Villa holiday rentals in Wilton

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Top-rated villa rentals in Wilton

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Guest favourite

An indoor pool area is surrounded by natural wood paneling, creating a warm ambiance. The calm water of the pool reflects the light from multiple windows. Comfortable lounge chairs are positioned beside the pool, inviting relaxation and comfort.

Villa in Lanesville

4.88 out of 5 average rating, 125 reviews

Log cabin with INDOOR POOL foot of hunter mountain

Welcome to your perfect mountain escape just minutes from Hunter Mountain. This spacious log cabin villa is thoughtfully designed for memorable group getaways, comfortably sleeping up to 22 guests with 9 bedrooms and 3.5 bathrooms. Relax in the private heated 11x24' indoor pool and sauna—ideal for year-round enjoyment. After a day of skiing, hiking, or exploring, unwind in the game room, or gather around the cozy propane fireplace in the expansive living area, and send the kids to the game room

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Villa in Long Lake

4.93 out of 5 average rating, 14 reviews

Motel Long Lake ADK Cozy Winter Cabin w/Fireplace

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.

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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, 35 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

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Superhost

The outdoor heated swimming pool is framed by a stone patio, with a shaded pergola alongside. Sunlight reflects off the clear water, capturing the serenity of the surrounding landscape and distant hills at sunset.

Villa in Coxsackie

4.9 out of 5 average rating, 67 reviews

5-BR Villa with Pool and Dog Friendly!

Welcome to Hudson View Villa! Relax with family or friends at a hilltop property overlooking The Hudson and Berkshires. Hudson View House offers over 2900 sq ft of gorgeous luxury space with views of the Hudson and Berkshires virtually from every room. The scenic views of the surroundings, breathtaking sunrises and sunsets will want you never to go home! Heated swimming pool now Open ( May - Sep/October). Propane grill on back deck overlooking Hudson River. Tesla charging- bring own adapter

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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

Villa in Queensbury

5.0 out of 5 average rating, 6 reviews

Hot tub -Dog Friendly-Back Yard -2 night minimum

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 55” Outdoor TV and seating area All amenities For a vacation stay. No Garage

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Guest favourite

An outdoor area features a fire pit surrounded by multiple Adirondack chairs. The wooden deck, equipped with a dining table and chairs, is visible alongside a jacuzzi. Lush pine trees enhance the natural setting, creating a tranquil gathering space.

Villa in Prattsville

4.93 out of 5 average rating, 55 reviews

5BR/3BA Epic Mountain Estate: Fire Pit & Jacuzzi

Your Mountain Escape Awaits at Pratt Villa Escape the bustle & transcend to a relaxing getaway in nature 10 minutes from Hunter & Windham Ski Resorts Breathe the fresh crisp air on 6 acres of land, unwind in a steamy jacuzzi, cozy up by the fire pit or two fireplaces, and get competitive in the game room & bar Immerse yourself in nearby seasonal activities & come home to a spacious, fully-stocked home ready for your group Make the memories of a lifetime w/ all your friends & family year-round

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Guest favourite

The exterior of the lodge is captured at dusk, with soft lighting emanating from the windows. The building features multiple levels, a balcony on the upper floor, and a spacious grassy area in the foreground, framed by the surrounding trees.

Villa in Hunter

4.86 out of 5 average rating, 66 reviews

AK Lodge- 9 BR VILLA JUST FOR YOU AND YOUR FAMILY

The AK Lodge is Located in the Village of Hunter, a mile and a half from the entrance to Hunter Mountain Ski resort and seven miles from the Windham Ski resort. Located in the heart of the Catskill area there is plenty of outdoor activities to enjoy. There are different hiking trails, golf courses, tennis courts, country shops, and local restaurants. The home sits on a hill with a beautiful view of Hunter Mountain, great for Sunrises & Sunsets. Making the AK Lodge perfect for all seasons.

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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

4.84 out of 5 average rating, 31 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.

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Top Guest favourite

Villa in Town of Shandaken

4.99 out of 5 average rating, 69 reviews

Deerfoot Inn - Creekside Compound with Hot Tub & S

A perfect Catskills retreat on 4 acres. Deerfoot Inn features 4 bedrooms, exceptional design, and creature comforts. Relax in the hot tub and steam shower. Warm yourself by the outdoor fire pit or stone fireplace. Entertain with the chef’s kitchen, formal dining room, outdoor kitchen and living room. Primary suite with copper clawfoot tub, vanities in each bedroom. Luxury but make it fun. Nearby towns: Phoenicia (10mins), Margaretville (22mins), Woodstock (28mins), Hunter (28mins)

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Top 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

4.95 out of 5 average rating, 97 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!

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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, 64 reviews

Historic Stockbridge Villa on 25 acres

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, a grand party or just family togetherness in a beautiful place, far from the madding crowd but close to highways, shopping, spas and everything you might need.

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