverfront • Kingdom Trails

Burke Nest is a stylish Vermont Farmhouse on 5 private acres with river access, mountain views, a huge deck, and a chef’s kitchen — perfectly situated between Kingdom Trails, Burke Mountain Resort, and Lake Willoughby. Perfect for families, groups, cooks, and outdoor lovers. Swim in the river, gather at the fire pit, relax in the hammock, or enjoy fast WiFi and cozy indoor spaces.

Top guest favourite
A bright and spacious great room is highlighted by large windows that invite natural light. The wood-paneled walls enhance the warm atmosphere, while a cozy seating arrangement includes a black sofa and a suspended chair. A soft area rug complements the decor, creating a comfortable gathering space.
Home in Mansonville
4.92 out of 5 average rating, 360 reviews

Eco-Zen Retreat - Modern & Spacious - 2nd Floor

Escape to our serene, eco-friendly luxury retreat near Mansonville. This private 2-bedroom second-floor apartment offers a Zen-like atmosphere for up to 4 guests. Enjoy unique architecture, a spa-like bathroom, and access to a private, swimmable spring-fed pond. A perfect nature getaway with modern comforts, located on a quiet dead-end road.

Popular amenities for house rentals in Island Pond

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  3. Vermont
  4. Essex County
  5. Brighton
  6. Island Pond
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