Search Vacation Homes in Winter Park

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Compare 649 Vacation Homes in Winter Park with updated reviews, rates, and availability.

Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI

9.8 out of 10, Exceptional, (66)
"Google maps had us at the entirely wrong location. Make sure you update your map program to find this place. Once you do, it's pretty secluded and beautiful. "
Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI

Luxe Downtown Winter Park Private Hot Tub 4 BR

9.8 out of 10, Exceptional, (57)
"We had a party of 10 with 4 adults a 16 year old, 2 13 year olds, 2 9 year olds, and a 7 year old with plenty of space for all to be comfortable. The home was perfectally located right by Hideaway Park to make everything accessible for walking and biking, with all the trails we love close by. Barely drove the car and biked everywhere. The place was super clean and worked perfect for our larger group."
Luxe Downtown Winter Park Private Hot Tub 4 BR

Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!

10.0 out of 10, Exceptional, (86)
"Great Location. Beautiful cabin. Lots to do and beautiful views. "
Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!

Sunny Alpine Escape w/ Hot Tub + Mountain Vistas!

9.6 out of 10, Exceptional, (24)
"Luckily our 81 year old father did not end up staying with us for the weekend. We did not realize that this was a six level property. If we would have known that, we probably would not have rented it. That being said, it worked out well for our stay"
Sunny Alpine Escape w/ Hot Tub + Mountain Vistas!

Modern home with full kitchen, W/D & private hot tub

2.0 star property
10.0 out of 10, Exceptional, (1)
Modern home with full kitchen, W/D & private hot tub

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

10.0 out of 10, Exceptional, (215)
"Very comfortable and clean house. Many nice touches and amenities. Very nice hot tub and beds. "
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle

Large Mountain Home / Private Hot Tub / Shuffleboard / Pet Friendly

9.6 out of 10, Exceptional, (36)
"Had a great time in Winter Park with our family of 20. There were beds for everyone and enough space for everyone without being in each others way. Kitchen well supplied. Nice view of mountains from deck. Plenty of parking. Swati was prompt in getting back to us on any questions or problems. Plenty of variety of things to do in Winter Park and surrounding areas. 10 of our group was the first time in Colorado so it was a special time for all!"
Large Mountain Home / Private Hot Tub / Shuffleboard / Pet Friendly

Beautiful townhome in the heart of Town of Winter Park w/PRIVATE HOT TUB

9.8 out of 10, Exceptional, (31)
"We loved the openness and layout. Very spacious,"
Beautiful townhome in the heart of Town of Winter Park w/PRIVATE HOT TUB

216 Sawyer w/ Private Hot Tub

9.6 out of 10, Exceptional, (22)
"Nice condo, management company was easy to work with for check in etc. unfortunately there is a lot of construction in the area and itā€™s loud even with the windows closed. No doubt once it gets cold and ski season starts things will settle down. Having said that when we go back to Winter Park we would definitely try to stay at this property again. The location is amazing, easy walk to all of the good restaurants and bus stop to skiing is a 3 to 4 minute walk. "
216 Sawyer w/ Private Hot Tub

Trout Creek Lodge | Massive Luxury Lodge - SLEEPS 19! | Hot Tub | Game Tables

10.0 out of 10, Exceptional, (64)
"beautiful home in the mountains, with wild flowers galore and we even had a beard walk through the path. so much room for the entire family and just a short drive to town."
Trout Creek Lodge | Massive Luxury Lodge - SLEEPS 19! | Hot Tub | Game Tables

Dog Friendly, Mountain Views with Hot Tub!

Dog Friendly, Mountain Views with Hot Tub!

Emberwood Lodge | Winter Park, Colorado

10.0 out of 10, Exceptional, (73)
"Terrific place to stay!"
Emberwood Lodge | Winter Park, Colorado

5 BDR Home, Ski, Hot tub, Shuttle

9.8 out of 10, Exceptional, (14)
"We enjoyed the house it was clean and neat Goos for a big parties the beds where soft and relaxing We will go back next year for more nights "
The price is SARĀ 1,156
SARĀ 2,545 total
includes taxes & fees
2 Dec - 3 Dec
5 BDR Home, Ski, Hot tub, Shuttle

Condo with fireplace on shuttle route, offering scenic woodland views.

