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Winter Park Condos

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612 rentals in Winter Park.
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Fantastic townhouse in the heart of Downtown. Best in Red Quill Village, vacation rental in Winter Park

Fantastic townhouse in the heart of Downtown. Best in Red Quill Village

4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Lakota Reserve - Luxurious Six Bedroom Home Near Winter Park Resort, vacation rental in Winter Park

Lakota Reserve - Luxurious Six Bedroom Home Near Winter Park Resort

6 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Luxe Decor & More! | Room To Spread Out | Family Friendly | Bubbling Hot Tub!, vacation rental in Winter Park

Luxe Decor & More! | Room To Spread Out | Family Friendly | Bubbling Hot Tub!

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Riverfront-Slopeside-Walk to Resort-On Bus Route, vacation rental in Winter Park

Riverfront-Slopeside-Walk to Resort-On Bus Route

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Fabulous Slope-Side Lakota Townhome - Private Hot Tub & Magnificent Views, vacation rental in Winter Park

Fabulous Slope-Side Lakota Townhome - Private Hot Tub & Magnificent Views

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Five Bedroom Family Favorite -Sleeps 19!, vacation rental in Winter Park

Five Bedroom Family Favorite -Sleeps 19!

5 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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Sophisticated Ski-In/Ski-Out Getaway – 1,471 Square Feet, Balcony & Fireplace, vacation rental in Winter Park

Sophisticated Ski-In/Ski-Out Getaway – 1,471 Square Feet, Balcony & Fireplace

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Trailhead Lodges 512, vacation rental in Winter Park

Trailhead Lodges 512

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Zephyr Mountain Lodge 1215, vacation rental in Winter Park

Zephyr Mountain Lodge 1215

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Timber Ridge Lodge, vacation rental in Winter Park

Timber Ridge Lodge

5 bedrooms
5 bathrooms
Sleeps 17
Match: Sleeps
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Rosie's Way, vacation rental in Winter Park

Rosie's Way

3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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One Block From All Restaurants And Shopping, Nightlife, vacation rental in Winter Park

One Block From All Restaurants And Shopping, Nightlife

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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EXQUISITE MTN. HOME! PERF. FOR 2 FAMILIES! 2 Living Rms! MLK & a few wks left!, vacation rental in Winter Park

EXQUISITE MTN. HOME! PERF. FOR 2 FAMILIES! 2 Living Rms! MLK & a few wks left!

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Fantastic downtown townhouse. Perfect for 2 families or group., vacation rental in Winter Park

Fantastic downtown townhouse. Perfect for 2 families or group.

3 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Ski in/out,2/2,hot tub,K & T/Q/T Bunk,memory foam Q couch/xbox/deck grill/sleep8, vacation rental in Winter Park

Ski in/out,2/2,hot tub,K & T/Q/T Bunk,memory foam Q couch/xbox/deck grill/sleep8

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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❤ WP✦INCREDIBLE RIVER VIEWS✦Private Top Flr✦Hideaway Park✦Nightlife✦Cozy, vacation rental in Winter Park

❤ WP✦INCREDIBLE RIVER VIEWS✦Private Top Flr✦Hideaway Park✦Nightlife✦Cozy

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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5th Floor With Beautiful views! Full-kitchen! Monthly booking is available!, vacation rental in Winter Park

5th Floor With Beautiful views! Full-kitchen! Monthly booking is available!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautifully Updated Luxury Condo at Affordable Price at Ideal Location!, vacation rental in Winter Park

Beautifully Updated Luxury Condo at Affordable Price at Ideal Location!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oversized Zephyr Corner Unit, Walk Out Patio Entrance, Ski In/Out, 1 Bdrm/1 Bath, vacation rental in Winter Park

Oversized Zephyr Corner Unit, Walk Out Patio Entrance, Ski In/Out, 1 Bdrm/1 Bath

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Winter Park Townhouse- Downtown, Great Mtn Views, Private Hot Tub!, vacation rental in Winter Park

Beautiful Winter Park Townhouse- Downtown, Great Mtn Views, Private Hot Tub!

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP, vacation rental in Winter Park

Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation., vacation rental in Winter Park

Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation.

