Winter Park Vacation Rentals from $194: Search Short-Term Rentals

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Our top choices for Winter Park vacation rentals

A multi-story hotel with a ski slope in the background.

1. Zephyr Mountain Lodge

Winter Park Village

Carl

$176 nightly

Oct 31 - Nov 1

Total with taxes and fees

2. A Frame Club

Old Town Winter Park

Bianca

$373 nightly

Nov 22 - Nov 23

Total with taxes and fees

A deck with a circular fire pit surrounded by Adirondack chairs, overlooking a snowy landscape with trees and mountains.

3. Chic Winter Park Studio w/ Community Hot Tub

Winter Park

Kelley

$209 nightly

Nov 28 - Nov 29

Total with taxes and fees

A spacious living area with a fireplace, wooden flooring, a high ceiling with a fan, and a staircase with a railing.

4. 3-story Home w/ Balcony ~ 6 Mi to Winter Park!

Fraser

Bernhard

$498 nightly

Oct 31 - Nov 1

Total with taxes and fees

A balcony with a view of snow-covered trees and a mountain in the background.

5. Fraser Mtn Escape: 8 Mi to Winter Park Resort

Winter Park

$310 nightly

Nov 1 - Nov 2

Total with taxes and fees

A hotel with a pond and fountain, featuring a stone facade and multiple balconies.

6. Inn at SilverCreek

Granby

Eric

$99 nightly

Nov 30 - Dec 1

Total with taxes and fees

A wooden deck with outdoor seating, a fireplace, and a scenic mountain view.

7. Skyline Lodge

Idaho Springs

Brittany

$752 nightly

Nov 2 - Nov 3

Total with taxes and fees

8. Walk to Ski Lift & Hiking: Granby Ranch Condo!

Granby

$326 nightly

Nov 19 - Nov 20

Total with taxes and fees

A wooden cabin with a porch, a bench, and a backpack on the ground.

9. Base Camp at Golden Gate Canyon

Black Hawk

Theresa

$110 nightly

Nov 1 - Nov 2

Total with taxes and fees

A wooden deck with a view of a mountain lodge and a road.

10. Lone Pine Cabins

Grand Lake

Emily

$94 nightly

Nov 2 - Nov 3

Total with taxes and fees

A cozy indoor seating area with a view of a snowy outdoor ice rink and surrounding buildings.

11. Lakeside Village by Vail Resorts

Lakeside Village

Kathleen

$247 nightly

Nov 25 - Nov 26

Total with taxes and fees

A spacious living room with a stone fireplace, a dining area, and a balcony with a view of a forested mountain.

12. Expedition Station Condos by Vail Resorts

River Run

Monica

$307 nightly

Nov 7 - Nov 8

Total with taxes and fees

A multi-story building with a stone facade, balconies, and a ski lodge sign.

13. Jackpine & Black Bear Condos by Vail Resorts

River Run

Cathy

$305 nightly

Oct 31 - Nov 1

Total with taxes and fees

A lakeside view with buildings, a fountain, and a forested mountain in the background.

14. Ls1496-0

Lakeside Village

RAMANUJA

$212 nightly

Oct 31 - Nov 1

Total with taxes and fees

A lodge surrounded by dense forest and a river, with a view of mountains in the background.

15. Timbers & Lone Eagle by Vail Resorts

River Run

Brittney

$350 nightly

Nov 6 - Nov 7

Total with taxes and fees

A multi-story residential building with a stone foundation, wooden exterior, and multiple balconies.

16. East Keystone by Vail Resorts

West Keystone

Marek

$235 nightly

Oct 31 - Nov 1

Total with taxes and fees

A multi-story hotel with balconies and a river in the foreground.

17. Mountain House, A Vail Resorts Property

Mountain House

Stan

$240 nightly

Oct 31 - Nov 1

Total with taxes and fees

18. 2BR Lake Dillon Ski Base for 6 Walk to Marina

Dillon

$340 nightly

Oct 31 - Nov 1

Total with taxes and fees

A dining area with a wooden table and chairs, a fireplace, and a television above it.

