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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Winter Haven cottages

House (3 Bedrooms) | Interior

Cottage in Winter Haven

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is ₩251,088
₩643,519 total
includes taxes & fees
Feb 5 - Feb 6
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Porch

Cottage in Winter Haven

Lake Ida Beach Resort
3.0 star property
7.2 out of 10, Good, (188 reviews)
"We have stayed here several times. "
United States
Martha
The price is ₩110,126
₩123,341 total
includes taxes & fees
Jan 30 - Jan 31
Lake Ida Beach Resort
Interior

Cottage in Kissimmee

161-4-cb-cozy Villa at Terra Verde
2.5 star property
The price is ₩3,377,205
₩4,311,585 total
includes taxes & fees
Feb 8 - Feb 9
161-4-cb-cozy Villa at Terra Verde
House (4 Bedrooms) | Interior

Cottage in Indian Ridge

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
The price is ₩170,329
₩692,430 total
includes taxes & fees
Jan 23 - Jan 24
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Interior

Cottage in Kissimmee

Encore Swanky
3.0 star property
The price is ₩306,832
₩945,754 total
includes taxes & fees
Feb 1 - Feb 2
Encore Swanky
Exterior

Cottage in Reunion

Wellerden at Reunion Resort!by Shine Villas
3.5 star property
Wellerden at Reunion Resort!by Shine Villas
Interior

Cottage in Kissimmee

201-4-hb-beautiful Home at Terraverde
2.5 star property
The price is ₩3,406,116
₩4,348,494 total
includes taxes & fees
Jan 24 - Jan 25
201-4-hb-beautiful Home at Terraverde
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 Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Room was clean and the atmosphere was very enjoyable will love to return with better weather!"
Tyshera 5-night trip
Posted 1 day ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Cottages information

Number of reviews
191
Accommodation
1426 Cottages
Lowest Price
₩123,341
Highest Price
₩945,754

Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between ₩123,341 and ₩945,754 per night. These properties offer a chance to get in tune with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Winter Haven?
Pack your suitcases and pick from 1426 cottages in Winter Haven. Thinking about a place where you can get in touch with nature? Expedia can help you find your ideal stay in only a click or two.
Are there any family-friendly cottages in Winter Haven?
If you're looking to get back to nature in Winter Haven, you can't beat Lake Ida Beach Resort. With a 3-star rating and amenities like housekeeping services and WiFi, you'll find it easy to relax at this family-friendly cottage. After checking in and chilling out in your comfy new digs, it's time to head out and start exploring. LEGOLAND® Florida and Indigo's Family Fun Center are among the best family-friendly attractions in Winter Haven.
Why book your cottage in Winter Haven with Expedia?
Booking a cottage in Winter Haven is as simple as working out your travel dates and picking your ideal place for a getaway in nature. From chic retreats to low-cost stays and cottages that have amenities like laundry facilities, Expedia has something for all tastes and styles. As for the best offers around? We've got them too!
How can I find cheap cottages in Winter Haven?
A great way to track down cheap cottages in Winter Haven is with Expedia's useful filter tool. Tailor your search results by star rating, amenities and budget to discover unbeatable bargains in a few clicks.
What is there to do in Winter Haven near my cottage?
You'll find plenty of fabulous things that'll fill up your itinerary in Winter Haven. Head for top attractions like Indigo's Family Fun Center, Lake Henry Golf Club and Cypresswood Golf and Country Club. LEGOLAND® Florida, Chain of Lakes Park and Theatre Winter Haven are other must-see's.