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

Winter Park Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Winter Park vacation rentals

Property entrance

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
$169 nightly
The price is $191
Sep 21 - Sep 22
Total with taxes and fees
Zephyr Mountain Lodge
Exterior

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
$342 nightly
The price is $388
Sep 27 - Sep 28
Total with taxes and fees
A Frame Club
A heated pool

3. 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
$316 nightly
The price is $354
Sep 21 - Sep 22
Total with taxes and fees
Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit
Interior

4. Arrow at Winter Park Unit 202 Luxurious downtown 2 bedroom lots of amenities

Arrow at Winter Park Unit 202 Luxurious downtown 2 bedroom lots of amenities
Winter Park
10.0 out of 10, Exceptional, (11 reviews)
"Everything was excellent! "
United States
Bronwyn
$417 nightly
The price is $468
Sep 21 - Sep 22
Total with taxes and fees
Arrow at Winter Park Unit 202 Luxurious downtown 2 bedroom lots of amenities
TV, fireplace, DVD player

5. 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
$211 nightly
The price is $237
Sep 21 - Sep 22
Total with taxes and fees
Beaver Village Unit #0332 Remodeled 1 Bedroom vaulted ceiling & private deck
Terrace/patio

6. Renovated Condo near the Slopes and Trails

Renovated Condo near the Slopes and Trails
Winter Park
9.4 out of 10, Exceptional, (198 reviews)
"Great spot for the family! The pool area is very nice."
United States
Luke P.
$337 nightly
The price is $378
Sep 21 - Sep 22
Total with taxes and fees
Renovated Condo near the Slopes and Trails
Interior

7. 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.
$211 nightly
The price is $237
Sep 21 - Sep 22
Total with taxes and fees
Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort
Exterior

8. 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.
$147 nightly
The price is $163
Sep 21 - Sep 22
Total with taxes and fees
Madge’s Studio - Pets Welcome
Property grounds

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

Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental
Hideaway Village
9.0 out of 10, Wonderful, (10 reviews)
"Great property. Parking lot and walk ways very well maintained. Host was great."
United States
S S.
$239 nightly
The price is $269
Sep 24 - Sep 25
Total with taxes and fees
Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental
TV, fireplace, DVD player

10. 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)
"We enjoyed our stay"
United States
Caleb M.
$211 nightly
The price is $225
Sep 23 - Sep 24
Total with taxes and fees
Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio
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, (21 reviews)
"Great place!"
United States
Dale K.
$200 nightly
The price is $225
Sep 24 - Sep 25
Total with taxes and fees
Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street
TV, fireplace

12. 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.
$221 nightly
The price is $248
Sep 21 - Sep 22
Total with taxes and fees
Beaver Village Unit #1633R Classic condo has all that you need for your vacation
TV, fireplace

13. 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.
$211 nightly
The price is $237
Sep 21 - Sep 22
Total with taxes and fees
Beaver Village Unit #0412R Wonderful 1 bed unit the perfect mountain getaway!
Terrace/patio

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

Cozy, 1 bed Condo, 2 Blocks from Downtown, on Bus Rt Short Term License # 004821
Winter Park
9.0 out of 10, Wonderful, (62 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.
$211 nightly
The price is $237
Sep 26 - Sep 27
Total with taxes and fees
Cozy, 1 bed Condo, 2 Blocks from Downtown, on Bus Rt Short Term License # 004821
Interior

15. 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
Sep 21 - Sep 22
Total with taxes and fees
Hi Country Haus Unit 0309 Lovely 1 bedroom, updated and next to clubhouse
TV, fireplace, DVD player

16. Meadow Ridge 8-6 Remodeled kitchen, private patio, 2 bedroom Fraser 3 queens

Meadow Ridge 8-6 Remodeled kitchen, private patio, 2 bedroom Fraser 3 queens
Fraser
8.2 out of 10, Very good, (15 reviews)
"Nice, clean place close to all attractions."
United States
Crystal G.
$264 nightly
The price is $280
Sep 21 - Sep 22
Total with taxes and fees
Meadow Ridge 8-6 Remodeled kitchen, private patio, 2 bedroom Fraser 3 queens
Pool

17. Walk to Gondola · Alpine Slide & Village

Walk to Gondola · Alpine Slide & Village
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.
$199 nightly
The price is $224
Sep 23 - Sep 24
Total with taxes and fees
Walk to Gondola · Alpine Slide & Village
Pool

18. Beaver Village Unit #0232R Modern 1 bedroom condo close to downtown & clubhouse

Beaver Village Unit #0232R Modern 1 bedroom condo close to downtown & clubhouse
Winter Park
9.0 out of 10, Wonderful, (6 reviews)
"Great cozy place "
United States
Katherine H.
$211 nightly
The price is $237
Sep 23 - Sep 24
Total with taxes and fees
Beaver Village Unit #0232R Modern 1 bedroom condo close to downtown & clubhouse
Flat-screen TV, fireplace

19. Beaver Village Unit #1714 Family friendly 2 bedroom condo updated interior

Beaver Village Unit #1714 Family friendly 2 bedroom condo updated interior
Winter Park
9.6 out of 10, Exceptional, (18 reviews)
"Location was convenient. Place was clean and had everything we needed "
United States
Corey W.
$272 nightly
The price is $305
Sep 21 - Sep 22
Total with taxes and fees
Beaver Village Unit #1714 Family friendly 2 bedroom condo updated interior
Dining

20. Beaver Village Unit #0611 Renovated ground floor family unit clubhouse amenities

Beaver Village Unit #0611 Renovated ground floor family unit clubhouse amenities
Winter Park
10.0 out of 10, Exceptional, (23 reviews)
"Much more roomy than the photos, very relaxing space, very comfortable beds. Well equipped condo, pool and hot tub were wonderful."
United States
Peter A.
$246 nightly
The price is $276
Sep 21 - Sep 22
Total with taxes and fees
Beaver Village Unit #0611 Renovated ground floor family unit clubhouse 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.
View all properties
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

The Vintage Hotel

The Vintage Hotel

10/10 Excellent
"Comfortable beds, clean room, great location to Winter Park"
Amy 1-night trip
Posted 16 hours ago
The Vintage Hotel

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.

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 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.