House vacation rentals in Lenox

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Popular amenities for Lenox house rentals

House rentals with a hot tub

Guest favorite
Home in Rhinebeck
4.91 out of 5 average rating, 232 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

ShannonRating, 5 stars2 weeks ago
Enrique's place was conveniently located near Rhinebeck, but alao far enough away that it was peaceful and quiet. Worth having a drink in the tavern at Beekman Arms and breakfast sandwiches at Rhinebeck Bagels. We especially enjoyed the hot tub. Enrique was a wonderful, informative host, and available if we needed (we didn't). Overall, we had a nice, relaxing weekend.
Top guest favorite
Home in Saugerties
5 out of 5 average rating, 204 reviews

Lilac House- It's for the Birds

BarishRating, 5 stars1 month ago
The Lilac House is the ultimate dream AirBnB! Kathy is the most communicative, proactive, and thoughtful host I've ever encountered. My group felt like we were being personally attended to and had a true bed and breakfast experience, despite Kathy not being physically present. The house is lovely and has everything you could possibly imagine you'd need. We had such a relaxing fantastic weekend, birdwatching from the hot tub. The area is great, with Kingston just a 15 minute drive away, and such a cool town! Rhinebeck is a bit further out but also great. Great food and hikes to be had all over.
Guest favorite
Home in Hudson
4.95 out of 5 average rating, 152 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

JoãoRating, 5 stars2 weeks ago
Beautiful house in upstate with a hot tub and barbecue that allowed us moments that we won’t forget. Chris was very responsive and maintained the communication throughout our stay. The house was spacious, clean, great amenities and extra care from the host. The location was also good, close to Hudson but private. We loved it and hope to be back soon!
Guest favorite
Home in Elizaville
4.86 out of 5 average rating, 101 reviews

Peaceful Hudson Valley Retreat House with HOT TUB!

JessicaRating, 5 stars3 weeks ago
Great spot to gather with friends. So close to trails and lovely towns. Loved the wood stove and hot tub!
Guest favorite
Home in Saugerties
5 out of 5 average rating, 149 reviews

Upstate Modern Scandinavian Barn in the Catskills

WendyRating, 5 stars1 month ago
I only wish we could have stayed longer! MC’s house is surrounded by beautiful nature and has no shortage of fun activities - tennis court, hot tub, fire pit, hiking nearby, etc. It was very comfortable and clean. The hosts were welcoming and communicative.
Superhost
Home in Red Hook
4.88 out of 5 average rating, 230 reviews

Wooded Retreat w/ Hot Tub and Trout River

StephanieRating, 5 stars1 week ago
We really can’t say enough about Jackie’s place. Beautiful and peaceful surroundings. The home is well appointed and comfortable. The place is so nice we actually cancelled our plans for Saturday night just to stay in and enjoy the vibe. Spent part of the evening just relaxing in the hot tub looking at the amazing night sky!! The kitchen had everything we needed to cook dinner and a nice selection of pots and pans. Would highly recommend. Jackie was very responsive and easy to reach.
Guest favorite
Home in Saugerties
4.94 out of 5 average rating, 221 reviews

Barn Home - Solar! - Music Studio, Views & Hot Tub

CallyeRating, 5 stars1 month ago
The house and property are beautiful! Steven made himself very available for any questions/needs. Great stay!
Guest favorite
Home in Wilmington
4.84 out of 5 average rating, 171 reviews

The Vermont Barn (Mount Snow)

AmandaRating, 5 stars2 months ago
My family loved staying here! There was plenty of snow for activities. We went skiing at Mount Snow and ice fishing on Lake Raponda for a day. The barn is so unique and had everything we needed. There were lots of extra pillows and blankets and a big cozy couch to curl up and relax by the wood stove. Having access to the clubhouse was amazing… the kids loved swimming in the warm pool after a long day outside. Brian was super responsive and easy to talk to! We already want to go back!

House rentals with a pool

Guest favorite
Home in Saugerties
4.94 out of 5 average rating, 70 reviews

Perfect Family Retreat•Pool•Volleyball•Firepit

JustinRating, 5 stars1 week ago
Highly recommend Sarah’s house. We stayed in the spring and it was beautiful. Spacious outdoor area with lots to do. There was plenty of space, lots of activities and stuff for our kids to play with; super family friendly. Also very close to all the towns we wanted to visiting and natural attractions up in Hudson River valley. We would stay again thank you !
Top guest favorite
Home in Saugerties
4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

McKennaRating, 5 stars6 months ago
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!
Guest favorite
Home in Saugerties
4.98 out of 5 average rating, 60 reviews

Upstate Family-Friendly House w/ Pool Pets Allowed

NasimRating, 5 stars4 months ago
We had a great time at Natalia house, a very big house with a lot to do for my three years old daughter. Will definitely stay here again.
Top guest favorite
Home in Catskill
5 out of 5 average rating, 19 reviews

NEW! Catskill Family Hideout with Seasonal Pool

DeborahRating, 5 stars2 months ago
What a great spacious home. Plenty of room for the whole family. Clean and neat! Beds were super comfortable! Great water pressure. Beautiful back yard and three season porch. This was our second visit here and it was just as great as the first!!
Superhost
Home in Stanfordville
5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

