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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Winter Haven cottages

Porch

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
"Was probably once a great time place. Owner was nice. Night time neighborhood is a bit noisy guess it's just how people act now no respect for property."
United States
wade
The price is 1.973.250 ₫
2.210.040 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Lake Ida Beach Resort
House (3 Bedrooms) | Interior

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

Hook, Line & Leisure: Lakefront Gem w/ Porch!
3.0 star property
Winter Haven
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 3.578.160 ₫
10.499.269 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Hook, Line & Leisure: Lakefront Gem w/ Porch!
House (3 Bedrooms) | Interior

Golf, Dine & Unwind Poolside! Haines City Getaway

Golf, Dine & Unwind Poolside! Haines City Getaway
3.0 star property
Haines City
The price is 3.709.710 ₫
10.285.895 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Golf, Dine & Unwind Poolside! Haines City Getaway
House (3 Bedrooms) | Interior

Oasis Near Disney w Golf View, Family&pet Friendly

Oasis Near Disney w Golf View, Family&pet Friendly
3.0 star property
Reunion
The price is 2.357.376 ₫
9.633.302 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Oasis Near Disney w Golf View, Family&pet Friendly
House (4 Bedrooms) | Interior

Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is 4.209.600 ₫
10.284.053 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Family Resort Home w Pool, BBQ & Game Room
House (2 Bedrooms) | Interior

Dog-friendly Yard! Walkable Dixieland District Gem

Dog-friendly Yard! Walkable Dixieland District Gem
2.0 star property
Dixieland
The price is 2.578.380 ₫
7.216.570 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Dog-friendly Yard! Walkable Dixieland District Gem
Exterior

Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas

Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
3.5 star property
Reunion
The price is 9.251.648 ₫
21.953.534 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
House (6 Bedrooms) | Interior

Family Home With Pool, BBQ & Cinema Near Disney

Family Home With Pool, BBQ & Cinema Near Disney
3.0 star property
Kissimmee
The price is 5.183.070 ₫
14.214.240 ₫ total
includes taxes & fees
17 Jun - 18 Jun
Family Home With Pool, BBQ & Cinema Near Disney
House (3 Bedrooms) | Interior

Davenport Basecamp! 3BR Family Home w/ Patio

Davenport Basecamp! 3BR Family Home w/ Patio
3.0 star property
Davenport
The price is 3.709.710 ₫
9.565.001 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Davenport Basecamp! 3BR Family Home w/ Patio
House (4 Bedrooms) | Interior

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
Indian Ridge
The price is 3.051.960 ₫
12.407.007 ₫ total
includes taxes & fees
16 Jun - 17 Jun
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
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

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent
"Everything it was a nice spot for what I needed. I will stay again! Thank you! 😁"
Shane Edward 3-night trip
Posted less than an hour ago
Vacation Village Orlando, Celebration

Find out more about Winter Haven

Winter Haven Cottages information

Number of reviews
196
Accommodation
1852 Cottages
Lowest Price
2.210.040 ₫
Highest Price
21.953.534 ₫

Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between 2.210.040 ₫ and 21.953.534 ₫ 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 1852 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.