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Our top choices for Winter Park holiday homes

Split interior 2 bedroom, comfortable family rental

Split interior 2 bedroom, comfortable family rental
Hideaway Village
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 £226
includes taxes & fees
26 Feb - 27 Feb
Split interior 2 bedroom, comfortable family rental

Perfect Family Getaway in Rendezvous. Free Shuttle. Hot Tub. Walk to Downtown WP

Perfect Family Getaway in Rendezvous. Free Shuttle. Hot Tub. Walk to Downtown WP
Rendezvous
10.0 out of 10, Exceptional, (7 reviews)
"Great stay"
United States
Jeff A.
The price is £559
includes taxes & fees
9 Feb - 10 Feb
Perfect Family Getaway in Rendezvous. Free Shuttle. Hot Tub. Walk to Downtown WP

Mountain escape, minutes from Winter Park resort and town. Hot tub access.

Mountain escape, minutes from Winter Park resort and town. Hot tub access.
Winter Park
9.0 out of 10, Wonderful, (2 reviews)
"Very clean, well-equipped property convenient to town. Would stay here again."
United States
Jan S.
The price is £387
includes taxes & fees
8 Feb - 9 Feb
Mountain escape, minutes from Winter Park resort and town. Hot tub access.

Incredible sunset views, private deck, master suite in Fraser

Incredible sunset views, private deck, master suite in Fraser
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 £501
includes taxes & fees
7 Feb - 8 Feb
Incredible sunset views, private deck, master suite in Fraser

Family-Friendly 3BR/3BA Near Winter Park - Hot Tub

Family-Friendly 3BR/3BA Near Winter Park - Hot Tub
Downtown
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.
The price is £350
includes taxes & fees
11 Feb - 12 Feb
Family-Friendly 3BR/3BA Near Winter Park - Hot Tub

Close to slopes-Walk to Downtown Winter Park!

Close to slopes-Walk to Downtown Winter Park!
Winter Park
9.6 out of 10, Exceptional, (7 reviews)
"Our host was a great communicator."
United States
Bernie B.
The price is £298
includes taxes & fees
9 Feb - 10 Feb
Close to slopes-Walk to Downtown Winter Park!

Hot Tub & Fireplace Mountain Retreat | 5 minutes to Winter Park Resort

Hot Tub & Fireplace Mountain Retreat | 5 minutes to Winter Park Resort
Winter Park
10.0 out of 10, Exceptional, (3 reviews)
"Really nice place "
Canada
Davonne K.
Hot Tub & Fireplace Mountain Retreat | 5 minutes to Winter Park Resort

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

3 Level Townhome, Ski Shuttle, Views, Hot tub!
Downtown
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 £463
includes taxes & fees
9 Feb - 10 Feb
3 Level Townhome, Ski Shuttle, Views, Hot tub!

Trailside Mountain Retreat with Private Hot Tub

Trailside Mountain Retreat with Private Hot Tub
Hideaway Village South
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.
The price is £576
includes taxes & fees
9 Feb - 10 Feb
Trailside Mountain Retreat with Private Hot Tub

Wonderful Fraser 2 bedroom, pet friendly, large yard

Wonderful Fraser 2 bedroom, pet friendly, large yard
Downtown
8.8 out of 10, Excellent, (6 reviews)
"The property was amazing the view from the deck of the mountains had a spectacular sunset view. The home is very comfortable and welcoming we had a great evening making dinner and playing board games, the night we didn't cook there were plenty of great places a walk or short drive away, we highly recommend this place for your next stay and adventure at winter park."
United States
Steve P.
The price is £334
includes taxes & fees
8 Feb - 9 Feb
Wonderful Fraser 2 bedroom, pet friendly, large yard

2BR townhouse w/ Byers Peak views

2BR townhouse w/ Byers Peak views
Fraser
6.0 out of 10, (1 review)
"Was much more outdated then listing implies. Carpet was dirty, door was sticky, no real blinds, broken fridge that leaked, tv that we couldn’t get to work, broken lamp shade with sharp edges, and listening to roofers take off and put on a new roof with no notice from the host. Highlight was the pool and recreation facilities!"
United States
Erin S.
2BR townhouse w/ Byers Peak views

