Winter Park Vacation Rentals from $191: Search Short-Term Rentals

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In four months

Our top choices for Winter Park vacation rentals

1. A Frame Club

Old Town Winter Park

Bianca

$342 nightly

Sep 27 - Sep 28

Total with taxes and fees

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

2. Zephyr Mountain Lodge

Winter Park Village

Dale

$169 nightly

Sep 23 - Sep 24

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

$340 nightly

Sep 30 - Oct 1

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

Sep 23 - Sep 24

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

Sep 28 - Sep 29

Total with taxes and fees

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

6. Inn at SilverCreek

Granby

John

$110 nightly

Oct 4 - Oct 5

Total with taxes and fees

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

7. Skyline Lodge

Idaho Springs

Brittany

$785 nightly

Sep 27 - Sep 28

Total with taxes and fees

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

Granby

$326 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

9. Bl8414-2

River Run

$303 nightly

Sep 23 - Sep 24

Total with taxes and fees

A rustic wooden cabin with a green door, two outdoor tables with chairs, and a gravel driveway.

10. The Loose Moose Lodge

Grand Lake

antonella

$250 nightly

Sep 23 - Sep 24

Total with taxes and fees

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

11. Base Camp at Golden Gate Canyon

Black Hawk

Linda

$110 nightly

Sep 23 - Sep 24

Total with taxes and fees

A cabin interior with a sofa, wooden floors, a kitchen area with a stove, and a fireplace.

12. Lone Pine Cabins

Grand Lake

Amanda

$116 nightly

Oct 5 - Oct 6

Total with taxes and fees

A modern kitchen with a central island, bar stools, pendant lighting, and built-in shelving.

13. Townhome 2br/2ba Just Minutes From Keystone Resort!

Summit Cove

$389 nightly

Oct 14 - Oct 15

Total with taxes and fees

A waterfront hotel with a dock, a pool, and a mountain backdrop.

14. Lakeside Village by Vail Resorts

Lakeside Village

Kathleen

$204 nightly

Sep 26 - Sep 27

Total with taxes and fees

A stone-floored interior with hanging lamps, a wooden bench, and a staircase.

15. Timbers & Lone Eagle by Vail Resorts

River Run

Brittney

$323 nightly

Sep 26 - Sep 27

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

Christopher L

$206 nightly

Sep 27 - Sep 28

Total with taxes and fees

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

17. The Springs Condominiums by Vail Resorts

River Run

TZU CHUN

$259 nightly

Oct 2 - Oct 3

Total with taxes and fees

A spacious living area with a wooden ceiling, a stone wall, and a large window.

18. 1 Mi to St Marys Glacier Trail: Modern Mtn Cabin!

Idaho Springs

$390 nightly

Oct 15 - Oct 16

Total with taxes and fees

A kitchen with granite countertops, a stainless steel sink, wooden walls, and large windows.

19. Ew1445-1

Lakeside Village

Radka

$261 nightly

Sep 25 - Sep 26

Total with taxes and fees

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

20. Mountain House, A Vail Resorts Property

Mountain House

Stan

$223 nightly

Sep 26 - Sep 27

Total with taxes and fees

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Top Winter Park Hotel Reviews

Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI

10/10 Excellent

"Great little townhouse! Some of the areas - like bathrooms, are a little cramped but everything was clean and functional. The location is super convenient to pretty much anything in winter park, at least for summer/fall. Lots of great food options nearby. A great little getaway spot for relaxing and home base for exploring the area. Was pleasantly surprised with how well stocked the kitchen was for those who would like to cook. We did notice a very distinguished 'fried food' odor upstairs upon arrival, but can't really fault the owner/manager for that. Likely the previous occupant had enjoyed the results of their fishing trip without properly ventilating or something. Overall super easy and smooth experience, definitely on our list of places to return to if/when we're back in the area. One note, not a particularly disability friendly location, there are some boardwalk type steps to get to the entrance and some narrow hallways/stairway to access the upper level, it doesn't claim to be accessible so no issue, just for information to those who may need it."

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

10/10 Excellent

"Thanks so much for the stay at your beautiful property for our family reunion!Home is beautiful and very clean and enough room to spread out for the different ages. Kitchen well stocked only negative was the veryLARGE refrigerator doesn’t have ice or water! Two dishwashers,cooler for drinks, two ovens, microwave and six burner plus grill stove.Kitchen plenty big enough so several people can be working at once.Love the LARGE dining table for eating and playing games.Liked the fact all bedrooms have their own bathrooms plus a guest bathroom on first floor.Setting on the patio catching up on family and listening to theCreek running right pasted the home it’s magical.Some really enjoyed the hot tub at night."

Price trends for vacation rentals in Winter Park

Less expensive	More expensive	Next month
October	December	$233

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 $191 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 Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI and Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus....

How many vacation rentals are there in Winter Park?

With 333 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.

Room 1

Check prices for these dates

Our top choices for Winter Park vacation rentals

1. A Frame Club

2. Zephyr Mountain Lodge

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. Bl8414-2

10. The Loose Moose Lodge

11. Base Camp at Golden Gate Canyon

12. Lone Pine Cabins

13. Townhome 2br/2ba Just Minutes From Keystone Resort!

14. Lakeside Village by Vail Resorts

15. Timbers & Lone Eagle by Vail Resorts

16. East Keystone by Vail Resorts

17. The Springs Condominiums by Vail Resorts

18. 1 Mi to St Marys Glacier Trail: Modern Mtn Cabin!

19. Ew1445-1

20. Mountain House, A Vail Resorts Property

Find vacation rentals that suit your style

Top Winter Park Hotel Reviews

Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI

Fraser Crossing Founders Pointe

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

The Vintage Hotel

Winter Park Chateau

Best Western Alpenglo Lodge

Renovated Condo near the Slopes and Trails

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

Zephyr Mountain Lodge

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