12 Best Airbnb Vacation Rentals In Winter Park, Colorado - Updated 2024

Rama
Contributing Writer
Updated
| 5 min read

With “Colorado’s Highest” as its motto, Winter Park in Grand County is indeed the highest place in the state of Colorado. Known for the alpine ski resort called Winter Park Ski Resort, the 16.53 sq mi (42.82 sq km) piece of land is part of the spectacular Rocky Mountains. Although you can also visit it in the summer, it is recommended to visit Winter Park in the wintertime to enjoy it to the fullest. You can experience the place at its best with activities such as skiing, snowboarding, tubing, riding dog sleds or carts, and ice skating. Other than that you can also explore the area to see some scenic spots of winter wilderness. Before heading out and doing some fun-filled activities, you need the perfect place to stay. Continue reading for the best Airbnb vacation rentals in Winter Park, Colorado.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 24, 2024.

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1. Lovely Airbnb with a heated pool (from USD 132)

If you are wondering about where to stay in this winter wonderland, look no further. This lodging in Winter Park, Colorado, rests in the serene nighborhood of Hideaway Park. The condo features a spacious bedroom with a comfy bed that promises a restful night. Guests can hang out at the pool table or break a sweat with an energizing workout in the community gym. An equipped kitchen can be used for preparing hearty meals. If you are not up for cooking, you can also visit the nearby Rudi’s Deli for a quick bite.

End your day back in the Airbnb with a few refreshing laps in the heated pool or hop inside the hot tub for a deep soak.

Stayed at this property?
Winter Park, Colorado, United States
117 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
she was responsive and provided us with great instructions
susan was a great host
this is a very pet and baby friendly place
susan was a great communicator and very accommodating to our needs
susan was very responsive and helpful throughout the booking process and during our stay
Location:
loved the central location of the condo to restaurants
beautiful condo close to everything
great location that is walkable to most of the town as well as right near the bus lines
it's in a great location close to downtown winter park
holy smoke the location is great
Cleanliness:
very clean and cozy condo
susan's place is very clean and cozy
it was also very clean and well organized
the condo is extremely clean and well maintained
the condo was very clean and had everything we needed
Amenities & Room:
beautiful views and we enjoyed the heated outdoor pool and hot tub
susan is a terrific host her attention to detail and quality amenities (high quality towels and bedding furniture etc
lovely and comfortable inside and beautiful view of the mountains from the outside patio
location coziness pet friendly great kitchen pool gym trails the view of wp from the deck
great apartment with a great view and proximity to the mountain
Read more reviews

2. Moose Tracks Lodge (from USD 400)

This rental in Winter Park, Colorado, is only a few miles away from the town hub and Fraser. Along with cozy accommodations, the house offers the perfect base for skiing as it is near the Winter Park Ski Area. A high chair along with books and toys are furnished in this baby-friendly Airbnb. An indoor fireplace keeps the place snug and warm during the months of hail and snow. Guests can also make use of the complimentary internet connection to stay connected with folks back home.

Fancy a rejuvenating soak while sipping on a glass of wine? Hop inside the hot tub and soak your travel cares away.

Stayed at this property?
Winter Park, Colorado, United States
71 reviews   Wifi Available
ENTIRE HOME 5 Beds 13 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 13

Top guest reviews
Host:
owners were very helpful
theresa was such a wonderful host
very responsive to questions and amazing stuff inside
the house was phenomenal and the owner was super nice helpful and responded fast
we loved our stay theresa is an amazing host the house was perfect for our crew of eight
Location:
awesome location and awesome house
it is location is perfect
amazing very close to gondola
such a great location
really great location close to the slopes and village
Cleanliness:
it was very clean and had everything one would need
it has plenty of space and very clean
the kitchen had everything we needed rooms were clean beds comfortable
this place was very clean and was great for our two families (10 in all)
we loved our stay at moose tracks lodge the house was clean well supplied and a very comfortable stay
Amenities & Room:
great views great sleeping and kitchen
we honestly liked hearing the train go by--but the fans masked it for the most part anyway
Read more reviews

3. Strategically located vacation rental

This option is a condominium with a strategic location in town. Shops, eateries, bars, and Cooper Creek Square Mall are within walking distance. With buses that roam the town and resort, this condominium’s very own front door is the second stop after the mall. If you want to get to the resort, a five-minute bus ride will take you to Winter Park that offers activities, places to explore, and breathtaking views. The studio itself has a homey interior with queen-sized bed and sofa bed that can accommodate up to three guests. On the first floor, there is a recreation center with a swimming pool, hot tubs, a basketball court, and a gym that you can also access.

