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Our top choices for Winter Park holiday homes

Beautiful Rustic Home, 4 BDR + Bonus!

Beautiful Rustic Home, 4 BDR + Bonus!
Winter Park
9.8 out of 10, Exceptional, (87 reviews)
"The kitchen, dinning room, living room space is very nice with great views of the outside amd lighting. Very well equipped kitchen."
United States
Melida A.
The price is £517
includes taxes & fees
3 Jun - 4 Jun
Beautiful Rustic Home, 4 BDR + Bonus!

The Grand Timberglass Lodge | Tipi | Hot Tub

The Grand Timberglass Lodge | Tipi | Hot Tub
Winter Park
10.0 out of 10, Exceptional, (1 review)
"We had such a wonderful stay! We really liked this place. The highlight was definitely the breathtaking views - especially from the hot tub overlooking the mountains. Sauna was fantastic!! We will definitely be returning!! Thank you for sharing your home!!"
United States
Alan W.
The price is £395
includes taxes & fees
10 May - 11 May
The Grand Timberglass Lodge | Tipi | Hot Tub

Beautiful 5 BR Mountain Home, Hot Tub, shuttle!

Beautiful 5 BR Mountain Home, Hot Tub, shuttle!
Grand Park
10.0 out of 10, Exceptional, (27 reviews)
"Very comfortable place to stay!"
United States
Shannon J.
The price is £444
includes taxes & fees
11 May - 12 May
Beautiful 5 BR Mountain Home, Hot Tub, shuttle!

Big Views, Big House, Hot Tub, Close to town

Big Views, Big House, Hot Tub, Close to town
Fraser
9.6 out of 10, Exceptional, (81 reviews)
"It was great! "
United States
Gustavo
The price is £629
includes taxes & fees
9 May - 10 May
Big Views, Big House, Hot Tub, Close to town

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
9.6 out of 10, Exceptional, (4 reviews)
"Excellent stay!!"
United States
Ted W.
The price is £255
includes taxes & fees
15 May - 16 May
Mountain escape, minutes from Winter Park resort and town. Hot tub access.

Walkable Winter Park Gem I Downtown + Amenities

Walkable Winter Park Gem I Downtown + Amenities
Winter Park
10.0 out of 10, Exceptional, (1 review)
Walkable Winter Park Gem I Downtown + Amenities

4BR Mountain Escape Family Friendly, Sleeps 10

4BR Mountain Escape Family Friendly, Sleeps 10
Winter Park
The price is £439
includes taxes & fees
22 May - 23 May
4BR Mountain Escape Family Friendly, Sleeps 10

Luxurious 3 bedroom, mt views, garage parking and private decks

Luxurious 3 bedroom, mt views, garage parking and private decks
Winter Park
The price is £416
includes taxes & fees
22 May - 23 May
Luxurious 3 bedroom, mt views, garage parking and private decks

Luxurious 2 bedroom, private deck, forest view

Luxurious 2 bedroom, private deck, forest view
Fraser
10.0 out of 10, Exceptional, (2 reviews)
"Good location, nice place. "
United States
ann b.
The price is £278
includes taxes & fees
13 May - 14 May
Luxurious 2 bedroom, private deck, forest view

Spacious & modern 3 bedroom, pet friendly in Fraser

Spacious & modern 3 bedroom, pet friendly in Fraser
Fraser
9.8 out of 10, Exceptional, (37 reviews)
"Nice cabin for the holidays!"
United States
Nicole P.
The price is £495
includes taxes & fees
4 Jun - 5 Jun
Spacious & modern 3 bedroom, pet friendly in Fraser

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

Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
Winter Park
9.6 out of 10, Exceptional, (60 reviews)
"Clean and responsive host. Would love to come back again!!"
United States
Ram
The price is £529
includes taxes & fees
22 May - 23 May
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub

Centrally Located Cozy Townhome in Fraser

Centrally Located Cozy Townhome in Fraser
Downtown
10.0 out of 10, Exceptional, (2 reviews)
"Great place great view. Easy to access"
United States
alan q.
The price is £360
includes taxes & fees
22 May - 23 May
Centrally Located Cozy Townhome in Fraser

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

Private Hot Tub, Garage + EV Charger, On Bus Line!
Fraser
10.0 out of 10, Exceptional, (3 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.
Private Hot Tub, Garage + EV Charger, On Bus Line!

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

3 Level Townhome, Ski Shuttle, Views, Hot tub!
Downtown
9.8 out of 10, Exceptional, (6 reviews)
"This is our second time staying at this location and we have enjoyed it both times, the property is clean and the management company very attentive. Communication is easy and prompt. Location to Winter Park, Granby, and stores is perfect with a shuttle just outside the townhome."
United States
MichelleD
3 Level Townhome, Ski Shuttle, Views, Hot tub!

Split interior 2 bedroom, comfortable family rental

Split interior 2 bedroom, comfortable family rental
Hideaway Village
9.0 out of 10, Wonderful, (8 reviews)
"Great property. Parking lot and walk ways very well maintained. Host was great."
United States
S S.
The price is £208
includes taxes & fees
9 May - 10 May
Split interior 2 bedroom, comfortable family rental

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)
"Clean rooms, hot tub was a little small for 7 adults, overall great experience"
United States
lyn y.
The price is £563
includes taxes & fees
12 May - 13 May
Spacious & Modern townhome, sleeps 10, private hot tub

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 £356
includes taxes & fees
22 May - 23 May
Family-Friendly 3BR/3BA Near Winter Park - Hot Tub

4 BDRM Cabin, 2 family rooms, Hot Tub, Shuttle Route

4 BDRM Cabin, 2 family rooms, Hot Tub, Shuttle Route
Fraser
9.6 out of 10, Exceptional, (85 reviews)
"Great communication with the Winter Park team throughout our stay."
United States
patricia B.
4 BDRM Cabin, 2 family rooms, Hot Tub, Shuttle Route

Large Stunning home, Shuttle, Hot Tub Views & Close!

Large Stunning home, Shuttle, Hot Tub Views & Close!
Fraser
9.4 out of 10, Exceptional, (82 reviews)
"The host and the amenities "
United States
La’Saile
The price is £607
includes taxes & fees
10 May - 11 May
Large Stunning home, Shuttle, Hot Tub Views & Close!

Wonderful Fraser 2 bedroom, pet friendly, large yard

Wonderful Fraser 2 bedroom, pet friendly, large yard
Downtown
8.6 out of 10, Excellent, (7 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 £331
includes taxes & fees
22 May - 23 May
Wonderful Fraser 2 bedroom, pet friendly, large yard
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

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Winter Park Holiday Homes information

Number of reviews
449
Accommodation
702 Holiday Homes
Lowest Price
£208
Highest Price
£629