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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Winter Haven cottages

A swimming pool with a fence, lounge chairs, and a palm tree.

1. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (198 reviews)
"Clean room and private area loved it"
United States
Heather
The price is ₩107,246
₩120,116 total
includes taxes & fees
Nov 16 - Nov 17
Lake Ida Beach Resort
A covered porch with two wooden chairs and a bench, overlooking a road and a body of water.

2. Lakefront Retreat on Lake Ariana w/ EV Charger

Lakefront Retreat on Lake Ariana w/ EV Charger
3.0 star property
Auburndale
8.0 out of 10, Very good, (1 review)
"This house has beautiful views of Lake Ariana and you can walk to old town and access the lake easily. The house is an old classic central Florida house with some quirks, but had room for family and entertaining. Auburndale beautiful and was a great place to visit and had quick access to highways. "
United States
Katrina
The price is ₩177,488
₩479,367 total
includes taxes & fees
Nov 9 - Nov 10
Lakefront Retreat on Lake Ariana w/ EV Charger
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

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

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is ₩141,185
₩445,493 total
includes taxes & fees
Nov 29 - Nov 30
Family Resort Home w Pool, BBQ & Game Room
A row of yellow buildings with numbered doors, a sidewalk, and greenery.

4. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is ₩138,714
₩555,897 total
includes taxes & fees
Nov 9 - Nov 10
Serenity - Family & Pet Friendly, Amazing Location
A modern hotel with a curved driveway, large windows, and palm trees.

5. Mvv7482 - 3BR House Near Disney at Magic Village

Mvv7482 - 3BR House Near Disney at Magic Village
3.0 star property
Kissimmee
The price is ₩308,897
₩666,577 total
includes taxes & fees
Nov 16 - Nov 17
Mvv7482 - 3BR House Near Disney at Magic Village
A two-story residential building with a garage, a small tree, and a well-maintained lawn.

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

Golf, Dine & Unwind Poolside! Haines City Getaway
3.0 star property
Haines City
The price is ₩230,734
₩585,764 total
includes taxes & fees
Dec 1 - Dec 2
Golf, Dine & Unwind Poolside! Haines City Getaway
A two-story house with a balcony, two garages, and a brick driveway.

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
The price is ₩370,540
₩1,014,884 total
includes taxes & fees
Nov 23 - Nov 24
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
A residential neighborhood with two houses, a driveway, and a lawn.

8. Walkable Dixieland District Gem With Yard

Walkable Dixieland District Gem With Yard
2.0 star property
Dixieland
The price is ₩172,027
₩379,729 total
includes taxes & fees
Nov 9 - Nov 10
Walkable Dixieland District Gem With Yard
A single-story house with a white exterior, a front door, and a garage.

9. 9 Mi to Walt Disney World: Family Home w/ Pool!

9 Mi to Walt Disney World: Family Home w/ Pool!
3.0 star property
Clear Creek
The price is ₩177,839
₩501,560 total
includes taxes & fees
Nov 22 - Nov 23
9 Mi to Walt Disney World: Family Home w/ Pool!
A poolside area with lounge chairs and palm trees, a clear blue sky, and a building with a modern design.

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

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is ₩262,818
₩612,895 total
includes taxes & fees
Nov 11 - Nov 12
Mvy7664 - 3BR House Near Disney With Hot Tub
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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Learn more about Winter Haven

Glide through LEGOLAND's colorful rides before cooling off at their water park on hot Florida afternoons. Chain of Lakes offers peaceful kayaking spots where you can paddle between waterways and spot wildlife at your own pace.

See all hotels in Winter Haven
A LEGO-themed welcome sign with 'LEGO FLORIDA' and 'WELCOME' in large letters, surrounded by greenery.

Frequently Asked Questions

How much do cottages in Winter Haven cost?

Cottages in Winter Haven range between ₩107,246 and ₩370,540 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 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.