Smoking friendly vacation rentals in Pioneer Valley

HideAway UConn Coventry RockFarm BnB Breakfast A+

Welcome to “The Hide Away” on Rock Farm with Superhosts Jon & Jeri. A private, family-friendly 1000+ sq ft wooded retreat featuring two bedrooms, 500 Mbps WiFi, Roku TV, private deck, full kitchen, laundry, and DIY breakfast. Just 15 minutes to UConn and 2 minutes to Bolton Lakes for fishing and hiking. See our VIP Guest Book for local favorites. Clean, cozy, no-shoe secluded BnB — 5⭐️ guest favorite. Ask about “The GetAway” too! It’s our King Studio Suite, a private space, perfect for couples.

Tiny house on the river

Welcome to your perfect New England getaway! This tiny home is an ideal home base for exploring the Ashuelot River (direct access on the property). A short walk to the Denman Thompson covered bridge and access to the Ashuelot rail trail. Note: Unfortunately, there is NO shower. Limited cold water very rustic but comfy. Shared land with the homeowner and family. Friendly pets are also on the property and welcome. You also have access to the land and what's on it. including kayaks License #106255

Glamping- the Berkshires Hike on site! Car charger

Cabin located in Lanesboro, MA. at the hub of the Berkshires, The Clark Art Institute, Williamstown Theatre, Jiminy Peak & Mass MoCA . Nestled at the base of Mt. Greylock, attractions include Barrington Stage, Shakespeare & Co, The Colonial Theatre, Tanglewood, The Norman Rockwell Museum, Jacob's Pillow, Canyon Ranch, Naumkeag. Located close to Appalachian trail & hiking trails on Mt. Greylock Reservation. Hiking trails also onsite- on 75 acres. Close to local lakes. Car Charging station.

Walk To Wilmington Village

This charming apartment is on a quiet side road overlooking historic downtown Wilmington, Vermont. Hear the church bells nearby while enjoying a relaxing evening on the deck. Take a stroll downtown and visit restaurants, shops, bars, and giftshops. Easy access to Moover, free bus to Mount Snow. Washer/dryer Smart TV with premium streaming services The front porch, side porch, and the yard on that side is all private and for you to enjoy. Please note, I live next door, and I have a dog.

The Rail Trail Retreat

Where cozy wilderness intertwines, in the heart of nature. Your exclusive 3BR/3BA lodge sitting on secluded acres in Jaffrey, NH awaits you- complete with tranquil pond, two serene decks and two spacious living room areas to gather. 10 Minutes from Mount Monadnock, adventure by day and indulge in comfort by night. Chef's kitchen, wooded views and total privacy- the perfect blend of upscale escape and outdoor adventure! Let this private space help you restore, recharge and reconnect.

Light-bathed hardwood luxury 3BR, right downtown

Sun-drenched 2nd fl apt in 2-family Victorian home, steps from Northampton's vibrant downtown. Three spacious bedrooms: 2 with queen beds & a third with a double. Central eat-in kitchen with dining table, gas range and small dishwasher. Expansive south-facing living room with two couches and 42" smart HDTV. Private porch overlooking quaint tree-lined street. Wood floors throughout apartment. Hi-speed Internet. Laundry room in basement with free washer/dryer (shared with downstairs apt).

Cozy tent in the trees on organic flower farm

Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.

Cozy cabin 7-Acres & Pond!

A cozy getaway for couples, nomad workers, families, pets, bikers, hikers... all love our 750 sf cabin with pond and huge yard. Full kitchen, large balcony-deck, fire pit, pond, and parking for 4 cars. The "Hop River Trail" is just steps from our driveway. Walk a 1/2 mile to a lovely meandering waterfall, or walk for miles if you love a good hike. Just 15-min drive to Manchester, Vernon, UCONN Storrs; only 30-min to Hartford, casinos, airports. (Pls declare pets under "Guests".)

Springfield Stay for 8 with Parking & Laundry

Spacious Springfield home ideal for work crews or groups, sleeping up to 8 with a king bedroom, two full baths, and a basement with twin-over-full bunks. Features include a large kitchen with ample storage, in-unit washer/dryer, office desk and chair, TVs throughout, free parking, complimentary EV charging, and a big backyard with grill and patio seating—perfect to relax or gather after a long day. Conveniently located minutes from downtown, restaurants, and major attractions.

Berkshire Lakefront Lighthouse Getaway

Escape to your own slice of paradise in our 450 Sq. Ft breathtaking Lighthouse rental on East Otis reservoir! This stunning property boasts a multi-level 800 square foot deck with jaw-dropping views of the shimmering Lake below making it the perfect place to unwind and soak up the natural beauty of Massachusetts. For water enthusiasts, the lighthouse rental also includes a 500 ft shared dock, providing easy access to the lake for swimming, fishing, kayaking and more.

NE Historical Mansion-pets and pet lovers welcome

Enjoy seamless check-in and a private 1,000 sq ft space on the third floor of our historic Victorian home. Includes 2 bedrooms, bathroom, open hallway, and a combined living/dining/kitchenette area (no sink). Pet-friendly, updated, and comfortable year-round. Accessed via the back staircase; only the entry/hallway is shared. 3rd and Top floor is strictly for guests only. Just 5 min to I-91 and Pike, 15 min to Northampton 15 min to Big E.

Tiny Cottage on Spofford Lake

This perfect spot on Spofford Lake will have you coming back every year to make memories without giving up the comfort of home. There's so much to enjoy: from a cup of coffee sitting on the beach, to swimming, kayaking, enjoying sunsets while making s-mores for the kids at the campfire, grilling burgers with family and friends, and even streaming your favorite shows on a rainy day.