Hotel holiday rentals in Lenox

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Family-Friendly hotels

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

Gardner Farm Inn - John Waters suite

ValeriaRating, 5 stars13 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!
Hotel room in Athens
5 out of 5 average rating, 3 reviews

Stewart House - Room 6 King Suite

LisaRating, 5 stars48 months ago
My husband and I had a great stay at The Stewart. Our room was just lovely and the view of the river was a bonus. They have done a wonderful job restoring the property.
Hotel room in Whitingham
4.93 out of 5 average rating, 169 reviews

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

HeRating, 5 stars16 months ago
Really nice place for stay and thanks for the hospitality, Liz is super friendly and responsive :)
Superhost
Hotel room in Cummington
4.82 out of 5 average rating, 85 reviews

Singing Bridge Harmony Room

EileenRating, 5 stars3 months ago
Wonderful place perfect for our weekend get away with our “ fur baby” felt very welcoming
Hotel room in South Hadley
5 out of 5 average rating, 11 reviews

Daniel Stebbins Inn: Francis Perkins Room

RebeccaRating, 5 stars12 months ago
This was by far one of the best Air BNB experiences I have had. We only stayed very briefly for a conference but it was absolutely perfect. It was super close to the college, so easy to find, check-in was a breeze, breakfast was delicious and had lots of options, the room was beautiful and the bed was very comfortable. We felt very at home! We were traveling with a trailer and three mini equines so we didn’t have a lot of room for things to get complicated and Ruth made EVERYTHING so easy and comfortable. I am so grateful for her hospitality and if I attend the conference next year, I will definitely be rebooking! I highly recommend staying here. ☺️
Hotel room in Cornwall
5 out of 5 average rating, 6 reviews

Cornwall Inn - Suite w/2 bedrooms (sorry, no pets)

DianaRating, 5 stars20 months ago
Very beautiful place and peaceful surroundings. Breakfast is really good and hosts are very nice and friendly. The rooms were very clean and spacious. We enjoyed our stay
Guest favourite
Hotel room in Woodstock
4.91 out of 5 average rating, 34 reviews

Room 9 - Third Floor - Twin Gables of Woodstock

AudreyRating, 5 stars20 months ago
loving twin gables as ever; leeann the innkeeper is the BEST and always makes me feel welcome and fully received :) (my 2nd stay this summer) thank you for the HEART you put into your caretaking of this place, it's seen and valued. <3
Superhost
Hotel room in Windham
4.71 out of 5 average rating, 7 reviews

Eastwind Hotel & Bar - King Room

BrigitteRating, 5 stars4 months ago
I had an amazing stay at eastwind! The hotel and room were exactly as described — clean, cozy, and beautifully decorated. The location was perfect, with easy access to downtown and right next door is union + post where you can have dinner. Eastwind had a link sent to your phone when we checked in that was incredibly welcoming, providing helpful tips about the area and making sure I had everything I needed. Staff were super friendly and helpful. I would recommend it to others looking for a comfortable and convenient spot. Thanks again for a fantastic experience!

Hotels with a pool

Top Guest favourite
Private room in Stone Ridge
4.97 out of 5 average rating, 79 reviews

VlyHouse - Room 5

YimengRating, 5 stars3 months ago
Second time here, really wish to stay here longer. Such a cozy place I love it a lot! The bed is way too comfortable just can’t get up. We came back to see The host Mrs Doris and her husband Jon. Jon was also surprised to see us and we are happy to see him still as happy as before! Definitely a nice place to stay for getaway!
Hotel room in Windsor
4.14 out of 5 average rating, 7 reviews

Revitalized Relaxing in Studio Style

Christine LRating, 5 stars3 months ago
I really like the set up not your typical hotel setting, very quiet, nice and clean
Hotel room in Enfield
4.88 out of 5 average rating, 50 reviews

New, modern hotel in Enfield, CT RM3 2 Queens

Dong,HRating, 5 stars8 months ago
Ended up getting the room right next to ours. It had a connecting room which I can rent separately and worked out great.
Superhost
Hotel room in Dover
5 out of 5 average rating, 7 reviews

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

SamirRating, 5 stars28 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 Albany
New place to stay

Luxury Albany Hotel with Pool & Breakfast

LindaRating, 5 stars4 weeks ago
Very good communication, nice rooms! A little confusion when I wanted to extend the stay, and they got it figured out very quickly !
Superhost
Resort in Hancock
4.8 out of 5 average rating, 35 reviews

2 Bedrm 1/2 mile off base at Jiminy Peak- No fees!

PatriciaRating, 5 stars2 weeks ago
The condo was beautiful, large and spotless! Had everything we needed! Would definitely stay again and recommend to others.

Hotels with a patio

Hotel room in Hunter
4.83 out of 5 average rating, 12 reviews

Perfect Lodge /w Gameroom Center of Hunter MT 9

EdwardRating, 5 stars4 months ago
“This place was perfect for my son and me. It was very comfortable and just 3 minutes from the ski mountain, with plenty of dining options nearby. The host was incredibly kind and responsive. When we requested to increase the heating, they adjusted it immediately and even offered the option to turn on the electric fireplace. We had a fantastic stay and would definitely recommend it!”
Guest favourite
Hotel room in Shelburne Falls
5 out of 5 average rating, 7 reviews

Shelburne Springs

JoRating, 5 stars10 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.
Guest favourite
Hotel room in Kingston
4.97 out of 5 average rating, 77 reviews

Grace and Favor - welcoming one bedroom suite

SpringRating, 5 stars2 weeks ago
Robert’s Airbnb was a very convenient location and super clean interior. Would recommend!
Superhost
Hotel room in Wilmington
4.75 out of 5 average rating, 4 reviews

Brook Bound Inn-Main Lodge-Two Bedroom Suite 102

NadinaRating, 5 stars18 months ago
What a wonderful lodge. It was amazing to have two rooms. I wish we came in the warmer months to utilize the pool, paddle court and basketball court. Great place to come with kids.

Quick stats about hotel rentals in Lenox

  • Total rentals

    40 properties

  • Nightly prices starting at

    $139 AUD 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

  • Wi-Fi availability

    40 properties include access to Wi-Fi

Destinations to explore

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  3. Massachusetts
  4. Berkshire County
  5. Lenox
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