
Condo holiday rentals in Western Massachusetts
Find and book unique condos on Airbnb
Top-rated condo rentals in Western Massachusetts
Guests agree: These condos are highly rated for location, cleanliness and more.

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)
Escape to Seasons on Mount Snow & stay in our fully equipped 2 bedroom (ski in/out) condo. Our location is the best on the mountain ... right between the main face & Carinthia Freestyle Park! Enjoy the log burning fire (wood provided), smart TV & boardgames plus the fabulous Seasons on Mount Snow facilities where you can relax in a hot tub, pool or sauna. See below for info on activities in the warmer months including hiking, biking, scenic rides, lakes, golf, camp, a spa & the fall colors!

Walk to Mt. Snow-Spa-Summer Pool
*Exterior construction on siding until end of Feb *Amenity rich studio only a 5 min walk to Mt. Snow's famed Magic Carpet (runs on weekends) *Gas Fireplace *Queen memory foam Murphy bed *Queen pull out with memory foam mattress *Well appointed kitchen *65" curved UHD TV *25Mbps Wifi *USB wall outlets *Blue tooth music streaming to TV *Ample closet space *Patio with rocking chair *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool seasonal *Loaner amenities such as phone charger

3 Story Condo - 5 Minutes to Mount Snow!
Charming Dover Green condo just minutes from Mount Snow Ski Resort & Lake Whitingham. This well kept 2 bedroom, 2 bathroom, plus loft bedroom features open concept living, dining, vaulted ceilings, natural woodwork, 65" TV, and a wood burning fireplace. With easy access to Mount Snow, the village of Wilmington, nearby lakes, hiking, and biking, there is so much to do for tremendous year round enjoyment. There is nearby access walkable from the unit to the public MOOver shuttle to get around town

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna
Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, our loft is your perfect home base in the Green Mountains.

Spacious and stylish entire one bedroom apartment.
Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

Top Rated Villa located near Mohegan Sun & Mystic
Located on the Norwich Inn and Spa property, this Villa is a true one bedroom unit with access to two clubhouses (9am-10pm) which include a sauna, gym, hot tub, and saltwater pool access (seasonal). It is also located a few miles away from both Mohegan Sun Casino and Foxwoods Resort and Casino with many amazing restaurants to chose from in the area. If you are a fan of golf, we are located right on the back 9 of the Norwich Golf course! Lake of Isles golf course is also about 15 minutes away.

Owl's Nest - Unique Condo in Vintage Location
This unique second floor condo is flooded with natural light. Steps from Congress Park and downtown Broadway, and a short walk to the Saratoga Race Course. Skylights, hardwood floors, keyless entry, custom lighting, complete kitchen with stainless steel appliances, air conditioning, small washer/dryer all housed in an original Skidmore College building creating a quiet space in a residential neighborhood. On-site parking is included. Intimacy surrounded by all the excitement of Saratoga.

Elegant, spacious studio apt in historic mansion
Welcome to the Plaza Suite, a newly renovated studio condo in an historic Center Square mansion. Enter through a grand reception hall/art gallery and climb the oak staircase to the sunny and spacious second floor apartment. There's a nice view of State Street and the Empire State Plaza. Features include: a new fully equipped kitchen, comfy lounge area, dining /work table, renovated vintage bathroom, walk-in closet and new queen bed. Feel free to enjoy a glass of wine in the art gallery.

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf
Spa Resort | Casinos | Heated Seasonal Pool and Hot Tub | Sauna | Fitness Room | Clubhouse | Golf | Restaurants | Heated Massage Chair | Warm Robes and Blankets | Electric Fireplace with Remote| New Serra topper Whether you’re looking to get away or jump in, enjoy this relaxing retreat surrounded by upscale amenities! We’ve done our very best to ensure your stay is comfortable and tranquil, full of necessities and extras, and that there are many nearby options for adventure and fun.

Entire place to yourself Cromwell/Middletown Line
Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kitchen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

MountSnow ski on/off condo in Vermont
Ski seasons just began Pool and Sports Center is open. Hours vary by day BBQ available for use by the outdoor pool pavilion On Mount Snow, Across from the Tin Lizzy trail leading to the Sundance Base Lodge and access to the Seasons Pass trail leading back to the condo. Very unique Condo in seasons as it has high vaulted ceilings. Condo is a 2 bedroom, 2 bathroom with 2nd bedroom on 2nd floor. Plenty of tennis and pickleball courts Best parking on the mountain

Mt Snow Ski In/Out at Seasons
Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.
Popular amenities for Western Massachusetts condo rentals
Weekly condo rentals

Spa Dreams

Stratton Long Trail House: Quick Walk to Lifts!

Slopes N Seasons | Trailside Condo at Mount Snow

No Cleaning Fee~10% OFF~Walk To Mountain~Amenities

Walk to Dining, Arcade & Bar- 5 Min to Mt. Snow

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

Norwich spa retreat on golf course near casinos

Walk to Lift - 2 Bedroom Condo - Newly Renovated
Pet-friendly condo rentals

Cozy Luxury Brownstone Stay w/ Yard & Parking

Meadow View

Cozy condo w/ hot tub & fireplace

Walk-to-Lifts Mt Snow Ski Condo

Downtown Luxe- Steps to MVP Arena & NYS Capital

Ski Condo 5 Min from Mt Snow

Offseason pricing Cozy & walking distance to town

Comfortable Relaxing Ideal Oasis
Condo rentals with a pool

Villa Flora @ Norwich Inn & Spa

Walk to lifts & Village,Year round pool&hot tubs

Cozy Bromley Retreat

Ski On/Off 2BR w/Pool, Fireplace & Arcade

Renovated Stratton Mtn Studio | Walk to Lifts

Ski in-out Seasons Condo on mtn-sports center-pool

Your Vermondo awaits: Steps to Lifts & Village.

Four Seasons Slope-side Getaway at Mount Snow
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Fitness-friendly rentals Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Farmstay rentals Western Massachusetts
- Private suite rentals Western Massachusetts
- Rentals with an accessible height toilet Western Massachusetts
- Guesthouse rentals Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Townhouse rentals Western Massachusetts
- Luxury rentals Western Massachusetts
- Cottage rentals Western Massachusetts
- Loft rentals Western Massachusetts
- Rentals with a washing machine and dryer Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a home theatre Western Massachusetts
- Rentals with beach access Western Massachusetts
- Apartment rentals Western Massachusetts
- House rentals Western Massachusetts
- Cabin rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Rentals with pools Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Tiny house rentals Western Massachusetts
- Rentals with a fire pit Western Massachusetts
- Waterfront rentals Western Massachusetts
- Hotel rooms Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Chalet rentals Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Boutique hotels Western Massachusetts
- Rentals with a patio Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Holiday home rentals Western Massachusetts
- Condo rentals Massachusetts
- Condo rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- New York State Museum
- MVP Arena
- Connecticut Science Center
- June Farms
- University of Connecticut
- Massachusetts Museum of Contemporary Art
- Hudson Chatham Winery
- The Egg




