Villa holiday rentals in Wilton

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Top-rated villa rentals in Wilton

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Guest favourite

A stone fire pit is surrounded by colorful adirondack chairs, offering a view of a two-acre lake and lush greenery. A hammock is situated nearby, with a pedal boat visible on the water. The scene is accented by a partly cloudy sky.

Villa in East Meredith

4.91 out of 5 average rating, 33 reviews

Private oasis in the Catskills, The Stewart Manor

An oasis with a PRIVATE TWO ACRE LAKE, pedal boat, pool table, fitness room with a sauna (perfect for after your day’s adventure and exploration). Great for a retreat. Other wonders include a front porch with a scenic view of the lake, stone fire pit, outdoor grill, game room, art room, and all sits in a beautifully landscaped eleven acres of land to explore. Winter sledding. (For events please inquire about event pricing - weddings, birthdays and other special gatherings.) IG: #TheStewartManor

A cozy living area is highlighted by a stone fireplace, providing warmth to the wood-paneled space. A comfortable sofa faces the fireplace, complemented by a decorative rug. Large glass doors invite natural light and offer access to a screened-in porch.

Villa in Long Lake

4.91 out of 5 average rating, 11 reviews

Birch Point Cottage in the Heart of the ADK Park

Birch Point is a cozy cottage at the heart of our property and half of our only duplex. Originally built as the property owner's year-round home, we lived here while renovating all of our cabins. Today we share it with our guests. For larger groups, it can be combined with Pine Place to create a spacious 10-person lodge—great for family reunions or friend getaways. Perched on a hilltop, it offers peaceful seclusion with easy access to lakeside amenities, perfect for relaxation and quality time.

Superhost

The grand estate features a symmetrical façade with large windows, a central entrance adorned with double doors, and a balcony above. Surrounding flowerbeds add color to the landscape, while the mature trees provide a natural backdrop. A gravel path leads up to the entrance.

Villa in Fort Plain

Whistling Hills Estate

Adventure awaits you in this rustic getaway. Set on 135 private acres, this grand estate surrounded by mature pine trees is filled with character and plenty of room to accommodate your every need. If you’re lucky you might see some horse and buggies on your drive over! Close to some major sights: ⚾️Cooperstown and Baseball Hall of Fame (30 min), 💎Herkimer Diamond mines (30 min), 📸Little Falls (18 minutes) 🛍️Sharron Springs boutiques & lavender (20 minutes) ⛰️Hiking in the Adirondack’s

Guest favourite

The exterior of a turn-of-the-century home is depicted, featuring a textured white facade and multiple arched entryways. A shaded porch is accentuated by hanging lights and comfortable seating, while lush greenery surrounds the property, providing a serene and inviting atmosphere.

Villa in Bolton

4.93 out of 5 average rating, 72 reviews

100 yrs old 2024! Historic Musician's Villa Bolton

This truly intriguing turn-of-the century home transports guests to the inspiring mood & enduring character of the great & gracious. Built by a legendary musician’s family w/focus on elegant entertaining, this 100 yr old home is ready for guests after 3 yrs of restoration. Remaining true to original form, guests find showpiece architectural acoustics in great room, elevated framework throughout w/timeless archways, dramatic stairway w/ornate balustrade, romantic rounded walls, relaxing patios.

The house is set on a grassy lot, featuring a screened porch and large windows. Well-kept shrubs line the property, and mature trees provide shade. The structure's exterior displays a soft neutral tone, with a distinct architectural style that offers charm and character.

Villa in Queensbury

5 out of 5 average rating, 3 reviews

Private City Line Compound

2 Bedroom,s sleep 4, Walk to Coffee Shop, Breakfast, locations, Restaurants, Grocery Market, medical. West Mountain Ski Area 5 miles away. Summer activities there . Bike path to lake George accessibility from house. 2 car secure garage . 6 person Hot Tub on outdoor porch, with 43” TV. 63’ TV in Living , Room, Sonos Theatre sound system 43” TV’s in Bed Rooms . WiFi/internet/cable Outdoor gas grill Breakfast Nook 65" Outdoor TV and seating area All amenities For a vacation stay. No Garage

A spacious hot tub sits on a wooden deck, surrounded by snow-covered trees and greenery. Steam rises gently from the water, creating a serene atmosphere on a winter day.

Villa in Hensonville

4.92 out of 5 average rating, 64 reviews

Private Pool, hot tub & Bar open!Windham Art House

WELCOME TO OUR MID-CENTURY WINDHAM ART HOUSE WITH A LUXURIOUS YEAR-ROUND HOT TUB, OUTDOOR SEASONAL SWIMMING POOL, WALL-TO-WALL FIREPLACE, CUSTOM BAR, 2.7 ACRES OF LAND WITH A PRIVATE CREEK, AND MORE! This gorgeous five bedroom 2.5 bath home of nearly 3,000 sq ft offers so much: NATURE and PRIVACY, beautiful nature, a creek, giant trees, RELAX and ENTERTAINMENT, swimming pool, hot tub, fireplace, bar, grill, Smart TVs, original ART, PREMIUM bedding & toiletries. True and rare Catskills treat.

