Condo vacation rentals in Western Massachusetts

Find and book unique condos on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Western Massachusetts condo rentals

Weekly condo rentals

Top guest favorite
A well-lit bedroom features two wooden beds with navy blue comforters, showcasing a simple and cozy arrangement. A bedside table with a lamp is situated between the beds, while a window allows natural light to brighten the space, complemented by light blue walls.
Condo in Wilmington
5 out of 5 average rating, 12 reviews

Ski2Tee

JamesRating, 5 stars8 months ago
The home was perfect and the location was great to use as a base to explore fall colors and the small towns of southern Vermont .
Guest favorite
A cozy living area features a stone fireplace, a flat-screen television mounted on the wall, and a dark leather sofa. A wooden coffee table is positioned in the center, with decorative items displayed. Light filters through large glass doors, leading to an outdoor balcony.
Condo in Hancock
4.95 out of 5 average rating, 59 reviews

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

EladRating, 5 stars1 month ago
A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.
Superhost
The inviting living room features a spacious sectional couch in a soft hue, complemented by a circular coffee table. Light streams through sheer curtain panels, enhancing the wooden floor and neutral wall palette. A Smart TV is positioned on a stand, creating a comfortable entertainment area.
Condo in Hartford
4.79 out of 5 average rating, 24 reviews

Lovely two bedroom townhouse with parking

ShenaRating, 5 stars2 weeks ago
The space was very nice, spacious, clean and in a great location. Close to the highway and all other locations I planned on visiting during my stay! I would highly recommend staying here. The host Oomi was very reachable and quick to respond to any questions or problems we had I will definitely be coming back for my next stay!
Guest favorite
Condo in Lenox
4.97 out of 5 average rating, 34 reviews

Spacious 3 bedroom apt in Lenox historic downtown

JamieRating, 5 stars3 weeks ago
Yulia's place was the perfect spot for a Memorial Day weekend getaway. Was even great for an infant! It was comfy and cozy! Loved the patisserie downstairs and the town. Highly recommend!
Superhost
The image displays a rugged expanse of naturally eroded rocks by a water source. Various shades of grey and blue are visible, interspersed with orange and brown hues. Patches of water collect in small depressions, while sparse greenery is noted along the rocky surface.
Condo in Shelburne Falls
4.92 out of 5 average rating, 48 reviews

Flowers & Falls Spot House

TerriRating, 5 stars2 weeks ago
Always an easy peaceful stay whenever we stay at David’s place. We will be back again
Superhost
A spacious indoor hot tub is surrounded by neutral walls and features large skylights above, allowing natural light to enter. A towel is neatly placed on the edge of the tub, while clear water invites relaxation. Safety instructions are posted on the adjacent wall.
Condo in Dover
4.89 out of 5 average rating, 9 reviews

Pool & hot tub! Hiking, nature and mountain views!

ToniRating, 5 stars3 months ago
We loved the proximity to Mount snow, and the layout of the place was cozy and comfortable. We loved the newly renovated kitchen and all kitchen supplies were new. We didn’t get to use the amenities but we loved the sauna and hot tub offerings!
Guest favorite
Condo in Peru
4.99 out of 5 average rating, 81 reviews

Summer in the mountains!

VincentRating, 5 stars3 months ago
Just as described in the listing, clean and comfortable, no surprises. We loved the how the slopes were literally right outside the back door. Made it really convenient both at the beginning and end of two great days of skiing!
Superhost
A scenic view of The Ponds at Foxhollow is presented, featuring well-maintained grassy areas and a tranquil pond. The two-story condo units are visible in the background, surrounded by trees under a bright sky, showcasing a peaceful retreat in a natural setting.
Condo in Lenox
4.8 out of 5 average rating, 10 reviews

Tranquil Lakeside Escape in the Berkshires

GregoryRating, 5 stars3 weeks ago
Beautiful property. We enjoyed very much the tranquility. There was an issue with the kitchen light but maintenance was going to address it. The exterior of some of the buildings needs to be worked on, but overall the place was great.

