Ski-in/Ski-out vacation rentals in Hancock
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Hancock
Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.
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Popular amenities for Hancock ski-in/ski-out rentals
Ski-in/ski-out house rentals
Home in Stephentown
4.8 out of 5 average rating, 75 reviewsA Magic Spot: Booking year round.
the airbnb is very homey, well stocked, and easy to navigate. we had one slight issue with a mess that was not found by the cleaning crew, but robert was friendly and shared our concern about this.
Home in Canaan
5 out of 5 average rating, 11 reviewsKnoll Rock House (3B/3B) - Best of the Berkshires
Absolutely fabulous AirBNB. Super beautiful spot, close to Tanglewood. Amazing kitchen and bathrooms, beautiful antiques, quiet secluded spot but near all the best of the Berkshires. Mai was very helpful with local tips and folding chairs and all. Thank you for a great stay, we look forward to returning!
Home in Hancock
4.8 out of 5 average rating, 10 reviewsBeautiful 4 Bedroom Townhouse in the Berkshires
House was as described and spotlessly clean when we arrived. Our group of 2 families enjoyed the hot tub and amenities in the complex like the pool and general store very much. Appreciated the local restaurant recommendations. We spent a day at the aerial adventure park within Jiminy Peak resort and that was great. Thanks for an enjoyable stay!
Home in Hancock
4.95 out of 5 average rating, 21 reviewsCondo on the mountain
Lovely one night stay! Perfect location on the mountain, super clean and Zaighum was very helpful and accommodating with an early check in. Would highly recommend!
Home in Wilmington
5 out of 5 average rating, 19 reviewsRustic home near skiing & lakes, walk to downtown
The home was an antique home as described with lots of character. Great time for me and six others skiing at Mount Snow, walkable to good restaurants right down the hill everything is as described. Dennis was responsive and answered a couple of questions I had. would definitely stay here again. The home is stocked with any and everything you could possibly need kitchen amenities board games. Everything was great.
Home in Troy
4.77 out of 5 average rating, 104 reviewsRiverfront Rustic 1824 Mansion
Excellent stay in a fantastic old historical Troy riverfront mansion. Great and accommodating hosts. If you like whimsical and comfortably lived in stays, this is a great spot. It is cozy with great views of the river and very convenient to local amenities. Hosts went above and beyond to make sure our stay was as good as it could be while we renovate our new house. A+++
Home in Wilmington
4.89 out of 5 average rating, 27 reviewsBrand new, 5 BR, next to Hermitage Club&Hermt Inn
We loved this house! And plan to come back again soon! Beautiful home with great amenities. Host was very responsive. We had a great visit!
Home in Hancock
4.96 out of 5 average rating, 28 reviewsFamily getaway! Private 4 BR Home on Jiminy Peak
We had a great ski-cation! Howard’s house is super-roomy. We were a party of three families - 6 adults and 6 kids. Plenty of room for all of us. Great location, a quick walk to the ski slopes. Howard was very helpful and quick to reply any time we reached out. As we had fresh snow on the morning of checkout, Howard even offered us a later checkout if we wanted to get a few more ski runs in. We will certainly be back.
Family-friendly, ski-in/ski-out home rentals
Home in Craryville
4.84 out of 5 average rating, 49 reviewsDiamond in the Rough
My family and I had a great time at Delana’s lovely house Craryville is a beautiful place We love staying at Delana’s place and hope to come back for our Thanksgiving holiday next year! Thank you very much
Guest suite in Lee
4.74 out of 5 average rating, 197 reviewsBerkshire Charm w/ Panoramic views
Picturesque location! Beautiful and peaceful ! Thanks for a lovely getaway! The WiFi was great and perfect for a day of remote working.
Home in Great Barrington
4.69 out of 5 average rating, 119 reviewsMaya's Garden House
Maya’s place was beautiful! The garden is amazing. Great to hang out, read, or play some card games. I would suggest bringing a citronella candle or some bug spray so you can be out during dusk and dawn when it looks the most magical. the house itself was beautiful and historic. The living spaces were well designed and the bathrooms and kitchen were modern for a 1760s barn! I was also surprised about how concurrent the location was. We drove no more then 20 minutes the entire time. That was a really delightful surprise! And Maya was very accommodating and kind! Would definitely recommend to someone who appreciates historic houses and beautiful gardens
Cabin in Woodford
4.98 out of 5 average rating, 145 reviewsStone's Camp on Stamford Stream
This was our second stay at Stone's Camp. It was just as great as the first stay. It's very private, peaceful and relaxing. We enjoyed hiking around the area and never had to leave the property in our car during our 4 night stay. The walk from the camp down the abandoned road to the washout is perfect. Our dogs enjoyed being off leash and exploring the woods and stream. It was especially nice for our 15 yro dog who is now unable to tackle larger hikes. Nights were spent enjoying a campfire by the babbling stream on rain free nights. Rainy nights were spent playing cards and games around the table indoors. If you are looking for something quiet, private and love to be outside and away from it all this is the place for you. If you have dogs it's the place for them as well. Thank you again, Chuck, for sharing your piece of paradise and thanks for accommodating our daughter and her boyfriend at the last minute who surprised us with a visit from the West Coast. We hope to be back!
