Bed and breakfast vacation rentals in Lenox

Find and book unique bed and breakfast rentals on Airbnb

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Popular amenities for Lenox bed and breakfast rentals

Family-friendly bed and breakfast rentals

Superhost
Private room in Tivoli
4.89 out of 5 average rating, 124 reviews

Suminski Innski- Room 7- 2 flights up/shared bath

ChiaraRating, 5 stars10 months ago
Staying at Tim's was a fantastic experience for our family. We felt at home, part of a community made up of kind and welcoming people. Tim is much more than a host: he is a friend who makes his best to make his guests feel at ease and he is one of the most generous people I have ever met. The house is lovely and is in a pleasant place. We would like to return in the future.
Guest favorite
Private room in North Chatham
4.93 out of 5 average rating, 340 reviews

Arnold Farmhouse (Italianate - private bath)

KimberlyRating, 5 stars1 week ago
This is my 2nd stay at Vicki’s. I love the Victorian home she grew up in. It like stepping back in time and the surround area, farmlands, and towns are lovely to explore. Easy access from major road yet feels off the beaten path. I highly recommend staying here. I will be back.
Top guest favorite
Private room in North Chatham
4.96 out of 5 average rating, 536 reviews

Charming Eyebrow Colonial North Chatham, NY

PétronilleRating, 5 stars5 days ago
Very beautiful and quiet house in the nature. The room is large and the bed very comfortable. Thank you Susan for the warm welcome, great breakfast and nice conversation! Recommendation for diner for future guests : Bimi’s canteen and bar in Chatham !
Top guest favorite
Private room in Downtown Hartford
4.95 out of 5 average rating, 331 reviews

Private suite in James Colt townhouse

RebeccaRating, 5 stars3 days ago
Jane and Earl’s home was perfect for my needs. Everything was exactly as described and very clean. This was my first experience staying in an Airbnb and they really made it easy and comfortable for me. I also enjoyed meeting their dog and kitty cats.
Superhost
Home in Rhinebeck
5 out of 5 average rating, 4 reviews

Unique Converted Carriage House and Barn Compound

JoanRating, 5 stars45 months ago
This house was the perfect place for our family get together. We were able to use both dwelling and socially isolate while indoors. The grounds are extensive and nicely cared for. There were plenty of gathering spots outdoors where family could gather comfortably while maintaining distance. These are cray times, but this property was well suited for our family needs. The garden is gorgeous and there was plenty of room to spread out for a softball game or badminton, but intimate enough to find a nice corner to read or just relax. The location was very good as well. It was a short distance to the walkway over the Hudson (30 min) and to Lake Minnewaska State Park (40 min). This was our first trip to Hudson Valley but will not be our last.
Top guest favorite
Private room in Amherst
4.91 out of 5 average rating, 212 reviews

OrchardSlope

StephenRating, 5 stars4 days ago
We had a lovely and very comfortable stay at Michele’s place. They made the trip a wonderful and memorable weekend.
Guest favorite
Private room in Amherst
4.98 out of 5 average rating, 318 reviews

Lovely bedroom in Amherst. Close to U Mass

LoraRating, 5 stars2 weeks ago
The space was cozy, tucked away at the top of the stairs. Plenty of space in the room. Bed and linens are dreamy. Bathroom is well-appointed and clean. Lovely stay!
Top guest favorite
Private room in Amherst
4.93 out of 5 average rating, 208 reviews

BigSkyHilltop: Queen & single bed, full breakfast

PatriciaRating, 5 stars8 months ago
I spent a wonderful 24 hours in Josette’s home. It was one of the best Airbnbs I ever stayed in. Beautiful surroundings, an amazing breakfast and a super comfortable bed. I hope to be back.

