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Hotel holiday rentals in Lenox

Find and book unique hotel rentals on Airbnb

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Popular amenities for hotel rentals in Lenox

Family-friendly hotel rentals

Hotel room in Troy
4.96 out of 5 average rating, 67 reviews

Gardner Farm Inn - John Waters suite

ValeriaRating, 5 stars14 months ago
Staying at the Green Farm is truly a joyful and must-have experience when in the Troy area. John is an exceptional host, providing meticulous care and attention not only to his guests but to the home itself. From the beginning, you are welcomed by beautiful greyhounds and a thoughtful host who prepares the most delicious breakfast! I stayed in the John Waters room, which was amazing—very eclectic, remarkably clean, and the perfect little nook to rest after scouting around town. Whether you’re there for work or leisure, all the amenities provided are top-notch. I definitely will be going back, dreaming of another little getaway!
Superhost
Hotel room in Saugerties
5 out of 5 average rating, 3 reviews

Cozy Room with private bathroom in Victorian home

KellyRating, 5 stars7 months ago
What a charming home. Cozy room, loved the electric fireplace..spacious private bathroom, super clean and great water pressure (I love a good shower)! Justine and David were super friendly, communicative, and thoughtful. We hope to stay again next October!
Superhost
Hotel room in Saugerties
5 out of 5 average rating, 3 reviews

Regal Romantic Luxury Victorian Getaway Catskills

GraceRating, 5 stars7 months ago
It was absolutely fantastic! Honestly even nicer than we expected. Don’t underestimate the jacuzzi or steam shower. EPIC. Also loved Justine - Very friendly, helpful and good vibes. I particularly liked the dvd collection, as an extra touch. We didn’t even watch any, because we were too busy enjoying the jacuzzi, steam shower and surrounding scenery! Nice coffee, tea, snacks etc. Easy parking, and zero issues. Just all around brilliant. We booked this the morning of day 1 of 2, and we really loved it.
Superhost
Hotel room in Saugerties
4.92 out of 5 average rating, 65 reviews

Village Inn - Tribeca suite - Saugerties NY

TimRating, 5 stars3 months ago
We had a great stay! The host was super communicative and made sure we had all the information we needed to find the parking lot, check in, etc. They even gave us a heads-up when the weather started to turn, so that we could plan accordingly. The room was comfortable and very spacious, and the location was super convenient. Even with a winter storm hitting, we were able to walk to coffee shops, great restaurants, and multiple bookstores. Would definitely recommend!
Hotel room in Cornwall
4.94 out of 5 average rating, 17 reviews

Cornwall Lodge - Queen Room (pet friendly)

BelindaRating, 5 stars13 months ago
Lovely place, very clean. Will be back.
Hotel room in Jacksonville
4.93 out of 5 average rating, 169 reviews

The Engel House Room 3: Mt Snow/Wilmington VT Area

HeRating, 5 stars17 months ago
Really nice place for stay and thanks for the hospitality, Liz is super friendly and responsive :)
Top guest favourite
Hotel room in Woodstock
4.94 out of 5 average rating, 17 reviews

Room 6 - Second Floor - Twin Gables of Woodstock

PaulaRating, 5 stars2 weeks ago
We had the best time!! Leanne was so very friendly and absolutely she is as cool as TWIN GABLES which is saying a lot! We had a gracious welcome and tour and then chatted about the sister hotels and their locations. Our bathroom was SPARKLING and modern and efficient. The artwork through the property was colorful, fun and interesting and a great intro to Woodstock. I just cant believe I was able to secure the room via Airb&b what a total surprise and JACKPOT!!….GOOD karma abides at Twin Gables in Woodstock, NY. I hope to be back and also visit the other hotels all in unique town.
Guest favourite
Hotel room in Hancock
4.87 out of 5 average rating, 15 reviews

Wyndham Bentley Brook ** 2BR Deluxe

KateRating, 5 stars3 months ago
This was a great place to stay as a family for a ski trip! Easy ski on/ski off access to the mountain with ski lockers was a huge plus. Easy enough to walk to a few restaurants. The kids love the movie theater, pool and game room. Very clean and friendly/helpful staff at front desk.

Hotel rentals with a pool

Hotel room in Lenox
5 out of 5 average rating, 4 reviews

★ Vintage Romance with Fireplace & Spa Tub

JohnRating, 5 stars31 months ago
Stan was very communicative and helpful. The inn is lovely, our room great. A very easy walk to all that Lenox has to offer. Highly recommend!!
Hotel room in West Springfield
5 out of 5 average rating, 4 reviews

Luxury Two Bedroom Suite + free breakfast at MA

WendyRating, 5 stars2 months ago
We only stayed one night, but enjoyed the pool and breakfast. The rooms were clean and spacious.
Superhost
Hotel room in West Dover
5 out of 5 average rating, 7 reviews

Luxury King Suite w/balcony in Historic Inn, rm 1

SamirRating, 5 stars29 months ago
Location to Mt Snow was perfect. Amenities were great. Will be back for sure. Very good and welcoming staff that made you feel at ease and comfortable as you’re home.
Hotel room in Hillsdale
4.67 out of 5 average rating, 3 reviews

