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Vacation Homes in Winter Park

Our top choices for Winter Park vacation homes

Split interior 2 bedroom, comfortable family rental

9.0 out of 10, Wonderful, (4)
"It was a good location. It was nice and clean. "
Split interior 2 bedroom, comfortable family rental

Modern Downtown Home w/ Private Sauna

2.0 star property
10.0 out of 10, Exceptional, (7)
"Delightful location and the home is very warm and full of light!"
Modern Downtown Home w/ Private Sauna

3 Level Townhome, Ski Shuttle, Views, Hot tub!

2.0 star property
9.4 out of 10, Exceptional, (3)
"Great, spacious property that feels like it belongs in the mountains! One item to be aware is that the house is heated through radiant heat in the floors, takes a while to warm up, but feels great over time!"
The price is SAR 871
SAR 2,385 total
includes taxes & fees
3 Sep - 4 Sep
3 Level Townhome, Ski Shuttle, Views, Hot tub!

Private Hot Tub, Garage + EV Charger, On Bus Line!

10.0 out of 10, Exceptional, (1)
"Nicely decorated little condo w/ 2 bedrooms, perfect for a family. Hot tub was icing on the cake and great views."
Private Hot Tub, Garage + EV Charger, On Bus Line!

Fully equipped kitchen, updated interior in this cozy condo

10.0 out of 10, Exceptional, (1)
"Nice property and we loved the balcony backing to the forest. Thank you for a great location"
The price is SAR 278
SAR 849 total
includes taxes & fees
10 Sep - 11 Sep
Fully equipped kitchen, updated interior in this cozy condo

Remodeled 3 bedroom, private deck, garage parking

8.6 out of 10, Excellent, (4)
"The unit was clean and nice. Gave the cabin feel for sure. Very spacious and everyone was comfortable. Quiet Up and serene. Will defiantly book again. Only thing I would suggest is since cell service can be sketch, in your directions, I would let people know that the Courts are technically behind the Safeway up the hill and make a right at the stop sign. That will help your customers a lot better. "
The price is SAR 735
SAR 1,578 total
includes taxes & fees
10 Sep - 11 Sep
Remodeled 3 bedroom, private deck, garage parking

2BR townhouse w/ pool, sauna & hot tub

The price is SAR 356
SAR 1,470 total
includes taxes & fees
1 Sep - 2 Sep
2BR townhouse w/ pool, sauna & hot tub

Skyview | Sleeps 16 | Trail Access + Hot Tub Fun

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is SAR 3,377
SAR 4,093 total
includes taxes & fees
1 Sep - 2 Sep
Skyview | Sleeps 16 | Trail Access + Hot Tub Fun

Cozy townhouse w/ fireplace & sunroom near trails

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place! Very clean and comfortable. Beautiful location"
The price is SAR 725
SAR 2,235 total
includes taxes & fees
10 Sep - 11 Sep
Cozy townhouse w/ fireplace & sunroom near trails

Riverfront Family-Friendly 4BR, Walkable , King Bed, Peak Fall Leaves

10.0 out of 10, Exceptional, (5)
The price is SAR 674
SAR 1,809 total
includes taxes & fees
1 Sep - 2 Sep
Riverfront Family-Friendly 4BR, Walkable , King Bed, Peak Fall Leaves

Budget 1 bedroom, private deck, clubhouse amenities

The price is SAR 318
SAR 902 total
includes taxes & fees
10 Sep - 11 Sep
Budget 1 bedroom, private deck, clubhouse amenities

Wonderful Fraser 2 bedroom, pet friendly, large yard

8.4 out of 10, Very Good, (5)
"I really like this property. The location in Fraser is walking distance to some fun spots, and quick drive to both Winter Park and Mary Jane. It's spacious and clean and we fit four adults very comfortably."
The price is SAR 784
SAR 1,687 total
includes taxes & fees
31 Aug - 1 Sep
Wonderful Fraser 2 bedroom, pet friendly, large yard

Hot Tub MTN Views | Free Shuttle | Central WP

10.0 out of 10, Exceptional, (4)
"Solid property with great view. Hot tub worked fine, laundry stocked, everything needed was there. Be great if winter Park resort showed the green line shuttle on it's app so you could better time the walk to the shuttle stop, but that's on the resort"
The price is SAR 548
SAR 2,705 total
includes taxes & fees
16 Sep - 17 Sep
Hot Tub MTN Views | Free Shuttle | Central WP

Trailside Mountain Retreat with Private Hot Tub

10.0 out of 10, Exceptional, (1)
"The house is amazing. Hosts were very friendly and personable and quick to respond. Snow was deep so when they tell you to bring a 4 wheel drive they are not kidding. We used an all wheel drive vehicle and were perfectly fine. Location is awesome and plenty to do in the area for all ages. "
Trailside Mountain Retreat with Private Hot Tub

Unique & colorful condominium close to downtown, minutes from WP Resort

8.0 out of 10, Very Good, (1)
"Cozy place!"
Unique & colorful condominium close to downtown, minutes from WP Resort

Spacious townhouse w/ hot tub & BBQ patio

9.8 out of 10, Exceptional, (43)
"Great condo, much more spacious than it appears and great location. Loved our stay!"
The price is SAR 985
SAR 2,635 total
includes taxes & fees
1 Sep - 2 Sep
Spacious townhouse w/ hot tub & BBQ patio

Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.

10.0 out of 10, Exceptional, (1)
"Stayed here for our trip to Winter Park. Layout of the home was my favorite! It was the perfect location. We loved it and hope to come back."
Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.

5 BDR Home, Ski, Hot tub, Shuttle

9.8 out of 10, Exceptional, (19)
"layout, location, everything about it was amazing!!"
The price is SAR 1,155
SAR 2,600 total
includes taxes & fees
1 Sep - 2 Sep
5 BDR Home, Ski, Hot tub, Shuttle

Trademark Views| Hot Tub +Views | 1 min. to Slopes

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is SAR 3,614
SAR 4,626 total
includes taxes & fees
29 Aug - 30 Aug
Trademark Views| Hot Tub +Views | 1 min. to Slopes

Family & pet friendly 3 bedroom rental w/private hot tub

9.6 out of 10, Exceptional, (14)
"We loved our stay here. The location is fantastic - right near the Fraser trail which takes you everywhere (including a quick walk to Safeway). The hot tub was private and wonderful and the house had everything we needed. "
The price is SAR 1,166
SAR 2,556 total
includes taxes & fees
31 Aug - 1 Sep
Family & pet friendly 3 bedroom rental w/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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Top Winter Park Hotel Reviews