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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winter Haven cottages

Porch

1. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (194 reviews)
"The cabins were great loved it there"
United States
Jennifer
The price is 1.860.047 ₫
2.083.252 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Lake Ida Beach Resort
House (3 Bedrooms) | Interior

2. Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
3.0 star property
Florence Villa
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 4.552.014 ₫
10.833.270 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hook, Line & Leisure: Lakefront Gem w/ Porch!
House (4 Bedrooms) | Interior

3. Pond Access & Grill! Group Escape, 19 Mi to WDW

Pond Access & Grill! Group Escape, 19 Mi to WDW
3.0 star property
Kissimmee
The price is 3.845.667 ₫
5.636.387 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Pond Access & Grill! Group Escape, 19 Mi to WDW
Exterior

4. Mvy7664 - 3BR House Near Disney With Hot Tub

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is 5.044.463 ₫
11.763.752 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Mvy7664 - 3BR House Near Disney With Hot Tub
House (4 Bedrooms) | Interior

5. Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is 2.720.744 ₫
8.584.993 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Family Resort Home w Pool, BBQ & Game Room
House (3 Bedrooms) | Interior

6. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is 1.949.652 ₫
9.860.739 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Serenity - Family & Pet Friendly, Amazing Location
House (3 Bedrooms) | Interior

7. Golf, Dine & Unwind Poolside! Haines City Getaway

Golf, Dine & Unwind Poolside! Haines City Getaway
3.0 star property
Haines City
The price is 5.049.073 ₫
11.927.323 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Golf, Dine & Unwind Poolside! Haines City Getaway
Exterior

8. Mvv7485 - 3BR House Near Disney With Hot Tub

Mvv7485 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is 5.535.806 ₫
12.336.168 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Mvv7485 - 3BR House Near Disney With Hot Tub
House (5 Bedrooms) | Interior

9. Upstay - Resort Home w Cinema, Pool & Lake View

Upstay - Resort Home w Cinema, Pool & Lake View
3.0 star property
Kissimmee
Upstay - Resort Home w Cinema, Pool & Lake View
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

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8/10 Good
"Great service and excellent location"
Guadalupe 6-night trip
Posted 7 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Find out more about Winter Haven

Winter Haven Cottages information

Number of reviews
197
Accommodation
1888 Cottages
Lowest Price
2.083.252 ₫
Highest Price
12.336.168 ₫

Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between 2.083.252 ₫ and 12.336.168 ₫ 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 1888 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 Centre 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 Centre, 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.