A snow-covered building with illuminated windows and a ski lift in the foreground.

Winter Park Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winter Park holiday rentals

Property entrance

1. Zephyr Mountain Lodge

Zephyr Mountain Lodge
3.5 star property
Winter Park Village
8.2 out of 10, Very good, (705 reviews)
"Very nice. Exactly what we were hoping for."
United States
Dale
The price is NZ$354
includes taxes & fees
18 Aug - 19 Aug
Zephyr Mountain Lodge
Property grounds

2. River View Studio Near Winter Park Ski Resort

River View Studio Near Winter Park Ski Resort
Fraser
9.6 out of 10, Exceptional, (4 reviews)
"Very good communication through the entirety of the stay. room is all you really need for one person and it is well maintained. view is great, would stay again. "
United States
Carson
The price is NZ$486
includes taxes & fees
16 Aug - 17 Aug
River View Studio Near Winter Park Ski Resort
Exterior

3. Madge’s Studio - Pets Welcome

Madge’s Studio - Pets Welcome
Fraser
10.0 out of 10, Exceptional, (114 reviews)
"A nice property, I would stay here again. The bed was very comfortable, and it was close to Fraiser. The neighborhood was quiet and rural for the area. "
United States
David M.
The price is NZ$278
includes taxes & fees
24 Aug - 25 Aug
Madge’s Studio - Pets Welcome
Terrace/patio

4. Renovated Condo near the Slopes and Trails

Renovated Condo near the Slopes and Trails
Winter Park
9.4 out of 10, Exceptional, (193 reviews)
"Condo nice, clean, full of fun games. Kitchen has basic condiments and appliance/accessories. Host very accommodating and easy to reach."
United States
KATIE
The price is NZ$592
includes taxes & fees
17 Aug - 18 Aug
Renovated Condo near the Slopes and Trails
1 bedroom, free WiFi, bed sheets

5. Micro Guest Suite Downtown Winter Park GREAT LOCATION

Micro Guest Suite Downtown Winter Park GREAT LOCATION
Winter Park
9.8 out of 10, Exceptional, (19 reviews)
"We enjoyed our stay the room was clean and parking was great and easy. Perfect location! "
United States
Faith R.
The price is NZ$362
includes taxes & fees
25 Aug - 26 Aug
Micro Guest Suite Downtown Winter Park GREAT LOCATION
Exterior

6. A Frame Club

A Frame Club
4.0 star property
Old Town Winter Park
9.2 out of 10, Wonderful, (116 reviews)
"The staff was so welcoming, and having a river trail right by the cabins made it the perfect, relaxing getaway."
United States
Bianca
The price is NZ$581
includes taxes & fees
3 Sept - 4 Sept
A Frame Club
TV, fireplace, DVD player

7. Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio

Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio
Fraser
9.4 out of 10, Exceptional, (32 reviews)
"This place was great & a bargain. Clean, comfy, and just like the description. Easy to find and close parking. Plus the spa and steam room were awesome. "
United States
Rachel
The price is NZ$378
includes taxes & fees
14 Aug - 15 Aug
Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio
Terrace/patio

8. Cozy, 1 bedroom Condo, 2 Blocks from Downtown, on Ski Bus Route

Cozy, 1 bedroom Condo, 2 Blocks from Downtown, on Ski Bus Route
Winter Park
9.0 out of 10, Wonderful, (60 reviews)
"We came in for a girls weekend getaway and it was hands down the best vrbo experiance ive had. The hosts were so kind and the home was so clean, would definitely book again!"
United States
Mikinzie D.
The price is NZ$416
includes taxes & fees
26 Aug - 27 Aug
Cozy, 1 bedroom Condo, 2 Blocks from Downtown, on Ski Bus Route
Terrace/patio

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

Meadow Ridge 18-4 Cozy 1 bedroom, ground floor, remodeled, clubhouse amenities
Fraser
9.8 out of 10, Exceptional, (7 reviews)
"Very nice location."
United States
Cindy B.
The price is NZ$378
includes taxes & fees
14 Aug - 15 Aug
Meadow Ridge 18-4 Cozy 1 bedroom, ground floor, remodeled, clubhouse amenities
Interior

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

Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort
Winter Park
9.4 out of 10, Exceptional, (3 reviews)
"We thoroughly enjoyed our stay. The staff is always friendly and the lodging is exactly what we were looking for."
United States
Dawn C.
Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort
Interior

11. Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street

Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street
Winter Park
9.8 out of 10, Exceptional, (18 reviews)
"Great place!"
United States
Dale K.
The price is NZ$397
includes taxes & fees
15 Aug - 16 Aug
Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street
Property grounds

12. Pool Hot Tub Free Garage · Remodeled Studio

Pool Hot Tub Free Garage · Remodeled Studio
Winter Park
9.6 out of 10, Exceptional, (23 reviews)
"Great hotel room and toilet flush was very strong and great! 100% recommend and very convenient ski in ski out!"
United States
alex k.
The price is NZ$381
includes taxes & fees
23 Aug - 24 Aug
Pool Hot Tub Free Garage · Remodeled Studio
TV, fireplace, computer monitors