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A Real Ski-in Ski-Out Unit, vacation rental in Winter Park

A Real Ski-in Ski-Out Unit

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Gorgeous Condo | Private Views from Balcony | Walk To The Best Restaurants, vacation rental in Winter Park

Gorgeous Condo | Private Views from Balcony | Walk To The Best Restaurants

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Estate- Close to Village- Well Stocked and Beautifully Furnished, vacation rental in Winter Park

Luxury Estate- Close to Village- Well Stocked and Beautifully Furnished

5 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Heated Pool! Steps to dining & shops, sledding hill views!, vacation rental in Winter Park

Heated Pool! Steps to dining & shops, sledding hill views!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Slopeside Paradise--3 BR, 2.5 Bath 2 Minute Shuttle Ride to the slopes!, vacation rental in Winter Park

Slopeside Paradise--3 BR, 2.5 Bath 2 Minute Shuttle Ride to the slopes!

3 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Spacious Retreat With Great Amenities!, vacation rental in Winter Park

Spacious Retreat With Great Amenities!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Booking for winter NOW! 3 Bed, 3 Bathroom, Sleeps 10  Hot Tub!, vacation rental in Winter Park

Booking for winter NOW! 3 Bed, 3 Bathroom, Sleeps 10 Hot Tub!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek*, vacation rental in Winter Park

Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek*

8 bedrooms
9 bathrooms
Sleeps 25
Match: Sleeps
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PET-FRIENDLY | The Coolest & Newest: 4 Bedroom Downtown Condo w/ Views | Sleeps, vacation rental in Winter Park

PET-FRIENDLY | The Coolest & Newest: 4 Bedroom Downtown Condo w/ Views | Sleeps

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Winter Park Founders Pointe Slope Side Studio Steps To Base Area, vacation rental in Winter Park

Winter Park Founders Pointe Slope Side Studio Steps To Base Area

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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One block from all restaurans, shopping and nightlife., vacation rental in Winter Park

One block from all restaurans, shopping and nightlife.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy, CLEAN Ski-in Ski-Out Top-Floor Studio at Iron Horse, vacation rental in Winter Park

Cozy, CLEAN Ski-in Ski-Out Top-Floor Studio at Iron Horse

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Family/ Pet Friendly Updated Downtown Winter Park Condo 3BD/2BA, vacation rental in Winter Park

Family/ Pet Friendly Updated Downtown Winter Park Condo 3BD/2BA

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Great Ski Condo Only 50 Ft Walk To The Lifts, vacation rental in Winter Park

Great Ski Condo Only 50 Ft Walk To The Lifts

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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2BR/2BA  **Just Read Our Reviews!**  Beautiful Condo & Grt Value!, vacation rental in Winter Park

2BR/2BA **Just Read Our Reviews!** Beautiful Condo & Grt Value!

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Large Glass Front with Beautiful Mountain Views, vacation rental in Winter Park

Large Glass Front with Beautiful Mountain Views

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out, vacation rental in Winter Park

Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Fantastic front corner 2BD/2BA Condo At Base Of Winter Park, vacation rental in Winter Park

Fantastic front corner 2BD/2BA Condo At Base Of Winter Park

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Luxury Unit: Downtown, On Ski Shuttle, Pool/HotTub, Pets OK, Back to Forest, vacation rental in Winter Park

New Luxury Unit: Downtown, On Ski Shuttle, Pool/HotTub, Pets OK, Back to Forest

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury 5 br 4.5 bath 2 Masters! Across from Winter Park Ski Resort Sleeps 12, vacation rental in Winter Park

Luxury 5 br 4.5 bath 2 Masters! Across from Winter Park Ski Resort Sleeps 12

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub!, vacation rental in Winter Park

Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Creekside 3-br ski condo w/fireplace, scenic views, free shuttle to slopes, vacation rental in Winter Park

Creekside 3-br ski condo w/fireplace, scenic views, free shuttle to slopes

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Rated 'Exceptional','The Best Beaver Village Rental',Low Rates, vacation rental in Winter Park

Rated 'Exceptional','The Best Beaver Village Rental',Low Rates

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Awesome Views! Upgraded condo, Ski in ski out,views of slopes from every window, vacation rental in Winter Park

