
Winter Park vacation rentals
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Top-rated vacation rentals in Winter Park
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Popular amenities for Winter Park vacation rentals
Winter Park house rentals

Red Wolf Lodge - Private Hot Tub - Mountain Views
We had an amazing stay at this brand new mountain home! The space is stylish, cozy, and well laid out, with plenty of space for everyone to spread out and feel comfortable. The views were absolutely breathtaking - waking up to the mountains each morning was really nice. The kitchen had all the essentials (and more!), and the beds were incredibly comfortable—we all slept so well. Communication with our host was smooth and easy. It really felt like they cared about creating a great experience for their guests. If you’re looking for a peaceful, stylish mountain escape, this is it. Our kids already talking about when we can come back!

Wildhorse Chalet at Grand Elk - With Hot Tub!
Luxuriously Appointed! Great open, easy, ranch layout smartly designed for guest comfort. I really appreciated the quality and comfort of the furnishings, much higher than most STRs. I slept like a rock in the comfortable bed. Every detail was attended to and the place very well organized. I would like to specifically thank the host for a) labeling the light switches and b) having enough faith in humanity to provided cast iron pans in your STR. It allowed me to make a lovely brunch skillet, just like at home. Rest assured I treated your seasoning with the same care and respect I do my own. :-)

New Luxury Cabin 44 I Free Adventures Daily
The unit was great! We had everything that we needed and more. Unit was close to everything and very convenient. Very spacious and plenty of room. The only slightly negative thing that we can say is that Winter Park Escapes offered free or discounted experiences/activities through their partner, XPlorie, that we were never able to utilize. The site that they use, Xplorie, did not work and any phone calls to them went unanswered. We tried over many days but still had no luck.

Trailside Mountain Retreat with Private Hot Tub
This was a fantastic place for a few nights stay. The flow of stream next to the house provided us a nicer connection to the nature. It was quiet and the hot tub gave us nice opportunity to get relaxed. We could walk to restaurants of our choice. We would love to go back again.

New condo with private hot tub
This place was one of the very best Bnbs that I have stayed at. It was beautiful and actually exceeded our expectations. The private hot tub was a great amenity. The room with the bunk beds was a massive hit with my kids. Sarah was a friendly, responsive and overall great host. I would highly recommend this stay and will look for it again if I’m in the area with my family.

Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area
We loved our stay! Kristen was a great host, very helpful and responsive. Really appreciated how clean and comfortable the place was!

Million Dollar Views
This house is the perfect place for my girlfriends and I to gather for a restful and rejuvenating weekend. The open floor plan is perfect for relaxing with gorgeous views of the mountains. The kitchen has the right amount of counter space and storage for cooking our meals.

Winter Park Creekside Chalet with Hot Tub
Dale’s place is great! Very convenient to the shuttle. House was also great, good layout, amenities, many beds, and very well stocked kitchen.
Pet-friendly house rentals Winter Park

Serene Spa Retreat: Modern Home with Stunning View
Masum did a great job communicating with me. His place was very clean with beautiful views. We loved going in to Fraser and enjoyed Tabernash Tavern.

Cabin by the Creek-Dog Friendly
This was our second stay at Desiree’s beautiful Airbnb, and we hope to return again and again. It is indeed a very dog-friendly place to chill with the fur baby, but it also is clean and comfy for us humans. We love being able to sit by the river, or watch tv while our dog runs in and out the doggie door to enjoy “her” huge fenced-in backyard. We’ve not had a single issue with anything - the beds are comfy and Desiree provides all the thoughtful amenities. Thank you for another wonderful stay!

Trail Side Cabin with Mtn Views & Private Hot Tub
We had a great time at Cheryl’s place! Location is perfect, close to many restaurants (7-10 min by car), gorgeous views. We felt at home! Definitely want to go back every year!!