Bed and breakfast rentals with breakfast

Top guest favorite
Private room in Haines Falls
5 out of 5 average rating, 70 reviews

Romantic Room near Hunter Mountain

Kate And DanRating, 5 stars3 months ago
We booked a last minute getaway and this was IDEAL. Sean and Kelly’s beautifully restored home is cozy and so immaculately beautiful. The downstairs common areas are perfect for curling up by the fire with a book and a cup of tea/glass of wine. The bedroom was spotless, super comfortable bed, sparkling clean bathroom and awesome jacuzzi style bathtub. The hosts are extremely friendly and amazing people. They made us feel right at home and welcome, we thoroughly enjoyed chatting with them about local history, wildlife, and their story. Can’t wait to come back here again!
Top guest favorite
Private room in Cambridge
4.97 out of 5 average rating, 97 reviews

The Cambridge Retreat House LLC

VivianRating, 5 stars1 month ago
Ray was helpful and attentive to our needs. He gave us a very nice breakfast and even reminded us to take our chargers! If it hadn’t been raining so hard, we could have checked out the creek that goes by his property.
Guest favorite
Private room in East Chatham
4.71 out of 5 average rating, 7 reviews

The Inn at Silver Maple Farm - Cottage Room

MaxineRating, 5 stars2 months ago
A perfect stay! Everything was wonderful, and I would love to stay again. Warm common area with comfy furnishings and a fireplace with an outstanding library! Rooms are so thoughtfully designed! Lovely Beekman Bros. Toiletries, Extending magnifying mirror in bathroom, comfy bedding, and a delicious breakfast made for a wonderful stay. Have already recommended to family and friends.
Superhost
Private room in Hurley
4.75 out of 5 average rating, 4 reviews

Historic Creekside Bed & Breakfast with Hot Tub

JillRating, 5 stars7 months ago
Incredible place to stay! Had enormous cozy living room, bedroom, and bathroom to ourselves that was perfectly furnished with interesting farmhouse style decor. Bedroom and bathroom were clean, coffee and tea in the living room and games/books, and the best part was the outdoor space - lovely big backyard with lots of outdoor seating, cedar hottub (shared with other guests but no problem there!) and swimmable creek (enjoyed cold plunge -> hot tub in late Oct). Leaves were beautiful this time of year, easy 5-min bike ride to the O&W rail trail, and 10 min drive to Kingston and close to Woodstock too - Sarah gave great food recs. Can't wait to come back.
Superhost
Hotel room in Woodstock
4.95 out of 5 average rating, 39 reviews

Room 5 - Second Floor - Twin Gables of Woodstock

JamesRating, 5 stars3 months ago
Great location and well run and put together. Staying again and will do so in the future. Highly recommend.
Superhost
Private room in Woodstock
4.73 out of 5 average rating, 11 reviews

Green Room at Morning Glory BnB in Woodstock

AlexanderRating, 5 stars2 months ago
Thank you for a great and easy stay! Had a great night sleep :)
Place to stay in Ashfield
5 out of 5 average rating, 14 reviews

Norton Hill BnB

JohnRating, 5 stars3 weeks ago
We had a graduation in Northampton and needed to accommodate many family members. Yohah’s lovely house was the perfect solution. It was homey and nicely decorated with lovely art. It was just a half hour away from Northampton, which was very convenient for us. Yohah was a great host, who was up the challenge of supporting our shifting schedule and plans. Flexible, thoughtful and an excellent cook! He also has a beautiful yard and croquet set! Truly, we could not have asked for a better experience!
Guest favorite
Private room in Manchester
5 out of 5 average rating, 25 reviews

Your own 2 Bedroom Guest Suite w/Full Bath

HannahRating, 5 stars8 months ago
Virginia was very welcoming! I didn’t realize when booking that the accommodations were part of the main house (the whole second floor is the guest suite space), with the kitchen space shared. This was by no means a problem and was user error on my part. That being said staying here was the closest to a true bed and breakfast experience I’ve had using Airbnb. Virginia had a nice light breakfast with fresh fruit, pastries, bagels and coffee each morning which was delightful. It was one of the cleanest Airbnbs I’ve stayed in. Highly recommend if you’re comfortable with a partially shared space. If I’m back in the area, I would stay again!

