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Search results; Over 1,000 places in Winter Park

Apartment in Winter Park
Ski-in/Ski-out Winter Park Studio
2 beds
Apr 14 – 19
4.71 out of 5 average rating, 7 reviews
Superhost
Condo in Winter Park
Studio Condo in the Heart of Winter Park! lic#9602
3 beds
Apr 18 – 23
4.85 out of 5 average rating, 79 reviews
Guest favorite
Guest suite in Fraser
Studio in Fraser, Colorado
1 queen bed
Apr 7 – 12
4.92 out of 5 average rating, 545 reviews
Guest favorite
Condo in Winter Park
Cozy DT condo mins from slopes
3 beds
Apr 23 – 28
5.0 out of 5 average rating, 44 reviews
Guest favorite
Condo in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
2 beds
Apr 28 – May 3
4.85 out of 5 average rating, 136 reviews
Condo in Winter Park
1BR Condo next to rec center w/pool, hot tubs, gym
1 queen bed
Apr 1 – 6
New place to stay
Condo in Winter Park
Cozy Ski Retreat Full Slope View
2 beds
Apr 18 – 23
New place to stay
Guest favorite
Condo in Winter Park
Cozy mountain retreat in downtown Winter Park
3 beds
Apr 13 – 18
4.94 out of 5 average rating, 70 reviews
Superhost
Apartment in Winter Park
Ski-in/Ski-out Studio in WP!
2 beds
Apr 21 – 26
4.91 out of 5 average rating, 23 reviews
Superhost
Condo in Winter Park
Ski-In Ski-Out Studio with Desirable Amenities
3 beds
Apr 8 – 13
4.89 out of 5 average rating, 136 reviews
Guest favorite
Condo in Winter Park
Top floor, larger 1 bedroom in Winter Park Village
2 beds
Apr 26 – May 1
4.96 out of 5 average rating, 78 reviews
Guest favorite
Condo in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
2 beds
Apr 7 – 12
5.0 out of 5 average rating, 300 reviews
Guest favorite
Townhouse in Winter Park
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
3 beds
Apr 8 – 13
4.99 out of 5 average rating, 82 reviews
Guest favorite
Condo in Winter Park
Huge Penthouse w/Great Views Large Deck-Heated PRK
7 beds
Apr 1 – 6
4.88 out of 5 average rating, 84 reviews
Guest favorite
Condo in Winter Park
Zephyr Mountain Lodge - 1BR Beautifully Renovated
2 beds
Apr 22 – 27
4.94 out of 5 average rating, 35 reviews
Guest favorite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
6 beds
Apr 16 – 21
4.93 out of 5 average rating, 130 reviews
Guest favorite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 queen bed
Apr 7 – 12
4.98 out of 5 average rating, 413 reviews
Guest favorite
Condo in Winter Park
Lux Ski-In/Out | Walk to Winter Park Resort | View
6 beds
Apr 6 – 11
5.0 out of 5 average rating, 27 reviews