
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
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Ski-in/ski-out house rentals

A 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.

Family-Friendly Home on a Private Lake
We spent 3 nights at Jeens house and our kids (2.5 and 4 years) were in paradise. Great place for families as main rooms are all on ground floor and the basement is great for more kids entertainment. Best feature is the sun room - makes all the difference! Would have liked a more comfy couch here, but that’s a minor thing. It is very quiet around the house but there are neighbors next door, just that you know. Not sure if I’d be missing a bigger deck in the summer - even now at a sunny October day we would have loved a deck to spent time outside. There are many things to do and see all around and Jeens recommendations were great! Love that everything is layed out in the handbook - very helpful. We’ve also had the problem with the smelly (fishy) fridge, hope they get that solved until their next guests arrive. All in all we had a great stay at the house and would always come back! Oh and we saw so many animals from out of the window including deer - great experience!

Knoll 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!

Beautiful 4 Bedroom Townhouse in the Berkshires
This home was the perfect place for our family/friends gathering. Location was fantastic - just a short 1-2 min walk to the ski-in spot, making it incredibly convenient for hitting the slopes with little ones. The host was exceptionally informative and friendly, ensuring we had everything for a comfy stay. Kids had fun sledding between the houses and grownups loved the hot tub.

Condo 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!

Serene getaway in the Vermont National Forrest
Great location, 30 min from MASSMOCA. Beautiful home and property. Lots of room. We had two families with kids and had a great time.

Rustic home near skiing & lakes, walk to downtown
We had a great stay at Dennis’s place. Everything was prepared and perfect upon arrival. We also appreciated the attention to having plates, pot, pans, etc. made it a lot easier than most I’ve stayed at.

Riverfront Rustic 1824 Mansion
One of our favorite stays so far. The place has character for days, with enough modern amenities for comfort. The lived-in feel had us settling in in no time. Beds were comfortable enough - the pull-out sofa beds less so, though I've yet to meet one that was otherwise. Everyone adored the balcony. The kitchen was better equipped than any other airbnb I've stayed in by a long shot. We wished we had more time to spend out on the deck and the lovely lawn stretching down to the water. Hope to return in the summer or fall someday!
Family-friendly, ski-in/ski-out home rentals

Diamond 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

Berkshire 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.

Wyndham Bentley Brook ** 2BR Deluxe
This was a great place to stay as a family for a ski trip! Easy ski on/ski off access to the mountain with ski lockers was a huge plus. Easy enough to walk to a few restaurants. The kids love the movie theater, pool and game room. Very clean and friendly/helpful staff at front desk.

Stone'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!

The Amos Brown House.
This is a really special antique house that has been very well cared for. we visited in the midst of pretty narly presidents dy snow storm and the howling winds and multiple feet of snow outside only made the old house feel even cozier and more special. in the winter, the house sits on the end of a dirt road, due to the southern portion of it being covered in snow so we were nervous that we would get completely snowed in, but the town plowed the road multiple times each day and we had no problems getting in and out! Our big highlights were cross country skiing on the trail that crosses the property, puzzling by the gas fireplace, and the huge mounds of dog toys for our pup! Also, big thank you to Michelle for being so accommodating about our late check out. Our time here makes me want to check out all of the landmark trusts locations!

Wyndham 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

Peaceful 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.)

Stump Sprouts Lodge
We gather with a large group of friends every year and this was an ideal location for our reunion. There is plenty of space to spread out, a well-equipped kitchen, and a spacious dining area. There are wonderful trails to hike (or ski later in the season)
Ski-in/ski-out condo rentals

Condo 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.

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
We had a wonderful stay at the condo - ideally located, spacious and comfortable and had everything we needed ! Definitely will be back! Elisabeth was generous, responsive and super friendly and excited for us for our trip!

Condo Resort at Jiminy Peak Ski Mountain's Base
We had a wonderful stay at Jiminy Peak.. hosts were super quick to respond with any questions. Very easy check in and check out. Will definitely be staying again in the future!

Unique - 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+

Jiminy Peak Apartment
Our second year staying here and making wonderful family memories. The condo was clean and cozy. Gorgeous view of the mountain and easy ski in/ski out. Everything you need is stocked and ready. We look forward to rebooking for next year.

Wyndham 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!!!

Jiminy Peak Country Inn - ski in/out condo MT view
Very nice spot for one person or a couple. Convenient access to JP base area and amenities. Neat and tidy space, nicely appointed. Great communication from owner.

Ski-in/Ski-Out on Jiminy Peak
Perfect home base for skiing at Jiminy! It was great for me and my kid plus we got to enjoy the hot tub, pool, breakfast at the country store and dinner at bluebird & co. Justine was a great and communicative host - we hope to return soon!
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
1.5K reviews
Family-friendly rentals
40 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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