A snow-covered building with illuminated windows and a ski lift in the foreground.

Search Guest Houses in Winter Park from CA $168

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Check prices for these dates

Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

Our top choices for Winter Park guest houses

A modern bathroom with dark wood cabinets, a white countertop, and a mirror with a gold frame.

1. Winter Park Chateau

Winter Park Chateau
4.0 star property
Winter Park
9.8 out of 10, Exceptional, (172 reviews)
"amazing place to stay!"
United States
morgan
The price is CA $148
CA $168 total
includes taxes & fees
Oct 8 - Oct 9
Winter Park Chateau
A log cabin with a stone foundation, surrounded by dense forest.

2. New creek side chateau guest suite! Booking for Ski Season NOW! With hot tub!

New creek side chateau guest suite! Booking for Ski Season NOW! With hot tub!
Hideaway Village South
10.0 out of 10, Exceptional, (57 reviews)
"Great location. John was a great host. Great backyard and hot tub set up right on a beautiful creek. Would definitely stay again. "
United States
David C.
The price is CA $255
CA $696 total
includes taxes & fees
Nov 1 - Nov 2
New creek side chateau guest suite! Booking for Ski Season NOW! With hot tub!
A sandy outdoor area with three striped beach chairs and a stone wall.

3. River/Mountain Getaway-Private, Large,In-Law Suite

River/Mountain Getaway-Private, Large,In-Law Suite
Jamestown
9.8 out of 10, Exceptional, (98 reviews)
"Highly recommend staying here. Julie was responsive and friendly, and the place was spotless, well appointed, and super peaceful, especially the faint sound of the nearby stream. A great place for some R&R, or hiking and cycling steps away. Loved my stay."
United States
Edward H.
The price is CA $192
CA $359 total
includes taxes & fees
Oct 18 - Oct 19
River/Mountain Getaway-Private, Large,In-Law Suite
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

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

10/10 Excellent
"Fantastic location right by a creek. The house was clean and well organized with some fun games like ping pong & pool as well. Also, walkable to the winterpark town!Our group really enjoyed our stay here. House manager was also great & prompt in resolving, when we had a hot tub issue. Overall, highly recommend."
shoneel k. 3-night trip
Posted 18 hours ago
Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

Find out more about Winter Park

Winter Park Guest Houses information

Number of reviews
327
Accommodation
2 Guest Houses
Lowest Price
CA $168
Highest Price
CA $696

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