Pet-friendly condo rentals

Guest favorite
Condo in Litchfield County
4.95 out of 5 average rating, 21 reviews

Pacer's Pasture

CerayeRating, 5 stars5 months ago
Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!
Guest favorite
The exterior of the condominium building is showcased, featuring three levels with large windows that allow natural light in. A central staircase leads to the entrance, flanked by green grass and small shrubs, creating a welcoming appearance.
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars3 months ago
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!
Guest favorite
A cozy living room showcases two plush couches and a small wooden coffee table. A gas stove is nestled in a brick corner, while sliding doors offer views of the outdoors. Colorful lights frame the window, adding a touch of charm to the space.
Condo in Dover
4.9 out of 5 average rating, 52 reviews

Ski Condo 5 Min from Mt Snow

JadeRating, 5 stars4 weeks ago
Lovely home, looked just as described, very responsive/ accommodating host. Stunning Mountain View’s whichever direction you drive. Will definitely be coming back here!
Superhost
A well-lit bedroom features a spacious bed with white linens and an accent pillow. Bright light streams in through two windows adorned with sheer curtains. A side table with a small lamp adds a touch of warmth to the inviting space.
Condo in Kingston
4.91 out of 5 average rating, 144 reviews

Cozy & walking distance to cafés *spring avails*

JananiRating, 5 stars2 months ago
Cozy apartment, walking distance from the water front. Had a great weekend getaway.
Guest favorite
Condo in North Adams
4.96 out of 5 average rating, 74 reviews

Newly renovated 2BR on historic Eagle Street.

CaryRating, 5 stars2 weeks ago
Katie's place was great--very stylish, conveniently located, and well maintained/cleaned. Loved the renovation of the older building to create a contemporary space while incorporating some of the historic beams and brick work into the design. The living area and kitchen were spacious, comfortable, and well-appointed. The beds were very comfortable. It was great to have a dedicated parking space. The street is busy and well lit, so we were happy to have ear plugs and eye shades when trying to sleep. The location is convenient to MassMOCA and some great restaurants. All in all, a fantastic stay!
Top guest favorite
The exterior of a two-story duplex is presented, featuring a welcoming porch with black railings and an American flag. A vibrant garden in the foreground displays a variety of colorful flowers, while large windows enhance the airy and bright appearance of the home.
Condo in Stillwater
5 out of 5 average rating, 23 reviews

Saratoga Getaway

JarrettRating, 5 stars3 weeks ago
Had an awesome stay here. The place was super clean, really cozy, and exactly what I needed. The host was great—quick to respond and super helpful the whole time. You can tell they put effort into making it a comfortable spot. Would definitely stay again!
Guest favorite
The chalet duplex features a two-toned exterior with a dark wooden upper level and a white lower level. A spacious outdoor deck is visible, complemented by greenery and well-maintained shrubs, creating a serene setting within a natural landscape.
Condo in Dover
4.85 out of 5 average rating, 169 reviews

Mount Snow Close, Great Price, Lots of Room

PeteRating, 5 stars2 months ago
Very close to Mount Snow. Walking distance to market, coffee house and Dover Bar and Grill. A dog friendly rental with everything you need for a ski trip.
Guest favorite
The exterior of a multi-story grey building is shown, featuring a sloped roof and several square windows. A ramp leads to the main entrance, which is adorned with light fixtures and framed by greenery, including bushes and grass.
Condo in Londonderry
4.95 out of 5 average rating, 61 reviews

Magical Ski-In/Ski-Out Condo at Magic w/ game room

RobbyRating, 5 stars1 week ago
This kind of space is why AirBNB was invented; it was clearly a space where the owners also spend time, and it felt like staying at a friend’s clean, cozy home. Too many AirBNBs are basically fake hotels run by people trying to earn money with spaces they’ve never lived in, and this was a breath of fresh Vermont air! I can’t say enough nice things about this space or the hosts!

Condo rentals with a pool

Guest favorite
A circular outdoor pool is surrounded by a landscaped area, featuring several trees and bushes. The building's large glass entrances reflect natural light. Sun loungers are positioned nearby, and a set of steps leads from the pool to the patio area.
Condo in Stratton
4.97 out of 5 average rating, 65 reviews

Stratton Mt Summer: Golf, tennis, hike, bike, swim

NicoleRating, 5 stars2 months ago
Perfect location just steps from Stratton Village! The room was very clean and we loved the outdoor hot tubs and complimentary Starbucks coffee in the morning. Luke was a great host, very responsive and even offered us a later checkout. Would definitely stay again!
Guest favorite
A spacious outdoor heated pool is surrounded by a secure fence, with sun loungers positioned around the deck. Lush greenery and trees are visible in the background, providing a natural setting under a clear blue sky.
Condo in Peru
4.97 out of 5 average rating, 89 reviews

Cozy Mountain Condo - Let's Hike!

