
Smoking friendly vacation rentals in Western Massachusetts
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Top-rated smoking friendly rentals in Western Massachusetts
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Smoking friendly apartment rentals

studio apartment water forest retreat
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!

Steele Brook Manor
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 .

A - Farmhouse Apartment on a Cattle Farm
very unique property in a fantastic setting, the farm is great and being able to walk around and explore was the highlight of our stay

Susie's Climax Creations
I truly enjoyed my stay at Susie's place. She was extremely welcoming, warm, and friendly. I loved having a place to stay right on the farm. My dog loved exploring and smelling all around the property. The rooms were spotless and very comfortable. I slept really well. All the animals were wonderful and I loved hearing their stories and having a change of scene from what I do day-to-day. This place and this stay was just what I needed. Easy access to nearby cute towns like Coxsackie, Hudson, and Catskill. I would love to come back again in the future. And I would definitely recommend this place to others.

Quaint cozy vermont apartment
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.

Burnt Knob Mountain Escape
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.

NE Historical Mansion-pets and pet lovers welcome
What a cool opportunity to stay in charming vintage mansion! Very convenient to the train station, local eateries, and the De La Luz Soundstage.

Cozy, Pets, Coffee, B-Ball, Fire Pit, BBQ
Very nice stay. Very clean and welcoming quick responses and helpful. Instructions was very clear and overall a very nice time.
Smoking friendly house rentals

Rustic 1850s Barn. Updated and funky.
We had a fantastic time and the house was lovely! WE would 100% stay with Yvonne again. Thank you for a wonderful time.

Entire lake house to yourself. Great for groups
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!

True Shangri-la, Country Retreat
My 11-day stay at Mary's was truly tranquil and restorative. The grounds are exquisitely maintained, full of color and delight. it was lovely to wake each morning see new blooms opening up into the day. The weather couldn't have been more perfect, allowing for outdoor meals & long afternoons reading on the back porch-the only sounds wind in trees, water in nearby streams, birdsong & in the evenings, the trill of peepers by the pond. all with the stunning view of the mountains in the distance. The house itself is beautifully appointed, furniture, beds, bedding and decor, all high quality. The kitchen is totally stocked with first-rate appliances, a joy to cook in. and I can say without any doubt, this is the only airbnb i've stayed in where the artwork and the books were EXCELLENT. Mary is the best kind of host- helpful, thoughtful, and incredibly responsive. Her attention to detail and kind consideration were likewise everywhere evident. I can't wait to return! thank you Mary!

The Mushroom Palace (Hot Tub, Sauna & Cold Plunge)
I was expecting a great time at the Mushroom Palace but it was even better than I had hoped! It had everything we needed, nothing we didn’t. The hot tub and sauna were clean and hot. We had two really memorable nights there, grilling, chilling, using the outdoor fire pit, and the spa stuff. The house had a lot of charm and character but was very clean had a pleasant smell. I have stayed in many airbnbs over the years and this is definitely in my top 5! I definitely plan on returning. Kyle was so nice to communicate with and very reasonable. This place is a gem and so is Kyle! Can’t wait til my next trip to saugerties. 🍄 ❤️

Quiet Waterfront Retreat
Lisa and her husband are always great to work with! This is the third or fourth time I have stayed at this location and every time it was a great experience. I recommend this quaint little camp to all!

Cozy Kingston home on 1 acre! Kid & Pet Friendly
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.

Little Joe Cottage in Hudson
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!

Cow Barn Lodge
The Cow Barn Lodge was peaceful, clean and close to many cool small towns. We had a wonderful time and would definitely return again. Donna and Jack were great!
Smoking friendly condo rentals

Vacation Village in the Berkshires Resort Suite A
Great resort. Very nice pools (indoor and outdoor). Nice quiet setting very relaxing

Hudson Valley Hiker’s Loft-Private Room Queen Bed
Henry & Jorge were excellent hosts! They’re very communicative, friendly, and quick to respond. We had a wedding in the area, so they were flexible and allowed us early check in, which was much appreciated. The Airbnb was exactly as described, everything was clean. The bed was comfortable and they had AC. The mini fridge in the bedroom was a nice additional touch. Guests should be aware that generally speaking: taxis and Ubers in the Saugerties area are more difficult to come by so you have to reserve them and plan ahead of time. Overall, very happy with our weekend trip and would highly recommend!

Ski-in/Ski-out Suite | Pool, Arcade, Sauna
Great location, spacious and very clean.

Hopkinton 3Bed 2BA Apartment
This vacation home has a great location—about a 30-minute drive from Worcester and around 40 minutes from Boston. It’s situated near a small town surrounded by forest, offering a peaceful and relaxing environment. However, since it’s close to a main road, some traffic noise can be heard on weekdays, which may slightly affect the quietness. The house itself is quite spacious, with three bedrooms and two bathrooms, making it very convenient for a family stay. Although the building is older and shows some signs of age (such as slightly poor insulation), it has been renovated, so the overall condition is still good and reasonably clean. The host has also added new appliances, including a smart and effective air conditioning system. Overall, this property offers great value for the price and provides a comfortable experience for travelers.

Mountainside Suite! Arcade, Pool, Hot Tub Access
Very good

Vacation Village in the Berkshires Resort Suite B

Cozy Suite | Ski-in/Ski-Out | Hot Tub, Pool

Slopeside Penthouse Suite | Pool, Hot Tub Access
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- Six Flags New England
- Bushnell Park
- Taconic State Park
- Jiminy Peak Mountain Resort
- Albany Center Gallery
- Berkshire East Mountain Resort
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Kent Falls State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Brimfield State Forest
- Norman Rockwell Museum
- Beartown State Forest
- Dinosaur State Park
- Mohawk Mountain Ski Area
- Bigelow Hollow State Park
- Hartford Golf Club
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Clarksburg State Park
- Pineridge Cross Country Ski Area
- Naumkeag