Villa rentals near Jiminy Peak Mountain Resort

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Top-rated villa rentals near Jiminy Peak Mountain Resort

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Guest favorite
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
4.91 out of 5 average rating, 58 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

A modern architectural building with white and red panels is set against a cloudy sky. The structure features large windows and an open patio, surrounded by green edges and a grassy area. Columns are aligned in front, leading toward an expansive landscape.
Private room in Craryville
4.9 out of 5 average rating, 20 reviews

Art-Nature-Architecture Retreat: North-West 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.

A Swiss Chalet styled house is set among lush trees beside a serene pond. The outdoor area features a large driveway with ample parking space. A deck leads to the entrance, providing a welcoming atmosphere. The natural surroundings evoke a sense of tranquility.
Villa in Taghkanic
4.76 out of 5 average rating, 59 reviews

5k+ Sq Ft of Luxury Living on 54 Acres near Hudson

The Swiss Chalet styled house is tastefully decorated with a contemporary but cozy flair with over 5000 Sq Ft of Living Space. The front porch has a stunning view of the huge pond & the back porch overlooks the pool, fenced grounds & 54 acres of forest beyond. The back yard offers a large porch, 20’x40’ pool, hot tub, ( Pool & Tub in summer months) covered blue stone patio (with seating), barbecue grill, kids’ swing & slide set, & 1 acre of fenced in, manicured lawn. NO PETS ALLOWED.

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
4.9 out of 5 average rating, 10 reviews

Art-Nature-Architecture 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.

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 Taghkanic
5 out of 5 average rating, 3 reviews

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.

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
4.94 out of 5 average rating, 87 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 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
4.91 out of 5 average rating, 44 reviews

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.

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
4.95 out of 5 average rating, 57 reviews

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.

Superhost
A spacious dining area features a large wooden table set for eight, complemented by modern gray chairs. Large windows offer views of the wooded surroundings, while a spiral staircase leads to an upper level. A cozy living area is visible in the background.
Villa in Dover
4.84 out of 5 average rating, 19 reviews

Large Updated Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Relax at Mt Snow Villas!! Welcome to our gorgeous mountain villa duplex nestled in the heart of breathtaking West Dover just 1/2 mile from Mount Snow! If you're seeking a peaceful escape from the hustle and bustle of everyday life, this spacious villa offers a perfect blend of warmth, elegance and modern comfort, making it the ideal getaway for couples, families, or groups of friends.

An arcade room features a variety of games, including a vibrant green air hockey table at the center. Nearby, colorful games and a television surround comfortable seating, providing an inviting space for entertainment and enjoyment.
Villa in South Lee
4.78 out of 5 average rating, 36 reviews

Spacious Villa with Access to Various Amenities!

This is the perfect villa for your group! Enjoy an awesome location and access to a number of exciting amenities including a fitness center, 2 pools, a hot tub, dining options on-site, and an 18-hole mini golf course when you stay in our villa! Located in central Berkshires, Massachusetts, you'll love this awesome rental in a fantastic location.

A view of the resort's outdoor area showcases green tennis courts surrounded by trees and grass. Multiple buildings featuring wooden exteriors are positioned in the background, with gentle hills covered in lush greenery rising beyond.
Villa in South Lee
4.77 out of 5 average rating, 135 reviews

Villa with Access to Amazing Amenities!

Sleeps 4 up to 6 people (Max 5 Adults) - Large and small outdoor pool - Two indoor pools: Open - Hot Tub - 2 on-site Bar - *18-hole mini golf course - *Sports courts - *Barbecue grills - *Fitness center - *Parking - *Wi-Fi - *Fitness gyms - Hiking Trail - Game Room: arcade-style games - On-site Café and Marketplace grab & go

A view of the resort grounds showcases well-maintained tennis courts, surrounded by lush greenery. Mountainous terrain rises in the background, providing natural beauty to the setting. The architecture includes several buildings, featuring balconies and clustered lights that enhance the outdoor space.
Villa in South Lee
4.69 out of 5 average rating, 36 reviews

Villa with Access to Various Amenities

When you stay in our villa, you'll have access to a number of exciting amenities including a fitness center, 2 pools, a hot tub, dining options on-site, and an 18-hole mini golf course! Located in central Berkshires, Massachusetts, you'll love this awesome rental in a fantastic location.

Popular amenities for villa rentals near Jiminy Peak Mountain Resort