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Winter Park
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Villas and Holiday Rentals in Winter Park, CO
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Kid friendly (763)
Wheelchair access (69)
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Holiday Rental House (224)
Cabin Holiday Rental (0)
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Boat Available (144)
Housekeeping Included (73)
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Distance from
1 mi
785 rentals
in Winter Park.
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❤ WP✦INCREDIBLE RIVER VIEWS✦Private Top Flr✦Hideaway Park✦Nightlife✦Cozy
106 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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Ski in/out,2/2,hot tub,K & T/Q/T Bunk,memory foam Q couch/xbox/deck grill/sleep8
164 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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Heated Pool! Steps to dining & shops, sledding hill views!
69 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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One block from all restaurans, shopping and nightlife.
106 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Slopeside Paradise--3 BR, 2.5 Bath 2 Minute Shuttle Ride to the slopes!
72 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 14
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Fantastic downtown townhouse. Perfect for 2 families or group.
119 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 11
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Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP
83 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
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Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - UPGRADES 2017-18
77 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
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Gorgeous Condo | Private Views from Balcony | Walk To The Best Restaurants
68 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
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Top Floor with Beautiful Views! Great reviews! Monthly booking is available!!!
60 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Beautiful Winter Park Townhouse- Downtown, Great Mtn Views, Private Hot Tub!
73 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
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Zephyr Lodge Riverside Ski in/Ski Out 1 BR/1 BA King Bed
97 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Oversized Zephyr Corner Unit, Walk Out Patio Entrance, Ski In/Out, 1 Bdrm/1 Bath
152 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation.
100 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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Family/ Pet Friendly Updated Downtown Winter Park Condo 3BD/2BA
110 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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Lakota Reserve - Luxurious Six Bedroom Home Near Winter Park Resort
38 reviews
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 18
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Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek*
96 reviews
Holiday Rental House
9 bedrooms
9 bathrooms
Sleeps 25
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PET-FRIENDLY | The Coolest & Newest: 4 Bedroom Downtown Condo w/ Views | Sleeps
49 reviews
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
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Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out
104 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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Large Glass Front with Beautiful Mountain Views
84 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Beautifully Updated Luxury Condo at Affordable Price at Ideal Location!
141 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Boutique hotel style in a family-friendly 2-bed condo, free shuttles to Resort
82 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
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Winter Park Ski Condo.
41 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
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PERFECT Cabin set in the Mtns. Infrared Sauna Hot tub GREAT for families!
39 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 13
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2BR/2BA **Just Read Our Reviews!** Beautiful Condo & Grt Value!
69 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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Rated 'Exceptional','The Best Beaver Village Rental',Low Rates
78 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Perfect Vacation Home for Every Season in Downtown Winter Park
30 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Fantastic front corner 2BD/2BA Condo At Base Of Winter Park
60 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Luxury 5 br 4.5 bath 2 Masters! Across from Winter Park Ski Resort Sleeps 12
47 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
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Great Ski Condo Only 50 Ft Walk To The Lifts
98 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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New Luxury Unit: Downtown, On Ski Shuttle, Pool/HotTub, Pets OK, Back to Forest
75 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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Luxury in Downtown Winter Park CO
77 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
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Upscale Condo Overlooking Hideaway Park
67 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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FREE Activities Daily, WiFi & Shuttle - Slopeside Luxury Villa #136/Great Ski Vi
43 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
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Luxury Condo at Standard Pricing. 2 Bed 2 Bath with Divide and River Views!
85 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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Winter Park 2 bdrm, Beautifully Updated, Walk2town, Summer Getaway!
58 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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PRIVATE HOT TUB, SPACIOUS Prime location, 4 parking spaces, 3 Mi to WP Resort
55 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Ski-in Ski-Out One Bedroom Condo at the Iron Horse
54 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Newly renovated, steps to restaurants, mountain views, on free bus route
31 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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'The Lazy Z * Winter Park”: On the Fraser River & Downtown!
32 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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FREE Activities Daily, WiFi & Shuttle - Luxury Villa #190 Next To Resort/Hot Tub
48 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
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Live Like A King! Save 40% On March Stays At This Amazing Luxury Home.
38 reviews
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 19
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Luxurious 2 Masters, 2 Family Rooms, Hot Tub & WiFi
213 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 12
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Fantastic Creekside Condo in the town of Winter Park
37 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Ski In / Ski Out | Ski Home For Lunch & Apres | Private Hot Tub | Luxury Mountai
27 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 17
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Luxury Log Cabin | Large Deck w/ Views | Game Room | Private Hot Tub
29 reviews
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 20
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Very Close to the Mountain and Town, Fantastic Views, Hot Tub & Garage!
46 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
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5th Floor With Beautiful views! Full-kitchen! Monthly booking is available!
101 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Beautiful! Family friendly, 2 bedroom/3 bath condo in downtown Winter Park!
46 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 8
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Prime Location! 1BR Plus Private Hot Tub, Garage, Fireplace & Washer/Dryer
263 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Frequently Asked Questions about Winter Park
Do any holiday rentals in Winter Park have a pool?
Yes, here are some popular holiday rentals in Winter Park that have a pool:\n
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Cozy ski condo.Winter Park,CO,USA
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Ski/Mtn Cozy Condo, Winter Park Ski Resort
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Remodeled Hi Country Haus
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See all holiday rentals with a pool in Winter Park on Tripadvisor
Do any holiday rentals in Winter Park have internet access?
Yes, here are some popular holiday rentals in Winter Park that have internet access:\n
\n
7 B/7.5 BA Winter Park Amazing views, Huge Kitchen Dining, Family Reunions
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Cozy ski condo.Winter Park,CO,USA
\n
Ski/Mtn Cozy Condo, Winter Park Ski Resort
\n
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See all holiday rentals in Winter Park on Tripadvisor
What are the best pet friendly rentals in Winter Park?
The best pet friendly rentals in Winter Park are:\n
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Riverfront Upscale remodel in great location
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Beautiful Mountain Lodge-Ski, Hike, Bike, Relax..
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Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!
\n
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See all pet friendly holiday rentals in Winter Park on Tripadvisor
What are some great rentals in Winter Park that are kid friendly?
Some of the most popular kid friendly rentals in Winter Park are:\n
\n
7 B/7.5 BA Winter Park Amazing views, Huge Kitchen Dining, Family Reunions
\n
Cozy ski condo.Winter Park,CO,USA
\n
Ski/Mtn Cozy Condo, Winter Park Ski Resort
\n
\n
See all kid friendly holiday rentals in Winter Park on Tripadvisor