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Ski-in/Ski-out vacation rentals in Hancock

Find and book unique ski-in/ski-out homes on Airbnb

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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 reviews

A Magic Spot: Booking year round.

PhilRating, 5 stars3 months ago
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 reviews

Knoll Rock House (3B/3B) - Best of the Berkshires

AlexanderRating, 5 stars43 months ago
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 reviews

Beautiful 4 Bedroom Townhouse in the Berkshires

KatherineRating, 5 stars5 months ago
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!
Guest favorite

Home in Hancock

4.95 out of 5 average rating, 21 reviews

Condo on the mountain

NicholasRating, 5 stars2 weeks ago
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!
Guest favorite

Home in Wilmington

5 out of 5 average rating, 19 reviews

Rustic home near skiing & lakes, walk to downtown

MichaelRating, 5 stars1 week ago
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 reviews

Riverfront Rustic 1824 Mansion

JonRating, 5 stars1 week ago
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+++
Guest favorite

Home in Wilmington

4.89 out of 5 average rating, 27 reviews

Brand new, 5 BR, next to Hermitage Club&Hermt Inn

MargaretRating, 5 stars5 months ago
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!
Guest favorite

Home in Hancock

4.96 out of 5 average rating, 28 reviews

Family getaway! Private 4 BR Home on Jiminy Peak

EricRating, 5 stars4 days ago
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 reviews

Diamond in the Rough

KathleenRating, 5 stars14 months ago
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
Superhost

Guest suite in Lee

4.74 out of 5 average rating, 197 reviews

Berkshire Charm w/ Panoramic views

KadeeRating, 5 stars3 months ago
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 reviews

Maya's Garden House

KaitlinRating, 5 stars8 months ago
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
Guest favorite

Cabin in Woodford

4.98 out of 5 average rating, 145 reviews

Stone's Camp on Stamford Stream

ThomasRating, 5 stars3 months ago
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!
Guest favorite

Hotel room in Hancock

4.85 out of 5 average rating, 13 reviews

Wyndham Bentley Brook ** 2BR Deluxe

YuliiaRating, 5 stars14 months ago
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.
Superhost

Home in Whitingham

4.93 out of 5 average rating, 69 reviews

The Amos Brown House.

DaveRating, 5 stars4 months ago
Beautiful unique and peaceful home and setting. Especially great location for your dog. Short trip to the Harriman Reservoir for swimming and boating.
Superhost

Hotel room in Hancock

5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook * Studio

LaurelaRating, 5 stars47 months ago
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
Guest favorite

Private room in Claverack

4.92 out of 5 average rating, 108 reviews

Peaceful Solar Home

AriahRating, 5 stars1 month ago
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

Guest favorite

Condo in Hancock

5 out of 5 average rating, 7 reviews

Condo Resort at Jiminy Peak Ski Mountain's Base

JoelmaRating, 5 stars1 month ago
Our family loved the stay ! Place was beautiful, clean and with lots of activities for the kids. Highly recommend and definitely coming back soon.
Guest favorite

Condo in Hancock

4.96 out of 5 average rating, 48 reviews

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

ClaudiaRating, 5 stars4 days ago
We had a great time. This place was so convenient. Definitely worth it.

Condo in Hancock

4.88 out of 5 average rating, 33 reviews

Unique - Country suite @ Jiminy Peak

BrentRating, 5 stars12 months ago
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+
Guest favorite

Condo in Hancock

4.87 out of 5 average rating, 30 reviews

Jiminy Peak Apartment

PrairieRating, 5 stars3 months ago
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!
Guest favorite

Condo in Dover

4.8 out of 5 average rating, 10 reviews

Mount Snow Townhouse Dover VT 2BR, 2BA & Loft

LoremyRating, 5 stars11 months ago
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.
Superhost

Condo in Hancock

5 out of 5 average rating, 3 reviews

Wyndham Bentley Brook

Ashley And NathanielRating, 5 stars11 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!!!
Guest favorite

Condo in Hancock

4.91 out of 5 average rating, 57 reviews

Jiminy Peak Country Inn - ski in/out condo MT view

JoshuaRating, 5 stars3 weeks ago
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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