StevenRating, 5 stars2 months ago
Laura's place was great. It was clean, right on Bromley Mountain (ski on and ski off), and a quick drive to Manchester. Laura was very responsive and helpful. Even sent me a youtube video to help with my technical challenges of working with two remotes for the Smart TV. I highly recommend this AIRBNB.
Guest favorite
A snowy landscape showcases the mountain in the background with ski trails visible. The foreground features a winter scene with snow-covered ground and trees. A building is partially visible on the left, adding to the serene atmosphere.
Condo in Dover
4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

BarryRating, 5 stars3 months ago
Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.
Guest favorite
A well-maintained outdoor pool is surrounded by sun loungers, creating a serene atmosphere. Lush greenery and trees frame the background, providing a natural setting. The concrete deck features handrails for easy access, while clear skies above invite relaxation.
Condo in Dover
4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

MichaelRating, 5 stars2 months ago
We stayed at Julia's vacation rental for a 3-day weekend with our four children under the age of 12. The things that were great: 1) the unit is 150 foot walk in ski boots from a ski trail that will take you to the Mount Snow lift, which was great because we didn't have to shlep 4 kids ski gear, 2) the four kids loved the bunk bed room and were comfortable, 3) there are two large shelves of board games the kids enjoyed, 4) the access to the Sports Center which has a heated indoor pool and hot tubs were a great way to end the day after skiing, 5) the outdoor locker was a great place to dump all the ski gear (much better storage location than inside the car or inside the unit) and 6) very nice fluffy towels and bed sheeting was comfortable. A combined liquid shampoo and body soap is provided in each bathroom, which is the same that we use to bath our kids at home.
Guest favorite
The exterior of the lodge features a blend of stone and wood elements, with multiple balconies and large windows reflecting the surrounding landscape. The entrance is framed by a welcoming staircase, leading to the main doorway marked with a sign that reads 'Hardwood Lodge'.
Condo in Stratton
4.94 out of 5 average rating, 34 reviews

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

CarolineRating, 5 stars3 months ago
Lina was so responsive and helpful. Location could not have been more perfect. Such a lovely find! Thank you, Lina!
Guest favorite
An indoor pool area is highlighted by a spacious swimming pool. Natural light enters through large windows, offering views of the outdoor patio. Seating areas with chairs are arranged along the walls, complemented by warm-toned curtains.
Condo in Ludlow
4.93 out of 5 average rating, 110 reviews

One Bedroom Suite Near Okemo

ChristopherRating, 5 stars2 months ago
Excellent apartment in a resort hotel. Well staffed and the property is kept in excellent condition. Highly recommend this host.
Guest favorite
A circular heated pool is surrounded by a paved patio, with steps leading into the water. Lush greenery and small trees are present in the background, creating a serene outdoor space. Cloudy skies are visible overhead.
Condo in Stratton
4.95 out of 5 average rating, 148 reviews

Cozy condo within walking distance to the slopes.

MaraRating, 5 stars3 months ago
You really can’t beat this location. It’s across the steet from the lifts and the village with lots of restaurants/bars/stores. The space was perfect for our family of four. Our two young children stayed on the pullout and we thought the king bed was quite comfy. We would def stay here again!
Superhost
Icicles hang from a structure in the foreground, with a view of snow-covered ski slopes illuminated by soft lights in the distance. The landscape is blanketed in fresh snow, creating a serene winter atmosphere.
Condo in Hancock
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook

Ashley And NathanielRating, 5 stars15 months ago
We had a wonderful time staying at Paul’s place! We had easy access to the mountain for skiing. It was wonderful to have a ski locked to store our stuff outside of the room. In addition to the wonderful accommodation our kids loved the indoor/outdoor pool after a long day on the slopes. Highly recommend Paul and his accommodation!!!

Destinations to explore