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Villa rentals near Jiminy Peak Mountain Resort

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Top-rated villa rentals near Jiminy Peak Mountain Resort

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Top guest favorite
A serene outdoor area features a clear blue pool surrounded by wooden decking. Sun loungers are positioned alongside the pool, providing spaces for relaxation. In the background, a charming historic home and a white gazebo are framed by lush greenery.
Villa in Catskill
4.98 out of 5 average rating, 89 reviews

WILDINGS on Hudson - River Estate w amazing views

Hudson River Estate w breathtaking pool featured in House Beautiful mag only 7 min from Hudson town in Catskill,NY Enjoy the best of the Hudson Valley & Catskills region staying in fully renovated historic home right on the Hudson w storybook vistas of the RVW bridge & Olana 4 bed/3 bth, beautiful rooms and huge kitchen to create wonderful memories with friends & fam Discover one of the best corners of the nation and discover its restaurants, shops + natural wonders. No events allowed. Thanks

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
4.92 out of 5 average rating, 59 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 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
4.91 out of 5 average rating, 11 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.

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
4.94 out of 5 average rating, 89 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
4.92 out of 5 average rating, 49 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, 58 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.

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, 136 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.

Top guest favorite
Private room in Troy
5 out of 5 average rating, 8 reviews

Secret Garden Suite (near RPI)

Cozy Private Suite in Troy | Quiet & Safe Enjoy fast Wi-Fi, heating/AC, coffee corner, and free parking. Only 5 min to Russell Sage College, 8 min to Downtown Troy, and 12 min to Albany. No smoking, no parties.

A modest bedroom is furnished with a bed covered in a floral quilt. A window with lace curtains allows natural light to enter, while a radiator provides warmth. On the walls, framed art pieces add a decorative touch.
Private room in Albany

Cozy home in the capital of New York state

Enjoy a warm stay at this home centrally located.

Popular amenities for villa rentals near Jiminy Peak Mountain Resort