Vacation rentals in May Pond

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Top-rated vacation rentals in May Pond

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Top guest favorite
Cabin in Enosburg
4.99 out of 5 average rating, 193 reviews

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. When morning comes, enjoy your coffee while cozied up in front of the fireplace. Or simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

Top guest favorite
Aerial view of the property reveals a charming farm layout with multiple buildings, surrounded by lush greenery and rolling hills. The roofs feature a classic metal design, blending with the natural landscape. A winding gravel path connects the buildings, inviting exploration of the scenic surroundings.
Farm stay in Saint Johnsbury
4.99 out of 5 average rating, 106 reviews

Unique stay at a horse sanctuary

Immerse yourself in the quintessential Vermont experience at Storeybrook Farm. This rescue horse sanctuary is located amidst rolling hills, mountain vistas and a tranquil pond. "The Carriage House” is our largest suite with a fully equipped kitchen (stocked upon request), that opens up to a dining area with forest views. The living room features a woodburning fireplace and 2 built in queen bed "bunks". Enjoy sun-soaked pasture views from the main bedroom or while soaking in the clawfoot bathtub.

Top guest favorite
A modern cabin is nestled among tall trees, elevated on stilts. Large windows offer a glimpse of the interior space, featuring a minimalist design. The surrounding greenery creates a natural setting, while the pathway leading to the cabin is lined with earth tones.
Cabin in Morristown
5 out of 5 average rating, 257 reviews

Cady’s Falls Cabin

Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

Guest favorite
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, 303 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 favorite
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
4.93 out of 5 average rating, 168 reviews

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, and walkout basement with set of queen bunk beds. All towels,linens,cooking utensils, dinnerware,etc included.

Top guest favorite
An A-Frame cabin is framed by vibrant fall foliage, showcasing shades of orange and yellow. A spacious deck is visible with seating, and a vintage blue truck is parked nearby. The cabin features large windows that allow natural light to fill the interior.
Cabin in Stowe
4.95 out of 5 average rating, 180 reviews

The Summit House - remodeled unique A-frame

Welcome to The Summit House, a completely renovated A-Frame cabin less than 1 mile to downtown Stowe. Wake up to views of the morning light casting through the forest from your glass wall bedroom. Relax after a day exploring the mountains in the huge spa style rainfall shower. Settle down after dinner around the modern wood burning fireplace while watching your favorite shows on the 50" TV. It's not just a rental, it's an experience. The latest addition to the OM Home Residences collection.

Top guest favorite
A charming white cottage is nestled among greenery, with a stone path leading to the water's edge. Flower box planters brighten the windows, and colorful chairs are positioned by the lakeshore, providing an inviting outdoor space. Trees frame the cottage, enhancing the natural setting.
Cabin in Barton
4.82 out of 5 average rating, 171 reviews

Charming lake cottage on Crystal Lake! Boats! R&R!

Lakeview Cottage is adorable and located on one of Vermont's cleanest and most beautiful lakes, Crystal Lake! It's in the heart of the Northeast Kingdom, in the charming town of Barton. Sit around the outdoor firepit and soak in the view! You're just steps away from beaches and a dock. You'll find great swimming, fishing, boating, hiking, golfing, and mountain biking. Use our canoe or kayaks! Plus, Hill Farmstead Brewery is a short drive away. Beers there are rated best in the world!

Top guest favorite
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, 108 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 favorite
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.
Apartment in Sutton
4.99 out of 5 average rating, 501 reviews

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.

Top guest favorite
Cabin in Greensboro
4.98 out of 5 average rating, 229 reviews

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

“It felt like staying at a dear friend’s cabin — one with wonderful taste who thinks of everything.” Tucked on a wooded hillside, this romantic log cabin blends rustic soul with refined comfort. Blankets beckon, textures are rich, and every detail is intentional. Real art, fine furnishings, and luxury bedding create a feeling of quiet ease. Not just a place to stay, but a thoughtfully curated retreat you’ll want to return to year after year.

Top guest favorite
Tiny home in Wolcott
4.97 out of 5 average rating, 187 reviews

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Escape to our charming tiny house—The Caterpillar House—where comfort meets minimalist living in scenic Elmore, Vermont. Ideal for solo travelers, couples, or small families seeking a peaceful retreat. Enjoy a private hot tub, fire pit under the stars, and direct snowmobile trail access—perfect for summer and winter getaways. Located on our shared property, this cozy haven is surrounded by nature for a truly relaxing stay.

Top guest favorite
A welcoming cabin is set against a backdrop of vibrant trees. The exterior features a green facade with wooden trim. A covered porch with two red chairs and pumpkins creates an inviting entryway. Two windows flank the door, allowing natural light to illuminate the interior.
Cabin in Brownington
4.98 out of 5 average rating, 122 reviews

Village Camping Cabin

Located in the heart of Brownington Village, and about 15 miles from the Canadian border, our property allows for easy access to many scenic locations. Enjoy all that Vermont's Northeast Kingdom has to offer including many beautiful lakes, hiking trails, bike paths, and ski areas. There are about a dozen homes in the village and you will hear traffic going by, including horses and buggies carrying our Amish neighbors.

Popular amenities for May Pond vacation rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Orleans County
  5. Barton
  6. May Pond