Holiday Homes in Winter Park

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Winter Park holiday homes

Interior

Holiday Home in Fraser

Spacious & modern 3 bedroom, pet friendly in Fraser
10.0 out of 10, Exceptional, (35 reviews)
"Great Stay. This has everything you’ll need for a Winter Park getaway. It’s convenient to everything and a very comfortable house. "
United States
jeremy j.
The price is €582
includes taxes & fees
2 Mar - 3 Mar
Spacious & modern 3 bedroom, pet friendly in Fraser
Property grounds

Holiday Home in Hideaway Village

Split interior 2 bedroom, comfortable family rental
9.4 out of 10, Exceptional, (6 reviews)
"It was a good location. It was nice and clean. "
United States
Andria C.
The price is €236
includes taxes & fees
5 Mar - 6 Mar
Split interior 2 bedroom, comfortable family rental
Property grounds

Holiday Home in Hideaway Junction

Relaxing townhouse w/ sunroom & fireplace
9.6 out of 10, Exceptional, (5 reviews)
"This place was clean and comfortable. We enjoyed the large couch for movie time!"
United States
Greg E.
Relaxing townhouse w/ sunroom & fireplace
Property grounds

Holiday Home in Winter Park

Beautiful Rustic Home, 4 BDR + Bonus!
9.8 out of 10, Exceptional, (85 reviews)
"Perfect Location and amenities"
United States
Paul B.
The price is €664
includes taxes & fees
23 Mar - 24 Mar
Beautiful Rustic Home, 4 BDR + Bonus!
Smart TV, fireplace, DVD player, books

Holiday Home in Winter Park

Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
9.6 out of 10, Exceptional, (57 reviews)
"Great place to stay! Was perfect for our family for the week. Amazing location, feels like you’re more remote because it’s the end unit by trees, yet a short walk to the park and restaurants. Will stay again!"
United States
Tahra J.
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
Property grounds

Holiday Home in Grand Park

Beautiful 5 BR Mountain Home, Hot Tub, shuttle!
10.0 out of 10, Exceptional, (25 reviews)
"Highly recommend for big groups 15+. It was clean, had plenty of space, and lots to do nearby. We had a wonderful time!"
United States
Jess T.
The price is €905
includes taxes & fees
14 Mar - 15 Mar
Beautiful 5 BR Mountain Home, Hot Tub, shuttle!
Property grounds

Holiday Home in Fraser

Beautiful home in Fraser with great breathtaking views and private hot tub
9.6 out of 10, Exceptional, (95 reviews)
"We enjoyed our stay! This home was perfect for our needs!"
United States
Beth S.
The price is €1,210
includes taxes & fees
5 Mar - 6 Mar
Beautiful home in Fraser with great breathtaking views and private hot tub
Terrace/patio

Holiday Home in Winter Park

Mountain escape, minutes from Winter Park resort and town. Hot tub access.
9.6 out of 10, Exceptional, (4 reviews)
"Excellent stay!!"
United States
Ted W.
The price is €384
includes taxes & fees
30 Mar - 31 Mar
Mountain escape, minutes from Winter Park resort and town. Hot tub access.
TV, fireplace

Holiday Home in Fraser

Luxurious 2 bedroom, private deck, forest view
10.0 out of 10, Exceptional, (2 reviews)
"Cozy place, excellent communication. Would stay again! "
United States
Tiffany A.
Luxurious 2 bedroom, private deck, forest view
Dining

Holiday Home in Downtown

Family-Friendly 3BR/3BA Near Winter Park - Hot Tub
10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay with young kids. Very baby friendly with all the essentials. Great communication with hosts. Has everything you need for your stay. Highly recommend! "
United States
Ashley L.
Family-Friendly 3BR/3BA Near Winter Park - Hot Tub
Interior

Holiday Home in Rendezvous

Spacious & Modern townhome, sleeps 10, private hot tub
9.6 out of 10, Exceptional, (9 reviews)
"Had a great time and will definitely come back."
United States
KC S.
The price is €638
includes taxes & fees
2 Mar - 3 Mar
Spacious & Modern townhome, sleeps 10, private hot tub
Smart TV, fireplace, books, stereo