Granby Getaway
Great location facing the lake. Very convenient to the Rocky Mountain National Park. The property is very spacious and well furnished. Family room and kitchen area had gorgeous views, had everything to cook a meal or two, and then entertain at the same time. The lake being frozen was not unexpected. Someone who never seen it, ours guests found it very entertaining to walk on the frozen lake. We saw a Fox lurking around the house, and dozens of Elk grazing 2-3 miles away from this place along the highway. Watch out for them, park safely on the road side and take great pictures!!!

*GrandFamily Retreat* Sauna!Spacious!Views!
We had a lovely stay. The place was in amazing condition. Exceptionally clean. Comfy beds and ample space.

New | Dog-Friendly Snowscape | Hot Tub
One of the most well equipped and luxurious stays we've had! There are small touches throughout that make it seem like the host thought through everything we might need. Convenient location in a beautiful place.

Modern Mtn Retreat with Hot Tub
Condo was very clean and homey with a beautiful view of the mountains from the balcony. Absolutely loved sitting in the hot tub and looking at the mountains. Grocery store and plenty of places to eat, drink and explore close by. Neil was also very responsive and had great recommendations. Highly recommended staying here, we had a fantastic time

Moose Crossing
The place was great! A bathroom for each bedroom was a big plus. Lots of room and the hot tub was a hit. Mike was very responsive. We will be back next time we ski.
Pet-friendly vacation rentals in Winter Park

Alpenglow Retreat Hot Tub, Sauna & Mountain Views
This place was great! The mountain views were spectacular, and the house had everything we needed. We made great use of the sauna - got it up to almost 180 degrees! We had some complications during our stay, and the host was extremely accommodating. They handled everything professionally with responsive communication. Overall, we had an awesome trip. We'll be coming back!

Getaway Lodge - Cozy Mountain Cabin with Views!
Loved this cozy place!! It had everything we needed. Town is only a 20 minute drive if you need anything. There are many activities to do but we mostly hiked. We hiked up St. Mary’s Glacier and up Yankee Hill Trail and there is so much beauty in the area!! Absolutely breathtaking views, all around the cabin. The deck was our favorite place to sit and the outdoor fire pit was an unexpected bonus! Thank you so much! Highly recommend.

Beautifully Furnished Modern Condo In Downtown WP
Great place to relax and unwind! We truly enjoyed our stay and this place has everything you need and a location that’s central to everything in Winter Park. Love it!

The Alpen Rose- Cozy cabin feel w/amazing Views
Great place to stay when visiting WinterPark

Cozy 1 bedroom Granby Ranch condo
Scott was very responsive anc his place was very clean! The kitchen was fully stocked, and the third floor deck was a great place to eat and look at the mountains! Cute little Airbnb, would book again if I was in the area.

Lovely one bedroom Apartment in an Aspen forest.
If you want some rest from hectic life - Nicole's place is great for it! We had 3 peaceful days in this apartment. Everything was clean and neat when we arrived. Wooden bedroom is very nice! Great views from all the windows! A lot of natural light even when it's cloudy outside. Kitchen has everything we needed for our stay to cook simple meals. Gas stove works good and adds another peaceful moment when sitting in the rocking chair by the fireplace. It was easy to communicate with Nicole when we had couple questions. The apartment is really clean even though they allow to come with pets. We also left it clean after being there with our cat. Really lovely weekend in lovely apartment! Looking forward to come back in the future!

Winter Park Getaway for Mountain Biking/Hiking!
This was our second time staying here because we love it so much. It’s super convenient to the ski resort, grocery store, restaurants and anything else you might want or need. We stayed with our pups and 5 year old and had a great stay!

