Holiday Homes in Winter Park

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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 €540
includes taxes & fees
23 Apr - 24 Apr
Beautiful Rustic Home, 4 BDR + Bonus!

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 €495
includes taxes & fees
21 Apr - 22 Apr
Beautiful 5 BR Mountain Home, Hot Tub, shuttle!

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 €239
includes taxes & fees
18 Apr - 19 Apr
Split interior 2 bedroom, comfortable family rental

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 €580
includes taxes & fees
23 Apr - 24 Apr
Spacious & modern 3 bedroom, pet friendly in Fraser

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 €403
includes taxes & fees
1 May - 2 May
Centrally Located Cozy Townhome in Fraser

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 €723
includes taxes & fees
19 Apr - 20 Apr
Big Views, Big House, Hot Tub, Close to town

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 €266
includes taxes & fees
18 Apr - 19 Apr
Luxurious 2 bedroom, private deck, forest view

4BR Mountain Escape Family Friendly, Sleeps 10

4BR Mountain Escape Family Friendly, Sleeps 10
Winter Park
4BR Mountain Escape Family Friendly, Sleeps 10

Walkable Winter Park Gem I Downtown + Amenities

Walkable Winter Park Gem I Downtown + Amenities
Winter Park
10.0 out of 10, Exceptional, (1 review)
The price is €476
includes taxes & fees
19 Apr - 20 Apr
Walkable Winter Park Gem I Downtown + Amenities

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 €488
includes taxes & fees
1 May - 2 May
Luxurious 3 bedroom, mt views, garage parking and private decks

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 €576
includes taxes & fees
23 Apr - 24 Apr
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private 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.
The price is €538
includes taxes & fees
19 Apr - 20 Apr
4 BDRM Cabin, 2 family rooms, Hot Tub, Shuttle Route

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 €645
includes taxes & fees
18 Apr - 19 Apr
Spacious & Modern townhome, sleeps 10, private hot tub

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 €378
includes taxes & fees
1 May - 2 May
Wonderful Fraser 2 bedroom, pet friendly, large yard

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

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)
"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.
3 Level Townhome, Ski Shuttle, Views, Hot tub!

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

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 €384
includes taxes & fees
1 May - 2 May
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, (8 reviews)
"Great stay! Ganes, cozy vibe, we had a great time!"
United States
Gretchen V.
Close to slopes-Walk to Downtown Winter Park!

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)
"Nice house, clean, spacious, "
United States
Samantha & Vincenzo
The price is €700
includes taxes & fees
21 Apr - 22 Apr
Large Stunning home, Shuttle, Hot Tub Views & Close!
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
455
Accommodation
702 Holiday Homes
Lowest Price
€239
Highest Price
€723