Holiday Home in Fraser

Private Hot Tub, Garage + EV Charger, On Bus Line!
10.0 out of 10, Exceptional, (2 reviews)
"Nicely decorated little condo w/ 2 bedrooms, perfect for a family. Hot tub was icing on the cake and great views."
United States
Sheri D.
The price is €327
includes taxes & fees
3 Mar - 4 Mar
Private Hot Tub, Garage + EV Charger, On Bus Line!
Property grounds

Holiday Home in Downtown

3 Level Townhome, Ski Shuttle, Views, Hot tub!
9.6 out of 10, Exceptional, (5 reviews)
"Great location and house!! Trouble communicating with the property though. We tried calling a couple times and have had questions about our deposit since and can’t get anyone to reach out to us. "
United States
Matthew K.
The price is €599
includes taxes & fees
5 Mar - 6 Mar
3 Level Townhome, Ski Shuttle, Views, Hot tub!
Property grounds

Holiday Home in Fraser

Big 3 Story Home, Shuttle, Hot Tub, Close
9.8 out of 10, Exceptional, (90 reviews)
"Nice spacious house, clean, everything we needed for cooking. Comfy place to stay."
United States
Jeanette S.
Big 3 Story Home, Shuttle, Hot Tub, Close
Outdoor spa tub

Holiday Home in Hideaway Village South

Trailside Mountain Retreat with Private Hot Tub
10.0 out of 10, Exceptional, (2 reviews)
"This property was tucked away yet a short drive provided restaurants, activities and grocery store. The property was home away from home for an extended family trip and wedding. All the conveniences inside the home, many closets and comfortable beds. Cozy, cozy, cozy!"
United States
Pam L.
Trailside Mountain Retreat with Private Hot Tub
Exterior

Holiday Home in Fraser

Lodge 212 | Brand New LUXE Designer Home + Hot Tub
10.0 out of 10, Exceptional, (2 reviews)
"10 minute drive to ski area, 5 minutes to the grocery store, 5 minutes to the Rec Center. Excellent location. Townhouse is brand new-everything works, beds are comfortable, plenty of kitchen supplies."
United States
ann b.
Lodge 212 | Brand New LUXE Designer Home + Hot Tub
TV, fireplace, offices

Holiday Home in Winter Park

4BR Mountain Escape Family Friendly, Sleeps 10
The price is €679
includes taxes & fees
1 Apr - 2 Apr
4BR Mountain Escape Family Friendly, Sleeps 10
Property grounds

Holiday Home in Fraser

Large Stunning home, Shuttle, Hot Tub Views & Close!
9.4 out of 10, Exceptional, (79 reviews)
"Great clean place! We enjoyed every bit while we stayed here! Would definitely recommend to friends and family! "
United States
Jocelyn Y.
The price is €802
includes taxes & fees
3 Mar - 4 Mar
Large Stunning home, Shuttle, Hot Tub Views & Close!
Property grounds

Holiday Home in Rendezvous

Perfect Family Getaway in Rendezvous. Free Shuttle. Hot Tub. Walk to Downtown WP
10.0 out of 10, Exceptional, (7 reviews)
"Great stay"
United States
Jeff A.
The price is €668
includes taxes & fees
4 Mar - 5 Mar
Perfect Family Getaway in Rendezvous. Free Shuttle. Hot Tub. Walk to Downtown WP
TV, fireplace

Holiday Home in Fraser

Incredible sunset views, private deck, master suite in Fraser
9.0 out of 10, Wonderful, (2 reviews)
"Great place, plenty of room for our party of 5."
United States
ann b.
The price is €580
includes taxes & fees
2 Mar - 3 Mar
Incredible sunset views, private deck, master suite in Fraser
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

Fraser Crossing Founders Pointe

Fraser Crossing Founders Pointe

10/10 Excellent
"Great location, clean accommodations!"
Mitchel 3-night trip
Posted 2 days ago
Fraser Crossing Founders Pointe

Find out more about Winter Park

Winter Park Holiday Homes information

Number of reviews
496
Accommodation
710 Holiday Homes
Lowest Price
€236
Highest Price
€1,210