9.2 out of 10, Wonderful, (19)
"Condo was clean and well equipped. We enjoyed our stay, would have like to have tv's in secondary bedrooms. would stay here again."
Condo with fireplace on shuttle route, offering scenic woodland views.

New River Front Luxury Villa 244 / Hot Tub / Great Views / Best Price - $500 FREE Activities Daily

9.6 out of 10, Exceptional, (24)
"Our family stayed here for 5 days and it was the perfect getaway trip with enough space for everyone! Walking distance to many restaurants and shopping options!"
New River Front Luxury Villa 244 / Hot Tub / Great Views / Best Price - $500 FREE Activities Daily

Spacious Home w/Mountain Views, Free WiFi, Private Hot Tub, Chef's Dream Kitchen

8.0 out of 10, Very Good, (12)
"The home was quite nice, and very clean. Has a great selection of utensils for cooking, beds were comfortable, and the hot tub was a delight!"
Spacious Home w/Mountain Views, Free WiFi, Private Hot Tub, Chef's Dream Kitchen

šŸ¾ PET-FRIENDLY | Lakota Antlers 300 | Alpenglow Hot Tub Views | Game Room!

10.0 out of 10, Exceptional, (42)
"This place is beautiful, spacious, and immaculate. The hot tub is great as well. Everything you need is provided. The most impressive part was the service by the management company. They sent several emails and texts just to make sure we had everything we needed. My wife left her slippers, and they contacted me and are shipping them to us free of charge. Great service these days is hard to find, but they go above and beyond. I would give this place 10 stars if I could. We will definitely...
šŸ¾ PET-FRIENDLY | Lakota Antlers 300 | Alpenglow Hot Tub Views | Game Room!

New Luxury Loft 24 / Hot Tub & Great Views / Best Price - $500 FREE Activities Daily

9.8 out of 10, Exceptional, (41)
"We had a great time at Davidā€™s place! We found it to be exactly as advertised. Clean and comfortable in a great location. We were able to walk to just about everything we wanted to do. We would definitely recommend and stay again!"
New Luxury Loft 24 / Hot Tub & Great Views / Best Price - $500 FREE Activities Daily

Summer Luxury: Slope-side Hideaway in Winter Park

10.0 out of 10, Exceptional, (28)
"We are a 3 generational family enjoying the area for our first family vacation as one unit. We all enjoyed the setting and amenities. The parking is an issue. There were 3 cars involved in getting us all to Winter Park. Parking was available for two cars. Crazy! The alternate parking was not walkable. The entities in the area need to work out a deal for parking. This was summertime. Parking should not have been an issue. There were plenty of empty spots next to our condo. We had a fun time. A...
Summer Luxury: Slope-side Hideaway in Winter Park

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

9.6 out of 10, Exceptional, (50)
"Perfect walking distance to the Winter Park jazz fest. House was VERY clean and communication with the host was second to none! Will definitely book again!!"
The price is SARĀ 1,108
SARĀ 2,573 total
includes taxes & fees
2 Dec - 3 Dec
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
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

Zephyr Mountain Lodge

3.5 star property
8.2 out of 10, Very Good, (635)
" Great room, very roomie can easily sleep four ppl. Staff was great, helped whenever we needed. Just know that on building one and two the wifi does not work on the smart tv because you canā€™t sign in with room number. Room was clean smelled Great plenty of space and itā€™s a Mountain View "
The price is SARĀ 1,053
SARĀ 1,256 total
includes taxes & fees
1 Dec - 2 Dec
Zephyr Mountain Lodge

A Frame Club

3.5 star property
9.2 out of 10, Wonderful, (75)
"My husband and I stayed here for a night and it was a wonderful and quaint getaway from the hectic life. We have already recommended A-Frame Club to friends and family"
The price is SARĀ 1,032
SARĀ 1,377 total
includes taxes & fees
26 Nov - 27 Nov
A Frame Club

Indian Peaks Resort

3.5 star property
9.2 out of 10, Wonderful, (114)
"Sin duda regresarƩ nos encanto Ami y a mi familia "
Indian Peaks 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.