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

Waterside West A303 Ideal and modern 1 bedroom - open floor plan and mt views
Fraser
9.4 out of 10, Exceptional, (16 reviews)
"Great property and location!"
United States
Sarah S.
The price is NZ$368
includes taxes & fees
14 Aug - 15 Aug
Waterside West A303 Ideal and modern 1 bedroom - open floor plan and mt views
Property grounds

14. Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)

Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)
Fraser
9.8 out of 10, Exceptional, (117 reviews)
"Great place to stay, spacious for 2 beds. Easily fit 5 adults. Highly recommend for the price"
United States
Cody H.
The price is NZ$569
includes taxes & fees
14 Aug - 15 Aug
Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)
Exterior

15. Cozy 1-bed, 1-bath condo on the Fraser river in downtown Winter Park, Colorado

Cozy 1-bed, 1-bath condo on the Fraser river in downtown Winter Park, Colorado
winter park
9.4 out of 10, Exceptional, (108 reviews)
"Everything was great, host was super responsive, place was awesome. Will definitely consider staying again "
United States
Lucas C.
The price is NZ$423
includes taxes & fees
15 Aug - 16 Aug
Cozy 1-bed, 1-bath condo on the Fraser river in downtown Winter Park, Colorado
Exterior

16. New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park

New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
Winter Park Village
10.0 out of 10, Exceptional, (97 reviews)
"It was a fine stay"
United States
Annette H.
The price is NZ$437
includes taxes & fees
16 Aug - 17 Aug
New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
Pool

17. Newly Remodeled Studio steps from the lifts of Winter Park Base

Newly Remodeled Studio steps from the lifts of Winter Park Base
Winter Park Village
10.0 out of 10, Exceptional, (91 reviews)
"Great place, super easy short walk to slopes. Would stay again! "
United States
Lee J.
The price is NZ$378
includes taxes & fees
17 Aug - 18 Aug
Newly Remodeled Studio steps from the lifts of Winter Park Base
Exterior

18. Top Floor Ski-In / Ski-Out 1 Bedroom Condo at the base of Winter Park Resort

Top Floor Ski-In / Ski-Out 1 Bedroom Condo at the base of Winter Park Resort
Winter Park Village
9.6 out of 10, Exceptional, (108 reviews)
"Easy access to the slopes and worked well for our family of four. Ski locker and locker room were a plus. Large hot tub was great at the end of ski days. Kitchen was a little small but as depicted. Carpet and upholstery could use a deep clean but aren’t terrible. Biggest complaint would be the one working elevator, but that was being fixed right after we left. Would likely stay again. Great host communication. "
United States
Matthew J.
The price is NZ$409
includes taxes & fees
1 Sept - 2 Sept
Top Floor Ski-In / Ski-Out 1 Bedroom Condo at the base of Winter Park Resort
TV, fireplace

19. Hi Country Haus Unit 2506 Remodeled 1 bedroom downtown, extra bathroom clubhouse

Hi Country Haus Unit 2506 Remodeled 1 bedroom downtown, extra bathroom clubhouse
Winter Park
9.4 out of 10, Exceptional, (13 reviews)
"I've stayed at several properties in this complex, this was by far the best. Quiet, private, spacious. A very enjoyable stay."
United States
Mike M.
The price is NZ$389
includes taxes & fees
17 Aug - 18 Aug
Hi Country Haus Unit 2506 Remodeled 1 bedroom downtown, extra bathroom clubhouse
Exterior

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

Fraser Crossing 3127 Ground floor 1 bed, modern interior and lots of amenities
Winter Park Village
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful stay! The condo was clean, comfortable, and perfectly located with everything we needed. Loved the easy access, cozy layout, and thoughtful touches throughout. An excellent place for a relaxing mountain getaway!"
United States
Joe R.
The price is NZ$498
includes taxes & fees
18 Aug - 19 Aug
Fraser Crossing 3127 Ground floor 1 bed, modern interior and lots of amenities
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.
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Top Winter Park Hotel Reviews

The Vintage Hotel

The Vintage Hotel

10/10 Excellent
"Beautiful place. Will return again."
Clint 2-night trip
Posted 3 hours ago
The Vintage Hotel

Find out more about Winter Park

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winter Park holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winter Park. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winter Park. Seeing all the best attractions is bound to make you fall in love with Winter Park. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winter Park short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Can I find holiday rentals in Winter Park?

Yes, there are holiday rentals in Winter Park close to Alpine Slide, or you can select a more secluded option if you're looking for 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 holiday rentals that Winter Park has to offer?

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22: This highly rated holiday home rental in Winter Park is located on the waterfront, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Winter Park are 💎 Deluxe Hot Tub W/ Stunning Views | Custom Decor | Across From Ski Resort and Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!.

How many holiday rentals are there in Winter Park?

With 327 Expedia holiday rentals, you're guaranteed 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 holiday rental in Winter Park like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Park. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.