Vacation rentals in Wilton

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Top-rated vacation rentals in Wilton

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Guest favorite
A sunlit sunroom features expansive floor-to-ceiling windows, offering views of the surrounding forest and golden light. A comfortable sofa is placed beside a textured area rug, with a small table and chairs set up for dining. Natural wood accents enhance the serene environment.
Home in Guilford
4.94 out of 5 average rating, 134 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 favorite
The cabin entrance is adorned with a wooden decorative piece featuring an intricate design, framed by climbing vines. A small birdhouse hangs nearby amidst lush greenery, while a wooden structure in the foreground adds charm. The overall setting showcases a welcoming outdoor space.
Cabin in Greenfield Center
4.96 out of 5 average rating, 294 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. :-)

Guest favorite
Cabin in Londonderry
4.95 out of 5 average rating, 250 reviews

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Top guest favorite
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, 243 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.

Top guest favorite
Home in Corinth
4.99 out of 5 average rating, 273 reviews

Pool/Hot tub, king bed, between Lk George/Saratoga

Welcome to your private upstate getaway, perfectly located between Lake George and Saratoga Springs. Spend summer days enjoying the heated private inground pool, relax year-round in the hot tub, and unwind in a peaceful setting that feels private yet is close to everything. Whether you're here for lake days, mountains, skiing, racetrack, racino, local events. or simply to relax, this home is designed for an easy memorable stay POOL is open for 2026 season! will be heated mid May til mid Oct

Top guest favorite
A modern kitchen features white cabinetry, a large quartz island with seating, and stainless steel appliances. Natural light is provided by multiple windows, enhancing the clean and bright atmosphere. The space includes a door leading to the outside, expanding the kitchen's connectivity.
Home in Queensbury
4.98 out of 5 average rating, 134 reviews

2 BR Home - King Bed- Visit Saratoga & Lake George

Welcome to Villa Serendipity! A Romantic Town & Country Getaway between Saratoga Springs & Lake George. Enjoy the seasonal herb garden, Pit Boss Smoker/BBQ, sun porch, HUGE back yard w/covered picnic pavilion & private walking trail for a wonderful upstate New York experience. Ride the West Mountain Chairlift for mountaintop picnic or yoga. Hike, boat, bicycle around Lake George & the Adirondacks. Visit artist studios, breweries, Saratoga Race Course, mineral baths, farmers market, cafes +++

Top guest favorite
Tiny home in Wilmington
4.99 out of 5 average rating, 373 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 favorite
Treehouse in Hancock
4.98 out of 5 average rating, 171 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 favorite
A charming treehouse surrounded by lush greenery stands among the trees. The wooden structure features a welcoming porch with seating, and steps lead up to the entrance. Sunlight filters through the leaves, creating a serene atmosphere in this woodland retreat.
Treehouse in Argyle
4.99 out of 5 average rating, 111 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 favorite
A serene outdoor pool is maintained within a landscaped area, surrounded by lush trees and a gentle slope. The sky is awash with warm hues of orange and pink, reflected on the calm surface of the water, offering a peaceful view of the evening sky.
Guest suite in Wilton
4.99 out of 5 average rating, 140 reviews

Ridge with a View 1000 sf private guest suite/pool

Private, 3 story home w/forest view of President Grants Cottage on Mt. McGregor. Exclusive walkout basement w/ pool outside your door. Living area (800sf), private bedroom (200sf), & full bath. Microwave/mini fridge/coffee (no kitchen sink/cooking). Own parking spot (must walk through the grass to get to your entrance). Breakfast menu offered 7-10am each morning. Homemade cookies upon arrival. 8 miles to downtown Toga, 11 to Track, 14 to SPAC, 6 to Adirondack Park & 20 to Lake George

Top guest favorite
Cabin in Shaftsbury
4.99 out of 5 average rating, 317 reviews

The Hygge Loft- mid-mod cabin on 70 forested acres

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!

Guest favorite
The exterior of a charming grey tiny home is framed by lush greenery and mature trees. A welcoming front door is complemented by a small porch with Adirondack chairs, providing a cozy spot to relax outdoors amidst the natural surroundings.
Tiny home in Hadley
4.96 out of 5 average rating, 149 reviews

The Owl's Nest Tiny Home (Pet Friendly)

Welcome to The Owl’s Nest! We are a newly renovated 380 sq foot tiny home located near all the Adirondack’s has to offer. 🦉 Enjoy all modern amenities while embracing days full of nearby nature and exploring. Plenty of hiking, activities, and restaurants within a 10-30 minute drive. Come back after a long day to watch movies, grill dinner, and enjoy time in our large private backyard or screened in porch. *NOTE. We are located on a walkable residential street, location is not remote*

Popular amenities for Wilton vacation rentals

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