Winter Park Vacation Rentals

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Vacation Rentals in Winter Park

Front of property - evening/night
Zephyr Mountain Lodge
3.5 star property
8.2 out of 10, Very Good, (619)
"The properly was clean and well kwpt however the beds were incredibly uncomfortable and very old. Honestly, this could’ve been a five star experience had the beds not been so incredibly uncomfortable for everyone in our party in three different rooms. We loved the walkability to the ski lift and the amenities and restaurants nearby. However, I would not stay here again because that’s how incredibly bad the beds were. Has five grown adults in their early 30s we all complained about the beds for a...
The price is $139
$163 total
includes taxes & fees
Jun 2 - Jun 3
Zephyr Mountain Lodge
Family Loft, 2 Bedrooms, Hot Tub, Mountain View | 2 bedrooms, premium bedding, laptop workspace, blackout drapes
Indian Peaks Resort
3.5 star property
9.2 out of 10, Wonderful, (104)
"Amazing room. Very clean rooms and well furnished "
Indian Peaks Resort
Property grounds
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
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Lake
**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!"
The price is $129
$256 total
includes taxes & fees
May 28 - May 29
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer
Exterior
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!
Exterior
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
Exterior
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
4 bedrooms, internet, bed sheets
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
Fridge, microwave, oven, stovetop
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle
10.0 out of 10, Exceptional, (208)
"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
Exterior
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."
The price is $594
$1,172 total
includes taxes & fees
Jun 1 - Jun 2
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
Smart TV, fireplace, books, stereo
Gorgeous home just across from Winter Park Resort with BREATHTAKING view!
9.4 out of 10, Exceptional, (24)
"Amazing view great amenities"
Gorgeous home just across from Winter Park Resort with BREATHTAKING view!
Property grounds
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!
Exterior
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
Property grounds
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
10.0 out of 10, Exceptional, (167)
"Everything was great and as advertised."
The price is $248
$455 total
includes taxes & fees
Jun 11 - Jun 12
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
Exterior
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
Exterior
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 $756
$1,750 total
includes taxes & fees
May 29 - May 30
Luxurious home 9 Bedrooms, 6 bath, hot tub, resort views!
Property grounds
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 $119
$375 total
includes taxes & fees
May 29 - May 30
Renovated Condo near the Slopes and Trails
Exterior
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
Fridge, microwave, stovetop, dishwasher
Dog-Friendly Winter Park Townhome w/ Mtn Views!
8.8 out of 10, Excellent, (8)
"We were really happy with our stay here! The bus stop is steps away from the end of the driveway which is amazing. The garage has stairs that you can access the property which is nice. There is also a table in the garage that we used to sit and get our ski gear on. It was handy to be able to leave all our gear down there. The yard was covered with five feet of snow, so my dogs walked right over the fence. Lol. We had to be creative... My son built a snow fence and we just used the back deck for...
Dog-Friendly Winter Park Townhome w/ Mtn Views!
Poolside bar
Silverado II Resort & Event Center
3.5 star property
8.2 out of 10, Very Good, (143)
"It was just what we needed for a long weekend ski trip of 4 days. The Winter Park ski shuttle picks you up right in front of the hotel by the road. It’s a little difficult to walk in the snow to the main road, so make friends with or find out the number to the local shuttle driver in the evenings who can get you to one of the couple of restaurants or a grocery store. Full kitchen was great. Fireplace was also nice. Very spacious 2 bedroom unit with plenty of living room space, dining table and...
Silverado II Resort & Event Center
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

Outdoor spa tub
Gravity Haus Winter Park
3.5 star property
9.0 out of 10, Wonderful, (444)
"We loved our stay! The guy behind the bar that checked us in was great. Very friendly and helpful. We were only passing through and not skiers but we would stay again!"
The price is $119
$132 total
includes taxes & fees
May 28 - May 29
Gravity Haus Winter Park
Exterior
The Vintage Hotel
3.0 star property
8.6 out of 10, Excellent, (1005)
"Convenient and comfortable "
The price is $84
$99 total
includes taxes & fees
May 28 - May 29
The Vintage Hotel
Exterior
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 2 - Jun 3
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 $119 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?

Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.: This highly rated vacation home rental in Winter Park is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation. Other favorite homes for rent in Winter Park are Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI and Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!.

How many vacation rentals are there in Winter Park?

With 525 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

The Vintage Hotel

The Vintage Hotel

5/5 Excellent
"Convenient and comfortable "
A verified traveler stayed at The Vintage Hotel
Posted 2 days ago
The Vintage Hotel