Stayed at this property?
Winter Park, Colorado, United States
135 reviews   Wifi Available
ENTIRE CONDO 1 Bed 3 Guests 0 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Host:
the hosts are super-responsive and will make sure you have everything you need
doug and colleen were also amazing hosts and were incredibly responsive to any and all questions
if you share a passion for the sport then this is your host
thoughtful host and convenient location
doug and colleen are very friendly
Location:
great location in winter park
great location and very comfortable
location is super convient to talk around town at nigtht
super great place located by a bunch of stuff in winter park and all surrounding areas
this airbnb is in a great location
Cleanliness:
very clean and cozy
clean well stocked condo
unit was clean and comfy
great experience very clean and comfortable room
doug & colleen were the best hosts their space was clean cozy and inviting
Amenities & Room:
luckily they have a window fan that helped cool it down
kitchen amenities are a huge plus since eating out gets to be pricey
doug and colleen's space is very comfortable
the building is older but the unit was nicely decorated new floors and had a fully stocked kitchen
the space is perfect for two cozy and comfortable
Read more reviews

4. Spacious and cozy flat (from USD 99)

This condo is ideally located. Walk to some local stores or take a five-minute bus ride to the resort nearby. Experience Colorado’s Highest the best way imaginable with a pleasant place to stay and with easy access to all the best places in the area. If you are traveling with friends or small families, this room is suitable because it can accommodate up to four guests. A recreational center on the first floor of the building is also available for guests.

Stayed at this property?
Winter Park, Colorado, United States
267 reviews   Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 0 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
aj was a great host
immediate responses very helpful & accommodating
host is very easy to communicate with
anthony was very responsive to any questions overall had a great trip
spectacular scenery charming dwelling charming host what more could you ask for?
Location:
awesome location super cute restaurants in walking distance
great location and great value
great location with easy access by bus to the mountain
location great being right downtown and close to skiing
budget friendly studio in central location
Cleanliness:
was clean and in order
clean and easy stay
very clean and great price
very clean & easy to access
very clean and has a great view
Amenities & Room:
comfortable space with beautiful view
the place is comfortable clean has a great view and great amenities in the building
loved having pool/hot tub access and covered parking
it was nice having cable tv and plenty of room in the studio
the bed was much more comfortable than i expected
Read more reviews

5. Peaceful studio near Fraser River (from USD 120)

With beautiful interior and furniture with mountain charm, this studio in Fireside Haven can accommodate up to four guests. Have a perfect getaway in a secluded riverside condo with facilities such as indoor fireplace, television, WiFi, heater, and hot water. Find tranquility and be at peace–the Fraser River and the wonderful wilderness are outside your doorstep. Winter Park town center, with all kind of stores, is within walking distance and a shuttle bus can take you to the resort without hassle.

Stayed at this property?
Winter Park, Colorado, United States
331 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 0 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
the hosts are great and are quick to respond
check in was simple and the hosts were very attentive making sure everything was fine
billy and desiree are amazing hosts
they made sure to include some helpful information for their guests like restaurant and activity suggestions
the check-in/out process was super easy and desiree and billy were very communicative throughout the whole process
Location:
it’s in a great location with restaurants within walking distance
great cozy place and close to the resort
we loved this place easy access to the shuttle to the mountain
the location was great being just 7 quick minutes to the base gondola of winter park
it's a wonderful place close to the mountain and to everything offered in downtown winter park
Cleanliness:
clean quiet and cozy
the place was clean and comfortable
their place was very cozy clean and inviting
the loft was well stocked and clean
the place was very cute and clean we would definitely recommend and stay again
Amenities & Room:
the beds were comfortable and nice sheets and blankets the kitchen had everything we needed and more
Read more reviews

6. Country condo on the Fraser River (from USD 84)

Have a glimpse of Colorado country living at a condo on the Fraser River. With splendid views of nature, the condo in Winter Park, Colorado, has room facilities such as an indoor fireplace and heater to keep you warm, balancing the cold weather of Winter Park outside. A recreation center is also available at the building which has hot tubs, a swimming pool, and a gym. With three beds, the place can accommodate up to five guests. You can walk to nearby stores and also the bus shuttle stop that can take you to the resort easily.

