
Holiday houses in Lenox
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Top-rated holiday rentals in Lenox
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Lenox holiday rentals
Other great holiday rentals in Lenox
Top Guest favourite

Home in Wilmington
5 out of 5 average rating, 14 reviews3+ Bedroom-Pets-MtSnow-ChimneyHill-GameRm-IndrPool
LynnRating, 5 stars1 month 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 Athens
5 out of 5 average rating, 38 reviewsPerfect home for a getaway from NYC
ScottRating, 5 stars1 day ago
Antonio and Yoon's place was perfect for our large group and dog. It's a very spacious home that is thoughtfully designed and in a lovely residential community. The beds and furniture were extremely comfortable, the backyard huge with a large patio and a fire pit. The six bedrooms, three full bathrooms, two living rooms, dining room, fully stocked kitchen, and finished basement gave our group of ten adults more than enough room to both gather together and enjoy time on our own. The location is near wonderful hikes and great restaurants and shops in Athens, Catskill, Hudson, and more. Antonio and Yoon were proactive, friendly, and clear in all communications. Highly recommended!
Guest favourite

Holiday home in East Durham
4.94 out of 5 average rating, 49 reviewsBeautiful 2 bedroom home with panoramic view
ChristopherRating, 5 stars4 months ago
I have stayed at this home many times and it never disappoints . All ways very clean and check in and out very easy . I would definitely recommend this home .
Top Guest favourite

Home in Millerton
4.97 out of 5 average rating, 175 reviewsVacation Home In Millerton
AnnaRating, 5 stars1 day ago
We had a fantastic time on our Girls' Weekend! The place was beautiful, exactly as she described. We were all so impressed with the indoor space, the outdoor space, the cleanliness, amenities, full kitchen, bedrooms - it was exactly what we were looking for and all of us had a great time! Thank you again!
Guest favourite

Home in Monroe
4.93 out of 5 average rating, 14 reviewsThe Camp
BrendaRating, 5 stars1 month ago
We enjoyed a short ski trip to Berkshire East. M's place was comfortable, spacious and clean. The kitchen had everything we needed to cook and make coffee. They even had dog bowls and treats for our pup! Snow removal was completed early, allowing us to get out and on the slopes for the day. As M says in the description, you definitely need a vehicle with AWD or 4X4 since you are nestled in the mountains. We enjoyed the bountiful binder with history of the small town and local attractions. I would caution people with young children and older folks about the steep staircase to the 2nd floor where the bedrooms are. The 1 full bath is on the first floor so if you're like me, you need to navigate the stairs in the middle of the night. We didn't mind this since it is part of the charm of a historic building and our family of four including two teens had no problems. We enjoyed our stay and would love to return!
Top Guest favourite

Home in Whitingham
5 out of 5 average rating, 57 reviews14mi to Mt. Snow! Arcade, Private Suite, King Bed!
JuliaRating, 5 stars1 day ago
Great spot! Stayed at Eric's place for a weekend with a group of college students (8) looking to hit the reset button and had plenty of space. It was spotless and comfortable, and we had no trouble finding what we needed. The virtual guide is also super helpful!
Superhost

Home in Cornwall
4.82 out of 5 average rating, 93 reviewsState Forest Getaway
TarynRating, 5 stars2 months ago
Had a great time in Cornwall, CT. We go away every year with friends for new years, renting a different house every time. This was one of our favorites. Loved the modern yet rustic decor. Bathrooms were beautiful and heated doors throughout. Big table for our expanded crew and puzzles. And very peaceful on the river, close to Mohawk Mt., etc. Great way to ring in 2025! Thanks Elena.
Top Guest favourite

Home in Athens
5 out of 5 average rating, 16 reviewsLake house with arcade games
AdrienneRating, 5 stars2 months ago
Rosane and Daniel's place was great. Very clean and comfortable. It was well stocked with everything we needed.
Quick stats about holiday rentals in Lenox
Total rentals
240 properties
Nightly prices starting at
$16 AUD before taxes and fees
Total number of reviews
7.9K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
40 properties have a pool
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- Windham Mountain
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Berkshire East Mountain Resort
- Albany Center Gallery
- Taconic State Park
- Bousquet Mountain Ski Area
- Six Flags New England
- Mount Sugarloaf State Reservation
- Mount Snow Ski Resort
- Kent Falls State Park
- Bull's Bridge Golf Club
- Mohawk Mountain Ski Area
- Ski Sundown
- Opus 40
- Otis Ridge
- Butternut Ski Area and Tubing Center
- Naumkeag
- Bash Bish Falls State Park
- Beartown State Forest
- Berkshire Carousel
- Berkshire Botanical Garden
- Canterbury Farm
- Norman Rockwell Museum