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

Winter Park Holiday Rentals

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Our top choices for Winter Park holiday rentals

1. Zephyr Mountain Lodge

Zephyr Mountain Lodge
3.5 star property
Winter Park Village
8.2 out of 10, Very good, (706 reviews)
"Very nice. Exactly what we were hoping for."
United States
Dale
The price is AU$269
includes taxes & fees
23 Sept - 24 Sept
Zephyr Mountain Lodge

2. A Frame Club

A Frame Club
4.0 star property
Old Town Winter Park
9.2 out of 10, Wonderful, (117 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 AU$547
includes taxes & fees
27 Sept - 28 Sept
A Frame Club

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

Beaver Village Unit #0332 Remodeled 1 Bedroom vaulted ceiling & private deck
Winter Park
9.2 out of 10, Wonderful, (31 reviews)
"Thoroughly enjoyed our stay. Quite lovely accommodations. Especially enjoyed spa area. Pool, jacuzzi and sauna. Loved hearing the elk bugle outside the windows. Highly recommend and will stay again."
United States
Shannon
The price is AU$333
includes taxes & fees
28 Sept - 29 Sept
Beaver Village Unit #0332 Remodeled 1 Bedroom vaulted ceiling & private deck

4. Madge’s Studio - Pets Welcome

Madge’s Studio - Pets Welcome
Fraser
10.0 out of 10, Exceptional, (115 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 AU$233
includes taxes & fees
20 Sept - 21 Sept
Madge’s Studio - Pets Welcome

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

Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort
Winter Park
9.6 out of 10, Exceptional, (4 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.
The price is AU$322
includes taxes & fees
19 Sept - 20 Sept
Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort

6. Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit

Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit
Winter Park Village
9.6 out of 10, Exceptional, (32 reviews)
"Great location and size for what we needed"
United States
Evan
The price is AU$490
includes taxes & fees
28 Sept - 29 Sept
Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit

7. Renovated Condo near the Slopes and Trails

Renovated Condo near the Slopes and Trails
Winter Park
9.4 out of 10, Exceptional, (197 reviews)
"Great spot for the family! The pool area is very nice."
United States
Luke P.
The price is AU$529
includes taxes & fees
21 Sept - 22 Sept
Renovated Condo near the Slopes and Trails

8. 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, (20 reviews)
"Great place!"
United States
Dale K.
The price is AU$326
includes taxes & fees
18 Sept - 19 Sept
Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street

9. Micro Guest Suite Downtown Winter Park GREAT LOCATION

Micro Guest Suite Downtown Winter Park GREAT LOCATION
Winter Park
9.8 out of 10, Exceptional, (20 reviews)
"We enjoyed our stay the room was clean and parking was great and easy. Perfect location! "
United States
Faith R.
The price is AU$304
includes taxes & fees
28 Sept - 29 Sept
Micro Guest Suite Downtown Winter Park GREAT LOCATION

10. 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 AU$480
includes taxes & fees
21 Sept - 22 Sept
Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)

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

Cozy 1-bed, condo on river in downtown Winter Park, Short Term license #009600
winter park
9.4 out of 10, Exceptional, (113 reviews)
"Everything was great, host was super responsive, place was awesome. Will definitely consider staying again "
United States
Lucas C.
The price is AU$338
includes taxes & fees
20 Sept - 21 Sept
Cozy 1-bed, condo on river in downtown Winter Park, Short Term license #009600

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

Beaver Village Unit #0412R Wonderful 1 bed unit the perfect mountain getaway!
Winter Park
10.0 out of 10, Exceptional, (3 reviews)
"Great spot."
United States
Ryan L.
The price is AU$337
includes taxes & fees
18 Sept - 19 Sept
Beaver Village Unit #0412R Wonderful 1 bed unit the perfect mountain getaway!

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

Hi Country Haus Unit 0309 Lovely 1 bedroom, updated and next to clubhouse
Winter Park
9.0 out of 10, Wonderful, (21 reviews)
"It’s a great location. Check in and out was easy and the place was very comfortable. "
United States
lisa b.
The price is AU$326
includes taxes & fees
18 Sept - 19 Sept
Hi Country Haus Unit 0309 Lovely 1 bedroom, updated and next to clubhouse

14. 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, (92 reviews)
"Great place, super easy short walk to slopes. Would stay again! "
United States
Lee J.
The price is AU$329
includes taxes & fees
23 Sept - 24 Sept
Newly Remodeled Studio steps from the lifts of Winter Park Base

15. Beaver Village Unit #0931R Located in WP Minutes from Winter Park Resort

Beaver Village Unit #0931R Located in WP Minutes from Winter Park Resort
Winter Park
10.0 out of 10, Exceptional, (3 reviews)
"Beautifully kept condo in a great location!"
United States
Simon M.
Beaver Village Unit #0931R Located in WP Minutes from Winter Park Resort

16. 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.
Fraser Crossing 3127 Ground floor 1 bed, modern interior and lots of amenities

17. Meadow Ridge 20-13 Beautifully renovated 2 bedroom with clubhouse amenities

Meadow Ridge 20-13 Beautifully renovated 2 bedroom with clubhouse amenities
Fraser
9.6 out of 10, Exceptional, (7 reviews)
"Place was very clean, nice and quiet."
United States
Larry F.
The price is AU$449
includes taxes & fees
18 Sept - 19 Sept
Meadow Ridge 20-13 Beautifully renovated 2 bedroom with clubhouse amenities

18. 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 AU$326
includes taxes & fees
18 Sept - 19 Sept
Hi Country Haus Unit 2506 Remodeled 1 bedroom downtown, extra bathroom clubhouse

19. Snowblaze Condos Building C unit 24 Moose Haven! Walk to Main Street

Snowblaze Condos Building C unit 24 Moose Haven! Walk to Main Street
Winter Park
10.0 out of 10, Exceptional, (46 reviews)
"Great location, loved the cabin decor- everything we needed was right there."
United States
Kathy M.
Snowblaze Condos Building C unit 24 Moose Haven! Walk to Main Street

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

Beaver Village Unit #1633R Classic condo has all that you need for your vacation
Winter Park
10.0 out of 10, Exceptional, (3 reviews)
"We had a lovely and quiet stay in Winter Park. The place was comfortable and cozy! I would recommend and stay again."
United States
Megan B.
Beaver Village Unit #1633R Classic condo has all that you need for your vacation
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

Find out more about Winter Park

Everything you need to know about Winter Park holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Park holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winter Park holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Park holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Park holiday rentals we have selected for you start as low as AU$269 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winter Park rentals

At Expedia, we put the best Winter Park holiday 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 holiday.

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 holiday rentals in Winter Park?

Yes, there are holiday rentals in Winter Park close to Amaze'n Maze Winter Park, 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 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 holiday rentals are there in Winter Park?

With 333 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.