Holiday houses in Wells

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Top-rated holiday rentals in Wells

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

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Top Guest favourite
Chalet in Wells
4.91 out of 5 average rating, 158 reviews

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres

June-August '26 special: 2 well-behaved pets stay for the rate of one - S'mores on us! Scenic, nearby lake, golf, hiking! Base rate includes up to 6 guests. Authentic Chalet is private, 3600 sqft, 18 acres, sleeps 13: 3 bedrooms, 1 King, 2 Queen, 3 Twin, 2 Queen sleeper-sofas, 3 full baths. Artisan fireplace, HVAC, oven, Induction cooktop, air fryer, ROKU HDTV, fast Wi-Fi, Fire Pit Patio. Linens/bath towels, soaps supplied. Add on: 5-star private studio/office. Events: reunions & weddings.

Top Guest favourite
Home in Wells
5.0 out of 5 average rating, 13 reviews

Relaxing Lakeside Cottage w/ Dock + EV charger

Retreat to our tranquil lake house on the south end of Lake St Catherine. Nestled on a quiet channel, this peaceful home is right on the water with a dock and a smokeless fire pit in the backyard. It has an EV charger, fast Wi-Fi, well-equipped kitchen (sharp knives, high end coffee setup), natural fiber linens and towels, and is walking distance to the charming Wells Country Store. Also close to Slate Valley Trails, Vermont State University Castleton, and Saratoga Performing Arts Center (SPAC).

Top Guest favourite
The exterior of the cottage is shown, surrounded by snow-covered trees. The entrance features a red door, complemented by a small porch above. A decorative reindeer sculpture is visible in the snow, alongside outdoor seating areas near the entrance.
Cottage in Wells
4.97 out of 5 average rating, 61 reviews

Private cottage in the woods

Maple Cottage - a safe place for everyone - bright, 700sf on 36 hilly, wooded acres in the Green Mountains. Winter lake and mountain views from the great room. In summer, you are nestled in the trees, but a nearby deck provides amazing lake views. Quiet and private, close to everything - restaurants, galleries, shops, winter & summer activities on the lake or the ski hill. A digital guide to the house and area available after booking. Questions? Scroll to the bottom and click 'Message Host' .

Top Guest favourite
A cozy living area presents a blue sofa facing a stone fireplace, which features a warm glow from the flames. Two gold side tables are positioned in front of the sofa, and a television is visible on the opposite wall, accompanied by rustic wooden beams overhead.
Cabin in Wells
4.94 out of 5 average rating, 235 reviews

Gatsby's Getaway

Ready to disconnect and recharge? Welcome to Gatsby's Getaway! Watch the sun rise over the Green Mountains and Little Lake from the comfort of your deck. If the weather disagrees, enjoy your coffee in front of the cozy fireplace in your charming bungalow, complete with cathedral ceilings and sliding glass doors. Close to hiking & biking trails, and many outdoor activities. 10 minutes to nearby Granville, NY or Poultney, VT. While not technically a 'tiny' house, it is a cozy cabin of 550sqft.

Top Guest favourite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 175 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Top Guest favourite
The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.
Guesthouse in Granville
4.91 out of 5 average rating, 1005 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Top Guest favourite
The chalet is set against a backdrop of mountains and trees. The property features a large green lawn, and two dogs are seen resting on the grass in the foreground. The warm exterior of the home, complete with a deck, can be seen in the background.
Chalet in Wells
4.98 out of 5 average rating, 122 reviews

Chalet on a Hill w/ Mountain & Lake View, Hot Tub

A beautiful chalet situated between mountains and Lake St Catherine. Whether on the deck or inside the house, you can enjoy the tranquil and serene view of the mountains and the lakes. At over 3000 sq ft, the house offers multiple gathering areas, including separate living room(s), a sociable kitchen, a pool table, and a bar. A perfect home for a retreat. Located less than 10 mins from Lake St Catherine Park and country club and many hiking and mt-biking options for the active guests.

Top Guest favourite
A serene lakeside scene captures a cozy cabin nestled among lush trees, illuminated by warm light. A dock extends into the water, featuring seating for relaxation. A canoe glides gently across the lake, adding to the tranquil atmosphere of this picturesque setting.
Cabin in Poultney
4.93 out of 5 average rating, 399 reviews

Waterfront Vermont Lake House w/ Panoramic Sauna

We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from the decks or sauna. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

Top Guest favourite
The cabin is situated beside a pond, featuring an expansive glass front that showcases the interior. A comfortable outdoor seating area is visible on the deck, with a wood stove chimney rising above the structure. Surrounding greenery adds to the serene setting.
Place to stay in Middletown Springs
5.0 out of 5 average rating, 35 reviews

Off-Grid Meadow Cabin Glamping Retreat

Escape the hustle and bustle and immerse yourself in the tranquility of nature with a unique glamping experience. All the comforts of home but with no WiFi or electricity! Enjoy a short hike up to the cabin where you will find a cozy queen-sized bed inside a well-equipped, converted 1800’s corn barn, complete with an outdoor kitchen and breathtaking views. Step back in time as you experience our clean and well maintained outhouse/privy. We are minutes from hiking and biking trails!

Top Guest favourite
The cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. A stone walkway leads to the entrance, while a covered wood storage area is visible nearby. Bright green leaves provide a natural canopy, creating a serene atmosphere.
Cottage in Whitehall
4.99 out of 5 average rating, 245 reviews

Hillside Cottage @ The Mettawee Retreat

The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.

Top Guest favourite
Tiny home in Ludlow
4.96 out of 5 average rating, 102 reviews

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Guest favourite
A bright living area features large windows that frame views of the surrounding forest. Natural light enhances the wood-paneled walls. A comfortable sofa and chair are positioned around a central coffee table. A small, modern wood stove provides warmth, creating a cozy atmosphere.
Cabin in Goshen
4.97 out of 5 average rating, 143 reviews

The Berghüttli: Glowing Swiss Hut in the Forest

The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

Popular amenities for Wells holiday rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Rutland County
  5. Wells