Holiday rentals in May Pond

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Top-rated holiday rentals in May Pond

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Top guest favourite
A rustic cabin is seen nestled among lush greenery at the water’s edge. The structure features a mix of wood and glass, with a spacious porch overlooking the lake. Nearby, kayaks are visible on the shoreline, suggesting opportunities for leisurely water activities.
Cabin in West Glover

Tester's Haven Cottage, Lake Parker

This is a classic Vermont SEASONAL ( June- Oct) early 1950s cabin or cottage that is right on the water facing the West. One side sits next to a dirt road that is pretty quiet. Some cars, farm machinery & four-wheelers do go by. However, you can sit facing the water and feel like you have left the rest of the world behind as you listen to the loons. This special kind of space is for those who like a touch of country, it is not a hotel, it is not a party place, but a lovely RUSTIC cottage/cabin.

FamilyLocationHospitality

4.91 out of 5 average rating, 104 reviews
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.

LocationFamilyDecor

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.

FamilyLocationHiking

4.98 out of 5 average rating, 177 reviews
Top guest favourite
A spacious cabin is set in a lush green landscape, surrounded by tall trees. Large windows dominate the front, allowing natural light to fill the interior. The sloped grassy yard leads to a relaxing outdoor space, perfect for enjoying the serene woodland views.
Cabin in Enosburg

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away. You’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you’ll have a hard time leaving!

LocationFamilyHeating

5.0 out of 5 average rating, 211 reviews
Superhost
A spacious log cabin is set amidst lush greenery, with a large front porch overlooking a serene pond. Brightly colored Adirondack chairs are positioned on the lawn, reflecting beautifully in the calm water. The surrounding wooded area offers a natural, tranquil backdrop.
Cabin in Glover

Secluded Log Cabin in the Mountains with Pond

We’re offering a comfortable, pet and kid-friendly, A-frame log cabin surrounded by 30 acres of pristine Appalachian woodland to explore and hike. We also have a 6 acre front yard complete with a 1 acre pond you are welcome to fish and relax by. After a long day enjoying all the rustic beauty and small town charm that Vermont has to offer, you can warm yourself by our pellet stove which heats both floors of our over 1,600 sq ft 4 bedroom, 2 full baths home. 6 guests max [infants included].

LocationValueShared spaces

4.84 out of 5 average rating, 173 reviews
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

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!

LocationFamilyView

4.79 out of 5 average rating, 277 reviews
Guest favourite
The A-frame treehouse is illuminated by warm string lights, showcasing a spacious deck above the ground. The structure is nestled among trees, featuring a mix of wooden materials and large windows that highlight the inviting interior. A cozy seating area is visible on the deck.
Treehouse in Johnson

Designer A-Frame Treehouse | Hot Tub & Sauna

Welcome to our newest gem at Uncommon Accommodations—a luxury modern A-frame treehouse nestled above the Lamoille River. Spend your days exploring the woods and river, then unwind in the shared riverside spa with a year-round hot tub, treehouse barrel sauna, and refreshing cold plunges. Cook dinner in your full kitchen or gather at the outdoor kitchen with a BBQ grill, pizza oven, and dining area before ending the evening with a fire, projector movie, or a quiet drink on your private deck

LocationValueDecor

4.91 out of 5 average rating, 111 reviews
Top guest favourite
A classic white farmhouse is set against a clear blue sky, surrounded by lush green grass and shrubs. A rustic wooden fence frames the foreground, while a silver barn is visible to the right, completing the rural landscape.
Home in Brownington

Davignon Farm, Northeast Kingdom, Brownington, VT

Located between Burke Mountain and Jay Peak three miles from Lake Willoughby provides activities year round. The light and views from this quintessential Vermont farmhouse will amaze you! The property extends into the woods beyond the fields and 263 acres await your exploration. Open kitchen, new bathrooms, den and living room provide spacious comfort in this rural setting. The perfect couples getaway with a great location to take advantage of all the Northeast Kingdom has to offer!

FamilyValueBathroom

4.99 out of 5 average rating, 164 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.

LocationValueLaundry

5.0 out of 5 average rating, 133 reviews
Top guest favourite
A modern, multi-level home is set on a hillside, surrounded by greenery. A spacious deck extends across the front, with outdoor seating arranged nearby on a gravel patio. A circular fire pit is visible, surrounded by large stones and complementing the natural landscape.
Home in Westmore

Top Of The World

Indescribable 270 degree panorama VT/NH/Quebec. Accommodations- custom house and 144 acres bordering SP above Lake Willoughby. Recreate from front door! - Hike, mountain bike, snowshoe, stargaze, stormwatch, X-County ski. Downhill ski (25 min Burke, 45 min Jay). IMPORTANT: With "top of mountain" views come "top of mountain" remoteness, snow, wind, and ADVENTURE. Steep access requires 4/AWD AND Severe Snow Service tires (google “3PMSF”) or Chains November-April.

FamilyLocationGetting around

5.0 out of 5 average rating, 37 reviews
Top guest favourite
A yellow and white daffodil blooms prominently in the foreground, surrounded by lush green grass. In the background, a rustic red barn with the sign 'Spring Hill Farm' is visible against a cloudy sky.
Flat in Sutton

Spring Hill Farm, coffee & hot tub

Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking. Access to back yard with grill, fire pit & pond stocked w/ trout (for feeding). Access to 1 mile +/- of scenic wooded trails & beaver pond w/ pedal boat. Close to Burke Mtn, VAST & Kingdom Trails. Hosts on site & available if needed. DISH, smart TV, movies & games. Internet WiFi should be strong we now have fiber. Poor cell service. NO PETS. Please don't ask.

ValueFamilyAir conditioning

4.99 out of 5 average rating, 526 reviews
Top guest favourite
A private log cabin is set amid a spacious green lawn, surrounded by trees. The cabin features large windows and a dark exterior, with a gravel path leading towards the entrance. The clear blue sky completes the serene outdoor setting.
Cabin in Glover

Private NEK Cabin

Nestled in the heart of the NEK,this private log cabin offers privacy and exquisite views.Close to Parker Pie, Jay Peak, Burke Mountain, Crystal Lake, Craftsbury Outdoor Center.Whether you are looking to downhill ski,cross country ski, snowmobile,mountain bike,snow shoe,this is the perfect vacation spot for you to relax.Cabin offers 1 bedroom on the main level, loft that has 2 beds. All towels,linens,cooking utensils, dinnerware,etc included.

FamilyValueHospitality

4.93 out of 5 average rating, 198 reviews

Popular amenities for May Pond holiday rentals