19. Red Hawk, A Vail Resorts Property

River Run

William Allen

$318 nightly

Nov 13 - Nov 14

Total with taxes and fees

A spacious lobby with a large rock wall, a fireplace, and a seating area with a sofa and armchairs.

20. The Springs Condominiums by Vail Resorts

River Run

TZU CHUN

$323 nightly

Nov 6 - Nov 7

Total with taxes and fees

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Top Winter Park Hotel Reviews

Winter Park Chateau

10/10 Excellent

"We had an amazing, relaxing time time. Jon was awesome!"

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

10/10 Excellent

"The best place to stay in Winter Park! The location is great, the property is beautiful and the host is the best! Very responsive when I had a “senior moment” and couldn’t find my check-in instructions. Hated to leave, will definitely be back"

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

10/10 Excellent

"Fantastic location right by a creek. The house was clean and well organized with some fun games like ping pong & pool as well. Also, walkable to the winterpark town!Our group really enjoyed our stay here. House manager was also great & prompt in resolving, when we had a hot tub issue. Overall, highly recommend."

Renovated Condo near the Slopes and Trails

8/10 Good

"Clean and convenient location. More than adequate for our needs, though the plastic mattress covers in the bunk room were not ideal. Cumbersome approach to 2nd floor up slightly sloped stairs and a door that opens to the unit on the wrong side. Current renovations are lovely…keep going!"

Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...

10/10 Excellent

"The location was great. The house was very clean. The amenities were great from the towels for the hot tub to the well-equipped kitchen. We were a party of 10 and we ate most of our meals because it was comfortable, fun and easy to accommodate all the cooks in the kitchen. We did Elevation Everest, lots of Downhill MTB and hikes. If we ever come back to Winter Park, we will surely stay here again. I forgot my Dyson hairdryer and I’m sure Bob is shipping it back to me now."

A Frame Club

8/10 Good

"Clean and comfortable. Great location, close to action. Super cute. Moose wandered through the property while we were there! The reasons it didn’t get 5 stars: -Breakfast was odd. Pre built burritos, grab and go, for one hour. Tasty, but just odd. -Staff repeatedly told us the restaurant was open for dinner. We sat there for 10 minutes without being acknowledged by anyone. So we left. -No bathroom fan."

Price trends for vacation rentals in Winter Park

Less expensive	More expensive	Next month
October	December	$300

Month	Price
January	$431
February	$399
March	$366
April	$267
May	$252
June	$257
July	$269
August	$250
September	$261
October	$233
November	$300
December	$476

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Winter Park. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Winter Park

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 $194 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.

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Things to do in Winter Park

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?

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22: This highly rated vacation home rental in Winter Park is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 8 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 hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Winter Park are Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus... and Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI.

How many vacation rentals are there in Winter Park?

With 341 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.

Winter Park Vacation Rentals

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Check prices for these dates

Our top choices for Winter Park vacation rentals

1. Zephyr Mountain Lodge

2. A Frame Club

3. Chic Winter Park Studio w/ Community Hot Tub

4. 3-story Home w/ Balcony ~ 6 Mi to Winter Park!

5. Fraser Mtn Escape: 8 Mi to Winter Park Resort

6. Inn at SilverCreek

7. Skyline Lodge

8. Walk to Ski Lift & Hiking: Granby Ranch Condo!

9. Base Camp at Golden Gate Canyon

10. Lone Pine Cabins

11. Lakeside Village by Vail Resorts

12. Expedition Station Condos by Vail Resorts

13. Jackpine & Black Bear Condos by Vail Resorts

14. Ls1496-0

15. Timbers & Lone Eagle by Vail Resorts

16. East Keystone by Vail Resorts

17. Mountain House, A Vail Resorts Property

18. 2BR Lake Dillon Ski Base for 6 Walk to Marina

19. Red Hawk, A Vail Resorts Property

20. The Springs Condominiums by Vail Resorts

Find vacation rentals that suit your style

Top Winter Park Hotel Reviews

Winter Park Chateau

Price trends for vacation rentals in Winter Park

Find out more about Winter Park

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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