The Adventure Loft-Perfect location-Walk to town!
Just Book It. This is a beautiful condo in a perfect location! It was immaculately clean, and thoughtfully stocked with everything we could have wanted. We enjoyed a lot of our time on the huge outdoor deck, and Julie was a friendly and welcoming host! 10 out of 10! Thanks!
Quick stats about vacation rentals in Winter Park
Total rentals
1.5K properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
44K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
250 properties allow pets
Rentals with a pool
620 properties have a pool
Your guide to Winter Park
Introduction
This small mountain town consistently earns high praise from winter sports enthusiasts for its more than 3,000 acres of well-groomed slopes and powder stashes spread over seven separate ski areas. Its location in the Rocky Mountains positions it for more than 300 inches of prime powder each year; the runs are designed for skiers of all levels, making Winter Park the perfect place to go with the whole family or a group of friends. Even if skiing isn’t at the top of your list, other winter activities like snowshoeing, tubing, and snowcat tours provide plenty of options. Plus a new scenic gondola lets you take in the panoramic views.
The best time to stay in a vacation rental in Winter Park
Winter Park shines during the snowy season. Skiing usually starts at the beginning of November, and the slopes can stay open until mid-April. The coldest month is January, with an average high temperature of 42 degrees Fahrenheit. The best time to visit is in March and early April, when some of the last, but best, snow drifts in and the days are sunnier and warmer (dependably in the mid-40s). Late spring is humid and chilly, and rain turns the snow to slush. The warmest month is July, when temperatures can reach 80 degrees. Fall is a splendid time of year to visit, thanks to brilliant red and yellow foliage, pleasant weather, and fewer crowds.
Top things to do in Winter Park
Winter Park Resort
Winter Park Resort is the ideal basecamp for adventure, and features a wide range of activities year-round. There are many ways to experience the great outdoors here. A tubing park and bumper car course are popular with kids, while Nordic skiing and snowshoeing provide a slower-paced experience. When you’re through breaking a sweat, there are more than a dozen shops and restaurants to visit.
Winter Park Gondola
The Winter Park Gondola is the easiest and fastest way to access views of the Colorado Rockies in any season, whisking you to 11,000 feet elevation. The ride up offers a bird’s-eye view of ski runs and tree canopies. At the summit, you’re greeted by panoramic views of the Continental Divide and Fraser Valley, as well as access to hiking trails, lookouts, and a variety of ski runs.
James Peak Wilderness
Less than an hour’s drive from Winter Park is one of Colorado’s most impressive and underrated landscapes. James Peak Wilderness is located on the eastern side of the Continental Divide, and encompasses 17,000 acres. More than 20 miles of trails and streams meander through this alpine and subalpine ecosystem, including stands of willow, spruce, and Douglas firs.
Frequently Asked Questions
Are there vacation rentals near Winter Park's top attractions?
You're in luck! Stay at the heart of it all with our vacation rentals near Winter Park's top attractions. We offer over 3,130 vacation rentals near The Foundry Cinema & Bowl, and over 6,530 vacation rentals near Winter Park Resort, and so much more! Experience the best of Winter Park right on your doorstep.
Are there vacation rentals with a dedicated workspace in Winter Park?
Yes! Work meets play with ease at over 870 vacation rentals in Winter Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Winter Park?
Experience the best of Winter Park with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Winter Park?
Four-legged friends are welcome in Winter Park. Choose from more than 250 vacation rentals for guests traveling with pets.
Are there Winter Park house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 190 house rentals with pools in Winter Park, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Winter Park have a bbq area?
Absolutely! We offer over 190 house rentals with a bbq area in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Park have self check-in?
Absolutely! We offer over 150 house rentals with self check-in in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Park have a gym?
Absolutely! We offer over 200 house rentals with a gym in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Winter Park?
Winter Park has more than 300 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Winter Park?
Enhance your stay in our House Rentals with the most popular amenities: over 150 homes with self check-in, over 200 homes with a gym, over 190 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Vail Ski Resort
- Coors Field
- Winter Park Resort
- Keystone Resort
- Granby Ranch
- Red Rocks Park and Amphitheatre
- Arapahoe Basin Ski Area
- Elitch Gardens
- Loveland Ski Area
- Denver Zoo
- Fillmore Auditorium
- Carousel of Happiness
- Ogden Theatre
- Denver Botanic Gardens
- City Park
- Water World
- Golden Gate Canyon State Park
- Fraser Tubing Hill
- St. Mary's Glacier
- Downtown Aquarium
- Ski Cooper