House vacation rentals in Lenox

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Popular amenities for Lenox house rentals

House rentals with a hot tub

Top guest favorite
Home in Rhinebeck
4.91 out of 5 average rating, 230 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

AudreyRating, 5 stars1 month ago
Michael and Enrique were excellent hosts, and left me and my girlfriends ice cream in the freezer to enjoy! They responded quickly when we had any questions. The view from the hottub looking out onto the woods is beautiful and the hottub was just what we needed to relax. A beautiful, cozy getaway, and so close to Rhinebeck!
Top guest favorite
Home in Saugerties
5 out of 5 average rating, 203 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, 151 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

SpencerRating, 5 stars3 weeks ago
Lovely place to stay. Close to Hudson, but far enough to feel secluded.
Guest favorite
Home in Elizaville
4.86 out of 5 average rating, 101 reviews

Peaceful Hudson Valley Retreat House with HOT TUB!

JessicaRating, 5 stars2 weeks ago
Great spot to gather with friends. So close to trails and lovely towns. Loved the wood stove and hot tub!
Top 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 stars4 days 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 Great Barrington
4.94 out of 5 average rating, 112 reviews

Best of the Berkshires + Hot Tub by Evergreen Home

StephenRating, 5 stars2 weeks ago
A truly cozy and thoughtful retreat. This house anticipated every need. The host created such a welcoming, hygge vibe—perfect for relaxation and feeling at home. I felt truly taken care of during my stay. A peaceful, well-thought-out getaway. (The vinyl ready to go was a lovely detail.)
Guest favorite
Home in Catskill
4.95 out of 5 average rating, 218 reviews

Catskill Mountain House 🌄

GeoffRating, 5 stars4 weeks ago
We had a perfect stay! The home is situated in a gorgeous location, with tons of privacy. Both inside and out, the owners have provided all you need for a blissful getaway! Would definitely book this property again.

House rentals with a pool

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 stars3 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 stars1 month 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, 313 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

michaelRating, 5 stars1 month ago
there was lots to do inside the house as well as outside. everything was amazing
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, 36 reviews

Adorable house with pool

DiannaRating, 5 stars1 month ago
Really enjoyed our stay. Host is very friendly. House is wonderful and so comfortable. Had a wonderful sleep both nights. Location is very convenient. Quick access to so many restaurants and then 15 minutes to downtown for a game. Would definitely stay here again
Guest favorite
Home in Catskill
4.9 out of 5 average rating, 104 reviews

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse

JyothiRating, 5 stars1 month ago
We had such a peaceful and beautiful stay here. We came with our young kids and it was perfect. The home is incredibly warm, thoughtfully decorated, and fully furnished, a lot of care and intention went into every detail. Beyond what others have shared, we appreciated the sound system in the dining and living room (perfect for cooking vibes), the nightlights for the kids, a fully stocked kitchen, —plenty of towels, wine stoppers, even a cocktail kit!. Our kids were obsessed with the play area—they spent hours outside every day! They also have an arcade shed! Since we visited in the winter, we didn’t get to use the pool, hot tub was a hit. The house is in a peaceful, private area with a view of the mountains, and in the mornings we saw deer in the fields. The natural light that pours into the home was one of my favorite parts—it made everything feel calm. It’s a beautiful home-The hosts were also incredibly responsive and kind. We can’t wait to visit again.

Weekly house rentals

Guest favorite
Home in Rosendale
4.91 out of 5 average rating, 47 reviews

Rosendale vacation

DanielleRating, 5 stars6 months ago
My friends and I stayed here for our annual Girl's Trip and the house was perfect for our weekend getaway. We loved the open concept and the location was peaceful. We also loved how close it was to New Paltz and Kingston for shopping and our favorite coffee shop - Blackbird Cafe - was only a 7 min drive away. We would definitely stay here again!
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, 405 reviews

The Martin House, Catskills

BrennaRating, 5 stars3 weeks ago
An amazing stay at this house! We were a group of six and felt the place was the perfect size. There is a ton of seating in the common area, spacious bedrooms, and lots of room in the kitchen for multiple people to cook. The yard is beautiful, the location is incredibly peaceful, and I don't have a single negative thing to say about our weekend here. I would return any time!
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 stars1 week 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 Greenville
4.87 out of 5 average rating, 244 reviews

Beautiful Fall cabin, North Catskills/Greenville

MaureenRating, 5 stars3 months ago
When I first pulled up to Kliment's, I literally teared up - that's how breath-taking his spot is. It was just what the doctor ordered... if doctors actually treated your mind, body, and soul and not just your body :) Seriously though, Kliment's place was an oasis for me: private, quiet, peaceful, with amazing views of the Catskill mountains. His home itself was beautifully decorated, simple yet super cozy, and had everything I needed and then some. (And the chickens were lovely company as well!) Kliment is one of the best Airbnb hosts I have ever had, hands down. With a very hectic schedule, Kliment was flexible, responsive, kind and patient with accommodating my many change requests and needs throughout my stay. Kliment is not just a wonderful host, but also a truly wonderful person - the world needs more people like him. In short: I can't recommend Kliment's home or him as a host enough! If you are hovering over the "Reserve Now" button, book it!!! You won't regret it! :)
Top guest favorite
Home in Cheshire
4.81 out of 5 average rating, 152 reviews

Large Secluded Berkshire Home

BruceRating, 5 stars6 months ago
We thoroughly enjoyed our stay and the accommodations were exactly as stated, comfortable, roomy, very clean and convenient to amenities. The sleeping accommodations were perfect and the beds were comfortable even for older adults and children. The surroundings were incredibly picturesque, beautiful yard for outdoor activities and lovely mountainous views. The host was very accommodating to our needs and for that we are very thankful. We would definitely stay 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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