Villa rentals near Jiminy Peak Mountain Resort

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Top-rated villa rentals near Jiminy Peak Mountain Resort

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

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 favourite

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, 48 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 favourite

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 favourite

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.