JonathanRating, 5 stars5 months ago
An amazing location when you want to get slightly off the grid for peace and tranquility. Everything you need to truly slow down, dial out and get peace, quiet and rest. An amazing spot for a weekend getaway. If you want to find yourself amongst serene surroundings and a quiet, private wooded area, this is the place. Just enough modern amenities to be comfortable, but just basic enough to make you slow down. Tanner the host was the most responsive and helpful host of any of the airbnbs we've ever stayed. Truly went above and beyond at every turn to make our stay as comfortable as possible. More than accommodating with every request.
Guest favorite
Home in Ghent
4.88 out of 5 average rating, 314 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

GaryRating, 5 stars1 week ago
Great place. As described. Met our expectations.
Guest favorite
Home in Saugerties
4.95 out of 5 average rating, 108 reviews

MODERN FARMHOUSE in the WOODS

BenjaminRating, 5 stars6 months ago
We had a terrific stay. The house was exactly as advertised.
Guest favorite
Home in Colonie
4.97 out of 5 average rating, 37 reviews

Adorable house with pool

CassieRating, 5 stars1 week ago
Perfect for our Easter family gathering! We especially enjoyed spending time in their delightful backyard cooking on their gas grill and admiring their exquisite flowering trees!

Weekly house rentals

Guest favorite
Home in Hudson
4.92 out of 5 average rating, 202 reviews

Hudson New York Grey Victorian

KarlaRating, 5 stars2 months ago
This house was perfect for our girls’ weekend in Hudson! It was spacious, clean, and had so much character. The location was great—just a short 5-minute drive to Warren Street. We didn’t walk due to the cold weather but it was definitely close and convenient. Would definitely stay here again!
Guest favorite
Home in Catskill
4.98 out of 5 average rating, 406 reviews

The Martin House, Catskills

christopherRating, 5 stars2 weeks ago
A lovely place, with clear and reasonable guidelines, fit to purpose. Would absolutely return.
Superhost
Home in Ancram
4.8 out of 5 average rating, 112 reviews

Secluded Post-And-Beam Retreat

SarahRating, 5 stars2 months ago
A lovely house in a private location. Our kids loved the games, watching movies on the projector, and watching deer from the window. The kitchen was well equipped and everything was comfortable.
Guest favorite
Home in Kingston
4.89 out of 5 average rating, 124 reviews

Cozy Kingston home on 1 acre! Kid & Pet Friendly

JamieRating, 5 stars1 month ago
We felt right at home in this beautiful home and surrounding space. It’s an older home with quirks, but tons of charm! It was very well stocked, with clear labels and instructions. Yanna was extremely responsive with great recommendations. Great location to explore Kingston and nearby surrounding areas. We especially enjoyed the outside space with the front porch and deck perfect for morning coffee while the kids enjoyed the hammock and tent! We had a wonderful stay in this cozy, comfortable home. Thank you!
Top guest favorite
Home in Hudson
4.95 out of 5 average rating, 372 reviews

Rushing Rapids Cottage – a birdwatcher's paradise

KelleyRating, 5 stars2 weeks ago
We loved staying at Jeffrey and Juan’s quiet home on the rushing Chittenden Creek! Jeff is a communicative, friendly, and accommodating host and would absolutely recommend his place to others. I surprised myself at how much I loved the bird watching (don’t worry, Jeff has binoculars and a book to guide you!). Don’t miss out on the Empire trail for early evening walks! My husband and I stayed at their home for two weeks as we both work remotely and there was plenty of space to spread out and take calls. The plant room in their home is so beautiful that people complimented my ‘digital’ background on zoom! Would absolutely stay again.
Guest favorite
Home in Wilmington
4.9 out of 5 average rating, 220 reviews

Wilmington A-Frame- Cozy and Convenient

AveryRating, 5 stars3 weeks ago
This spot is absolutely perfect to be on a quite spot to enjoy nature but still right within walking distance of the center of Wilmington. The cabin itself is beautifully appointed, gorgeous, and super comfortable. Due to rain we ended up spending most of our time inside relaxing and watching movies, and have zero regrets about it. The host was also extremely friendly, helpful and responsive. I'll definitely be coming back again and recommend this for a Wilmington get away weekend!
Superhost
Home in Hudson
4.91 out of 5 average rating, 117 reviews

Hudson BoHo

JoannaRating, 5 stars4 months ago
Our group of 3 felt right at home! Nice decorator touches - Dash and Albert linens and rugs & lovely soaps added a luxurious feel. We were too busy exploring Hudson to miss the TV, but if that’s important to you, take note. Hosts were super responsive. We can’t wait to return!
Guest favorite
Home in Lee
4.97 out of 5 average rating, 100 reviews

Stylish Mid-century Modern Berkshires Cape

LarryRating, 5 stars1 month ago
The home was very clean and as described with everything we needed for our visit. Chris was very clear with his check-in instructions and quickly responsive to questions as we got settled. I would stay here again.

Quick stats about house rentals in Lenox

  • Total rentals

    90 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    3.7K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore

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  3. Massachusetts
  4. Berkshire County
  5. Lenox
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