Winter Park Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Winter Park

Zephyr Mountain Lodge
3.5 star property
8.2 out of 10, Very Good, (620)
"Loved being on the first floor. So convenient to have a ski out property. Snow conditions were perfect (bikini weather skiing) All employees were super kind and very helpful!"
The price is $151
$177 total
includes taxes & fees
Jun 6 - Jun 7
Zephyr Mountain Lodge
Indian Peaks Resort
3.5 star property
9.2 out of 10, Wonderful, (105)
"Amazing room. Very clean rooms and well furnished "
Indian Peaks Resort
Newly renovated Winter Park condo on the Fraser River
10.0 out of 10, Exceptional, (37)
"Everything was just as described in the web site ad. Very clean. The towels and washcloths were great quality (I even wrote down the brand name to purchase some). I had a question while we tee staying and the host was quick to reply to my email with an answer. Would highly recommend this place!"
Newly renovated Winter Park condo on the Fraser River
Save an average of 15% on thousands of hotels when you're signed in
Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer
10.0 out of 10, Exceptional, (13)
"Lots of space for different couples; nicely stocked kitchen with all the pots, pans, and utensils needed; hot tub worked great, quiet, but parking very limited for a large group. Ski shuttle is not very close by - a solid ten minute walk down a hill (in ski boots with gear) and then up the hill after skiing - not ideal. We ended up driving to resort. Easy in and out - will book again in future."
Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer
10.0 out of 10, Exceptional, (340)
"We were in walking distance of most of the places we visited in Winter Park. The host was fantastic communicating with us. The condo was well equipped and very comfortable. We especially enjoyed being able to use the washer and drier. Thank you for a very nice place to stay in WP!"
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer
Luxe Downtown Winter Park Private Hot Tub 4 BR
9.8 out of 10, Exceptional, (46)
"This was the perfect location for our family Easter ski trip. Nice and close to the shuttle."
Luxe Downtown Winter Park Private Hot Tub 4 BR
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
9.6 out of 10, Exceptional, (110)
"The house is big and comfy, plenty on beds and baths, but still very quiet once you are in the BRs. Gathering areas accommodate a large crowd. Kitchen is a bit dated but functional. Overall a great experience."
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
Renovated Condo near the Slopes and Trails
9.4 out of 10, Exceptional, (144)
"Very nice and comfortable Pet Friendly stay at a fair price with great hot tub and pool!!"
The price is $129
$389 total
includes taxes & fees
Jun 10 - Jun 11
Renovated Condo near the Slopes and Trails
Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!
10.0 out of 10, Exceptional, (11)
"This home has it all. We absolutely loved staying at Trestle house and we hope to come back again soon. The game room was a huge hit for sure and the spacious living/kitchen/dinning area was amazing, My favorite part was watching the snow cats go by the house every morning while drinking our coffee ❤️"
Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!
Luxurious home 9 Bedrooms, 6 bath, hot tub, resort views!
9.6 out of 10, Exceptional, (55)
"This house was everything we wanted and more! So much room to spread out, plenty of beds for everyone and the house came with everything we needed. The kitchen is fully stocked with every pan and dish you could need. We cooked a lot of our meals at the house and loved having everything by we needed. The stove was a little tricky to get lit, but once we figured out that you have to slowly turn the dial after it is lit, it was no problem. All of the beds were very comfortable as well. Everyone...
The price is $1,230
$2,321 total
includes taxes & fees
Jun 29 - Jun 30
Luxurious home 9 Bedrooms, 6 bath, hot tub, resort views!
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle
10.0 out of 10, Exceptional, (209)
"Our family of 11 had a great stay for a family ski vacation. The owner is helpful and kind, besides being an excellent communicator. The house is wonderful. Its bedrooms are spacious, the beds comfortable, and each room quiet and private. The kitchen was well equipped to cook everything from pancakes to birthday cake to big dinners, and there was plenty of dishes, glasses, wine glasses, serving platters, etc. The large dining room table accommodated everyone easily, and the living room is set...
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out
9.8 out of 10, Exceptional, (147)
"Nice comfy furniture & bed, well stocked kitchen, nice linens and bedding, great location!"
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
10.0 out of 10, Exceptional, (169)
"Loved the balcony and bbq. Very close to town. Clean and very comfortable. Great pillows."
The price is $248
$452 total
includes taxes & fees
Jun 23 - Jun 24
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
A Frame Club
3.0 star property
9.4 out of 10, Exceptional, (69)
"Great place. Close to the mountain. Good food. Very accommodating "
A Frame Club
Gorgeous home just across from Winter Park Resort with BREATHTAKING view!
9.4 out of 10, Exceptional, (24)
"Amazing view great amenities"
The price is $650
$1,643 total
includes taxes & fees
Jun 29 - Jun 30
Gorgeous home just across from Winter Park Resort with BREATHTAKING view!
Spacious ski condo with fireplace, pool, hot tub & free shuttle to Winter Park
8.2 out of 10, Very Good, (12)
"Great location and super cozy. Loved the layout and individual thermostats. Well appointed kitchen and bar!"
Spacious ski condo with fireplace, pool, hot tub & free shuttle to Winter Park
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
10.0 out of 10, Exceptional, (23)
"The house was as advertised. Clean, close to town, shuttle and resort. Views off the back deck were amazing."
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
Large Glass Front with Beautiful Mountain Views
9.8 out of 10, Exceptional, (140)
"Our stay was fabulous. It was easy to get to town and the shuttle and the space was comfortable for our family. It would be helpful to know about the loft style and lack of door in bedrooms for noise planning for the little one ahead of time."
Large Glass Front with Beautiful Mountain Views
Ski-In, Ski-Out Luxury, Corner Unit. Sleeps 4. Hot Tubs, Pool, 55" TV. Near Base
9.6 out of 10, Exceptional, (142)
"We stayed in the condo for the week and loved every minute of beautiful winter park skiing. This condo has an excellent location! "
Ski-In, Ski-Out Luxury, Corner Unit. Sleeps 4. Hot Tubs, Pool, 55" TV. Near Base
Walkable, well-appointed riverside condo with fireplace, pool, & hot tubs
9.6 out of 10, Exceptional, (16)
"This condo was perfect for my daughter and I. The location is great and the shuttle stops right outside the condo, which is very convenient to get to the ski resort. The place is decorated so cute and we loved cooking meals in the kitchen. Access to the pool nd hot tub was great. We would definitely come and stay again."
Walkable, well-appointed riverside condo with fireplace, pool, & hot tubs
Don't see what you're looking for?
See all available properties in Winter Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Winter Park Vacation Rental Travel Info

