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

Winter Park Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Winter Park vacation rentals

A deck with a circular fire pit surrounded by Adirondack chairs, overlooking a snowy landscape with trees and mountains.

1. Chic Winter Park Studio w/ Community Hot Tub

Winter Park

Kelley

$211 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

$219 nightly

Nov 6 - Nov 7

Total with taxes and fees

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

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

Winter Park

Mikinzie D.

$209 nightly

Nov 6 - Nov 7

Total with taxes and fees

A pool area with lounge chairs and a towel rack, surrounded by a building with a view of a snowy mountain.

4. Walk to Gondola · Alpine Slide & Village

Winter Park Village

Lee J.

$184 nightly

Nov 7 - Nov 8

Total with taxes and fees

A spacious kitchen with wooden cabinets, a granite countertop, and a built-in dishwasher.

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

Winter Park

Dawn C.

$219 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

6. Fraser Crossing 3518 remodeled studio gas fireplace and views

Winter Park Village

Alfonso

$194 nightly

Nov 6 - Nov 7

Total with taxes and fees

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.

$258 nightly

Nov 6 - Nov 7

Total with taxes and fees

8. Pool Hot Tub Free Garage · Remodeled Studio

Winter Park

Eric E.

$175 nightly

Nov 6 - Nov 7

Total with taxes and fees

A living room with a stone fireplace, a television, a sofa with patterned cushions, and a large window overlooking a snowy landscape.

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

Fraser

Caleb M.

$219 nightly

Nov 6 - Nov 7

Total with taxes and fees

A modern kitchen with wooden cabinets, a built-in island with stools, a flat-screen TV above the island, and a fireplace.

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

Fraser

Sarah S.

$213 nightly

Nov 6 - Nov 7

Total with taxes and fees

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

11. Micro Guest Suite Downtown Winter Park GREAT LOCATION

Winter Park

Faith R.

$192 nightly

Nov 6 - Nov 7

Total with taxes and fees

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

12. Madge’s Studio - Pets Welcome

Fraser

Carrie B.

$139 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

13. Zephyr Mountain Lodge

Winter Park Village

Carl

$221 nightly

Nov 6 - Nov 7

Total with taxes and fees

A resort with multiple buildings, a swimming pool, and snow-covered surroundings.

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

Fraser

Kami

$219 nightly

Nov 6 - Nov 7

Total with taxes and fees

Dive into the clubhouse indoor oasis, where exposed wood beams frame crystal-clear waters and natural light creates the perfect retreat.

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

Winter Park

Katherine H.

$219 nightly

Nov 6 - Nov 7

Total with taxes and fees

Unwind in the cozy clubhouse living room with a crackling fireplace, comfortable leather seating, and warm wood accents perfect for relaxing evenings.

16. Beaver Village Unit #1612R Remodeled king bed and rich leather furnishings

Winter Park

Sean C.

$219 nightly

Nov 8 - Nov 9

Total with taxes and fees

A kitchen with granite countertops, wooden cabinets, and a dining area with a table and chairs.

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

Winter Park

Simon M.

$229 nightly

Nov 6 - Nov 7

Total with taxes and fees

Sink into plush leather seating at the clubhouse by your crackling fireplace, where warm wood accents create the perfect après-ski retreat.

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

Winter Park

Ryan L.

$219 nightly

Nov 8 - Nov 9

Total with taxes and fees

A building with a sign reading "Founders Pointe."

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

Winter Park Village

Tonya T.

$213 nightly

Nov 6 - Nov 7

Total with taxes and fees

A spacious living area with a white sofa, a coffee table, and a TV mounted on the wall.

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

Winter Park

Dale K.

$213 nightly

Nov 6 - Nov 7

Total with taxes and fees

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Find vacation rentals that suit your style

Top Winter Park Hotel Reviews

A modern kitchen with dark cabinetry, a central island with stools, a built-in microwave, and a coffee maker.

Winter Park Chateau

Winter Park

10/10 Excellent

Jessica

A reception desk with a stone wall backdrop, a vase with red flowers, and two 'PRIVATE' doors.

Valley Hi Motel - Near Winter Park Visitor Center

Winter Park

10/10 Excellent

Sharon

A modern lounge area with seating, a bar, and a staircase.

