Set in Grand County, Winter Park is a stunning municipality in Colorado. Its name very much reflects its many winter destinations, especially ski resorts. Here, you’ll find Winter Park Resort, a top tourist attraction in the area that features numerous terrains and scenic slopes for all skill levels. Eateries and shops are also scattered in areas near the resort. On warmer seasons, adventure-seekers can go camping and fishing in James Peak Wilderness. Meanwhile, hikers love to conquer the summit lake of James Peak. If you are into extreme adventures, such as mountain biking and off-roading, be sure to add Rollins Pass to your holiday itinerary in Winter Park. Planning to spend a holiday in town during the winter season? Browse through this list of the best ski-in ski-out accommodations in Winter Park, Colorado.
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. Bright and airy condo unit perfect for six people (from USD 208)
At 1,200 square feet (111.48 square meters), this condo unit features 2 bedrooms that can sleep 6 people, a complete kitchen for your dining needs, and a cozy living area with a 50-in television and several board games. This place also comes with a gas fireplace, so you can remain warm and comfortable inside during your stay.
This condo unit is well known for being a ski-in ski-out accommodation. In other words, you can ski or snowboard the moment you step outside. But you can find other forms of entertainment as well. In particular, you might want to swim in the shared pool or head to Grand Lake to do all kinds of exciting lake-related activities. Other attractions you might be interested in visiting include the Town of Winter Park and Rocky Mountain National Park.
Top guest reviews
Amenities & Room:
all the furnishings are comfortable and well keptglad i was not in the shower or asleep when this happenedCleanliness:
very clean and very pleasant environmentthis is a tremendous condo very clean all as stated very large ski locker and very nice hot-tubRead more reviewsLocation:
great place in scenic location good for all seasonswinter park is a fabulous place for a family vacationwhat a great place to stay everything you need is right thereoverall we did love our trip to winter park and our stay at founders point
2. Cozy condo unit best suited for small groups (from USD 111)
This unit may only have 720 square feet (66.89 square meters) of space, but it’s fully furnished and can comfortably accommodate small groups. In this temporary lodging, you’ll find a gas fireplace in the living room, so you can remain warm and toasty while watching a movie from the comfortable couch. Meanwhile, the kitchen features new appliances and granite countertops, making you feel like a chef when cooking your meals.
If you don’t like to go out, you can head to the shared pool and hot tub, which are both down the hall. If you’re more of the adventurous type, you can start skiing right when you step outside. Sightseeing is also a great option. Some of the places worth checking out are Trestle Bike Park and Explorer Express.
Top guest reviews
Amenities & Room:
hot tubs and heated pool were excellentwe enjoyed all of the iron horse amenities especially the jacuzzi after a long ski daymy family had a great time at iron horse 1103murphy bed was more comfortable than the bedroom bedwe were comfortable and had everything we neededCleanliness:
place was clean and quietthe property was very clean and everything was as advertisedclean place with super locationa very short walk to the slopes and very clean with a comfy bedHost:
ned is a great hostthe owners were very nice and responsivethe owners were very easy to work withbesides that an excellent property and very helpful hostRead more reviewsLocation:
the location was easy to findnice condo and great locationthe location was perfect as it's only a 2 or 3 minute drive from the hilliron horse is a great location for a ski vacationwe had no issues with the code and loved the location on being on the first floor
3. Homey accommodation in a convenient location (from USD 207)
This cozy condo is a great place to stay during your Winter Park skiing trip. It is conveniently located in the Zephyr Mountain Slopeside Lodge, providing guests direct access not just to the slopes but to restaurants, shops, cafes, liquor stores, and other establishments as well. Guests will also have access to the shared fitness room, sauna, and hot tub areas in the ski resort.
The rental comes with two bedrooms that can sleep up to eight people. It has a modern kitchen equipped with cooking and dining essentials. The private balcony is a relaxing spot to enjoy village and mountain views.
Top guest reviews
Amenities & Room:
the extra beds in room 2 are fantastic for kiddosCleanliness:
this property was clean clean cleancondo was clean and well maintainedit was a great stay it was clean and well stocked we did not find anything we lacked forHost:
owner was very responsive and kept us informed of anything we may needthe property is great and maureen was very responsiveRead more reviewsLocation:
the location was perfectwalking to lifts was greatlocation is perfect and truly ski in ski outthis is the best place to stay when skiing winter parkthe check-in process was easy the building was update and in a prime location
4. Penthouse studio with stunning views (from USD 134)
This condo rental is a penthouse studio unit that not only offers a comfortable place to stay but easy access to the slopes as well. It’s right beside the ski-in/ski-out lifts, making it easy for guests to fully enjoy this magnificent skiing destination. The condo complex also provides more things to do as it features an indoor and an outdoor heated pool, hot tubs, a fire pit, a gym, a sauna, and a game room.
