Search Cottages in Lakeland - Winter Haven

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Check prices for these dates

Compare 67 Cottages in Lakeland - Winter Haven with updated reviews, rates, and availability.

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (172)
"Very nice stay...2 days. Very comfortable. Recommend. "
The price is SAR 259
SAR 290 total
includes taxes & fees
14 Apr - 15 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!

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

Spacious River Ranch Private COTTAGE with private porch! 401

9.6 out of 10, Exceptional, (5)
"Very quiet, great environment for nature"
Spacious River Ranch Private COTTAGE with private porch! 401

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 1,044 total
includes taxes & fees
9 Apr - 10 Apr
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Lakeland Cottage w/ Pool Access + Screened Porch!

10.0 out of 10, Exceptional, (2)
"Very clean. Really nice park. Pool and clubhouse area outstanding "
Lakeland Cottage w/ Pool Access + Screened Porch!

*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*

9.2 out of 10, Wonderful, (33)
"Perfect size, price with all amenities along with location. We were very pleased with our experience. Will definitely stay again if available next visit!"
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*

Lake Wales Vacation Rental w/ Screened-In Porch!

10.0 out of 10, Exceptional, (16)
"Good location in a quiet community. The house was clean and the host Michelle was great at answering any of our questions. She went above and beyond what we expected. "
Lake Wales Vacation Rental w/ Screened-In Porch!

Lakeland's Charming Luxury Cottage Retreat Near Downtown Walk Everywhere.

9.8 out of 10, Exceptional, (48)
"Excellent host, best host I have come across. Very cozy yet well dimensioned home with a great backyard built for lounging and enjoying the fresh air. My family loved our stay here - we would walk to downtown, have breakfast mostly at Frescos, take a stroll through the farmers market if it was Saturday and head back to the house to relax in the backyard before going out elsewhere or to meet friends. We live in a condo back home, so having a backyard to ourselves for a bit, especially this one,...
Lakeland's Charming Luxury Cottage Retreat Near Downtown Walk Everywhere.

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!

Lake Home - 2 bd rm w/dock & pier on Lake Rosalie, Lake Wales

Lake Home - 2 bd rm w/dock & pier on Lake Rosalie, Lake Wales

Family-friendly Winter Haven Home w/ Pool!

3.0 star property
8.0 out of 10, Very Good, (1)
"Property was clean and very functional. Had the opportunity to speak with the host after a miscommunication with his property manager and he was first class. Great property and would stay again for sure. Host was exceptional!!"
Family-friendly Winter Haven Home w/ Pool!

RV Rental at River Ranch, 2Bed/2Ba! 251

10.0 out of 10, Exceptional, (1)
"Bunk beds are made for children-too small for adults"
RV Rental at River Ranch, 2Bed/2Ba! 251

Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!

10.0 out of 10, Exceptional, (7)
"This “Old Florida” lakefront cottage was perfect for us! It was spotless with plenty of linens and a well-equipped kitchen. We had a Celebration of Life and asked folks to bring chairs to enjoy the huge grass yard by Eagle Lake. The lot runs from the road to the Lake so there was plenty of parking. Highly recommend this property and its responsive and thoughtful host."
Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!

Lakefront Frostproof Vacation Rental w/ Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We thoroughly enjoyed our stay! The home was very clean. The floors were so clean when wiping up some water drips, there was not one spec of dirt on the paper towel! That is my measure for being clean! Home owners were excellent to work with. Texting answers to my many questions. We stayed while we were in town for the 12 Hours of Sebring race. Easy 30 minute drive to the track. Beautiful view of the lake with lounge chairs on a private beach behind the house. I can't say enough about...
Lakefront Frostproof Vacation Rental w/ Beach!

Mid-century Modern Escape in Central Lakeland!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Communication with the host was simple and she was accessible. The basic amenities were readily available and we did not have to rush to go to the supermarket when we arrived. The place is spacious, clean and neighbourhood very quiet."
Mid-century Modern Escape in Central Lakeland!

Winter Haven Vacation Rental w/ Patio & Gas Grill!

3.0 star property
Winter Haven Vacation Rental w/ Patio & Gas Grill!

8 Mi to Legoland: Winter Haven Home w/ Lanai!

3.0 star property
8 Mi to Legoland: Winter Haven Home w/ Lanai!
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 Lakeland - Winter Haven

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5326)
"it was a very quite and relaxing environment perfect for a vacation"
The price is SAR 435
SAR 608 total
includes taxes & fees
9 Apr - 10 Apr
Summer Bay Orlando by Exploria Resorts

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1321)
"Would stay again "
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1736)
"Very friendly staff and took care of a problem right away. The rooms are large with plenty of space but are definitely dated and the furniture is uncomfortable. The beds are newer and comfortable. The resort does have activities but I was never able to join any of them or the pool so I can not speak of them. The location is nice but getting out on the highway can be tricky at times, almost frustrating. I would stay here again without question. "
The price is SAR 539
SAR 649 total
includes taxes & fees
9 Apr - 10 Apr
The Berkley, Orlando
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 Lakeland - Winter Haven cost?
Cottages in Lakeland - Winter Haven range between SAR 259 and SAR 450 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 67 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.