Little Cat Lodge - Double Double

CarenRating, 5 stars2 weeks ago
I needed to stay in Hillsdale and found the Lodge. It was such a sweet little place with very clean and spacious rooms, lots of wood so it felt like a cabin/ski lodge, and great amenities: Coffee in the room, a bench to put things, nice toiletries, and best of all, a place to sit outside with a mountain view. We tried the pool even though it was cold out, and the water was heated. The sauna was a nice touch and I didn't realize they'd have breakfast for guests from 8-10. It was only a few items but they were good: Bagels, cream cheese, lox, juices, a few pastries. Could use a few more items (like cereals) and make sure not to run out of things. Overall, a nice stay and everyone was friendly and helpful. My family said they'd like to come back for a longer stay. One thought on check-in: Would be good to get initial directions a few days early, and then final directions the same day. I did call to get directions a few days earlier and the staff was VERY helpful.
Superhost
Hotel room in Lee

Great place|2 BD|Kitchen| Pool 

ChelsieRating, 5 stars7 months ago
Wow! We had a wonderful experience at this airbnb. My mom and I planned a trip to Stockbridge and we are so grateful that we were able to stay here. We each got the luxury and privacy of our own bedroom and our own bathroom. The accommodations were comfortable, spacious, clean, functional and well designed. The kitchen was very well stocked, enabling us to eat in most nights. We took advantage of the conveniently located laundry facilities. Instructions on how to access the airbnb were very clear and trouble free. We felt it was reasonably priced. It was a superb stay! We would love to come back.
Hotel room in Dover
4.7 out of 5 average rating, 20 reviews

Standard King at Boutique Hotel in Vermont

SarahRating, 5 stars14 months ago
This place is great! The inn itself is clean and safe and it is right across the street from the mountain! You can also take a free shuttle!
Hotel room in Windsor
4.5 out of 5 average rating, 10 reviews

Unwind in Studio Style

KateRating, 5 stars8 months ago
The place was great, this is my second year going in a row.
Hotel room in Albany
5 out of 5 average rating, 4 reviews

Unwind in Style and Comfort! Pool, Free Breakfast!

SusanRating, 5 stars2 months ago
Great stay - clean & good layout.

Hotel rentals with a patio

Resort in Pittsfield

Charming 1 Bedroom - 4 Star Resort w/ pool

CharlyRating, 5 stars34 months ago
A lovely facility with lots of great amenities! And Laury was a very attentive host.
Hotel room in Red Hook

The Reclaimed Motel, Hudson Valley - Three Farmers

KatherineRating, 5 stars22 months ago
Lovely decor, beautiful views, no fuss check in and pet friendly. Highly recommended!!
Guest favourite
Hotel room in Shelburne Falls
5 out of 5 average rating, 7 reviews

Shelburne Springs

JoRating, 5 stars11 months ago
We really loved our stay at Shelburne Springs! The suite was immaculate & so very beautiful. Each finish, fabric & fixture felt hand picked by an artisan. Janelle, who makes your breakfast, is worth her weight in gold. The entire experience was absolute perfection.
Hotel room in Hudson

Hudson Whaler - King Standard 205

MichaelRating, 5 stars5 months ago
It was our first time visiting Hudson, NY and we weren’t disappointed. Our stay at the Whaler was a 5 Star experience! From the moment we came through the entrance way we were impressed. We felt transported back to the early 1900. The renovation in the lobby area blended seamlessly with the millwork of the original structure and finishes. We were warmly welcomed throughout our stay with a staff that was both pleasant and professional. Our room was on the second floor with a street view, perfect! It was spotless, spaciously decorated with a small sitting area accompanied by a fireplace that added warmth and charm. The bathroom which was recently renovated also held true to the turn of the century interior design with modern day touches. If you’re looking for a charming property that’s conveniently located in the hub of the town then the Whaler is the place for you! You won’t be disappointed!
Superhost
Hotel room in Lee

Great place|2 BD|Kitchen| Pool 

VincentRating, 5 stars11 months ago
The unit was located in a Holiday Inn Resort. It had indoor and outdoor swimming, volleyball, movie theater, mini golf, and tennis, among other things, all included in the rental. It was centrally located between Lee, Stockbridge, and Lenox, all within a 5-10 minute drive. The unit was clean and very comfortable, and parking was right in front of the unit. Rod was a great host, always asking if we needed anything and ensuring everything was in order. We will definitely use this place again on our net trip to the Berkshires.
Superhost
Private room in Rhinebeck

The Harlow House: Lotus Suite

MichaelRating, 5 stars7 months ago
A little pricey for what we got in a single room out of town in the woods with no kitchen or breakfast. we come quite often to run back and stay in many places with two bedrooms, a kitchen, etc., for less. The area around the house has no Wi-Fi so could be difficult getting there sometimes.
Guest favourite
Hotel room in Wilmington
5 out of 5 average rating, 8 reviews

Brook Bound Inn-Main Lodge-King Room 201-2nd Floor

VictoriaRating, 5 stars4 months ago
This place was everything we could have asked for. Incredible place! Will definitely book again! Easy to access and right nearby town. Driveway was cleared of snow. Very clean room, comfortable bedding. Felt safe staying here.
Guest favourite
Hotel room in Washington Park
5 out of 5 average rating, 7 reviews

Hudson 1 at The Argus Hotel

FreddieRating, 5 stars11 months ago
Great place to stay while in Albany. Clean and comfortable. Great complimentary breakfast. Will be back if I visit area.

Quick stats about hotel rentals in Lenox

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹7,691 before taxes and fees

  • Total number of reviews

    200 reviews

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore

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