The unit can sleep up to four guests, which makes it ideal for small families or couples. It is a corner unit with a private balcony, which provides a beautiful view of the surroundings. Other features include a fully furnished living area, dining area, and kitchen.
Top guest reviews
Amenities & Room:
the sleeper sofa and murphy bed were totally passable and the ski in/ski out access were awesomemy personal suggestion would be to start with the shower and a better mattresslocation has everything you could ask for- mountain views nice kitchen and comfy bedsthe layout of the condo was comfortable and the kitchen had everything you’d needCleanliness:
my room was as nice as it gets for cleanliness and kitchenwareactually unit is a bit outdated but very cleanHost:
the owners were very nice and prompt in responding to questionsthey were very responsive when we had questions about the check inthe owner is very prompt to respond and everything will be ready for your staythe property owners were very nice and checked in to make sure our stay was going wellRead more reviewsLocation:
great location access to slopesthis condo was perfect for a stay at winter parkrachel and michael's place was perfect for our weekend in the mountainsvery much enjoyed our time in winter park
5. Spacious accommodation with a fully equipped kitchen (from USD 408)
If you are planning a spontaneous Winter Park holiday with your family, this apartment might pique your interest. It is a spacious, family-friendly haven in the Zephyr Mountain Lodge Slopeside building, perfect for skiers. It boasts a modern kitchen with cutting-edge cooking appliances, an eight-seater dining set, a comfortable bedroom with fresh linens, a private bathroom, and a patio, where guests can marvel at the views while downing some beers. The living room is sunny and cozy, and it has a fireplace and a Smart TV. Wi-Fi is accessible, as well.
Top guest reviews
Amenities & Room:
comfortable and had everything i needCleanliness:
it was clean and we had good communication with the ownersgreat property very clean and comfortablei appreciated the cleanliness and attention to covid19 measures at this propertyclean well-appointed and good locationthe condo was very nice clean and well-equipped with everything we neededHost:
todd and mona are perfect hoststodd and mona also are the first hosts that we have engaged with that had such outstanding communicationRead more reviewsLocation:
perfect location for trestle bike parklove the location of this propertywe loved the location and easy access to the slopesthe best part is the locationa great location and being a corner unit we loved the additional windows
6. Cozy guesthouse close to the slopes (from USD 121)
For tourists who are on the hunt for spacious accommodations in Winter Park, you might want to check out this holiday haven that sleeps six guests. It has a queen-sized bed, a bunk bed, and an air mattress that can be shared by guests. The kitchen is equipped with everything you need in creating your specialty meals. In addition to these, the retreat house has a bathroom with a bathtub, a living room with a fireplace and an HD TV, and a patio with seatings. The best part is that it is within walking distance to the slopes, and the lift is conveniently close.
Top guest reviews
Amenities & Room:
the wifi wasn’t the best but we made it workthe bunk beds were great the kids loved having a real bed and not just a sleeper sofaCleanliness:
great stay - very comfortable and cleanoverall it was a great weekend the place is really clean and a convenient locationgreat location roomy family room patio clean and updatedRead more reviewsLocation:
we love the location of this condowe enjoyed the locationeasy easy access to trestle bike parkparking was very close and safethe location was great and the village was right around the corner as well as hiking opportunities
7. Lovely accommodation with a balcony (from USD 200)
Located at the base of the mountain, where skiers and snowboarders flock during the winter season, this rental is one of the best accommodations you’ll find in Winter Park. It offers stunning views and quick access to safe and scenic slopes that are almost right at your doorstep. It is a comfortable and convenient apartment with a balcony. Additionally, it features a bedroom with a king-size bed, a spotless bath, a kitchen with cookware and cutlery, and a relaxing lounge area with a fireplace. Guests have access to a swimming pool and a hot tub within the premises, too.