Awesome Views! Upgraded condo, Ski in ski out,views of slopes from every window

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Winter Park Mountain Views with Private Hot Tub, vacation rental in Winter Park

Winter Park Mountain Views with Private Hot Tub

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Penthouse Sport Studio - Ski-In/out - Fireplace - Balcony - Iron Horse Resort, vacation rental in Winter Park

Penthouse Sport Studio - Ski-In/out - Fireplace - Balcony - Iron Horse Resort

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Hi Country Haus - 10-18 Walk to Downtown and Free Shuttle to Winter Park! Hot Tu, vacation rental in Winter Park

Hi Country Haus - 10-18 Walk to Downtown and Free Shuttle to Winter Park! Hot Tu

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Elk Lodge, vacation rental in Winter Park

Elk Lodge

5 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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Previous
Winter Park Vacation Rentals
Looking for family ski fun, or golf and mountain biking within 90 minutes of Denver? Year-round, a money-saving Winter Park vacation rental is your quickest road from Denver to Rocky Mountain recreational fun. Don’t want to drive the 90 minutes from the Denver airport to your money-saving Winter Park vacation rental? The old Rio Grande Scenic Railroad Company weekend ski train may be out of operation. But you can still kickback and enjoy the Rocky Mountain scenery from the comfort of Amtrak’s California Zephyr. Allow at least 2 hours for the daily rail journey between Denver Union Station and Fraser-Winter Park station.
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Winter Park Vacation Rentals
Looking for family ski fun, or golf and mountain biking within 90 minutes of Denver? Year-round, a money-saving Winter Park vacation rental is your quickest road from Denver to Rocky Mountain recreational fun. Don’t want to drive the 90 minutes from the Denver airport to your money-saving Winter Park vacation rental? The old Rio Grande Scenic Railroad Company weekend ski train may be out of operation. But you can still kickback and enjoy the Rocky Mountain scenery from the comfort of Amtrak’s California Zephyr. Allow at least 2 hours for the daily rail journey between Denver Union Station and Fraser-Winter Park station.
Railroad Starts Winter Park
The railroad started it all. Winter Park came into existence way back when the railroad constructed the Rocky Mountains/Moffat Tunnel and workers needed places to live in this rugged mountain wilderness. The City of Denver launched Winter Park as a ski resort in 1940 by constructing a ski tow at West Portal. Today there are 25 lifts servicing 143 designated ski trails on about 3,000 acres, of which over a third is off-piste terrain. And money-saving vacation rental homes, apartments, townhouses, and condos make Winter Park a comfortable year-round family resort.
Winter Fun
Winter Park usually kicks off skiing before Thanksgiving, as there are 26 trails and about 300 acres for the snowmaking machines. As the snow accumulates and winter season gets into full swing, your money-saving vacation rental also becomes your portal to glade skiing, cross-country skiing, snow cycling, snowboarding, snowshoeing, Snowcat tours and NASTAR racing. Guided touring opportunities abound for the whole family to learn about the native Rocky Mountain plants and animals. For vacation DVDs and training purposes, the Ski and Ride School rents helmet cams to capture the mogul runs and downhill action.
Summer Fun
Golf at Grand Elk, Headwaters, or one of the 9-hole courses up the highway near Granby. From Granby, it is a short drive to Rocky Mountain National Park. The kids will enjoy rounds of mountainside mini-golf and the Alpine Slide. Meanwhile fly fish the Fraser River. Wade in or take a boat to fish the Colorado River, while the kids practice clowning and juggling at Winter Park Circus Camp. Mountain bike, rollerblade or picnic along the five-mile Fraser River Trail. Checkout Trestle Bike Park, which has hosted Mountain States Cup cross country racing, slalom, downhill, and super D.
More Winter Park Fun
The whole family will enjoy the Old West post office and stage stop at Cozens' Ranch House Museum. Cowboy sing-a-long campfires and mountain man storytelling will leave the kids spellbound. Learn astronomy at the two-hour Star Safaris produced by the University of Colorado's Fiske Planetarium. Then relax at your money-saving Winter Park vacation rental, before your next adventure.