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Check prices for these dates

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 SAR 259
SAR 290 total
includes taxes & fees
17 Apr - 18 Apr
Lake Ida Beach Resort

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!

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great space for an extended family trip. The house was clean and comfortable, perfect to relax before and after a busy day.the neighborhood was quiet, and parking was easy, just outside the front door."
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

8000 Lost Shaker Lane

3.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful and clean! Easy to find, great location, easy check in and out and very roomy space! Everything you need is provided! Comfortable beds! Only thing I’d change is find an easier way to contact host with questions, such as direct texting. Otherwise, it’s call them, leave a message and wait for a call back. Or send a message through their chat and days to get a response. That said everything I needed - check in/check out proceedings was sent on time through email . Overall, a great...
8000 Lost Shaker Lane

Margarita Porch Paradise

5.0 star property
10.0 out of 10, Exceptional, (2)
"The house was beautiful and comfortable for our family, we would have stayed longer! The resort is fun, plenty of stores and good restaurants. We will definitely come back. "
Margarita Porch Paradise

8081 Knee Deep Rd

3.0 star property
10.0 out of 10, Exceptional, (2)
"greqt host"
8081 Knee Deep Rd

Elegant Family Home w/ Pool, Game Room, Themed Bedrooms

3.0 star property
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms

1 bedroom, private laundry in resort near Disney!!

9.2 out of 10, Wonderful, (128)
"Quaint little place, very clean and quiet. "
1 bedroom, private laundry in resort near Disney!!

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!

3-br Condo Family Retreat Near Disney Gym&pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property was really nice and spacious. The team does great at communication. We arrived hours before check in and for just a small fee they let us check in early. The houses are well cleaned! I would forsure stay again and recommend this for anyone!"
3-br Condo Family Retreat Near Disney Gym&pool

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

Beautiful Townhome W/private Pool 7 mi to Disney

4.0 star property
7.2 out of 10, Good, (7)
"It was very nice we loved it the only thing that we don’t like was The parking spaces in the town home we got the pool they didn’t have no light but everything else was beautiful and clean"
Beautiful Townhome W/private Pool 7 mi to Disney

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 SAR 450
SAR 1,045 total
includes taxes & fees
16 Apr - 17 Apr
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

1326 Lava Tree Drive

3.0 star property
10.0 out of 10, Exceptional, (2)
" I had a wonderful stay at this vacation home resort! The house was very spacious and clean, making it a comfortable place to relax. One of my favorite parts was the pool—it was well-maintained and perfect for unwinding. I also loved that the water park was included, adding extra fun to the trip. Overall, a great experience, and I would definitely stay here again!"
1326 Lava Tree Drive

Private Pool/spa, Free Waterpark, Lazy River!

4.0 star property
10.0 out of 10, Exceptional, (7)
"This place was Awesome, we will most definitely be back. "
The price is SAR 1,464
SAR 2,920 total
includes taxes & fees
17 Apr - 18 Apr
Private Pool/spa, Free Waterpark, Lazy River!

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

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

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

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

10.0 out of 10, Exceptional, (5)
"My family of 3 really enjoyed our stay. Check-in was seemless, the amenities provided were clean and worked great. Plus the accommodations smelled nice upon entering (which is a huge plus since i am pregnant)! Everything you need is provided unless you have some specifics that you want (i.e loofahs instead of using the provided face towels). Its super close to everything you need such as a walmart, target, walgreens, etc. We even found a surprise food truck heaven in the neighborhood which we...
The price is SAR 319
SAR 799 total
includes taxes & fees
21 Apr - 22 Apr
Beautiful, family-friendly cottage just 4 miles from Disney World

Lakeland Cottage w/ Pool Access + Screened Porch!

9.6 out of 10, Exceptional, (4)
"This was the cutest little cottage! As soon as we walked in the door we felt at home. It was festively decorated and clean. We had everything we needed. We used the gym, basketball court and even did a little fishing! 10/10 recommended this place."
Lakeland Cottage w/ Pool Access + Screened Porch!
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

3.0 star property
8.4 out of 10, Very Good, (1941)
"We had an amazing time at Vacation Village. Check in was smooth, beautiful property and amenities, plenty of parking. I cant wait to come back again!"
The price is SAR 295
SAR 399 total
includes taxes & fees
29 Apr - 30 Apr
Vacation Village at Parkway

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5334)
"Went for spring break two years in a row. A few issues but overall we liked our stay. "
The price is SAR 439
SAR 613 total
includes taxes & fees
4 May - 5 May
Summer Bay Orlando by Exploria Resorts

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1339)
"Very nice and quiet. "
The price is SAR 2,812
SAR 4,135 total
includes taxes & fees
1 May - 2 May
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
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 SAR 259 and SAR 1,464 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!
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.