Villa rentals near Jiminy Peak Mountain Resort

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Top-rated villa rentals near Jiminy Peak Mountain Resort

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Superhost
The outdoor heated swimming pool is framed by a stone patio, with a shaded pergola alongside. Sunlight reflects off the clear water, capturing the serenity of the surrounding landscape and distant hills at sunset.
Villa in Coxsackie

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

4.87 out of 5 average rating, 70 reviews
Top guest favorite
Private room in Troy

Elegant Suite / Free Parking/Near RPI

Welcome to this thoughtfully designed sanctuary infused with the essence of nature. We offer workshops on Chinese ink wash painting and paper flower crafting; please feel free to ask Lily for details if you are interested. Tranquil Private Suite | Minutes to RPI & Research Hubs • Private Suite in Troy w/ Reserved Parking & Fast Wi-Fi • Scholar & Pro Retreat: Quiet Suite near RPI/Albany • Dedicated Workspace • Free Parking on Premises • Fast Wi-Fi (The homeowner lives on the second floor)

4.97 out of 5 average rating, 67 reviews
A vibrant red gate adorned with intricate spiral designs stands at the entrance to a pathway. The backdrop features a sunset sky with wispy clouds, while lush greenery frames the sides of the gravel trail leading beyond the gate.
Private room in Craryville

Artist, Writer & Nature Retreat: Spiral Room

A unique stay in an art and architecture retreat, immersed in a 68-acre property 12 miles from Hudson . The room is in the house of S.U.N.F.A.R.M. (s-u-n-f-a-r-m.org), a site-specific land art project. The house artwork includes design drawings, conceptual diagrams, sculptural furniture and functional art. The dwelling itself is based on living as experiential art: yoga and meditation are practiced inside sculptures and sundials—in grounds shaped by two spirals connected by a ¾ mile axis.

4.91 out of 5 average rating, 11 reviews
Superhost
Villa in Sharon

Beautiful Colonial Getaway with Private Pool

Come enjoy a country getaway in a rustic home dating to 1768! The colonial charm of this five-bedroom home is sure to capture your heart, offering a beautiful private pool , pool house, barn, and main house with plenty of space for the whole family or a group of friends. Situated on 22 acres of land in rural Connecticut, this home is perfect for a blissful retreat - located only two hours from NYC and three hours from Boston in a picturesque New England town. See notes for pool below.

4.85 out of 5 average rating, 13 reviews
Superhost
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

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.

4.84 out of 5 average rating, 31 reviews
Private room in Loudonville

Luxury Private Suite on a Historic Estate

Stay in a beautifully restored 1860 historic estate set on 3.5 peaceful acres. Enjoy a private guest suite with an en-suite bath and office and thoughtfully appointed amenities for a comfortable stay. Guests have access to well-maintained common spaces, including kitchens, laundry facilities, sitting areas, a bright sunroom, and indoor garage parking. Conveniently located minutes from shopping, dining, and everyday essentials, while downtown Albany is only a 10–12 minute drive away.

4.75 out of 5 average rating, 8 reviews
The exterior of the spacious home is viewed from the lawn, showcasing a large stone chimney at the center. Two levels of balconies and decks are visible, bordered by lush greenery, creating a welcoming outdoor space. The structure features wooden siding and multiple entrances.
Villa in Town of Taghkanic

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.

5.0 out of 5 average rating, 3 reviews
Guest favorite
A spacious living area features a large sectional sofa positioned around a warming fireplace, with logs neatly stacked beside it. Natural light fills the space through multiple windows, while a spiral staircase leads to the upper level. Soft area rugs add comfort to the wooden floor.
Villa in Dover

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!

4.9 out of 5 average rating, 21 reviews
Top guest favorite
An aerial view captures the spacious villa surrounded by vibrant autumn foliage and rolling hills. The property features a pool nestled among trees, with expansive lawns and a gravel driveway leading up to the home, offering a serene retreat in nature.
Villa in Pownal

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!

4.95 out of 5 average rating, 100 reviews
Top guest favorite
The villa's exterior showcases a large three-story structure, adorned with white siding and multiple windows. A spacious deck leads to the front entrance, framed by greenery from surrounding trees. The sky above is partly cloudy, providing a serene backdrop.
Villa in Stockbridge

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.

4.96 out of 5 average rating, 67 reviews
Guest favorite
A bright living room features a comfortable seating area with a white sofa and chairs. A large artwork is mounted above a fireplace, while a decorative mirror is positioned nearby. Natural light enters through a large window, revealing expansive views outside.
Villa in Hudson

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.

4.94 out of 5 average rating, 82 reviews
Guest favorite
A game room features a pool table, shuffleboard table, and comfortable seating. Large windows allow natural light to fill the space, highlighting rich wood accents and green walls. Access to the outdoor area is provided through glass doors, complementing the recreational atmosphere.
Villa in Cornwallville

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.

4.95 out of 5 average rating, 106 reviews

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