Villa vacation rentals in Wilton

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

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.

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

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.

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

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.

Your tranquil escape, and is also for sale.

Experience unparalleled luxury, where opulent decor and furnishings from around the world create a unique haven. The upper level includes two bedrooms and 2.5 bathrooms, a master suite with a jacuzzi. Stunning mountain views from the hot tub, unwind by fireplaces, or discover serenity in the meditation chapel. For an additional cost, the downstairs area offers an apartment and office. The villa effortlessly blends comfort and sophistication, providing the perfect retreat for any purpose.

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.

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!

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.

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.

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.