Villa vacation rentals in Mendon

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Top-rated villa rentals in Mendon

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An aerial view of the Windsor Mansion showcases its elegant Colonial Revival architecture. The surrounding landscape includes neatly arranged gardens, a tiered terrace, and outdoor seating areas. A pathway leads from the front entrance to the lush green lawn, framed by trees and shrubbery.

Private room in Windsor

4.89 out of 5 average rating, 36 reviews

Private Wing of largest Colonial Mansion in US

Built in 1902 and comprehensively renovated in late 2016, the Windsor Mansion is an incredibly well preserved example of Colonial Revival Architecture. Filled with elegance & history, Three US Presidents have slept here. Our 17 Rooms/Suites are individually decorated each with private bathroom & free wireless internet. Set on 14 acres with a tiered terrace offering spectacular views & a custom fire pit. Lots to see in area including Saint-Gaudens Nat'l Park, Quechee Falls, Dartmouth College, etc

An aerial view reveals a spacious white house surrounded by lush greenery, set on a well-maintained lawn. The property is framed by trees, with a winding driveway leading to the entrance, showcasing the estate's privacy in a tranquil, woodland setting.

Villa in Woodstock

4.8 out of 5 average rating, 5 reviews

Woodstock/Barnard Chalet 20 min Killington dog ok

Rarely Available estate - Nightly, Weekly or monthly stays available for winter 2024-5. Our 5 br family home is 5 min to Woodstock&Barnard, town centers 20 min to the Killington skyeship, 35 min to Okemo an 5 min to S6. Its a Stunning Estate on 25 acres of lush Vermont. Woodstock is close and one of New England's favorites. Grill on the rear deck with your private hot tub. Sip wine on the porch with magical views. Make this your getaway. <2 hr to Boston. Inquire about Winter 24/25 leases.

Guest favorite

A cozy living area features two light-colored armchairs and a matching sofa, arranged on a rich, patterned rug. Natural light enters from large windows, illuminating the warm wooden beams and walls. A wooden bookshelf and dining area are visible in the background.

Villa in Bolton

4.94 out of 5 average rating, 64 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.

A game room features a classic billiard table at the center, surrounded by slate flooring. The space includes large windows providing natural light, along with bookshelves filled with books and various wall art. Accessories like cue sticks and a guitar are visible, enhancing the playful atmosphere.

Villa in Rupert

4.32 out of 5 average rating, 59 reviews

Gorgeous Victorian-Style House w/ Hilltop Pool!

Nestled in a serene valley of the Green Mountain National Forest and boasting 5 acres of maple tree-laden land, this Victorian home is the place for an unparalleled retreat. The 6-bedroom, 3.5-bath vacation rental was built in 1856 and boasts a perfect blend of old-fashioned charm and modern luxury. Spend your days relaxing at the river on-site, taking a dip in the pool, or roasting s'mores at the fire pit. During winter, curl up with a book in the library and gaze out over a snowy hillside.

Guest favorite

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

4.91 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.

Guest favorite

Villa in Dover

4.89 out of 5 average rating, 18 reviews

Huge Stunning Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Welcome to Mt Snow Villas!, Your ultimate mountain experience at Mount Snow. This stunning duplex 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!

Guest favorite

A modern ceiling fan with five black blades is centered above a spacious living area, featuring two large skylights that allow natural light to fill the room. Tall windows frame the outside view, bringing the beauty of the outdoors inside.

Villa in Warren

5 out of 5 average rating, 26 reviews

Cozy, Comfy & Sunny renovated Sugarbush condo

You'll love this sunny stand alone condo/villa with it's proximity to Sugarbush Ski Resort. A short walk to access trails to the lifts and ski home! Located adjacent to the mountain, you'll enjoy this renovated and updated two level space. All new fully equipped kitchen, baths, hardwood floors and Rinnai heater. Outdoor ski locker for all your gear.

Superhost

A game room is highlighted by a foosball table and several pool tables. Green pendant lights hang above the pool tables, providing illumination. The floor features wood-like flooring, enhancing the spacious feel of the area. Walls are painted in neutral tones, contributing to a relaxed atmosphere.

Villa in Brownsville

4.79 out of 5 average rating, 71 reviews

Villa with a Fireplace Near the Trails

Dreaming of a cozy villa with a fireplace? You'll be able to enjoy panoramic views from the top of Mt. Ascutney State Park right outside your door when you stay in this fantastic location. With an awesome fitness centre, a restaurant, and more on-site, you'll have access to a number of great amenities!