It does not feel right not to include Massachusetts as a destination to explore and enjoy when you are thinking of vacationing in the United States. If you are fond of skiing, you will love Massachusetts. The state offers top-notch ski resorts, such as Jiminy Peak Mountain Resort, Nashoba Valley Ski Area, and Butternut Ski Area and Tubing Center. Other than skiing, you can admire a collection of contemporary art, drawings, and musical instruments from around the world at Museum of Fine Arts, Boston. You can also spend some time at New England Aquarium, which features more than 2,000 aquatic animals. For a place to stay in during your trip, read on to know about the top ski-in ski-out accommodations in Massachusetts, USA.
We handpicked these listings carefully, considering (wherever possible) recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to ski slopes and equipment. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.
1. Elegant sanctuary with a lush garden (from USD 460)
You will have an enjoyable stay at this elegant house, which is good for up to 14 people and is located right at the base of Mount Greylock. Ski slopes are just minutes away. It has seven bedrooms and three bathrooms. You can take a leisure walk around the lush garden after waking up in the morning. Then you can prepare your breakfast in the fully equipped kitchen. To end your day, you can share a bottle of wine with loved ones on the balcony.
Top guest reviews
Cleanliness:
place was very clean with large well equipped kitchenit is super clean and the most charming house everbeautiful house very clean lots of space for everyoneit is immaculate well stocked and a beautiful houseHost:
property managers are very helpfuljill is a wonderful property manager and super responsivejill was very responsivethe property manager jill was exceptionally helpfuljill was a great property manager she was extremely helpfulRead more reviewsLocation:
it is a gorgeous house in a beautiful location in the berkshiresgreat donut shop a short walk from the houseprivate quiet short driving distance to berkshire attractions
2. Swiss chalet with a spacious deck (from USD 235)
This Swiss chalet is surrounded by a forest. If you want to reconnect with nature and escape from the bustling city, then you will love staying here. You can enjoy cross-country skiing right on the property when the snow is thick. High-speed internet and television are amenities available so that you can stay entertained. In summer or spring, you can relish your favorite cocktails on the deck, which overlooks the forest.
Top guest reviews
Amenities & Room:
we didn’t have cell phone reception but the wifi was strong enough for streaming and cell phone usethe beds and beddings were very comfortablehouse had all the needed amenities comfortable beds and a pleasant overall cozinessthere was plenty of room and good sleepong space for alli loved cooking in the kitchen and we couldn't get over how beautiful the night sky wasCleanliness:
clean place with beautiful windows/lightingthe house was very clean and decorated with nice little touches in every cornera well-designed house generously furnished and supplied sparkling clean comfortableevery thing was perfect and so very cleanthe house is very clean and has most everything you need for cookingHost:
the owner was easy to communicate with and prompt to respondRead more reviewsLocation:
very peaceful property with no close neighborsi highly recommend laura's place as a wonderful way to get away for a while
3. Spacious house with an indoor fireplace (from USD 850)
This spacious house can accommodate a group of 12 travelers and features 4 bedrooms. Jiminy Peak Mountain Resort is just a short walk away. If you prefer to stay home, you can entertain yourself by watching your favorite movies on the Smart television. The place also has a jetted tub and a rain shower. You can stay warm by the indoor fireplace while sipping wine on a chilly evening. Other amenities include a fully equipped kitchen, a ski storage room, and Wi-Fi access.
Top guest reviews
Amenities & Room:
very comfortable and had all the amenities you could needthe welcome goodie baskets in the kitchen and bathrooms rivaled a 5-star hotelthe beds were luxuriously comfortableCleanliness:
super clean and comfortableHost:
the owner was also very helpful and responsivevery quick ot reply and extremely helpfulhost is super considerate and warm heartedgreat house and great host howard always responded quickly and had great local suggestionsi really appreciated the communication from the host for any questions we hadRead more reviewsLocation:
this is a fantastic place in a great locationthe walk to the trails is relatively short and connects to an easy trailthe house is right on the mountain and was easily accessible to the lifts with a short walka couple minutes to a semi-private pool fun amusement parks and many local “must do” spotswe really loved the place and hope to return again
4. Create wonderful memories in Massachusetts
Massachusetts is an incredible place where you can engage in a lot of activities, such as skiing, fishing, and boating. You will have wonderful memories with your family or friends when you visit Massachusetts. You can refer to this list when you plan your skiing trip.