Gravity Haus Winter Park

Winter Park

10/10 Excellent

David

A modern interior with a fireplace, seating area, and large windows offering a view of a snowy landscape.

Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

Downtown

10/10 Excellent

Anonymous traveler

A hotel with a green roof, multiple floors, and a parking lot in front.

The Vintage Hotel

Winter Park

10/10 Excellent

Jaunine

A modern hotel lobby with a seating area, a reception desk, and a kitchen in the background.

Best Western Alpenglo Lodge

Winter Park

10/10 Excellent

Robert

A stone fireplace with a fire, outdoor seating, and a view of a hotel building in the background.

Fraser Crossing Founders Pointe

Winter Park Village

10/10 Excellent

Linda

Chic Winter Park Studio w/ Community Hot Tub

Winter Park

10/10 Excellent

Joy

A spacious living area with a fireplace, wooden flooring, a high ceiling with a fan, and a staircase with a railing.

3-story Home w/ Balcony ~ 6 Mi to Winter Park!

Fraser

10/10 Excellent

I loved staying at this property. There was a little snaffoo in the beginning with the passcode to get in but it was handled in a very timely manner without complication. If I were to make any suggestion, it would be to have a thourough dusting done. The ceiling fan was caked in dust and there were multiple cob webs in some doorways. Other than that, this property is truly as beautiful as it is in the photos and met all of our needs for our trip.

Tara

A wooden deck with a table and chairs, overlooking a forested mountain area.

The Silver Lake Lodge

Idaho Springs

10/10 Excellent

Jennifer

A spacious living room with a stone fireplace, a dining area, and a balcony with a view of a forested mountain.

Expedition Station Condos by Vail Resorts

River Run

10/10 Excellent

This was a great place to stay for a spring ski trip to A Basin. The bus that goes up to A Basin stops right next to this property, so it was very easy to get up to the mountain. The studio condo was very nice--well equipped kitchen, comfortable beds and pillows, and very clean. The check out instructions were a little confusing--not communicated when I checked in, and I could not figure out where the garbage was supposed to go. The hot tub also could have been cleaner (was a bit cloudy for my...

Helen

A Microtel by Wyndham hotel with a modern design, featuring multiple floors and a mountain backdrop.

Microtel Inn & Suites by Wyndham Georgetown Lake

Georgetown

10/10 Excellent

marivel

A hot tub in a wooden cabin with potted plants and a patio area visible through glass doors.

Frisco Inn on Galena Street

The Village

10/10 Excellent

Tracy

A cozy living room with a stone fireplace, wooden ceiling, and a bookshelf filled with books.

Ferncliff Lodge

Allenspark

10/10 Excellent

Scot

A hallway with a wooden staircase, a desk with a lamp, and a door with stained glass windows.

Club Hotel Colorado

Idaho Springs

10/10 Excellent

Anonymous traveler

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 $154 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.

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.

Winter Park Vacation Rentals

Bundle & Save

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Upfront pricing

Check prices for these dates

Our top choices for Winter Park vacation rentals

1. Chic Winter Park Studio w/ Community Hot Tub

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

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

4. Walk to Gondola · Alpine Slide & Village

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

6. Fraser Crossing 3518 remodeled studio gas fireplace and views

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

8. Pool Hot Tub Free Garage · Remodeled Studio

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

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

11. Micro Guest Suite Downtown Winter Park GREAT LOCATION

12. Madge’s Studio - Pets Welcome

13. Zephyr Mountain Lodge

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

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

16. Beaver Village Unit #1612R Remodeled king bed and rich leather furnishings

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

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

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

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

Find vacation rentals that suit your style

Top Winter Park Hotel Reviews

Winter Park Chateau

10/10 Excellent

Find out more about Winter Park

Everything you need to know about Winter Park vacation rentals

Winter Park vacation rentals: An excellent choice for every season

How to find incredible deals on Winter Park rentals

Frequently Asked Questions

Can I find vacation rentals in Winter Park?

What are some of the best vacation home rentals that Winter Park has to offer?

How many vacation rentals are there in Winter Park?

What’s there to see and do in Winter Park?

What’s a vacation rental in Winter Park like?

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