A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Search Cottages in Winter Haven

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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 ₹6,561
₹7,348 total
includes taxes & fees
6 Sept - 7 Sept
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 ₹16,552
₹39,393 total
includes taxes & fees
31 Aug - 1 Sept
Hook, Line & Leisure: Lakefront Gem w/ Porch!
House (3 Bedrooms) | Interior

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

Golf, Dine & Unwind Poolside! Haines City Getaway
3.0 star property
Haines City
The price is ₹18,360
₹43,371 total
includes taxes & fees
1 Sept - 2 Sept
Golf, Dine & Unwind Poolside! Haines City Getaway
House (4 Bedrooms) | Interior

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

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is ₹11,415
₹32,922 total
includes taxes & fees
12 Aug - 13 Aug
Family Resort Home w Pool, BBQ & Game Room
House (3 Bedrooms) | Interior

5. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is ₹9,589
₹38,647 total
includes taxes & fees
7 Aug - 8 Aug
Serenity - Family & Pet Friendly, Amazing Location
House (2 Bedrooms) | Interior

6. Walkable Dixieland District Gem With Yard

Walkable Dixieland District Gem With Yard
2.0 star property
Dixieland
The price is ₹11,986
₹26,458 total
includes taxes & fees
9 Aug - 10 Aug
Walkable Dixieland District Gem With Yard
Exterior

7. 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
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
Property grounds

8. Perfect Vacay, Themed Rooms, Game Room & Theater

Perfect Vacay, Themed Rooms, Game Room & Theater
3.0 star property
Champions Gate
The price is ₹32,058
₹67,018 total
includes taxes & fees
23 Aug - 24 Aug
Perfect Vacay, Themed Rooms, Game Room & Theater
Exterior

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

Mvv7485 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is ₹20,150
₹44,902 total
includes taxes & fees
19 Aug - 20 Aug
Mvv7485 - 3BR House Near Disney With Hot Tub
House (4 Bedrooms) | Interior

10. ~ 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 ₹13,699
₹45,265 total
includes taxes & fees
21 Aug - 22 Aug
~ 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Great family friendly place."
Hector 4-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Cottages information

Number of reviews
197
Accommodation
1878 Cottages
Lowest Price
₹7,348
Highest Price
₹67,018

Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between ₹7,348 and ₹67,018 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 1878 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.