
Smoking friendly vacation rentals in Hampshire County
Find and book unique smoking friendly rentals on Airbnb
Top-rated smoking friendly rentals in Hampshire County
Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Hampshire County smoking friendly rentals
Smoking friendly apartment rentals
Guest favorite

Apartment in Northampton
4.93 out of 5 average rating, 215 reviewsLight-bathed 3br w porch in best downtown location
AllisonRating, 5 stars1 month ago
Perfect location for walking downtown and exploring the surrounding areas. The home is inviting, and the couch and beds are very comfortable. Instructions are clear and easy, and Sue has a notebook full of wonderful local recommendations. Our family of four felt very much at home and would definitely return.
Top guest favorite

Apartment in Northampton
4.98 out of 5 average rating, 305 reviewsSunny Inspirit Apartment in best downtown location
EmilyRating, 5 stars1 month ago
Super comfortable apartment with thoughtful details left by host and great location - a perfect stay!
Guest favorite

Apartment in Amherst
4.9 out of 5 average rating, 219 reviewsHistoric 1840 beauty in best downtown location
JacksonRating, 5 stars4 days ago
I had a lovely stay at Wendy’s place! The space was clean, cozy, and exactly as described. Wendy was a responsive and thoughtful host, making check-in and communication super easy. The neighborhood felt safe and was close to everything I needed. I’d definitely recommend staying here and would happily return in the future!
Guest favorite

Apartment in Northampton
4.99 out of 5 average rating, 208 reviewsSkylights, art + design in best downtown location
ElizabethRating, 5 stars2 weeks ago
We loved the spaciousness and the amenities. The location was perfect and it was super clean and comfortable. The location was quiet and also a short walk to town. We’d love to stay again and would recommend it to others.
Superhost

Apartment in Northampton
4.89 out of 5 average rating, 186 reviewsLuxury w sunny balcony in best downtown location
BethRating, 5 stars2 weeks ago
Susan was so kind and let us in early when the rain really was coming down! My kids really appreciated the kids books! kitchen was well stocked but we barely touched it! all was very easy!
Guest favorite

Apartment in Northampton
4.93 out of 5 average rating, 235 reviewsWood, sunshine & movies in best downtown location
BrittanyRating, 5 stars1 month ago
This is our third time staying in one of Sue's Northampton properties (a different place each time) and, as always, the apartment was great. It's spacious, comfortable, and thoughtfully appointed. The location is wonderful, with easy walking to everything, and Sue is an excellent host. Highly recommended!
Guest favorite

Apartment in Holyoke
4.78 out of 5 average rating, 211 reviewsNE Historical Mansion-pets and pet lovers welcome
NoahRating, 5 stars4 days ago
We loved our stay! We were coming out to see family, and this was a great place to stay with toddlers. Very big, with a great common room. The beds were comfy, and basics provided. It's not super decked out for cooking, but accurately described online. Beautiful views- we loved waking up and seeing the landscape. Very cool old house.
Smoking friendly house rentals

Home in Plainfield
4.73 out of 5 average rating, 156 reviewsSpring spectacular w fireplace, WiFi, BBQ & forest
MariosRating, 5 stars2 months ago
We had a fantastic stay at this Airbnb! The place was cozy, well-equipped, and perfect for our group. The kids loved the games and toys, and the fireplace made for a great place to relax after skiing. The location, just 15 minutes from Berkshire East, was ideal. That said, winter travelers should be prepared for challenging road conditions. It snowed heavily during our stay, and while private plowing services arrived, it was usually around 11 a.m. If it snows overnight, expect to shovel the large driveway to get the cars out early in the morning. The roads are steep and not always well-plowed, so a four-wheel-drive vehicle, winter tires, or chains are highly recommended. On our last morning, a tree fell out front, blocking the road and knocking out power. These things happen, and it wasn’t the host’s fault, but the remote location means services may be limited. Despite that, we had a wonderful time!
Guest favorite

Home in Northampton
5 out of 5 average rating, 12 reviewsSun-drenched 6BR Victorian steps from downtown
HerveRating, 5 stars3 weeks ago
Just What We Needed We had a marvelous trip to Northampton MA and Sue's large Victorian house was perfect for our group's stay. Of course it was clean and comfortable, but in many ways it had more than what we needed, from parking to rooms and other amenities, I was especially pleased to find convenient outlets and USB ports, even by the bed (which is better than some hotels I've stayed at). Sue had a welcoming gift in the kitchen, communicated responsively and helpful with ideas about the area, as our 'home' was truly conveniently located just blocks from the trendy downtown area. An enjoyable stay in a charming city.
Guest favorite

Home in Amherst
4.89 out of 5 average rating, 84 reviews1840 two-family home in best downtown location
AshleyRating, 5 stars2 months ago
This is our second time staying here and it did not disappoint. It’s very comfortable and has everything you need for a stay. We had a small maintenance issue that came up and they responded with in 5 minutes and had it fixed ASAP! Great communication.
Top guest favorite

Home in Ashfield
4.95 out of 5 average rating, 67 reviewsTrue Shangri-la, Country Retreat
HillaryRating, 5 stars5 months ago
This home is in the midst of beautiful trees and well off the beaten path. My parents accompanied me to visit my daughter at Smith College, and they said they felt “at peace” in this place and would gladly stay there again. My father marveled at the heating/furnace system (he went down to see the huge pellet bag in the basement and wanted to talk with Mary about how it all worked), which is state-of-the-art and makes the large house a constant comfortable temperature. Mary was very responsive and kept us informed, and my parents visited with her when I was in Northampton for a morning. (My father said he could have talked to Mary all day.) For them, the staircase leading up to the bedroom was a bit challenging, and that would be the only downside to our stay. We had everything we needed, and our mantra whenever we were looking for something was “Mary probably thought of that.” Thank you for everything!
Top guest favorite

Private room in Amherst
4.9 out of 5 average rating, 210 reviewsOrchardSlope
NancyRating, 5 stars1 week ago
We really enjoyed our visit and the house was welcoming, charming, very clean, and comfortable. The hosts were very friendly and flexible about our late arrival time. There was also delicious coffee for us in the morning!
Destinations to explore
- Family-friendly rentals Hampshire County
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- Rentals with a fireplace Hampshire County
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Six Flags New England
- TPC River Highlands
- Taconic State Park
- Mohawk Mountain Ski Area
- Bushnell Park
- Mount Sugarloaf State Reservation
- Mount Greylock Ski Club
- Hartford Golf Club
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Beartown State Forest
- Otis Ridge
- Norman Rockwell Museum
- Naumkeag
- Brimfield State Forest
- Bigelow Hollow State Park
- Bright Nights at Forest Park
- Rockledge Golf Club
- WIckham Park