5. Modern abode with floor-to-ceiling windows (from USD 390)
You will have a pleasant stay at this modern house, which is just a quick drive from a ski resort. In winter, you can try cross-country skiing right outside the home. The place comes with two bedrooms and one bathroom and can accommodate four guests. It has floor-to-ceiling windows so it is well-lit. You will get to have gorgeous views of nature. You can snuggle on the couch and read a book, or you can unwind on the large deck and breathe in the fresh air.
Top guest reviews
Amenities & Room:
comfortable furniture spotless all amenities provided as noted in listingvery comfortable with attractive high-quality furnishings and décorhouse is beautifully equipped for relaxation with all the kitchen and comfort amenities you could wantthe rooms were beautifulbeautiful and well-equipped kitchenCleanliness:
everything was so cleanclean comfortable cozy quiet what more can i say?the house is immaculate comfortable and very well-equippedHost:
owners friendly and helpfulthe house and the hosts were great the bestthe hosts ellen and cecil were perfect -- friendly but completely respected our privacyand the hosts ellen and cecil were terrific and a pleasure and thought of everythingRead more reviewsLocation:
great property wonderful location couldn't have asked for morethe location is both convenient and beautiful and ellen was extremely responsive and attentivethe house was beautiful immaculate on beautiful grounds and in a great locationgreat location lovely well-decorated and spacious placegreat place great location wonderful hosts n a dream-like property
6. Bright cabin with a reading room (from USD 250)
You will have a relaxing stay at this bright cabin, which is surrounded by a forest of pine, maple, and birch trees. You can have a memorable riverside cross-country skiing experience here. The place features two bedrooms and one bathroom. It is designed to offer comfort for four people. Other amenities include a reading room, a back deck, and a large wood stove.
Top guest reviews
Amenities & Room:
beautiful home cozy fires and wonderful walks in the woodsthe glow room is delightful to experiencewe hope to be able to visit beautiful the glow room again soonCleanliness:
the house is modern clean quiet and spaciousthe house is cozy clean and brightvery clean and well maintained and robbie was a pleasure to work withthe property is beautifully renovated and was perfectly cleaned and prepped for our staythe cabin was impeccably clean and we just loved being a bit secluded and away from the normsHost:
thank you to robbie who was a gracious hostthanks to our hosts for a lovely staythe owners were very communicative and we had everything we needed for a great long weekendRead more reviewsLocation:
location is remote but surrounded by beautiful naturesuper private great location lovely place to unwindinside and out just a wonderful place to spend time
7. Lovely apartment with a patio (from USD 230)
This lovely apartment is located in a quiet neighborhood. It has three bedrooms, three bathrooms, and a comfortable sitting area. It offers complimentary wireless internet connection so you can stay connected with your loved ones back home. You can start your morning right by having a delicious a la carte breakfast. Then you can enjoy your cup of coffee in the patio while marveling at beautiful views of the garden. On-site parking is available too. There are various ski slopes nearby.
Maple House Birds' Eye View Apartment
Address: 51 Middletown Hill Road
29.56 km (18.4 mi) from Wahconah Falls State Park
Cozy apartment with heated pools
This cozy apartment, which is surrounded by mountains, boasts express lifts that can take you to Jiminy Peak Mountain Resort for your skiing adventure. It features two bedrooms and two bathrooms and promises a pleasant and comfortable stay for up to eight people. After a day of skiing, you can unwind in one of the hot tubs. The place also has indoor and outdoor heated pools where you can relax. There is a ski school for both children and adults in case you want to take some lessons.
16.36 km (10.2 mi) from Wahconah Falls State ParkSuperhost
Accommodates: 8
Top guest reviews
Cleanliness:
very clean and well equippedclean comfortable and welcomingadditionally the apartment was sparkling cleanincredibly clean and comfortable you can’t beat the location for skiing in/outHost:
doug was a great hostthe staff are super friendly and helpfuldoug was super responsive and answered any questions immediatelythis was my first booking through airbnb and doug was so helpfulRead more reviewsLocation:
the location was right on the mountain and was ski-on/ski-/off which was hugewe loved our stay perfect accommodations for a family of four and the location can't be beatclean great location perfect for our family
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