Winter Park Vacation Rentals from ￥30,012: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Winter Park vacation rentals

A wooden cabin with a snow-covered porch, surrounded by trees with yellow leaves.

1. Madge’s Studio - Pets Welcome

Fraser

David M.

￥25,647 total

includes taxes & fees

Oct 8 - Oct 9

A modern living room with a stone fireplace, wooden walls, a large flat-screen TV, a dark wooden entertainment unit, a grey sofa, and a large window with a view of trees.

2. Beaver Village Unit #0332 Remodeled 1 Bedroom vaulted ceiling & private deck

Winter Park

Shannon

￥36,985 total

includes taxes & fees

Oct 4 - Oct 5

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

3. Zephyr Mountain Lodge

Winter Park Village

Dale

￥30,012 total

includes taxes & fees

Oct 13 - Oct 14

A hotel room with a large bed, a wooden headboard, and a view through a sliding glass door to the outside.

4. Micro Guest Suite Downtown Winter Park GREAT LOCATION

Winter Park

Faith R.

￥33,812 total

includes taxes & fees

Oct 8 - Oct 9

A covered outdoor area with a gravel patio, white plastic chairs, and a red chair.

5. Meadow Ridge 18-4 Cozy 1 bedroom, ground floor, remodeled, clubhouse amenities

Fraser

Kami

￥35,017 total

includes taxes & fees

Oct 4 - Oct 5

A modern building with a hot tub and lounge chairs on a wooden deck.

6. Cozy, 1 bed Condo, 2 Blocks from Downtown, on Bus Rt Short Term License # 004821

Winter Park

Mikinzie D.

￥40,680 total

includes taxes & fees

Oct 13 - Oct 14

A multi-story hotel with a ski lift in the background, surrounded by snow-covered trees and a clear sky.

7. Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola

Winter Park Village

Ila B.

￥38,555 total

includes taxes & fees

Oct 4 - Oct 5

Modern mountain resort buildings nestled beside a flowing river, surrounded by evergreen forests and dramatic peaks.

8. Fraser Crossing 3518 remodeled studio gas fireplace and views

Winter Park Village

Valerie D.

￥33,066 total

includes taxes & fees

Oct 3 - Oct 4

View all properties

Find vacation rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Winter Park Hotel Reviews

Gravity Haus Winter Park

10/10 Excellent

"Great location and amenities."

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."

Find out more about Winter Park

Search for holiday rentals in Winter Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Park using one of the methods below:

View our selection of featured holiday rentals in Winter Park
Use the map to find apartments and other holiday homes in the Winter Park neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Winter Park while they last

Look no further and take a look at our great range of rental properties 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Park vacation rentals

1. Madge’s Studio - Pets Welcome

2. Beaver Village Unit #0332 Remodeled 1 Bedroom vaulted ceiling & private deck

3. Zephyr Mountain Lodge

4. Micro Guest Suite Downtown Winter Park GREAT LOCATION

5. Meadow Ridge 18-4 Cozy 1 bedroom, ground floor, remodeled, clubhouse amenities

6. Cozy, 1 bed Condo, 2 Blocks from Downtown, on Bus Rt Short Term License # 004821

7. Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola

8. Fraser Crossing 3518 remodeled studio gas fireplace and views

9. Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort

10. Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental

11. Beaver Village Unit #1734R Gorgeous 1 bed condo close to everything

12. Inviting ski-in/ski-out condo hot tub, gas fireplace, and firepit

13. Fraser Crossing 3127 Ground floor 1 bed, modern interior and lots of amenities

14. Beaver Village Unit #1633R Classic condo has all that you need for your vacation

15. Beaver Village Unit #0412R Wonderful 1 bed unit the perfect mountain getaway!

16. Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort

17. New Condo w/ Hot Tub & Balcony-Short Walk/Bike to Trestle Bike Park & Village

18. Waterside West A303 Ideal and modern 1 bedroom - open floor plan and mt views

19. Hi Country Haus Unit 0309 Lovely 1 bedroom, updated and next to clubhouse

20. Cozy 1-bed, condo on river in downtown Winter Park, Short Term license #009600

Find vacation rentals that suit your style

Top Winter Park Hotel Reviews

Gravity Haus Winter Park

Best Western Alpenglo Lodge

Winter Park Chateau

Renovated Condo near the Slopes and Trails

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

Moose Lodge with private hot tub

Indian Peaks Resort

Fraser Crossing Founders Pointe

A Frame Club

Find out more about Winter Park

Frequently asked questions

Go further with the Expedia app