
Villa holiday rentals in Wilton
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Top-rated villa rentals in Wilton
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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

Two entire houses on Hunter Mtn with Creek
Two entirely renovated and modernized houses located on one of the most beautiful streets in the entire Catskills on the back side of Hunter Mountain, across the street from a pristine creek supplying drinking water to NYC. Perfect for one or two families or a large group of friends! Enjoy unobstructed mountain views, terrific ex-NYC restaurants within 15 min driving distance, two full kitchens (one in each house), two full laundries, clean air, great hikes and everything this area has to offer.

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.

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

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

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

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

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.

Retreat to 56 Acres w/ Hot Tub, 2 Acre Pond, Pool
Experience this bucolic private getaway. Hike, roam or ramble on 56 acres with hot tub and 2 acre pond. 5000 sq ft home offering 2 bedrooms, 4 bathrooms (with 4 additional bedrooms and 2 additional baths available w/ add on fee Large hot tub seats 6!!!! Indoor heated pool (open May through October) The amazing 2 acre pond has bass fishing, and kayaks. The 56.6 acres have trails throughout to explore. Fully stocked kitchen, and more. Come and visit this oasis 2 hrs from NYC.

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!

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.

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.
Popular amenities for villa rentals in Wilton
Private villa rentals

Trail Creek 11 Sports Center near Golf

Villa with Games Room + Fitness Center Access

Motel Long Lake Lakeview Winter Cabin w/Fireplace

Motel Long Lake Winter ADK Cabin w/Loft, Fireplace

Vermont Villa Near the Trails

2-Bedroom Villa w/ King, Queen & Private Balcony

Whiffletree Out Door, Pool, Tennis, Golf

Base of Killington with Sports center access Golf
Luxury villa rentals

Villa Santa Lucia ....Piece of Italy in Upstate NY

Cozy, Comfy & Sunny Renovated Sugarbush Condo

Hands Down

Whiffletree Out Door, Pool, Tennis, Golf

Pico F305 slope side Pool, Gym & Sauna
Villa rentals with a pool

The Villas on Lake George - Villa Suite

Pico D305 located slope side at Pico quiet area

Sunrise East Glade C8 Ski on Ski off

Pico C103 located at the base of Pico Mountain

Whiffletree Out Door, Pool, Tennis, Golf
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Lake George
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Howe Caverns
- Six Flags Great Escape Lodge & Indoor Water park
- June Farms
- West Mountain Ski Resort
- Thacher State Park
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Gore Mountain
- Adirondack Extreme Adventure Course
- MVP Arena
- New York State Museum
- Emerald Lake State Park
- National Museum of Racing and Hall of Fame
- University at Albany
- Massachusetts Museum of Contemporary Art





