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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 1450 Cottages in Winter Haven with updated reviews, rates, and availability.

Lake Ida Beach Resort
Outdoor pool, pool umbrellas, sun loungers

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (171)
"Good sized cabins. A bit best up but very comfortable. "
The price is AED 256
AED 287 total
includes taxes & fees
15 Mar - 16 Mar
Lake Ida Beach Resort
Large Villa W/private Pool & Game Room! Waterpark
Miscellaneous

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
Cottage w/ Private Pool - Walk to Lake Wales!
Dining

Cottage w/ Private Pool - Walk to Lake Wales!

10.0 out of 10, Exceptional, (58)
"We enjoyed this retreat while attending a wedding nearby. Our hosts were friendly & helpful. Enjoy!"
Cottage w/ Private Pool - Walk to Lake Wales!
Home w/ Hot Tub: 4 Mi to Disney!
Terrace/patio

Home w/ Hot Tub: 4 Mi to Disney!

9.4 out of 10, Exceptional, (30)
"Family friendly home. We stayed here for a multi family trip to Disney. We especially love that there were two primary rooms with king beds and on suites. The house has all the necessities in the kitchen, with coffee /keurig combo , cups and plates, and other cookie necessities. Very comfortable and specious stay and would highly recommend. "
Home w/ Hot Tub: 4 Mi to Disney!
Townhome W/private Pool & Themed Rooms, Near Wdw!
Miscellaneous

Townhome W/private Pool & Themed Rooms, Near Wdw!

4.0 star property
9.6 out of 10, Exceptional, (5)
"Great home and great resort! Loved having a private pool at the house and then all amenities included with the resort. Family had a great time. "
Townhome W/private Pool & Themed Rooms, Near Wdw!
~ 10 Mi to Animal Kingdom: Davenport Family Home
House (3 Bedrooms) | Interior

~ 10 Mi to Animal Kingdom: Davenport Family Home

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect two day stay for us … close to everything we n ended it to be. "
~ 10 Mi to Animal Kingdom: Davenport Family Home
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Outdoor pool

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
Parkside Serenity by Avantstay Private Pool!
Interior

Parkside Serenity by Avantstay Private Pool!

3.0 star property
Parkside Serenity by Avantstay Private Pool!
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Pool

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
1 bedroom, private laundry in resort near Disney!!
Outdoor pool, a heated pool

1 bedroom, private laundry in resort near Disney!!

9.2 out of 10, Wonderful, (127)
"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!!
Lakeland Cottage w/ Pool Access + Screened Porch!
Fridge, microwave, stovetop, coffee/tea maker

Lakeland Cottage w/ Pool Access + Screened Porch!

10.0 out of 10, Exceptional, (1)
"Clean and great locating! "
Lakeland Cottage w/ Pool Access + Screened Porch!
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!
Terrace/patio

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

9.8 out of 10, Exceptional, (24)
"Everything was super clean and great service "
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!
Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney
Miscellaneous

Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney

10.0 out of 10, Exceptional, (38)
"Clean & comfortable. Every amenity satisfied.Would recommend definitely."
Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney
Townhome Splash Pool BBQ Free Water Park!
Miscellaneous

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (9)
"Nice and relaxing quiet neighborhood "
Townhome Splash Pool BBQ Free Water Park!
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
Fridge, microwave, oven, stovetop

Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly

9.6 out of 10, Exceptional, (5)
"The house was very clean and the area offered lots of dining options which were in walking distance. The only thing that I would recommend is to provide more towels. "
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
6 Br / 4,5 Bath + Pool/Spa + Game Room / Less than 4 miles from Disney
Outdoor dining

6 Br / 4,5 Bath + Pool/Spa + Game Room / Less than 4 miles from Disney

9.6 out of 10, Exceptional, (9)
"Great location in a quiet gated community near Disney as well as grocery stores etc. House was big and spacious, with all appliances needed, and lots of beds & bathrooms. Only downside was that the cold weather made for very little pool time!"
6 Br / 4,5 Bath + Pool/Spa + Game Room / Less than 4 miles from Disney
Lake Wales Vacation Rental w/ Screened-In Porch!
TV

Lake Wales Vacation Rental w/ Screened-In Porch!

10.0 out of 10, Exceptional, (9)
"Very nice place to stay. Very quiet and peaceful. Michelle provided all the amenities needed to make our stay enjoyable."
Lake Wales Vacation Rental w/ Screened-In Porch!
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities
3 bedrooms, iron/ironing board, travel crib, internet

Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great property. Very clean!"
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities
Sleek Home Near Downtown Lakeland w/ Yard!
Interior

Sleek Home Near Downtown Lakeland w/ Yard!

3.0 star property
10.0 out of 10, Exceptional, (1)
"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!
3000 Latitude Lane
Interior

3000 Latitude Lane

3.0 star property
10.0 out of 10, Exceptional, (3)
"We loved this property the moment we walked in. We enjoyed the comfy beds, coziness, close parking, easy check-in, cleanliness, and having our own hot tub. We would like to stay here, again."
3000 Latitude Lane
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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Other property types in Winter Haven

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1643)
"Beautiful property and the one bedroom suite was very spacious and clean. Furnishings were all updated and felt like a new home. Great amenities and kitchen. Really enjoyed. "
The price is AED 306
AED 403 total
includes taxes & fees
17 Mar - 18 Mar
Vacation Village at Parkway
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1233)
"We loved so much about the stay, the cottages were modern but comfortable and smartly decorated. There were all the essentials in the kitchen even a huge amazing blender. The buildings were very attractive and painted lovely colors. Beds were comfortable and bathrooms as well (could have been a little more upgraded, basic shower stalls). The entire unit was very spacious also. The pools were gorgeous with chairs available right in front. However there were a few things we didn't like. We were...
Margaritaville Resort Orlando Cottages by Rentyl
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5191)
"The report was off the main road so quiet and felt very safe. The pools and property were nice and clean. We stayed in the 400 block on the main level. The furniture is a bit dated compared to other rooms we saw in newer buildings. This should be upgraded. On our last day we had ducks come up to our patio and use it as their personal toilet. We couldn’t sit out there afterwards. Luckily we found happy hour by the club house pool so all was not lost! They allowed us to check in early which...
The price is AED 446
AED 618 total
includes taxes & fees
23 Mar - 24 Mar
Summer Bay Orlando by Exploria Resorts
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.

Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between AED 256 and AED 256 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 1450 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!
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.