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Compare 690 Vacation Homes in Winter Park with updated reviews, rates, and availability.

Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!

9.8 out of 10, Exceptional, (68)
"Great place for two families. Nice location. "
Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!

Ultimate Winter Park Getaway! Ski In-Ski Out Condo

10.0 out of 10, Exceptional, (1)
"This place is comfortable, bigger than expected. Would recommend some directions for how to get to hot tub and how to access ski area. Would stay here again. Also place in description that there is only keurig coffee maker. Thanks "
Ultimate Winter Park Getaway! Ski In-Ski Out Condo

3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!

10.0 out of 10, Exceptional, (96)
"We really enjoyed this place! It was clean and easy access to and from WP mountain. "
3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!

All season 5 br+ house; close to Winter Park and Granby Ranch skiing; hot tub

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay in this large and very clean home. Plenty of bedrooms and space. The home was well stocked with essentials to make for a great stay. Would love to stay again when in the area. "
All season 5 br+ house; close to Winter Park and Granby Ranch skiing; hot tub

NEW 2 bedroom private home private hot tub, walk to downtown

9.8 out of 10, Exceptional, (7)
"This home is spacious! We enjoyed the views and the short distance to the resort."
The price is SAR 628
SAR 1,584 total
includes taxes & fees
1 Apr - 2 Apr
NEW 2 bedroom private home private hot tub, walk to downtown

Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP

9.6 out of 10, Exceptional, (90)
"Our group of six plus a toddler stayed here for a ski vacation. It's located very close to Winter Park (to the point where you could walk if you don't mind carrying skis for 15 minutes). "
Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP

Luxury Condo 414 I Pool I Club House I Hot Tub I Best Price I FREE Adventures Daily

10.0 out of 10, Exceptional, (132)
"Great apartment in a great location."
Luxury Condo 414 I Pool I Club House I Hot Tub I Best Price I FREE Adventures Daily

Modern, spacious home with private hot tub & W/D - great location

9.0 out of 10, Wonderful, (12)
"This place encouraged large family groups but living room seating was limited. We could never reach the owners for our requests to get the propane tank unlocked so we could use it so no meals using the grill. We suggest several more hooks for hanging all our ski gear like on the backs of doors and on walls. Night lights in the bathrooms would help with late night trips. The teenagers found the bunk beds very rickety so we suggest stronger ones. Lid to coffee maker was broken when we arrived....
Modern, spacious home with private hot tub & W/D - great location

Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily

9.6 out of 10, Exceptional, (31)
"The property is very nice with a good location to the bus stop, close to many places to eat and easy access. We have stayed in several VRBO properties and this is a good one."
Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily

New Luxury Loft 49 I Rooftop Hot Tub I Lounge I Views I Best Price I FREE Adventures Daily

9.6 out of 10, Exceptional, (19)
"Recent construction. Modern style. Easy access to the ski area via the Winter Park bus system. Bus stop is a 3 minute walk from the condo. Would be cool in the summer with the roof top deck."
New Luxury Loft 49 I Rooftop Hot Tub I Lounge I Views I Best Price I FREE Adventures Daily

5 BDR Home, Ski, Hot tub, Shuttle

9.8 out of 10, Exceptional, (16)
"Had 11 in our party and the house could not have been better. Great location close to skiing as well as groceries and restaurants. The house itself had everything we needed. The bonus room above the garage provided the extra space and beds we needed. Communication was great. Would recommend this house to anyone and will be back. Absolutely perfect!"
The price is SAR 2,143
SAR 3,722 total
includes taxes & fees
23 Mar - 24 Mar
5 BDR Home, Ski, Hot tub, Shuttle

5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle

10.0 out of 10, Exceptional, (219)
"This place worked great for our group. We were all very comfortable. We loved the large common kitchen for group dinners. Made get benefits from a few more utensils (spoons and forks). Overall place was very clean but some nooks and crannies need some attention. The basement bedroom with bunk beds has a lot of dust and food on the floor between bed frames and stairs. "
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle

Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer

9.8 out of 10, Exceptional, (17)
"The property was very nice. Everything we needed was available. The property’s customer service was very responsive. We lost hot water on the last day. The maintenance man was unable to fix it but the property management gave us a more than fair credit for the inconvenience. "
Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer

'Snow Dream'- the Ultimate Family Retreat

10.0 out of 10, Exceptional, (151)
"Great place to stay for a full group! The hot tub was wonderful and the kitchen was well stocked. Wish we would have stayed longer!"
'Snow Dream'- the Ultimate Family Retreat

Beautiful Condo - Riverfront-Slopeside-Walk to Resort-On Bus Route

10.0 out of 10, Exceptional, (112)
"Nice place. Location close to ski base."
Beautiful Condo - Riverfront-Slopeside-Walk to Resort-On Bus Route

Luxurious on 1 acre, 6miles-W.Park,Hot tub, 33miles-RMNP, 2 Masters,Steam Shower

10.0 out of 10, Exceptional, (155)
"This home was beautiful and decorated nicely. It was very clean and Maureen was easy to reach and very helpful and responsive to our questions. We have stayed many places in Winter park and this was our favorite place. Hope to come back next year."
Luxurious on 1 acre, 6miles-W.Park,Hot tub, 33miles-RMNP, 2 Masters,Steam Shower

Beautiful 3 Bedroom/3.5 Bath Townhome w/Private Hot Tub, Garage & Mountain Views

9.8 out of 10, Exceptional, (16)
"We had a wonderful time at the property. Everything was as described, great communication, clean and had easy access to ski shuttle. We appreciate it, thank you!!"
Beautiful 3 Bedroom/3.5 Bath Townhome w/Private Hot Tub, Garage & Mountain Views

Base Camp 490 Private Hot Tub

10.0 out of 10, Exceptional, (12)
"I cannot say enough great things about our experience at base camp 490! Our extended family of 11 had plenty of room to spread out throughout this home during our seven day stay. Our ages ranged from 8 years old up to age 70 and there were plenty of beds, bathrooms, and accommodations for everyone to spread out and feel comfortable. The property manager was incredibly responsive via text when we had some minor issues with the Internet and accessing the code on the front door, both issues were...
Base Camp 490 Private Hot Tub

Lakota Dreamcatcher 133 | Dreams Are Made Here | Pet Friendly | Across From Resort

10.0 out of 10, Exceptional, (43)
"WE would definitely return. The view was spectacular. The house was clean and dog friendly. House came fully equipped with fans, cleaning gear and games. I would recommend this home to anyone that would love a mountain retreat!"
Lakota Dreamcatcher 133 | Dreams Are Made Here | Pet Friendly | Across From Resort

Luxury villa with private hot tub and just minutes to WP Resort

10.0 out of 10, Exceptional, (15)
"Our family (2 adults and 2 boys ages 5 & 7) went up for a few days of skiing. First of all, the house is amazing. It is clean with impeccable amenities. It is so close to the ski hill. There is a shuttle that picks you up just a few houses down and takes you to the mountain. Would 100% stay here again."
Luxury villa with private hot tub and just minutes to WP Resort
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.
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Other property types in Winter Park

Indian Peaks Resort

3.5 star property
9.2 out of 10, Wonderful, (126)
"We loved this condo. Loved the small 2 person indoor hottub. Convenient location. Ski bus picks up right outside the entrance. Will stay here again. Great value. "
Indian Peaks Resort

A Frame Club

3.5 star property
9.0 out of 10, Wonderful, (90)
"During our stay I don't think we had any visits from the cleaning crew. They had an envelope to give tips to them and I thought it was a joke. Overall the cabin was very nice and comfortable."
A Frame Club

Silverado II Resort & Event Center

3.5 star property
8.2 out of 10, Very Good, (152)
"Quiet area, close to dinning and shopping. Ski in the area was great. The beds were not great, probably could use new mattress. "
Silverado II Resort & Event Center
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.