Stayed at this property?
Winter Park, Colorado, United States
289 reviews   Superhost Wifi Available
ENTIRE CONDO 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Host:
host are very friendly and respond any questions quickly
steve was a great host
very nice hosts as well thanks again
the hosts were great and and i would stay here again
our host was attentive and reached out to us to be sure everything was going well
Location:
great location for the price
great location for the price
the location is great
the location was amazing close to restaurants and grocery stores
great place with convenient location
Cleanliness:
very clean cozy
everything was super clean and cozy
the condo was clean and comfortable
the place is really clean and comfortable
the place is nice clean and cozy
Amenities & Room:
the outside view is beautiful and the king bed is amazingly comfortable
fit a family of 4 well and provided comfortable beds for all
the kids enjoyed the board games fireplace and rec center pool
the king bed was very comfortable
my wife and i appreciated the well-stocked kitchen
Read more reviews

7. Winter Park Resort vacation rental with private hot tub

This is a condo unit in Founders Pointe complex that is situated up at Winter Park. Open your door and stand at the deck to gaze upon the wonderful nature scenery of Colorado’s Highest. Relax in your very own private hot tub and feel the warmth from the two-sided fireplace while experiencing the white snow wonderland of Winter Park. With two beds, up to four guests can stay in this condo. This is the perfect place if you want to experience all that the resort can offer, from riding gondolas to skiing.

Stayed at this property?
Winter Park, Colorado, United States
143 reviews   Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
steven is a great host
stephen was the best host ever
host was very helpful with providing lots of info and responding quickly to inquiries
stephen is a great host
the welcome packet that he provided was very helpful as well
Location:
great location in winter park
perfect winter park village getaway
wonderful condo in perfect location
loved the location of this condo
location was perfect for the winter park resort
Cleanliness:
very clean and comfortable
his condo is clean and cozy
it was very clean and well stocked
unit was clean and as described
the unit was very clean when we arrived
Amenities & Room:
comfortable bed nice gas fireplace tvs in each room a sleeper sofa and a private ski locker
was really nice to bring our breakfast outside and enjoy the beautiful mountain view
comfortable bed plenty of bath linens and kitchen/dining utensils
condo was nicely furnished and bed was very comfortable
great communication from host easy check in comfortable accommodations amazing amenities top location
Read more reviews

8. Cozy downtown townhouse

Winter Park offers the best of Colorado’s great outdoors. Enjoy winter sports such as skiing and snowboarding or head to nature parks to explore, hike trails, and find places to hang or relax while seeing some wonderful scenery. After all of those activities, return to a comfortable place to rest at the end of the day. This cozy downtown townhouse is one of the best places to stay in Winter Park with trails close by and a free shuttle to the ski area and other attractions. Shops and restaurants are also easy to access. Live like a local in this minimal and comfortable townhouse that can accommodate up to four guests. Other facilities include heater, television, WiFi, and other essentials such as hot water and refrigerator.

Stayed at this property?
Winter Park, Colorado, United States
160 reviews  
Entire townhouse 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Host:
our hosts were great and very communicative even late at night to answer questions
the hosts were incredibly clear with communication and directions
they were extremely responsive and beyond helpful
you will like the place and the host
josh & adrienne are very responsive hosts and we had an amazing 5 star experience in their home
Location:
great location and great place
a 10 minute free shuttle ride from winter park resort makes it a perfect location
great place walking distance from restaurants and bars
it was a great location in town within walking distance to several restaurants
located right in the downtown area and within walking distance to great places to eat
Cleanliness:
very clean and well organized
very clean and very cozy
clean and well decorated space
impeccably clean and the cutest styling
it was very clean and cute
Amenities & Room:
comfortable bed views from windows everything you could need- humidifier first aid kit kitchen tools toiletries
the bathroom was clean and stocked with soap and shampoo q-tips cotton swabs hair dryer
josh and adrienne’s place was sweet and cozy it had everything you could need or want
tips and area suggestions were easy to find in a binder under the tv (much appreciated)
Read more reviews

9. Condo in the heart of Winter Park

Close to restaurants and stores, the condo is located in the heart of Winter Park. There are also trails that you can walk, hike, or bike near the place. Winter Park resort is only a free bus ride away! Feel the warmth and charm of this condo that has an indoor fireplace and a balcony to view the surrounding nature. With a king bed, a queen sofa bed, and a queen blow-up mattress, this condo can accommodate up to six guests. There is a clubhouse where guests can enjoy facilities such as hot tubs, a swimming pool, and a pool table.

Stayed at this property?
Winter Park, Colorado, United States
133 reviews  
Entire condominium 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Host:
hosts were great
the owners go above and beyond to make their guests feel comfortable
the host of this property was very welcoming
friendly responsive helpful hosts thanks for the great stay
well stocked and considerate owners
Location:
the location was excellent
the location was fantastic
wonderful getaway close to everything in winter park
great location in town and just a few minutes to mountain
the location is perfect quick walk to downtown and to the shuttle to the ski resort
Cleanliness:
space was very clean and comfortable
the condo was clean and the whole complexwas clean
clean modern and stylish
great outdoor space with very clean grill
the condo was clean and the linens fresh
Amenities & Room:
thoughtfully stocked kitchen and bath room amenities add that extra touch
all the kitchen amenities were well above our expectations and made for a fun few days
the unit is very well appointed with quality furnishings tvs and directions on how to operate seamlessly
place was clean and comfortable and had all the basic amenities you may need
the place had several items for use to make the stay comfortable from cooking items to bathroom amenities
Read more reviews

10. Large space on Winter Park's main street

A perfect choice for those who are traveling with a large group of friends or families. With two bedrooms and two bathrooms, up to eight guests can stay in this large modern-styled condo. Room facilities include indoor fireplace, television, WiFi, heater, and hot water. Located in main street Winter Park, travel to the resort easily by bus. Shops, stores, and places to eat are also available near the condo.

