
Holiday rentals in Westhampton
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Top-rated holiday rentals in Westhampton
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Westhampton
Top guest favourite

Home in Wilmington
5 out of 5 average rating, 14 reviewsSpring Hiking Pet Retreat I Game RM l ChimneyHill
LynnRating, 5 stars2 months ago
Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!
Top guest favourite

Home in Granby
5 out of 5 average rating, 7 reviewsLake house retreat Granby CT
DianeRating, 5 stars3 weeks ago
We were in the area to meet our son's fiance's extended family. Nathania's home was perfect! We had 7 adults and 5 little boys ages 9, 7, 5, 2, and 2 months. There was plenty of space to spread out and enjoy the time together. The hot tub, kayaks, and foosball table were especially popular! We were able to host a family dinner with guests which was wonderful. Everything we needed for preparation was readily available. Lots of beautiful parks, playgrounds, hiking areas. Plenty to keep everyone entertained! Nathania was extremely kind, gracious, and responsive to questions. We had absolutely zero issues. So grateful for a wonderful vacation. Thank you for sharing your idyllic home with us. We hope to visit again!!!
Top guest favourite

Home in Millerton
4.96 out of 5 average rating, 186 reviewsVacation Home In Millerton
AbhinandRating, 5 stars1 week ago
We had a wonderful one-night stay at this beautiful and peaceful property! The house is nestled in lush greenery, offering a private and serene escape from the city. We especially loved having access to the basketball court — it was such a fun and unique touch that made our stay even more memorable. The home was clean, cozy, and well-equipped with everything we needed. Highly recommend for anyone looking for a relaxing getaway with a bit of outdoor fun!
Top guest favourite

Home in Charlemont
4.95 out of 5 average rating, 56 reviewsTall Pines Rental
GeorgiaRating, 5 stars1 month ago
It's hands down one of the best AirBnBs in the area! I've stayed at three different homes in the Charlemont area over the past three years, and this is by far the best. The home is in a perfect location near town, yet still feels private and secluded. It had everything we needed to make our stay seamless (keyless entry, TV, heat, all the kitchen utensils you could think of, extra amenities in the bathroom, etc.) They are also incredibly welcoming to pets - they even have extra dog bowls and a dog bed! If you're looking for a beautiful space that feels like home (with a reasonable price), this is it!
Guest favourite

Home in Monroe
4.93 out of 5 average rating, 15 reviewsThe Camp
ZoeRating, 5 stars1 day ago
Lovely little home which was great to fit a larger group of people with plenty of accommodation. Definitely no signal in surrounding area, so have directions loaded up, but wifi at home worked fantastic!
Top guest favourite

Cabin in Cornwall
5 out of 5 average rating, 49 reviewsBeautiful Cabin in Cornwall CT.
MarianRating, 5 stars2 weeks ago
Even though it rained, the spring weekend was beautiful! Henry’s yard provided the perfect place for kids to run around and play, while enjoying the flowers and the thoughtfully cared for garden. We hiked the nearby beautiful waterfall and strolled around the delightful town of Kent (with a great bookstore and nice cafes). Thank you for a memorable, relaxing weekend!
Top guest favourite

Home in Great Barrington
5 out of 5 average rating, 13 reviewsGreat Barrington Ranch. Sleeps 10,Hot Tub, 5 acres
JuanRating, 5 stars2 months ago
We loved this airbnb! The location was perfect very close to Catamount where we went skiing. The house had plenty of space for 9 people. The best part was the host though. Alyssa’s communication is great and she was very flexible and helpful. Would definitely stay again!
Guest favourite

Home in Canaan
5 out of 5 average rating, 14 reviewsLuxury/pool/private Villa Mariana Blackberry River
WayneRating, 5 stars4 months ago
Great stay at Andrea's house in Canaan. House is very nicely renovated and appointed with plenty of room for a family gathering. Walking distance to restaurants in town, and really enjoyed the firepit. Would definitely stay again.
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Six Flags New England
- TPC River Highlands
- Berkshire East Mountain Resort
- Taconic State Park
- Mount Snow Ski Resort
- Bushnell Park
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Hartford Golf Club
- Kent Falls State Park
- Beartown State Forest
- Naumkeag
- Pineridge Cross Country Ski Area
- Otis Ridge
- Rockledge Golf Club
- WIckham Park
- Keney Park Golf Course
- Talcott Mountain State Park
- Bright Nights at Forest Park