Hotel room in Hancock
4.85 out of 5 average rating, 13 reviewsWyndham Bentley Brook ** 2BR Deluxe
We really liked everything. Everything you needed for living with children was in the room. Very convenient location. You can stop by for a few days and not leave. Slides for both children and adults are within walking distance. There are also game machines and various other activities for children. Highly recommend for a trip with. children.
Home in Whitingham
4.93 out of 5 average rating, 69 reviewsThe Amos Brown House.
Beautiful unique and peaceful home and setting. Especially great location for your dog. Short trip to the Harriman Reservoir for swimming and boating.
Hotel room in Hancock
5 out of 5 average rating, 4 reviewsWyndham Bentley Brook * Studio
We had such a great time at Rob&Julia's place. Very good communication, great location, the place was sparkling clean! I will definitely come back again with my family! One of my best experiences
Private room in Claverack
4.92 out of 5 average rating, 108 reviewsPeaceful Solar Home
This was our second time staying with Betsy. She has been incredibly accommodating for myself and my toddler. My daughter loves staying at “Tigger’s house” (Tigger is Betsy’s very well behaved friendly dog.)
Ski-in/ski-out condo rentals
Condo in Hancock
5 out of 5 average rating, 7 reviewsCondo Resort at Jiminy Peak Ski Mountain's Base
Our family loved the stay ! Place was beautiful, clean and with lots of activities for the kids. Highly recommend and definitely coming back soon.
Condo in Hancock
4.96 out of 5 average rating, 48 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
We had a great time. This place was so convenient. Definitely worth it.
Condo in Hancock
4.88 out of 5 average rating, 33 reviewsUnique - Country suite @ Jiminy Peak
We had a fabulous time up at Jiminy Peak and being right on the mountain at Shana’s place made it very easy to enjoy the many things to do. Shana is a great host and her unit was perfect for our family of 5. Our younger two tried counting all of the gnomes in every room. We definitely recommend staying at Shana’s place, she is very easy to work with and quick to answer any questions. Thanks again A+
Condo in Hancock
4.87 out of 5 average rating, 30 reviewsJiminy Peak Apartment
The location of this property is unbeatable! A quick walk to everything at Jiminy Peak, but tucked away enough to have a peaceful rest at the end of the day. The view from the sitting area and kitchenette is absolutely stunning, we ate breakfast admiring the beautiful fall colors on the hill. The decor was nice and the bed was extremely comfortable. I recommend this to anyone looking for a nice getaway. Renee and Kevin were quick to reply and wonderfully pleasant hosts!
Condo in Dover
4.8 out of 5 average rating, 10 reviewsMount Snow Townhouse Dover VT 2BR, 2BA & Loft
Our group of 4 adults and 3 kids were very comfortable with the place. The house had everything you would need: seasoning, good condition pots and pans, linens, dish soap, toilet paper, paper towels and even firewood!! We have had to bring or buy some of these items with other Airbnb homes. The house was also really clean and close to Mt Snow. Susan is a very responsive host and gave clear instructions. Also, we appreciated the very simple checkout process.
Condo in Hancock
5 out of 5 average rating, 3 reviewsWyndham Bentley Brook
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!!!
Condo in Hancock
4.91 out of 5 average rating, 57 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Fantastic place if you are Into skiing and/or snowboarding. The rental is just big enough for 2 adults and 2 kids to be comfortable. It might be okay for 4 adults who were close, but honestly, you’re not spending much time inside at Jiminy. Easy check-in and check-out with amenities like restaurants and outdoor hot tub and heated pool a short walk away. It was very nice the rental was well stocked with essentials like spices, coffee and hot chocolate, and even hair and body wash. We have been to places where nothing was provided, and it’s annoying to have to buy salt and sugar for a few days’ stay. Loved it. Will recommend it and will visit again. Thank you.
Quick stats about vacation rentals that are ski-in ski-out in Hancock
Total rentals
60 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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