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

Winter Park Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Winter Park vacation rentals

Exterior

1. 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
$295 nightly
The price is $334
Aug 9 - Aug 10
Total with taxes and fees
A Frame Club
1 bedroom, WiFi (free), bed sheets

2. 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.
$210 nightly
The price is $236
Aug 10 - Aug 11
Total with taxes and fees
Micro Guest Suite Downtown Winter Park GREAT LOCATION
Property entrance

3. 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
$197 nightly
The price is $235
Aug 11 - Aug 12
Total with taxes and fees
Zephyr Mountain Lodge
Exterior

4. 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.
$226 nightly
The price is $253
Aug 9 - Aug 10
Total with taxes and fees
Cozy 1-bed, 1-bath condo on the Fraser river in downtown Winter Park, Colorado
Pool

5. Walk to Gondola · Alpine Slide & Village

Walk to Gondola · Alpine Slide & Village
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.
$198 nightly
The price is $222
Aug 10 - Aug 11
Total with taxes and fees
Walk to Gondola · Alpine Slide & Village
Exterior

6. 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.
$147 nightly
The price is $163
Aug 10 - Aug 11
Total with taxes and fees
Madge’s Studio - Pets Welcome
Terrace/patio

7. Renovated Condo near the Slopes and Trails

Renovated Condo near the Slopes and Trails
Winter Park
9.4 out of 10, Exceptional, (192 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
$318 nightly
The price is $356
Aug 10 - Aug 11
Total with taxes and fees
Renovated Condo near the Slopes and Trails
Interior

8. 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
$261 nightly
The price is $289
Aug 31 - Sep 1
Total with taxes and fees
River View Studio Near Winter Park Ski Resort
Travel crib, WiFi (free), bed sheets

9. Snowblaze Condos Building E Unit 102 Studio walk to downtown clubhouse amenities

Snowblaze Condos Building E Unit 102 Studio walk to downtown clubhouse amenities
WINTER PARK
8.2 out of 10, Very Good, (16 reviews)
"Everything was exactly what I was looking for. Cozy and convenient. "
United States
Micah W.
$216 nightly
The price is $242
Aug 10 - Aug 11
Total with taxes and fees
Snowblaze Condos Building E Unit 102 Studio walk to downtown clubhouse amenities
Exterior detail

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

Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort
Winter Park Village
9.8 out of 10, Exceptional, (87 reviews)
"Great place, super friendly host! Highly recommend!!"
United States
Tonya T.
$212 nightly
The price is $239
Sep 1 - Sep 2
Total with taxes and fees
Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort
Terrace/patio

11. 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, (59 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.
$209 nightly
The price is $234
Aug 10 - Aug 11
Total with taxes and fees
Cozy, 1 bedroom Condo, 2 Blocks from Downtown, on Ski Bus Route
Interior

12. 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.
$209 nightly
The price is $235
Aug 10 - Aug 11
Total with taxes and fees
Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort
Interior

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.
$205 nightly
The price is $230
Aug 9 - Aug 10
Total with taxes and fees
Hi Country Haus Unit 0309 Lovely 1 bedroom, updated and next to clubhouse
Exterior

14. 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.
$237 nightly
The price is $266
Aug 9 - Aug 10
Total with taxes and fees
New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
Exterior

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

Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
Winter Park Village
9.6 out of 10, Exceptional, (65 reviews)
"Really great stay "
United States
Ila B.
$228 nightly
The price is $255
Aug 18 - Aug 19
Total with taxes and fees
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
Interior

16. 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, (17 reviews)
"Great place!"
United States
Dale K.
$205 nightly
The price is $230
Aug 9 - Aug 10
Total with taxes and fees
Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street
TV, fireplace, DVD player

17. 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
$211 nightly
The price is $225
Aug 9 - Aug 10
Total with taxes and fees
Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio
Pool

18. Snowblaze Condos Building E unit 310 Cozy downtown studio clubhouse amenities

Snowblaze Condos Building E unit 310 Cozy downtown studio clubhouse amenities
Winter Park
8.6 out of 10, Excellent, (9 reviews)
"This stay in winter park was awesome. The room was large and clean with a bathroom, kitchen and living room"
United States
Daniel F.
$214 nightly
The price is $240
Aug 8 - Aug 9
Total with taxes and fees
Snowblaze Condos Building E unit 310 Cozy downtown studio clubhouse amenities
TV, fireplace, computer monitors

19. 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.
$205 nightly
The price is $218
Aug 9 - Aug 10
Total with taxes and fees
Waterside West A303 Ideal and modern 1 bedroom - open floor plan and mt views
Property grounds

20. 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.
$191 nightly
The price is $215
Aug 12 - Aug 13
Total with taxes and fees
Pool Hot Tub Free Garage · Remodeled Studio
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

Best Western Alpenglo Lodge

Best Western Alpenglo Lodge

10/10 Excellent
"It was nice. Was busy exploring so didn’t spend a lot of time in the hotel"
Jane 1-night trip
Posted less than an hour ago
Best Western Alpenglo Lodge

Price trends for vacation rentals in Winter Park

Less expensive
More expensive
This month
Next month
October
December
$250
$261
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 $235 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.

Explore a world of travel with Expedia

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 Alpine Slide, 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 💎 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 vacation rentals are there in Winter Park?

With 327 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.