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Ski-in/Ski-out vacation rentals in McHenry

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

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Popular amenities for McHenry ski-in/ski-out rentals

Ski-in/ski-out house rentals

Guest favorite
Home in McHenry
4.91 out of 5 average rating, 67 reviews

Pet Friendly 5BR Chalet Ski-in-out w/ New Hot Tub!

MeeraRating, 5 stars1 month ago
Our group celebrated my daughter's 13th birthday, and we had an absolutely wonderful time. The place was clean, beautiful, spacious and inviting, the kitchen had all the items we needed, and it had an easy access to the slopes. We loved our time here! Thank you for being such amazing hosts!
Home in McHenry
3.33 out of 5 average rating, 3 reviews

Green Gables | Chalet Offers 4 Seasons of Fun!

JennaRating, 5 stars4 months ago
We had a great stay at Green Gables for a company retreat. The bedrooms are private and perfect for couples and families. The instructions for everything were clear and easy to follow. We loved the hot tub, the beds were comfortable, and everything was clean and well stocked. We hope to be back again soon!
Home in McHenry
4.67 out of 5 average rating, 3 reviews

Highland Cottage | Ski In/Out + Near Activities

MichelleRating, 5 stars17 months ago
We stayed at the Highland Cottage in McHenry. The place is huge, beautiful and had everything we needed. We were able to cook a Thanksgiving meal with the kitchen equipment that was provided (minus staples like salt, pepper, oil). The area is full of amazing homes and the neighborhood was just beautiful for a walk with our dogs who stayed with us. The hot tub on the covered porch was a real treat after a full meal! One of the gas fireplaces wouldn't light and they responded to my voice message from Wednesday on Thanksgiving day by sending a gentleman over to fix it--he was very nice and we appreciated that a lot. Two small things, for the high cleaning fee, there wasn't a ton of attention to detail in cleaning (kitchen splatters, dirt on floors...) and they request you take the garbage to the community dumpster but there are no directions on getting there (to the main road, go right, and it's on the left behind a black fence). All in all, this was a great experience.
Guest favorite
Home in McHenry
4.9 out of 5 average rating, 10 reviews

Stylish 5BR Home w/ Brand New 7-Seater Hot Tub

KatelynnRating, 5 stars1 month ago
My friends and I had a weekend getaway and it was more than we could have ever asked for. We are all frequent airbnbers, and we all agreed that Lav's home was one of the most gorgeous, pristine homes that we've ever stayed in. We we're so impressed! It was so peaceful, private and lavish. It was centrally located to everything that the resort had to offer, so we were barely having to drive. Check-in was easy peasy, and Lav was so proactive with her communication. I was beyond impressed and would recommend her home to all of my friends and families.
Home in McHenry
4.6 out of 5 average rating, 5 reviews

Main Street Retreat | Ski In/Out, Hot Tub, Lake!

EdavidRating, 5 stars4 months ago
My family and I had a great time. Went to visit my son for thanksgiving week. He's a student athlete at Waynesburg University. We had a great time. It was priceless. The house was beautiful. Sitting on top of the ski slope which was right in our backyard by the way. Even found toys for my grandson in the game room closet. My son has 3 more years of school and I think we found a new temporary home for when we go to visit him. These guys owe me nothing! It was all worth it! Thanks...
Home in McHenry
4.86 out of 5 average rating, 7 reviews

Wispy Business | Ski In/Out, Dog Friendly Log Home

KRating, 5 stars2 months ago
We enjoyed our stay here very much. The view is beautiful. Taylor-Made was very responsive to any questions or issues. We loved the wood burning fireplace and it was a great bonus to have wood provided. (Didn’t know the ash bucket was up in the loft area - kids told me AFTER we left). A few things for guests to know; There are not extra towels for hot tub use (picked up from previous reviewer). We brought our own pool towels which worked out great. I also believe that the listing should mention that this ski-in, ski-out location is on a black-diamond trail. We had a few who were unwilling /unable to do this and therefore had to drive up to the upper lot or down to the base. In the kitchen, there are really no storage containers for leftovers- don’t forget to bring your own including, baggies, aluminum foil, or plastic wrap. There are 2crock-pots (regular size), 2 electric griddles, lots of cookie sheets - but you will want to use baking sheets on these. Grocery store is close
Home in McHenry
4.58 out of 5 average rating, 12 reviews

5BR ski-in/out home with hot tub & game tables

MatthewRating, 5 stars4 months ago
Our stay at DCL was really great thanks to the Vacasa property. It was as advertised and provided an accommodation that made for great family memories. I highly recommend this property and hope to have the chance to stay here again sometime soon.

Family-friendly, ski-in/ski-out home rentals

Townhouse in McHenry
4.17 out of 5 average rating, 6 reviews

2BR | Fireplace | Hot Tub | Pool Table [vow01ww]

ShawnRating, 5 stars57 months ago
Great house overall. Was a bit disappointed in the lack of air conditioning but the property did say the house didn't have A/C so it certainly wasn't misleading. I just didn't think to check if the house had it. The house is nice and spacious and you're relatively close to a lot of activities. As a ski lodge, I think it'd be great but it gets quite hot in the summer.
Home in McHenry
5 out of 5 average rating, 4 reviews

One Ski Hill | Ski In/Ski Out + Hot Tub!

