Holiday houses in Wilton

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Top-rated holiday rentals in Wilton

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Guest favourite
A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.
Home in Guilford
4.95 out of 5 average rating, 148 reviews

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Top Guest favourite
A cozy log cabin is set back from the road, surrounded by lush greenery and blooming flowers. A gently sloping driveway leads to a covered porch with seating, inviting guests to enjoy the natural surroundings and tranquil atmosphere.
Cabin in Greenfield Center
4.96 out of 5 average rating, 311 reviews

Cozy Log Cabin in the Woods

Scenic, cozy log cabin set back in the woods. Fully furnished & decorated. Full kitchen, 1.5 bath, washer/dryer. 1 bedroom w/full & twin bed. 1 room w/queen bed. 2 twin XL cots available. See pictures for bed dimensions. Handicap accessible, Desk area, Wifi, NO landline, good verizon signal,Roku tv, Heat & AC. Pets allowed. Owner lives above garage. Dogs live on property. Hens and roosters, are housed near the cabin, they can make noise day and night. Large front porch. Bring your slippers. :-)

Top Guest favourite
A spacious bedroom features a large bed adorned with a patterned blanket and decorative pillows. A vintage dresser and a side table are positioned near the bed, while a floral sofa adds a cozy touch. A colorful artwork hangs above, and a rug enhances the warm atmosphere.
Guest suite in Saratoga Springs
4.97 out of 5 average rating, 118 reviews

Charming Saratoga Getaway

Charming Saratoga Getaway: Perfectly Located Escape to a cozy retreat in Saratoga Springs, where charm meets modern comfort! Just 6 minutes from the track by car & 2 minutes from top restaurants, you’ll enjoy the perfect balance of convenience & relaxation. Thoughtful touches, modern amenities, & attentive hosts ensure an exceptional stay. Whether you’re here for the races or to unwind, this serene spot promises lasting memories. No detail is overlooked in this charming, upscale place to stay.

Top Guest favourite
A historic Victorian mansion stands gracefully, showcasing intricate architectural details and multiple gabled roofs. A flowering tree adds a natural touch in the foreground, while soft lighting emanates from the windows, creating a welcoming ambiance in the evening.
Apartment in Saratoga Springs
4.98 out of 5 average rating, 259 reviews

Saratoga Gem

This lovely apartment is on the second floor of an 1873 Victorian mansion on the North side of town. Very conveniently located about halfway between downtown and Skidmore College. This clean, quiet, owner-occupied house has 2 other apartments. The classic Saratoga front porch, sunny patio in back, and small yard are shared with the host. Kitchen has a small cafe table, dishes/utensils, dishwasher. Bathroom has a deep tub/shower, you’ll have to lift your knee to step in. Memory Foam mattress.

Guest favourite
An A-frame cabin is nestled within a forested area, featuring a striking black exterior and a sloping roof with wooden accents. Tall grasses and shrubs surround the entrance, creating a natural backdrop. A gravel path leads to the cabin, framed by lush greenery.
Cabin in Saugerties
4.97 out of 5 average rating, 165 reviews

Luxury A-Frame Cabin in the Woods with Sauna

🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Top Guest favourite
Tiny home in Wilmington
4.99 out of 5 average rating, 392 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Top Guest favourite
A modern gambrel-style cabin is shown with a warm wood exterior. The front features large windows framed in red, providing a welcoming appearance. A well-maintained yard is visible, with a pathway of stones leading to the entrance, surrounded by trimmed bushes and greenery.
Barn in Corinth
4.99 out of 5 average rating, 193 reviews

The Dax

Escape to your own one-of-a-kind cozy & modern cabin retreat, perfectly situated between the excitement of Lake George and the charm of Saratoga Springs. Nestled in the foothills, we offer the best of the Adirondacks with amenities. Spend your days hiking nearby trails, shopping local outlets, or exploring downtown Saratoga. Evenings are for relaxing at home by the fire (inside or out) or catching a show at SPAC. Whether you want a bustling vacation or a quiet getaway, we’ve got you covered!

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, 176 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
A charming treehouse is nestled among lush green foliage, featuring a rustic wooden exterior and a wraparound deck. Sunlight filters through the trees, creating a serene atmosphere that invites relaxation and connection with nature.
Treehouse in Argyle
4.99 out of 5 average rating, 123 reviews

Out On a Limb • A Magical Treehouse Experience

Welcome to Out on a Limb, our magical treehouse nestled in the serene woods of upstate New York. This cozy, charming hideaway offers a peaceful & romantic escape, perfect for couples or solo travelers looking to connect with nature. Surrounded by towering trees, the treehouse provides a unique experience year round—from relaxing in the hot-tub on a snowy night, to stargazing by the campfire. The treehouse is always stocked with waffle mix & homemade frozen cookies. We can’t wait to host you!

Top Guest favourite
Cabin in Shaftsbury
4.99 out of 5 average rating, 327 reviews

The Hygge Loft- mid-mod cabin on 70 acres w/HotTub

The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

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

Guest favourite
A bright living area features a plush teal sofa with a chaise, complemented by a decorative floral pillow. A bar stool is positioned near a small kitchen, showcasing stainless-steel appliances and a minimalist design, with natural light streaming through the skylight and windows.
Cottage in Saratoga Springs
4.96 out of 5 average rating, 301 reviews

The Garden Cottage

This is a bright and airy carriage house located on the second floor in a quiet walkable neighborhood. Living room has a drop down movie screen, brand-new sofa with chaise and pull out queen sized bed. Galley kitchen is new with a Smeg stove and oven, dishwasher. Bedroom has a queen size adjustable bed, 52 inch TV with wifi and cable. The bathroom has a soaking tub and a walk in shower a vanity with double sinks. There is a laundry room with a washer and dryer, Owner is a Realtor

Popular amenities for Wilton holiday rentals