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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Lakeland - Winter Haven cottages

A small, single-story house with a gray roof and white siding, featuring two white plastic chairs outside.

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 AED 241
AED 270 total
includes taxes & fees
23 Nov - 24 Nov
Lake Ida Beach Resort
A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.

2. The Russell Lake House

The Russell Lake House
Winter Haven
9.8 out of 10, Exceptional, (25 reviews)
"Nice place!"
United States
Jake D.
The price is AED 248
AED 737 total
includes taxes & fees
11 Nov - 12 Nov
The Russell Lake House
A wooden deck with outdoor seating, a shed, and a view of the surrounding landscape.

3. Lakefront Tiny Cottage 4 Miles to LEGOLAND.

Lakefront Tiny Cottage 4 Miles to LEGOLAND.
winter have
9.0 out of 10, Wonderful, (42 reviews)
"Awesome location, very nice"
United States
Kyle P.
The price is AED 257
AED 517 total
includes taxes & fees
22 Nov - 23 Nov
Lakefront Tiny Cottage 4 Miles to LEGOLAND.
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

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 AED 382
AED 1,205 total
includes taxes & fees
29 Nov - 30 Nov
Family Resort Home w Pool, BBQ & Game Room
A kitchen shelf with jars of spices, a bottle of cooking spray, and a white candle.

5. This old Florida feeling getaway is 420 friendly and a great place to just relax

This old Florida feeling getaway is 420 friendly and a great place to just relax
Avon Park
8.0 out of 10, Very good, (4 reviews)
"We were very fascinated by the farm animals and the dogs "
United States
Debi D.
The price is AED 294
AED 582 total
includes taxes & fees
11 Nov - 12 Nov
This old Florida feeling getaway is 420 friendly and a great place to just relax
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 AED 621
AED 1,576 total
includes taxes & fees
1 Dec - 2 Dec
Golf, Dine & Unwind Poolside! Haines City Getaway
A single-story house with a front porch, a garage, and a small backyard.

7. Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
9.2 out of 10, Wonderful, (7 reviews)
"Wonderful little cottage filled with fun for the whole family. Cozy backyard to enjoy some sunshine and read a book. Close to downtown shops and restaurants. Owners were quick to respond to questions. Would happily stay here again."
United States
Rachel B.
The price is AED 422
AED 983 total
includes taxes & fees
11 Nov - 12 Nov
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
A multi-story building with a 'STUDIO MOVIE GRILL' sign, parking lot, and surrounding greenery.

8. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is AED 314
AED 1,429 total
includes taxes & fees
15 Nov - 16 Nov
Serenity - Family & Pet Friendly, Amazing Location
A single-story house with a stone retaining wall, a front porch, and a small garden.

9. Charming Historic Cottage with Cozy Porch and Garden Retreat

Charming Historic Cottage with Cozy Porch and Garden Retreat
Polk City
10.0 out of 10, Exceptional, (7 reviews)
"Clean comfort all ok"
United States
Donald P.
The price is AED 327
AED 767 total
includes taxes & fees
25 Nov - 26 Nov
Charming Historic Cottage with Cozy Porch and Garden Retreat
A two-story building with a blue exterior, a front porch, and a visible garage door.

10. Lakeside Escape, 2BR 1 BA, Cozy Lux Cottage near Disney, Universal and Legoland

Lakeside Escape, 2BR 1 BA, Cozy Lux Cottage near Disney, Universal and Legoland
Lake Hamilton
The price is AED 763
AED 1,302 total
includes taxes & fees
5 Dec - 6 Dec
Lakeside Escape, 2BR 1 BA, Cozy Lux Cottage near Disney, Universal and Legoland
A modern hotel with a curved driveway, large windows, and palm trees.

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

Mvv7482 - 3BR House Near Disney at Magic Village
3.0 star property
Kissimmee
The price is AED 814
AED 1,774 total
includes taxes & fees
16 Nov - 17 Nov
Mvv7482 - 3BR House Near Disney at Magic Village
A small cabin with a porch and a garage, surrounded by trees and a clear sky.

12. Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney

Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
Davenport
6.8 out of 10, (3 reviews)
"Needs some upgrades. The bed was a full size, very small for a couple, should really think of upgrading to a king. Pans were old and could use replacing. Bugs and ants constant. Shower was small. Very small tv. Stovetop had missing nob and was difficult to operate. Definitely needs upgrading, left a day early, didn’t feel comfortable there. "
United States
Rebecca F.
The price is AED 261
AED 542 total
includes taxes & fees
12 Nov - 13 Nov
Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
A single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

13. Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A residential area with houses featuring sloped roofs and solar panels.

14. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is AED 251
AED 906 total
includes taxes & fees
11 Nov - 12 Nov
Upstay: Bright Family-friendly Retreat With Patio
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

15. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
9.0 out of 10, Wonderful, (2 reviews)
"Clean. A little confusing on the location. Gate guard was a little tough. Price a little high for a double wide."
United States
Michael R.
The price is AED 298
AED 674 total
includes taxes & fees
11 Nov - 12 Nov
Perfect Place for a Perfect Vacation
A covered porch with two wooden chairs and a bench, overlooking a road and a body of water.

16. 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 AED 477
AED 1,290 total
includes taxes & fees
11 Nov - 12 Nov
Lakefront Retreat on Lake Ariana w/ EV Charger
A modern living room with a sofa, a large wall clock, and a mirror.

17. Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"
United States
Joyce R.
The price is AED 426
AED 834 total
includes taxes & fees
25 Nov - 26 Nov
Family-Friendly Cottage Near Orlando’s Top Attractions
A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

18. Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Kissimmee
The price is AED 340
AED 771 total
includes taxes & fees
2 Dec - 3 Dec
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
A two-story house with a balcony, two garages, and a brick driveway.

19. 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 AED 938
AED 2,806 total
includes taxes & fees
24 Nov - 25 Nov
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
A poolside area with lounge chairs and palm trees, a clear blue sky, and a building with a modern design.

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

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is AED 744
AED 1,692 total
includes taxes & fees
15 Nov - 16 Nov
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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Lakeland - Winter Haven and related destinations

Explore the family-friendly area of Lakeland - Winter Haven—lake views, baseball, and popular sights like LEGOLAND® Florida.

See all hotels in Lakeland - Winter Haven
A child lying on the ground with colorful confetti around, in front of a LEGO sign that reads "LEGO LAND FLORIDA".
Photo by Visit Central Florida
Open Photo by Visit Central Florida

Frequently Asked Questions

How much do cottages in Lakeland - Winter Haven cost?

Cottages in Lakeland - Winter Haven range between AED 240 and AED 861 per night. These properties offer a chance to get in touch 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 Lakeland - Winter Haven?

Choose from cottages in Lakeland - Winter Haven. Whether you're traveling with the whole family, as a twosome or with a group of besties, Expedia can help you secure your perfect fit.

Why book your cottage in Lakeland - Winter Haven with Expedia?

Reserving a cottage in Lakeland - Winter Haven is as simple as entering your travel dates and choosing an ideal place for outdoor relaxation and recreation. From chic retreats to inexpensive properties and cottages that offer conveniences like a kitchen, Expedia has something for all traveler styles. As for irresistible deals? We've got you covered!

How can I find cheap cottages in Lakeland - Winter Haven?

Expedia can help you locate cheap cottages in Lakeland - Winter Haven. To reserve your perfect stay in just a few clicks, use our convenient filter tool to refine your search results by amenities, budget and star rating.

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