Number of vacation rentals
626
Popular accommodation
Winter Park condos
Known landmarks
Winter Park Ski Resort, Trestle Bike Park and The Fraser River Trail
International airport
Denver, CO (DEN-Denver Intl.)

Other types of properties in Winter Park you may be interested in

The Vintage Hotel
3.0 star property
8.6 out of 10, Excellent, (1005)
"Everything was beyond expectations! "
The price is $89
$105 total
includes taxes & fees
Jun 12 - Jun 13
The Vintage Hotel
Gravity Haus Winter Park
3.5 star property
9.0 out of 10, Wonderful, (445)
"Enjoyed our stay. Hot tubs were amazing and room was clean and comfortable, however it could use some attention to paint there was several scratches and dents in wood that brought down the feel of such a clean room. "
The price is $109
$121 total
includes taxes & fees
Jun 6 - Jun 7
Gravity Haus Winter Park
Winter Park Mountain Lodge
3.0 star property
7.0 out of 10, Good, (1001)
"super convenient to winter park ski base with free public shuttle that runs all day. restraunt service at the hotel is convenient when its open. not tubs have a great view, but could be cleaner. "
The price is $93
$108 total
includes taxes & fees
Jun 6 - Jun 7
Winter Park Mountain Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Winter Park vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Park vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Park vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winter Park vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Park. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winter Park in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $129 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winter Park rentals

At Expedia, we put the best Winter Park vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winter Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Park vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Winter Park?

Yes, we give you a choice of vacation rentals in Winter Park close to Amaze'n Maze Winter Park, or you can select a more remote option if you want a relaxing stay. Visitors like the ski slopes and majestic mountain landscape in Winter Park. You can also check out the live music while you're visiting.

What are some of the best vacation home rentals that Winter Park has to offer?

Luxe Downtown Winter Park Private Hot Tub 4 BR: This highly rated vacation home rental in Winter Park is located on a river and has a fireplace, a balcony, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a spa tub. Other favorite homes for rent in Winter Park are Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub. and Prime Location: Riverfront Escape w/Private Hot Tub & Garage - Walk to Main St. .

How many vacation rentals are there in Winter Park?

With 526 Expedia vacation rentals, you're sure to find just the right place for your Winter Park stay.

What’s there to see and do in Winter Park?

The Fraser River Trail and Arapaho National Recreation Area are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Amaze'n Maze Winter Park. While here, Winter Park Ski Resort and Trestle Bike Park are other places worth a visit.

What’s a vacation rental in Winter Park like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Winter Park. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family trip.

Recent reviews of Winter Park properties
Expedia verified reviews