Vacation rentals in Western Massachusetts

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Western Massachusetts vacation rentals

Other great vacation rentals in Western Massachusetts

Top guest favorite
A modern cabin is situated among snow-covered trees, showcasing large windows that reflect the evening sky. The triangular roofline and dark exterior contrast with the white snow, while a cozy glow emanates from within.
Home in Peru
5 out of 5 average rating, 10 reviews

Highland Haus: stunning ski getaway with hot tub

ChristopherRating, 5 stars1 month ago
Beautiful home that is about 15min from Manchester, which is wonderful to walk around (shops, restaurants). The home is secluded on a nice piece of property in the woods. It was a charming getaway with a wood-burning fireplace and great amenities (games, dart board, hot tub, etc). Highly recommend!
Guest favorite
A spacious living area features large windows that provide scenic views of the surrounding landscape. Comfortable seating is arranged to foster conversation, complemented by a central coffee table. The wood-beamed ceiling adds a rustic touch, while plush rugs enhance the cozy ambiance.
Home in Bellows falls
5 out of 5 average rating, 8 reviews

Amazing Views, Skiing Nearby and Amenities Galore!

GillianRating, 5 stars2 months ago
We absolutely loved our stay at Barbara’s home! It was spacious enough to accommodate 6 adults and 1 child with no issue. The kitchen is well appointed, allowing us to cook meals throughout our stay. We had a small storm roll through, which dropped 5” of snow overnight (great for our next day on the mountain!), and we were thrilled to see that the driveway and walkway had been cleared prior to 7am. The bedrooms were comfortable and the view from the great room is truly stunning. Would love to stay here again! Thank you, Barbara!
Superhost
An aerial view captures the expansive Wilburton resort, surrounded by lush greenery and mountains. The scenic landscape features a serene outdoor pool, with inviting lounge chairs arranged around it. The main house displays elegant architecture, harmonizing with the beautiful natural surroundings.
Home in Manchester
4.86 out of 5 average rating, 35 reviews

Your VT Dream House: Fireplace, Pool, Dogs

AtulRating, 5 stars8 months ago
Beautiful area great amenity. Wish there was 1/2 bath downstairs. That was the only inconvenience.
Guest favorite
A serene forest scene is captured, featuring a gentle stream flowing over smooth, moss-covered stones. Tall trees frame the sides, with sunlight filtering through the leaves, creating dappled light patterns on the rocky ground.
Home in Dover
4.91 out of 5 average rating, 11 reviews

Amazing Family getaway!

KerriRating, 5 stars1 month ago
This house was a great spot to stay in between days of skiing. Everything was clean and comfortable.
Top guest favorite
A spacious outdoor deck features black lounge chairs set beside a low wooden table. A contemporary black chiminea stands as a focal point, surrounded by trees and open land, creating a relaxing atmosphere for outdoor gatherings.
Home in Athens
5 out of 5 average rating, 16 reviews

Lake house with arcade games

AdrienneRating, 5 stars3 months ago
Rosane and Daniel's place was great. Very clean and comfortable. It was well stocked with everything we needed.
Guest favorite
A swimming pool occupies the backyard, featuring clear blue water that reflects the surrounding greenery. Wooden decking surrounds the pool, with a comfortable chair visible nearby. A person can be seen enjoying the pool, emphasizing the outdoor recreational space.
Home in Saratoga Springs
4.95 out of 5 average rating, 39 reviews

Great Saratoga House with Pool Walk to Everything!

CaitrinRating, 5 stars3 months ago
Loved staying here! It was super cozy and a lovely home away from home for the holidays. House is as described and very spacious. Fireplace makes it extra cozy when the weather got cold. Host was very proactive and responded to any question or issue almost immediately. We will definitely be staying here again!
Guest favorite
A light-filled living space features a stone fireplace as a central focal point. Comfortable seating is provided by two mid-century style chairs, complemented by a soft area rug. Large windows offer views of the outdoors, enhancing the room's open feel.
Home in Tannersville
4.93 out of 5 average rating, 27 reviews

Luxury Spacious Private Home w/tub! Enjoy Spring

SantiagoRating, 5 stars2 months ago
It’s a fantastic place to stay—a well-designed, private home with a great layout. Conveniently located near the mountain, it’s perfect for skiing while still offering a peaceful retreat.
Superhost
An outdoor area features several black Adirondack chairs arranged around a fire pit. In the background, a wooden pavilion is seen, along with a structured tiny home beneath a colorful sky at dusk. Lush greenery surrounds the space, enhancing the natural setting.
Tiny home in Fort Edward
4.86 out of 5 average rating, 58 reviews

Tiny Home In Paradise “The Big Dipper”

AlannaRating, 5 stars9 months ago
If you’re looking for a quiet place to get away for the weekend, look no further!! Pete was so nice and incredibly responsive. My fiancée and I will definitely be staying here again!

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