Stayed at this property?
Winter Park, Colorado, United States
123 reviews  
Entire condominium 4 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Host:
jenny is an amazing host
the owners are obviously great decorators
our host jenny was amazing
jenny was very responsive to other questions i had before and during our trip
and jenny was a fantastic host right there if you need her
Location:
easy location down town
location was great walking distance to great restaurants and market
really cute place and convenient to everything
the location was perfect for hopping on the shuttle to ski
super easy location for ski shuttle access and also lots of restaurants in walking distance
Cleanliness:
clean and nicely remodeled space
the condo was clean and comfortable
awesome place super clean and beautiful
we had a great time in the apartment it was clean and very comfortable
clean beautiful place well equipped kitchen and an awesome fire place
Amenities & Room:
beds were very comfortable
the location is phenomenal the apartment is so cozy and chic and the views are lovely
the condo was very comfortable and well equipped
beds were extremely comfortable and we would love to stay again
we were really impressed with how comfortable and stylish jenny’s place was
Read more reviews

11. Oversized studio with stunning views

What better way to experience Winter Park at its fullest by staying in the resort area? Surrounded by Colorado’s nature where mountains and trees can be seen everywhere, wintertime will be white and wonderful all around the area. Gondola, chairlifts, ski schools, and a resort village are all nearby. The condo itself is located in Founders Pointe and offers simple but sophisticated interiors with two beds that can accommodate up to four guests.

Stayed at this property?
Winter Park, Colorado, United States
140 reviews   Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 0 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
host was very responsive and helpful
the host is responsive and provided clear information
hey responsive and amazing hospitality
also host is very nice and answered all my questions and needs
steve is a wonderful host
Location:
location was great too
location was great with easy walk to ski lifts and the village
the location of this condo is amazing
fantastic location for skiing in winter park
great location and access to everything
Cleanliness:
room was clean and as described
this is a very clean and well appointed condo
the condo was clean tastefully decorated and very comfortable
very clean extremely nice and easy to contact
the condo has a cozy feel to it and is very clean as well as modern
Amenities & Room:
place was super cozy and had nice colorado style art and furnishings
the unit has very nice furniture and a comfortable bed
extremely pleased the apartment patio door opens directly to outside area and jacuzzi
the small but utilitarian kitchen made for good breakfast and lunches
would definitely rent this apartment again
Read more reviews

12. Mountain condo

Stay in Winter Park with a view of the mountain and a creek not far from your doorstep. This strategically located mountain condo is only two blocks away from the main street and has some pleasant facilities such as fireplace, refrigerator, television, and WiFi. Up to four guests can sleep in a bed and a sofa bed. Guests will also get passes to a recreation center with hot tubs and swimming pools.

Stayed at this property?
Winter Park, Colorado, United States
68 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
she was super accommodating and flexible with our travel plans
she was very responsive and helpful
joan was easy to get ahold and very friendly
Location:
awesome location for winter park
a perfect location for any adventure
perfect location very close to the mountain the town and bus stop
easy access to trails and a quick walk to town
but very nice listening to the river very close to the condo
Cleanliness:
very clean and comfortable bed
comfortable clean super convenient
this little condo was really clean and cute
the condo itself was clean and comfortable and joan was a great host
the condo was a bit small-ish but it was very clean and had everything we needed
Amenities & Room:
joan did issue a credit for not having wifi as advertised
but otherwise it’s a nice place and plenty of room for 1-2 people
Read more reviews

Experience cool Colorado in Winter Park

Feel the cool winds of this winter wonderland in Colorado. Get closer to the wonders of nature. Winter sports and snow-related activities are also recommended if you are staying in the area. At the end of the day, sink back into a comfortable Vrbo vacation rental or an Airbnb cabin rental in Winter Park, Colorado.

Frequently asked questions about Airbnb vacation rentals in Winter Park


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Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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A freelance journalist and writer currently based in Bali, Indonesia with a keen interest on timeless pieces and globally relevant issues. Writing everything and doing odd jobs is my means of living.

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