Guest favourite

A spacious entertainment area is featured, showcasing a wet bar and a pool table, with comfortable seating arranged around the space. Large windows allow natural light to fill the room, while a television is mounted on the wall. A dining table is visible in the corner.

Villa in Winhall

4.91 out of 5 average rating, 23 reviews

Stonehouse at Stratton

Create cherished memories in this unique, family-friendly haven. Designed for entertainment, enjoy a wet bar, pool table, ping pong, darts, and more. Heated floors and Bluetooth sound systems add luxury. Each bedroom has a private bath. The expansive kitchen accommodates the entire family, and a fireplace invites warmth after skiing or boarding. Revel in privacy on 4 acres, with a 2-car heated garage. Only minutes from Stratton, this home offers comfort and leisure in every detail.

Guest favourite

An aerial view captures the spacious villa surrounded by vibrant autumn foliage and rolling hills. The property features a pool nestled among trees, with expansive lawns and a gravel driveway leading up to the home, offering a serene retreat in nature.

Villa in Pownal

4.94 out of 5 average rating, 89 reviews

Vermont Vacation Villa—Grapevine Getaway

Nestled in the stunning natural beauty of Vermont, this striking villa offers the perfect escape from the hustle and bustle of everyday life. Surrounded by rolling hills, and picturesque countryside, this home is a paradise. Whether exploring the area's cultural institutions, immersing yourself in the natural beauty of Vermont, or relaxing and unwinding with family and friends, this vacation home is the perfect retreat. Experience the magic of this beautiful area for yourself!

Guest favourite

A bright living room features a comfortable seating area with a white sofa and chairs. A large artwork is mounted above a fireplace, while a decorative mirror is positioned nearby. Natural light enters through a large window, revealing expansive views outside.

Villa in Hudson

4.91 out of 5 average rating, 46 reviews

Mountain-View Retreat @ Hudson

Experience breathtaking mountain views from this designer-decorated home in the heart of Hudson.. Inside, enjoy a full game room, in-house laundry, and on-premise parking. The fenced property offers complete privacy with a security system. Walk to downtown Hudson (5 minutes drive), access nearby track and tennis courts, or take a short drive to Catskills trails, Bash Bish Falls, and Hunter Mountain. Ideal for relaxation and adventure, with easy Amtrak access nearby.

Guest favourite

A game room features a pool table, shuffleboard table, and comfortable seating. Large windows allow natural light to fill the space, highlighting rich wood accents and green walls. Access to the outdoor area is provided through glass doors, complementing the recreational atmosphere.

Villa in Cornwallville

4.96 out of 5 average rating, 92 reviews

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

Welcome to Blue Heaven! A true paradise retreat with 2 houses, your own private inground pool, outdoor shower, pool house, playground, a Speakeasy bar room with billiards, darts, and shuffleboard! Located in the heart of the Catskills just 3 minutes away from Zoom Flume water park and 15-20 minutes away from Hunter/Windham Mountains. Enjoy swimming, roasting smores in the firepit, hiking, skiing/snowboarding, snowshoeing, or soaking up the stars in our hot tub.

Top guest favourite

The villa's exterior showcases a large three-story structure, adorned with white siding and multiple windows. A spacious deck leads to the front entrance, framed by greenery from surrounding trees. The sky above is partly cloudy, providing a serene backdrop.

Villa in Stockbridge

4.95 out of 5 average rating, 57 reviews

Historic Stockbridge Villa on 25 acres sleeps 16

At the end of a tree-lined driveway, this huge private eleven bedroom villa sits by the edge of a field with garden and blackberry patch surrounded by 25 acres of woods. Walking paths reveal rocky knolls and paths circling through pine and maple trees. The private estate has ample space for a retreat, a workshop or just family togetherness in a beautiful place, far from the madding crowd but close to highways, shopping, spas and everything you might need.

Superhost

A spacious dining area features a large wooden table set for eight, complemented by modern gray chairs. Large windows offer views of the wooded surroundings, while a spiral staircase leads to an upper level. A cozy living area is visible in the background.

Villa in Dover

4.84 out of 5 average rating, 19 reviews

Large Updated Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Relax at Mt Snow Villas!! Welcome to our gorgeous mountain villa duplex nestled in the heart of breathtaking West Dover just 1/2 mile from Mount Snow! If you're seeking a peaceful escape from the hustle and bustle of everyday life, this spacious villa offers a perfect blend of warmth, elegance and modern comfort, making it the ideal getaway for couples, families, or groups of friends.