Spacious & Modern townhome, sleeps 10, private hot tub

Spacious & Modern townhome, sleeps 10, private hot tub
Rendezvous
9.6 out of 10, Exceptional, (9 reviews)
"Had a great time and will definitely come back."
United States
KC S.
The price is £556
includes taxes & fees
7 Feb - 8 Feb
Spacious & Modern townhome, sleeps 10, private hot tub

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

Luxurious Home,1 acre,6mile-W.Park,Hot tub,33miles-RMNP, 2 Masters, Steam Shower
Fraser
10.0 out of 10, Exceptional, (181 reviews)
"This house was perfect for our stay and we would definitely rent it again! The house is bigger than photos suggest and had wonderful touches to make it comfortable. The location was easy for hikes and local restaurants/shops. We loved it! "
United States
Ashley W.
Luxurious Home,1 acre,6mile-W.Park,Hot tub,33miles-RMNP, 2 Masters, Steam Shower

Lodge 212 | Brand New LUXE Designer Home + Hot Tub

Lodge 212 | Brand New LUXE Designer Home + Hot Tub
Fraser
10.0 out of 10, Exceptional, (1 review)
"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.
The price is £686
includes taxes & fees
8 Feb - 9 Feb
Lodge 212 | Brand New LUXE Designer Home + Hot Tub

Hot Tub MTN Views | Free Shuttle | Central WP

Hot Tub MTN Views | Free Shuttle | Central WP
Winter Park
10.0 out of 10, Exceptional, (4 reviews)
"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"
United States
Nathan F.
The price is £692
includes taxes & fees
9 Feb - 10 Feb
Hot Tub MTN Views | Free Shuttle | Central WP

Cozy mountain home w/ hot tub & fireplace

Cozy mountain home w/ hot tub & fireplace
Fraser
10.0 out of 10, Exceptional, (26 reviews)
"Great property, had an excellent time"
United States
Mike F.
The price is £764
includes taxes & fees
9 Feb - 10 Feb
Cozy mountain home w/ hot tub & fireplace

NEW! Cozy Winter Park Ski & Bike Retreat - Walkable to Shops, Dining, & Bus Stop

NEW! Cozy Winter Park Ski & Bike Retreat - Walkable to Shops, Dining, & Bus Stop
Winter Park
The price is £358
includes taxes & fees
9 Feb - 10 Feb
NEW! Cozy Winter Park Ski & Bike Retreat - Walkable to Shops, Dining, & Bus Stop

Lovely and spacious 3 bedroom family condo

Lovely and spacious 3 bedroom family condo
Fraser
The price is £299
includes taxes & fees
2 Mar - 3 Mar
Lovely and spacious 3 bedroom family condo

Scenic Mountain Views in Dog-Friendly Home

Scenic Mountain Views in Dog-Friendly Home
Rendezvous
9.8 out of 10, Exceptional, (9 reviews)
"This was a great place to stay! It has plenty of space and is in a very convenient location. We especially loved the hot tub! "
United States
Sam G.
The price is £522
includes taxes & fees
23 Feb - 24 Feb
Scenic Mountain Views in Dog-Friendly Home

Relaxing townhouse w/ sunroom & fireplace

Relaxing townhouse w/ sunroom & fireplace
Hideaway Junction
10.0 out of 10, Exceptional, (4 reviews)
"This place was clean and comfortable. We enjoyed the large couch for movie time!"
United States
Greg E.
The price is £474
includes taxes & fees
2 Mar - 3 Mar
Relaxing townhouse w/ sunroom & fireplace
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

Find out more about Winter Park

Winter Park Holiday Homes information

Number of reviews
239
Accommodation
710 Holiday Homes
Lowest Price
£226
Highest Price
£764