Search Cottages in Winter Haven

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Compare 1730 Cottages in Winter Haven with updated reviews, rates, and availability.

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (174)
"Good sized cabins. A bit best up but very comfortable. "
The price is AED 256
AED 287 total
includes taxes & fees
2 Jun - 3 Jun
Lake Ida Beach Resort

8000 Lost Shaker Lane

3.0 star property
9.8 out of 10, Exceptional, (6)
"Lots of room , beautifully decorated. Close to everything we needed for the weekend . "
8000 Lost Shaker Lane

Jedi cottage 4 miles from Disney! Mins from universal!

9.4 out of 10, Exceptional, (21)
"We loved staying here! "
The price is AED 275
AED 782 total
includes taxes & fees
31 May - 1 Jun
Jedi cottage 4 miles from Disney! Mins from universal!

Cottage w/ Private Pool - Walk to Lake Wales!

10.0 out of 10, Exceptional, (61)
"We enjoyed this retreat while attending a wedding nearby. Our hosts were friendly & helpful. Enjoy!"
Cottage w/ Private Pool - Walk to Lake Wales!

Lakeland Cottage w/ Pool Access + Screened Porch!

9.6 out of 10, Exceptional, (5)
"Clean and great locating! "
Lakeland Cottage w/ Pool Access + Screened Porch!

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

2.0 star property
10.0 out of 10, Exceptional, (1)
"We absolutely loved our stay here! The house was well stocked with lots of games, movies, toys. All combined with the piano, foosball table, screened in porch and private backyard gave us plenty to do as a family with all ages. Everything was of very high quality and comfortable. We also really appreciated how responsive, friendly, and accommodating our hosts and their staff were. We will definitely stay here again!"
The price is AED 441
AED 1,048 total
includes taxes & fees
31 May - 1 Jun
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

3.0 star property
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

3.0 star property
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

Beautiful, family-friendly cottage just 4 miles from Disney World

9.0 out of 10, Wonderful, (8)
"Perfect for our stay in Orlando/Kissimmee. Close to everything we were attending, quiet, clean, and well supplied with the basics."
The price is AED 312
AED 782 total
includes taxes & fees
10 Jun - 11 Jun
Beautiful, family-friendly cottage just 4 miles from Disney World

3000 Latitude Lane

3.0 star property
9.6 out of 10, Exceptional, (4)
"Great stay!"
3000 Latitude Lane

1 bedroom, private laundry in resort near Disney!!

9.2 out of 10, Wonderful, (131)
"The stay was great and the location was perfect! The area felt very safe and it was easy to get to. We were doing a lot of different activities on this trip and it was a nice relaxing stay. "
1 bedroom, private laundry in resort near Disney!!

4 miles from Disney 5 Star RV Resort! Locations Location !The Hidden Gem Cottage

9.8 out of 10, Exceptional, (28)
"Everything was super clean and great service "
4 miles from Disney 5 Star RV Resort! Locations Location !The Hidden Gem Cottage

8960 Cat Palm Road

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice place to stay. Clean, quiet, secure."
8960 Cat Palm Road

~ 10 Mi to Animal Kingdom: Davenport Family Home

3.0 star property
10.0 out of 10, Exceptional, (2)
"Perfect two day stay for us … close to everything we n ended it to be. "
~ 10 Mi to Animal Kingdom: Davenport Family Home

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (10)
"Nice and relaxing quiet neighborhood "
Townhome Splash Pool BBQ Free Water Park!

630 Longboat Drive

3.0 star property
10.0 out of 10, Exceptional, (1)
630 Longboat Drive

Large Villa W/private Pool & Game Room! Waterpark

3.5 star property
9.6 out of 10, Exceptional, (11)
"Large family , wonderful beds !! Nice big house tons of bathrooms, would stay again 4 sure "
Large Villa W/private Pool & Game Room! Waterpark

1888 Tropical Palms Circle

3.0 star property
8.0 out of 10, Very Good, (2)
"My family and I had a great weekend stay at this property and the hosts were responsive and helpful. We would stay here again!"
1888 Tropical Palms Circle

Sleek Home Near Downtown Lakeland w/ Yard!

3.0 star property
10.0 out of 10, Exceptional, (2)
"This was a REALLY NICE place. The host provided everything you could possibly need. The residence was spotless. The beds were firm but comfortable. The neighborhood was quiet. We will stay here again next time we’re in the area (if it’s available!). "
Sleek Home Near Downtown Lakeland w/ Yard!

8416 Blue Lagoon Dr

3.0 star property
10.0 out of 10, Exceptional, (1)
8416 Blue Lagoon Dr
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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Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between AED 256 and AED 441 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 1730 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.
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!