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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Winter Haven cottages

Porch

Cottage in Winter Haven

Lake Ida Beach Resort
3.0 star property
7.2 out of 10, Good, (189 reviews)
"We have stayed here several times. "
United States
Martha
The price is RM310
RM348 total
includes taxes & fees
5 Mar - 6 Mar
Lake Ida Beach Resort
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 RM672
RM1,721 total
includes taxes & fees
28 Mar - 29 Mar
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Exterior

Cottage in Cumbrian Lakes

NEW King Bed Glow In The Dark Kid Cave
3.0 star property
The price is RM1,062
RM2,453 total
includes taxes & fees
18 Mar - 19 Mar
NEW King Bed Glow In The Dark Kid Cave
Interior

Cottage in Babson Park

Lakefront Babson Park Escape: Pet Friendly!
3.0 star property
The price is RM770
RM1,858 total
includes taxes & fees
1 Apr - 2 Apr
Lakefront Babson Park Escape: Pet Friendly!
Interior

Cottage in Crestwynd Bay

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
The price is RM545
RM1,789 total
includes taxes & fees
6 Mar - 7 Mar
Serenity - Family & Pet Friendly, Amazing Location
Interior

Cottage in Indian Ridge

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
The price is RM456
RM1,852 total
includes taxes & fees
16 Mar - 17 Mar
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Interior

Cottage in Kissimmee

Encore Swanky
3.0 star property
3.4 out of 10, (3 reviews)
"Ck in was at 4pm. Place wasn't ready till 5:15. Place was clean. Pool was dirty n cold. Had to pay to have it heated. 1st day it was still cold. So only got 1 day of heated pool.place was kinda run down as well. Fire alarms kept beeping. Communication could have been better as well. It wasn't terrible, but wouldn't stay here again. "
United States
Christine
Encore Swanky
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

10/10 Excellent
"This property is as everything you could ask for, you don't have to really leave it. Great restaurants, awesome pools and activities all day"
Kellie 3-night trip
Posted 1 day ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Find out more about Winter Haven

Winter Haven Cottages information

Number of reviews
195
Accommodation
1427 Cottages
Lowest Price
RM348
Highest Price
RM2,453

Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between RM348 and RM2,453 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 1427 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.

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