Bed and breakfast rentals with a patio

Superhost
Private room in Red Hook
5 out of 5 average rating, 9 reviews

Mountain View Queen Suite w pool and patio

HollyRating, 5 stars22 months ago
Beautiful, relaxing getaway with friendly and helpful host. We truly enjoyed every moment in Diane's lovely home. The suite was spacious, comfortable, and full of amenities. We especially made time to enjoy the covered deck and pool, which were as wonderful as we hoped. The continental breakfast was incredibly helpful for getting our days started. Close to many restaurants, hikes, and lovely Hudson Valley towns. We would return in a heartbeat.
Top guest favorite
Private room in Stillwater
5 out of 5 average rating, 18 reviews

Storybook Cottage - Bird House Room

ZacharyRating, 5 stars2 weeks ago
Kathleen was very kind and informative when we checked in. She has a wonderful bed and breakfast and the food she prepared is phenomenal. She made us feel very welcome. Would definitely recommend to anyone staying in Stillwater or surrounding areas
Superhost
Private room in New Paltz
5 out of 5 average rating, 4 reviews

Gunks EcoLodge Main Lodge, 3 Bedrooms and 3 Baths

CarolRating, 5 stars2 weeks ago
Our return to Gunks EcoLodge was absolutely wonderful. We set our sights on staying during our daughter's college graduation, and we could not have made a better choice. The home was beautiful, comfortable and fun. We were as happy inside as outside which was lucky given the unsettled weather. Barb and Joe were the perfect hosts and were so supportive of our family celebration. We hope we will come back soon, and often! Thank you for making our weekend so special.
Guest favorite
Private room in Litchfield County
4.92 out of 5 average rating, 12 reviews

Private en-suite Bedroom in Historic Inn

KarleneRating, 5 stars9 months ago
We totally loved our stay! The town of Norfolk is so quaint. But Airbnb bed-and-breakfast, we felt right at home really loved the breakfast in the morning when we all sat around the table and had conversations with all the guests that were staying. I would definitely stay there if we return to the area.
Guest favorite
Shared room in Poughkeepsie
5 out of 5 average rating, 28 reviews

Tiny space double bed corner with privacy screen

JackRating, 5 stars6 months ago
The bed was nice and comfy! Appreciate the stay!
Guest favorite
Private room in Brattleboro
5 out of 5 average rating, 9 reviews

Purple Chef's cozy lair

JackieRating, 5 stars4 months ago
What a lovely and beautiful location amongst the woods... perfect living space, a wonderful kitchen with everything we could want or need. Sharon is the consummate host. We absolutely love being there and our 2 dogs do too! We can't wait for our next visit!!
Top guest favorite
Private room in Rensselaerville
5 out of 5 average rating, 39 reviews

Cozy Queen room in Historic Bed and Breakfast

JessicaRating, 5 stars3 weeks ago
The Catalpa House was the sweetest bed & breakfast you could find in the area. Ellen was so kind, cooked us up an immaculate breakfast and gave wonderful recommendations for the short amount of time we had in the area. The room was super comfortable and she was extremely accommodating to anything we need throughout our stay. The town is a very sleepy town with not much to do, but beautiful surroundings. There were trails and a waterfall hike just up the road that kept us occupied and that we enjoyed the morning after our stay. Would definitely stay again if ever in the area.
Superhost
Private room in Windsor

Graduation season is around the corner, book now!

ChristineRating, 5 stars7 months ago
Sandra and Tom are amazing hosts. Everything is so cozy and they are incredibly warm and welcoming, it was home away from home! Sandra is an amazing cook and was so accommodating to our individual preferences. Highly recommend and definitely would stay here again!!

Quick stats about bed and breakfast rentals in Lenox

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$16,732 GYD before taxes and fees

  • Total number of reviews

    130 reviews

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore