Search Winter Park Cottage Rentals from CA $199
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Our top choices for Winter Park cottages
“Best Stay Ever” – Recent Guest
“Best Stay Ever” – Recent GuestLake Mary
9.8 out of 10, Exceptional, (51 reviews)
"Everything was wonderful! We loved the location and the house was cozy and comfortable. "
Mike B.
The price is CA $154
CA $368 total
includes taxes & fees
Apr 28 - Apr 29
Tiny Hidden Cottage
Tiny Hidden CottageLongwood
9.4 out of 10, Exceptional, (66 reviews)
"Great place, found the heater, thank you!Would stay again, just pull the bed away from the wall for us old folk "
Susan J.
The price is CA $98
CA $199 total
includes taxes & fees
Apr 27 - Apr 28
Relax Tonight. Cozy, Quiet and Super Clean.
Relax Tonight. Cozy, Quiet and Super Clean.Lake Mary
10.0 out of 10, Exceptional, (19 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
Tricia S.
The price is CA $123
CA $326 total
includes taxes & fees
May 6 - May 7
Incredible Private Lakefront Cottage Retreat
Incredible Private Lakefront Cottage RetreatAltamonte Springs
10.0 out of 10, Exceptional, (34 reviews)
"The host was easy to contact and the cottage was very cozy with all necessary amenities. The lakeside location was both beautiful and peaceful, especially considering it is so close to 436 and I4. We definitely plan to return. "
Carol G.
The price is CA $162
CA $465 total
includes taxes & fees
Apr 29 - Apr 30
Downtown Cottage
Downtown CottageColonialtown North
8.2 out of 10, Very good, (11 reviews)
"Clean perfect location for what we needed "
Jerred B.
The price is CA $116
CA $276 total
includes taxes & fees
May 11 - May 12
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!College Park
9.8 out of 10, Exceptional, (37 reviews)
"Lovely spot, in a quiet neighborhood. Clean and spotless, and stocked with amenities for breakfast and snacks. We'll be booking again next time we go down to visit family in Orlando."
John
The price is CA $221
CA $455 total
includes taxes & fees
Apr 27 - Apr 28
Deltona Lake House, Day Trip to Disney & Universal
Deltona Lake House, Day Trip to Disney & UniversalDeltona Lakes
10.0 out of 10, Exceptional, (3 reviews)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling.
The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable.
Still a 10/10 overall!"
Anonymous traveller
Family-friendly Villa w Pool, Hot Tub & Games Room
Family-friendly Villa w Pool, Hot Tub & Games RoomKissimmee
The price is CA $208
CA $591 total
includes taxes & fees
Apr 26 - Apr 27
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
Coco Key Hotel & Water Park Resort
8/10 Good
Find out more about Winter Park
Winter Park Cottages information
Number of reviews | 207 |
|---|---|
Accommodation | 333 Cottages |
Lowest Price | CA $199 |
Highest Price | CA $695 |
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