Smoking friendly holiday rentals in The Berkshires

Find and book unique smoke-friendly rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for smoke-friendly rentals in The Berkshires

Smoke-friendly flat rentals

Top guest favourite
Flat in Norwich
4.98 out of 5 average rating, 104 reviews

studio apartment water forest retreat

SharonRating, 5 stars3 weeks ago
I was happy to return to this beautiful & peaceful location for a 2nd time, a literal oasis this visit despite the rain. The design and amenities in the studio are stunning and make for a comfortable, effortless stay. Thankfully a sunny morning enabled an enjoyable lovely wander through the trails on the property, a great way to start my day! Bert is a superb host!
Superhost
Flat in Watertown
4.9 out of 5 average rating, 31 reviews

Steele Brook Manor

ColetteRating, 5 stars2 weeks ago
Very quaint typical New England home. We absolutely loved it and will be returning on a regular basis next year as it’s very convenient for us with our daughter at the local boarding school. Clean, tidy, free of clutter and very comfy. Good delivery service available from local restaurants if you don’t feel like going out. We were exhausted after packing up our daughters dorm room and just wanted to stay in. It felt like a home away from home .
Top guest favourite
Flat in Wilmington
4.93 out of 5 average rating, 125 reviews

Walk To Wilmington Village

FrancescaRating, 5 stars3 months ago
We had a great weekend here! The listing was accurate and the place was cozy and quiet. Just what is needed after a long day at the mountain. Shawn was super helpful and very nice! I highly recommend Shawn and this location.
Guest favourite
Flat in Wilmington
4.93 out of 5 average rating, 180 reviews

Quaint cozy vermont apartment

NateRating, 5 stars7 months ago
Mariann has a great space in a great location. Very accommodating and friendly, made you feel very welcome . Very responsive. Really nice area. Would highly recommend.
Top guest favourite
Flat in Acra
4.99 out of 5 average rating, 157 reviews

Burnt Knob Mountain Escape

MatthewRating, 5 stars4 months ago
Theresa was an amazing host, she clearly communicated with us along the way, and made sure we had our privacy & provided the upmost comfort. Her space was well kept and full of considerate touches to facilitate a relaxing stay, the subtleties go a long way. We enjoyed the hot tub in the snow, shared a few stories of skiing adventures & loved the friendly visits from Ben. The views were picturesque to boot, we definitely plan to come stay in other seasons.
Guest favourite
Flat in Holyoke
4.78 out of 5 average rating, 222 reviews

NE Historical Mansion-pets and pet lovers welcome

SusanRating, 5 stars5 days ago
It's not a private space with a door that locks behind you, but it felt pretty private up on the top floor of that huge old house. The main room is enormous, with plenty of open space if you wanted to do yoga or whatever. The bedrooms are also a good size, and there was lots of space for my dog. It took a moment to get use to not having a sink in the "kitchen" area, but the bathroom sink is kitchen sink sized, and had everything you'd need to clean up breakfast dishes. All in all it was a good value for a place that was virtually private and had 2 bedrooms, AND allowed me to bring my dog.
Superhost
Flat in Gloversville
4.8 out of 5 average rating, 147 reviews

Just a Nice Place to Relax

JennyRating, 5 stars2 weeks ago
The house is spacious and has four bedrooms, which really hosts a large family. It is very clean when checking in. Some amenities and utilities have age but they are super well maintained. I highly recommend this place if you just would like to have a stay when traveling in upper NY.
Superhost
Flat in Gansevoort
4.8 out of 5 average rating, 127 reviews

Cozy, Pets, Coffee, B-Ball, Fire Pit, BBQ

MatthewRating, 5 stars3 weeks ago
Very nice stay. Very clean and welcoming quick responses and helpful. Instructions was very clear and overall a very nice time.

Smoke-friendly house rentals

Superhost
Home in Whitingham
4.95 out of 5 average rating, 39 reviews

Rustic 1850s Barn. Updated and funky.

JessicaRating, 5 stars3 months ago
We had a fantastic time and the house was lovely! WE would 100% stay with Yvonne again. Thank you for a wonderful time.
Top guest favourite
Home in Middle Grove
4.95 out of 5 average rating, 42 reviews

The Treehouse Lodge

AlyssaRating, 5 stars3 months ago
Helen was super helpful providing clear instructions for checking in and out & communicating fast and efficiently! The place was clean and peaceful to stay at. Would definitely recommend to friends and family!
Superhost
Home in Ulster Park
4.87 out of 5 average rating, 232 reviews

Entire lake house to yourself. Great for groups

JerryRating, 5 stars1 month ago
Beautiful location on the lake. We enjoyed using the kayak, deck, grill, kitchen, and pool table. Excellent communication from Scott. Plenty of room for the whole family. Thank you!
Guest favourite
Home in Shandaken
4.93 out of 5 average rating, 100 reviews

Modern Home in the Woods w/ Hot Tub

KevinRating, 5 stars1 week ago
The true meaning of an Airbnb is the ability to walk in and feel right at home! Andrew and Kerri absolutely nailed it, their home is truly warm, cozy and inviting. A great weekend getaway with lots to do nearby, especially the beloved Katerskill Falls just minutes away! Thanks again, we hope to visit soon.
Guest favourite
Home in Kingston
4.89 out of 5 average rating, 126 reviews

Cozy Kingston home on 1 acre! Kid & Pet Friendly

JoelRating, 5 stars3 weeks ago
This is an absolutely charming house built in 1880. It’s tucked away off the main road. The turn is hard to spot, so be on the lookout, or you will likely pass it by. We really enjoyed our stay. The host was very thoughtful. Highly recommend this place.
Top guest favourite
Home in Hudson
5 out of 5 average rating, 42 reviews

Little Joe Cottage in Hudson

KatRating, 5 stars4 weeks ago
Kira’s place felt just like home - comfortable, clean, warm, and lovely. Kira was also very responsive and kind in all her communications with us. We would absolutely stay again, without a doubt!
Top guest favourite
Home in Mount Tabor
4.98 out of 5 average rating, 257 reviews

Cow Barn Lodge

DanielRating, 5 stars2 months ago
A great place to stay! The hosts were friendly and responsive. The house was clean, cozy and spacious enough for all 7 of us. There are plenty of activities and local sights to see. Would recommend
Top guest favourite
Home in Hope
4.98 out of 5 average rating, 55 reviews

Private ADK, River, Hot Tub, Pets OK, Game Room

JackRating, 5 stars1 week ago
The Honeybee Cabin was absolutely phenomenal. My friends and I go on a group trip every year and this definitely was one of the best trips we had! The property and house were terrific and worth every penny. Julie and Gina were also AWESOME hosts! I would 100% recommend staying at the Honeybee Cabin!!!

Destinations to explore