Villa holiday rentals in Wilton

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Top-rated villa rentals in Wilton

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Superhost

Villa in Bolton

4.53 out of 5 average rating, 17 reviews

Gatehouse Villa at Blue Water Manor w/pool, lake

Welcome to the Gatehouse Villa at Blue Water Manor! Be spoiled w/all the benefits of resort living, while you enjoy the privacy of this unique vacation property. Our 4BR Adirondack-style villa includes 2 decks w/dining, BBQ & a clean, large living space. Bask in the gloriousness of our inviting heated outdoor pool, or enjoy drinks lakeside, splash in the lake and frolic on the playground. Amazing property w/lake views. Enjoy live music & events year round at the Tavern or the Barrel restaurants!

Guest favourite

Villa in East Meredith

4.9 out of 5 average rating, 30 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

Guest favourite

Villa in Coxsackie

4.9 out of 5 average rating, 51 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

Guest favourite

Villa in Bolton

4.94 out of 5 average rating, 66 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.

Guest favourite

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.

Villa in Dolgeville

4.57 out of 5 average rating, 28 reviews

Cheerful 3 Bedroom Villa with a fireplace

This stylish place to stay is perfect for group trips. The house is nestled on the foot steps of the Adirondack mountains. It’s a great place for fishing, hunting and skiing or if you just want to roll on the grass and laugh out loud on the more than 1 acre of land that stretches out to the street down the creek. There are snowmobile paths if you bring one with you or you can jet ski on the lake. The choice is yours! The house comes with TV and cable for your entertainment indoors.

Guest favourite

Villa in Pownal

4.95 out of 5 average rating, 76 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

Villa in Cornwallville

4.95 out of 5 average rating, 84 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.

Superhost

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 including Cooperstown (30 min), Herkimer Diamond mines (30 min), Little Falls (18 minutes) and more!

Guest favourite

Villa in Ludlow

4.95 out of 5 average rating, 43 reviews

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

This unique house has a style all its own. with floor to ceiling windows and doors throughout There are 3 levels. top floor has 2 bedrooms with full baths and Hot Tub on the balcony middle level entry; plus Great room: with kitchen, dining, living, activity area with a big table, fireplace and 75 inch television bottom level has 2 bedrooma and 2 full baths