MatthewRating, 5 stars17 months ago
We had a great stay here! Beautiful views and super accommodations!
Home in McHenry
4.6 out of 5 average rating, 5 reviews

4BR | Fireplace | Ski In/Out | Fire Pit [mileabv]

JonathanRating, 5 stars69 months ago
The outdoor deck space and amenities at this property were great. Between a hot tub, pool table, foosball, and cornhole, there was plenty for everyone to do at the house. The interior was very well done and felt cozy.
Townhouse in McHenry
4.4 out of 5 average rating, 10 reviews

3BR | Dogs OK | Fireplace | Hot Tub [azure]

LinetteRating, 5 stars51 months ago
Since there were not many reviews, I wanted to point out a couple of things. You can ski in from both Down Under and Eye Opener, if there is a lot of natural snow. Since the snowmaking does not reach this unit. This unit is very close to Eye Opener, so with natural snow it is a very easy ski-out. However, we were surprised to find out that the lift at the bottom of both slopes does not usually open until late in the season, so it was not open yet. We had tons of snow, so we could ski in but not ski out. The Covid protocols at Wisp were excellent. Rentals whipped you through so fast that your time inside was limited. We brought food and ate in our car, instead of the lodge. The private lessons were not as good as the group lessons. Book your group lessons, and your lift tickets, asap, as they sell out! The tubing and coaster rides were awesome. This unit is fantastic. I could not believe the view. With all of the snow it was right out of a Christmas card. The 3 bathrooms really made it nice for our group of 6. The hot tub fits 8 and was fantastic after long days on the slopes. We had about 8 inches of snow but the winding road was well plowed and salted. Would have preferred having a 4w drive though. The wood burning fireplace was great. Wood is provided, but I would recommend you bring duraflames to get the fire going. Overall we had a blast.
Home in McHenry
4.73 out of 5 average rating, 11 reviews

Main Street Connection | Ski In/Out, Hot Tub!

CrysRating, 5 stars3 months ago
Amazing home! Perfect for our family! We loved the fun of the lower level and hot tub! Super close wisp!
Home in McHenry
4.75 out of 5 average rating, 4 reviews

5BR | Dogs OK | Fireplace | Hot Tub [outbnds]

MelindaRating, 5 stars32 months ago
We came in for our annual deep creek trip. We brought our 4 kids and our oldest sons 5 friends. The house was a great space! The teens were able to have the basement to themselves. The pool table and hot tub were a big hit! We also loved the deck with a nice view. We would definitely stay again
Home in McHenry
4.5 out of 5 average rating, 6 reviews

On Eagle's Wings | Ski In/Ski Out + Lake Views!

KellyRating, 5 stars3 months ago
This home was lovely. However, the ski in and ski out advertisement should be more clear that it enters a black diamond run. This was not conducive for our beginner skiers.
Home in McHenry
4.67 out of 5 average rating, 6 reviews

Rocky Adventures | Hot Tub, Private Community!

BryanRating, 5 stars10 months ago
Great stay with friends and kids for a getaway weekend. The house is beautiful, in a great location, and very peaceful.

Ski-in/ski-out cabin rentals

Top guest favorite
Cabin in McHenry
4.99 out of 5 average rating, 125 reviews

#1 Cabin~Walk to WISP~Dock~Game RM~Hot Tub~Dogs OK

RobinRating, 5 stars1 week ago
We are super picky about cleanliness and this house was pristine and incredibly well equipped. Simple instructions were easy to find for everything and the house was really well organized. We were there at an odd time of year so not a ton was open, but had plenty to do within 10 min of the house and there were also things that were walkable. The only thing that could make it better was if it was on the lake! Would definitely recommend.
Guest favorite
Cabin in McHenry
4.96 out of 5 average rating, 27 reviews

TikiBar, Hot Tub, Lakefront, Playset, Private Dock

FrancesRating, 5 stars2 months ago
Fabulous cabin with incredible lakefront access. We loved our weekend and will hope to be back!
Top guest favorite
Cabin in McHenry
5 out of 5 average rating, 11 reviews

SkyView @ Deep Creek

HeidiRating, 5 stars2 months ago
Pictures don’t do it justice! Such a beautiful and relaxing getaway! John and Jennifer were so responsive and helpful during our stay! Our trip was scheduled during a winter storm, and they proactively offered us flexible check in! We will definitely be booking again! Highly recommend! ☺️
Guest favorite
Cabin in McHenry
4.96 out of 5 average rating, 196 reviews

All about the view

KiyaRating, 5 stars1 month ago
Chris was a great host with a great cabin, the area next to the cabin was easy to navigate and stress free check in was flexible and easy very cozy and a good relaxing stay even during off season our family and extended family are hoping to book again in season preferably winter time.
Superhost
Cabin in Oakland
4.88 out of 5 average rating, 398 reviews

Winter is Coming

ElyseRating, 5 stars2 weeks ago
It was a lovely home with beautiful views. We enjoyed the hot tub room with the fireplace, the rustic but beautiful bedrooms, and the area. Loved playing Ms Pac-Man and air hockey!

Quick stats about vacation rentals that are ski-in ski-out in McHenry

  • Total rentals

    80 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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