Top guest reviews
Amenities & Room:
comfortable bed nice fireplace balcony faced one of the slopesHost:
a rental who's owner clearly cares - and does the little things that make a differencethe owner is super helpful and provides plenty of information about the unit mountain and surrounding areathe owner bruce was extremely detailed in his access instructions and very responsive once we arrivedcondo was clean and very convenient and the owner was very helpful with questions about the areabruce gave us very helpful informationRead more reviewsLocation:
the location was fabulous - steps to dining and the liftsthis condo is a fantastic location - truly ski-in/outthe location of this condo was great for getting to the gondola and lifts quicklyreasonably priced unit for a great location with ski in/ski out optionshopefully it will work for us to visit winter park next year
8. Fully furnished lodge for four (from USD 105)
Experience a Winter Park holiday filled with fun and excitement when you book this luxurious condo lodge. It welcomes up to four guests, perfect for a small family or a group of friends. Couples and solo wanderers are also welcome to take advantage of this fully furnished dwelling. It features an open kitchen with a breakfast counter, a cozy living room with a fireplace and a wide-screen TV, a bedroom with a full-size bed and a huge closet, and a bathroom with a bathtub. The cherry on top is this location’s close proximity to the tubing hill and an ice skating pond.
Top guest reviews
Amenities & Room:
pleasantly surprised to find a well stocked kitchen with lots of coffee and all the essentialsthe kitchen was stocked well it was well cleaned the furnishings and decor were updated and comfortablereally well designed small comfortable spaceCleanliness:
the condo was clean and well-maintainedthe condo was as described and very cleanheather was so great to communicate with the condo was super clean and had everything we neededwe had a fabulous time in winter park and staying at this vrbo it was extremely cleanHost:
property owner always responsive to my questionsheather is also the best owner i have ever worked witheasy communication with the owner quick responseRead more reviewsLocation:
the unit is really cute and super close to the gondolathe condo was a perfect locationreally enjoyed our stay and so convenient to the lifts - right in the middle of winter park resortwe enjoyed the little shops in the village and the access to winter park resortwe came to wp to ride trestle bike park and relax for a couple of days
9. Fantastic holiday haven with a full kitchen (from USD 100)
This vacation rental gives guests access to a bunch of delightful common amenities, including a swimming pool, a hot tub, and parking space. Not only that, but it also provides them quick access to fantastic ski slopes as they are just at the back of the building. This holiday rental is fully furnished, and it exudes a relaxing home-away-from-home ambiance. Guests can expect a full kitchen, a comfortable living room with a Smart TV and a fireplace, a bedroom with a king-sized bed, and a shower room with a bathtub. Plus, it has a veranda and a patio, which are lovely places to relax and enjoy the views.
Top guest reviews
Amenities & Room:
most importantly the beds were so comfortablethe bed was comfortable and we had everything we neededHost:
the host provided easy to follow instructions for check-in and check-outjust do it also the owners are fabulous to work withthe employees at winter park were all very nice and accommodatingmore fans or windows with screens would have been helpfulRead more reviewsLocation:
perfect location for ski in/ski outthe location of this condo was better than i expectedwe enjoyed our stay in traci’s unit location was perfectparking great for extra cost covered and close to your front door just stair downit is truly a ski in/out location
10. Luxurious condo with a pool and a fitness center (from USD 149)
Make your Winter Park holiday even more special by staying in this luxurious condo, filled with exciting amenities. Nestled close to close to Winter Park Resort, this accommodation is perfect for winter sports enthusiasts, especially those who love skiing. It offers a comfortable room with nature views. Plus, it is packed with awesome home amenities, including a kitchen, a dining set, a lounge area with a fireplace, and two comfortable bedrooms. There’s an on-site dining option in the building, and it’s called Deno’s. Guests have access to many common amenities, including a pool, a fitness center, a children’s playground, and excellent spa facilities.
Ski In-Out Luxury Condo #3425 With Huge Hot Tub & Great Views - 500 Dollars Of FREE Activities & Equipment Rentals Daily
2.99 km (1.9 mi) from Winter Park Resort
11. Lovely one-bedroom condo with pool access (from USD 126)
Set conveniently close to Winter Park Resort, this accommodation excites adventure-seekers who fancy wintersports. This location is also ideal for skiing, which makes it convenient for tourists who wish to stay close to their retreat. In terms of this holiday haven, it is a cozy condo unit with a fully equipped kitchen, a dining set, and a terrace with alfresco dining and barbecue facilities. A bedroom with comfortable beddings and a spotless bath with a shower are present in this dwelling, as well. Wi-Fi is also a bonus. The property has a swimming pool that guests have access to, as well.
Iron Horse Building C Unit 1023
2.51 km (1.6 mi) from Winter Park Resort
Have a memorable holiday in Winter Park
Winter Park is a lovely municipality in Colorado that boasts gorgeous natural wonders. It is a destination for adventure-seekers and nature-lovers, and it has attractions ideal for different seasons. Plan a holiday in Grand County and book a holiday haven perfect for you. Refer to this list of the best ski-in ski-out accommodations in Winter Park, Colorado.
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