Villa holiday rentals in Wilton

Find and book unique villas on Airbnb

Top-rated villa rentals in Wilton

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Guest favourite

Villa in Niskayuna

4.86 out of 5 average rating, 14 reviews

Mansion@Rebeccas Fountain w/Chef near Saratoga NY

No Airbnb booking fee! Escape the city & discover luxury at The Hilltop Mansion @ Rebecca's Fountain, a hidden gem near Saratoga overlooking the Mohawk River. An 11 bed oasis on 3 acres offers pond, Hot Tub, Private Chef, hibachi, Masseur, outdoor games & more. Perfectly located for Albany, Saratoga, Lake George, boating, ski & all Capital Region adventures. ALB International Airport 12mins. Create lifelong memories. Ask how to book directly for events & extraordinary bundles. Central A/C added!

Superhost

Villa in Bolton

4.62 out of 5 average rating, 13 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

4.95 out of 5 average rating, 21 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 Bolton

4.93 out of 5 average rating, 54 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 Coxsackie

4.97 out of 5 average rating, 32 reviews

Catskill Villa/Pool with Hudson River View

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 Pittsfield

4.93 out of 5 average rating, 30 reviews

Luxurious Berkshire Mountain Retreat!!

Escape to the Berkshires at this 2 acre, private retreat. Gleaming hardwood floors, handmade Amish furniture, large interior and exterior areas for family activities as well as a heated in-ground pool with a slide for the kids that is open during the summer months! Given the 4 bedrooms and additional sleeping areas, this spacious ranch is suited for up to 6-8 guests with the ability to host more (there is a 1 bedroom pool house that can sleep an additional 2 guests for an additional charge).

Superhost

Villa in Dover

4.78 out of 5 average rating, 9 reviews

Huge Stunning Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Welcome to Mt Snow Villas!, Your ultimate mountain experience at Mount Snow. This stunning villa offers a harmonious blend of luxury, comfort, and convenience, making it the perfect choice for large groups, family gatherings, or anyone seeking an unforgettable escape to the mountains. With the indulgence of a Jacuzzi, hot tub, and sauna, your stay promises both relaxation and rejuvenation. ASK US ABOUT RENTING ALL 6 VILLAS AND HOSTING UP TO 60 PEOPLE FOR YOUR NEXT PARTY OR EXTENDED FAMILY!

Guest favourite

Villa in Winhall

4.88 out of 5 average rating, 16 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

4.53 out of 5 average rating, 15 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

4.97 out of 5 average rating, 39 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, 57 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.

Guest favourite

Villa in New Lebanon

5.0 out of 5 average rating, 10 reviews

Stone Manor: 15 minutes to Tanglewood

New. This property is like nothing you've ever seen. After 2 years of renovation, we welcome you to the Stone Manor --a 150-year-old former Shaker workshop, now a modern home that combines 21st amenities with the historic past of a Shaker settlement. If you are interested in hosting a wedding here, please search The Ruins at Sassafras.