
Condo vacation 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!

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.

The Vacay Villa
The Vacay Villa, just minutes away from Mohegan Sun, Foxwoods and The Spa at Norwich Inn, offers so many amenities you won’t even have to leave the grounds. Private balcony, fireplace, two outdoor pools currently open, year-round access to luxurious hot tub and saunas, small workout room, laundry facilities, pub and upscale restaurant allow for a one-of-a-kind stay at an incredibly affordable price. Why spend hundreds to stay at the area casinos when you can stay in your own private villa?

Peaceful Oasis steps from Mohegan Sun
Feel at home at our contemporary yet cozy villa. A private and quiet space in the heart of the area's local attractions (walkable to Mohegan Sun/short drive to Foxwoods). Perfect for a fun-filled weekend or a simple and quiet getaway. Enjoy the scenic views of the surrounding golf course or indulge at the on-site renowned spa. Other noteworthy amenities include a year round opened clubhouse, sauna, and hot tub as well as two beautiful seasonally opened pools. This unit comfortably sleeps 4.

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.

Premier Stratton Village Location - Pool & Hot Tub
-- Walk across the street to Stratton Ski Lifts -- Conveniently located near the Stratton Village, this condo places you at the center of all the mountain activities - skiing, mountain biking, events, weddings, shopping & dining. This updated studio includes gas fireplace, AC, stainless appliances, and nice décor. Long Trail House condos boasts underground heated parking, year-round outdoor pool with patio and multiple hot tubs, and sauna. Come visit and relax in the Vermont mountains.

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.

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.

Luxury Stratton condo just steps to the lift!
Enjoy this beautifully renovated 1 bed/1 bath condo with a live fireplace conveniently located steps from the mountain and Stratton Village! The Tamarack chair lift is only a few hundred yards away! Washer and dryer in unit to warm up your wet clothes after a long day of skiing or mountain biking. Fully stocked kitchen, 50’ TV w/ AppleTV, cable, Amazon Alexa, 5G WiFi, Firewood and more! This is one of the nicest Ober Tal condos available for rent!
Popular amenities for Western Massachusetts condo rentals
Weekly condo rentals

Spa Dreams

Lovely two bedroom townhouse with parking

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Light Down at the Poet's Perch

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

Cute, Cozy Condo at the base of Mount Snow

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

Ski On/Off 2BR w/Pool, Fireplace & Arcade
Pet-friendly condo rentals

Cozy Luxury Brownstone Stay w/ Yard & Parking

Meadow View

Mt Snow Condo, 4-min walk to Mountain, Fire place

Great 2 bedroom condo at Stratton Mountain

Ski Condo 5 Min from Mt Snow

Cozy & walking distance to town *superhost!*

Comfortable Relaxing Ideal Oasis

Saratoga Getaway
Condo rentals with a pool

Stratton Long Trail House: Quick Walk to Lifts!

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

Mount Snow Ski Chalet

Slopes N Seasons | Trailside Condo at Mount Snow

Cozy Bromley Retreat

Norwich spa retreat on golf course near casinos

Four Seasons Slope-side Getaway at Mount Snow

Walk to Mt. Snow-Spa-Summer Pool
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Cottage rentals Western Massachusetts
- Fitness-friendly rentals Western Massachusetts
- Boutique hotels Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Private suite rentals Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Rentals with a patio Western Massachusetts
- Cabin rentals Western Massachusetts
- Waterfront rentals Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a home theater Western Massachusetts
- House rentals Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Rentals with beach access Western Massachusetts
- Hotel rooms Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Loft rentals Western Massachusetts
- Apartment rentals Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Rentals with a fire pit Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Farmstay rentals Western Massachusetts
- Tiny house rentals Western Massachusetts
- Chalet rentals Western Massachusetts
- Rentals with an accessible height toilet Western Massachusetts
- Guesthouse rentals Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Rentals with pools Western Massachusetts
- Townhouse rentals Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Rentals with a washer and dryer Western Massachusetts
- Luxury rentals Western Massachusetts
- Vacation 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
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Bushnell Park
- Brimfield State Forest
- Mount Snow Ski Resort
- Norman Rockwell Museum
- Bousquet Mountain Ski Area
- Bright Nights at Forest Park
- Taconic State Park
- Mohawk Mountain Ski Area
- Wintonbury Hills Golf Course
- Bigelow Hollow State Park
- Butternut Ski Area and Tubing Center
- Talcott Mountain State Park
- Mount Sugarloaf State Reservation
- Beartown State Forest
- Hartford Golf Club
- Mount Tom State Reservation
- Dinosaur State Park




