
Hotel holiday rentals in Lenox
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Top-rated hotel rentals in Lenox
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Family-friendly hotel rentals

Gardner Farm Inn - John Waters suite
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!

Cozy Room with private bathroom in Victorian home
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!

Regal Romantic Luxury Victorian Getaway Catskills
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.

Village Inn - Tribeca suite - Saugerties NY
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!

Cornwall Lodge - Queen Room (pet friendly)
Lovely place, very clean. Will be back.

The Engel House Room 3: Mt Snow/Wilmington VT Area
Really nice place for stay and thanks for the hospitality, Liz is super friendly and responsive :)

Room 6 - Second Floor - Twin Gables of Woodstock
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.

Wyndham Bentley Brook ** 2BR Deluxe
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

★ Vintage Romance with Fireplace & Spa Tub
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!!

Luxury Two Bedroom Suite + free breakfast at MA
We only stayed one night, but enjoyed the pool and breakfast. The rooms were clean and spacious.

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

Little Cat Lodge - Double Double
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.

Great place|2 BD|Kitchen| Pool
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.

Standard King at Boutique Hotel in Vermont
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!

Unwind in Studio Style
The place was great, this is my second year going in a row.

Unwind in Style and Comfort! Pool, Free Breakfast!
Great stay - clean & good layout.
Hotel rentals with a patio

Charming 1 Bedroom - 4 Star Resort w/ pool
A lovely facility with lots of great amenities! And Laury was a very attentive host.

The Reclaimed Motel, Hudson Valley - Three Farmers
Lovely decor, beautiful views, no fuss check in and pet friendly. Highly recommended!!

Shelburne Springs
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.

Hudson Whaler - King Standard 205
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!

Great place|2 BD|Kitchen| Pool
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.

The Harlow House: Lotus Suite
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.

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

Hudson 1 at The Argus Hotel
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
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- Hunter Mountain
- Six Flags New England
- John Boyd Thacher State Park
- Jiminy Peak Mountain Resort
- Windham Mountain
- Albany Center Gallery
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Kent Falls State Park
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Hunter Mountain Resort
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Hartford Golf Club
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Opus 40
- Naumkeag