Search Winter Haven Cottage Rentals from CA $94
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Winter Haven Cottages

Lafitte's Landing Lakeview Cottage - Lakefront!
Lafitte's Landing Lakeview Cottage - Lakefront!
10.0 out of 10, Exceptional, (7)

8000 Lost Shaker Lane
8000 Lost Shaker Lane
9.6 out of 10, Exceptional, (7)

Family 4BR Home w/ Resort Pool Near Disney
Family 4BR Home w/ Resort Pool Near Disney

Lake Ida Beach Resort
Lake Ida Beach Resort
7.4 out of 10, Good, (176)
The price is CA $112
CA $125 total
includes taxes & fees
Aug 5 - Aug 6

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
10.0 out of 10, Exceptional, (1)
The price is CA $159
CA $384 total
includes taxes & fees
Aug 5 - Aug 6

Winter Haven Home w/ Pool Near Legoland!
Winter Haven Home w/ Pool Near Legoland!
6.0 out of 10, (2)

Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

Gorgeous Cottage w/Private Pool + Balcony, Near Disney!
Gorgeous Cottage w/Private Pool + Balcony, Near Disney!
9.8 out of 10, Exceptional, (48)
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Winter Haven Hotel Reviews

Hilton Vacation Club Aqua Sol Orlando West
10/10 Excellent
Find out more about Winter Haven
Find out more about Winter Haven
Winter Haven Cottages information
Number of reviews | 271 |
---|---|
Accommodation | 1756 Cottages |
Lowest Price | CA $94 |
Highest Price | CA $159 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Cottages in Other Destinations
More Accommodation Types in Winter Haven
- Vacation Homes in Winter Haven
- Villas in Winter Haven
- Condo Rentals in Winter Haven
- Apartments in Winter Haven
- Resorts in Winter Haven
- Townhomes in Winter Haven
- Aparthotels in Winter Haven
- Guest Houses in Winter Haven
- Motels in Winter Haven
- B&B in Winter Haven
- Cabin Rentals in Winter Haven
- Houseboats in Winter Haven
- Condo Resorts in Winter Haven
- Residences in Winter Haven
- Farmstay in Winter Haven
- Riads in Winter Haven
- RV Parks in Winter Haven
- Chalets in Winter Haven
- Holiday Park Resorts in Winter Haven
- Hostels in Winter Haven
- Lodges in Winter Haven
- Hotels
All Accommodation Types
Be inspired: Top Cottages destinations in 2025
- Algonquin Park Cottages
- Jasper National Park Cottages
- Tofino Cottages
- Cultus Lake Cottages
- Waterton Park Cottages
- Sunshine Coast Cottages
- Hope Cottages
- Radium Hot Springs Cottages
- Kananaskis Cottages
- Wasaga Beach Cottages
- Calgary Cottages
- Harrison Hot Springs Cottages
- Moncton Cottages
- Northern Ontario Cottages
- Kingston Cottages
- Mont-Tremblant Cottages
- Chilliwack Cottages
- Kenora Cottages
- Halifax Cottages
- Collingwood Cottages
More ways to book
Expedia's Latest Trends
Hotels
- Hotels in Panama City Beach
- Hotels in St. Augustine
- Hotels in Key West
- Oceanfront Hotels in Cocoa Beach
- Beach Hotel in Siesta Key
- Hotels in Key Largo
- Hotels in Fort Myers Beach
- All Inclusive Resorts and Hotels in Key West
- Hotels in Naples
- Hotels in Daytona Beach
- Hotels in Marco Island
- Hotels in West Palm Beach
- Hotels in Fort Myers
- Hotels in Sarasota
Flights
Activities
Packages
General