Search Cottages in Lakeland - Winter Haven

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Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Cottages in Lakeland - Winter Haven

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

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (175)
"Good sized cabins. A bit best up but very comfortable. "
The price is SARĀ 278
SARĀ 312 total
includes taxes & fees
25 Jun - 26 Jun
Lake Ida Beach Resort
Lafitte's Landing Lakeview Cottage - Lakefront!
House, Multiple Beds, Patio, Garden View (Lafitte's Landing Lakeview Cottage) | View from room

Lafitte's Landing Lakeview Cottage - Lakefront!

3.0 star property
10.0 out of 10, Exceptional, (5)
"House was excellent clean and spacious and very comfortable and convenient to shops like target and Walmart very near to the property would definitely recommend. The view from the porch was amazing in the evening after a long day at the parks relaxing with a cold beer and looking at all wildlife in the lake very peaceful "
Lafitte's Landing Lakeview Cottage - Lakefront!
8000 Lost Shaker Lane
Miscellaneous

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

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!
Fridge, microwave, stovetop, coffee/tea maker

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
TV

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 SARĀ 431
SARĀ 1,045 total
includes taxes & fees
14 Jun - 15 Jun
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
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, (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 weā€™re in the area (if itā€™s available!). "
Sleek Home Near Downtown Lakeland w/ Yard!
Lakeland Cottage w/ Pool Access + Screened Porch!
Interior

Lakeland Cottage w/ Pool Access + Screened Porch!

3.0 star property
Lakeland Cottage w/ Pool Access + Screened Porch!
Winter Haven Home w/ Pool Near Legoland!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Winter Haven Home w/ Pool Near Legoland!

3.0 star property
6.0 out of 10, (2)
"Very spacious, clean and recently remodeled property. Very close to LEGO Land, great alternative to staying at Legoland "
Winter Haven Home w/ Pool Near Legoland!
Ardi's Rustic Retreat at River Ranch! 112
Bar (on property)

Ardi's Rustic Retreat at River Ranch! 112

Ardi's Rustic Retreat at River Ranch! 112
Spacious River Ranch Private COTTAGE with private porch! 401
Golf

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
Lakefront Frostproof Vacation Rental w/ Beach!
Beach

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

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

10.0 out of 10, Exceptional, (7)
"This place is great. Can hold 4 boats with 4 people. Great place!!!"
Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!
Mid-century Modern Escape in Central Lakeland!
House (3 Bedrooms) | Interior

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

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

3.0 star property
8 Mi to Legoland: Winter Haven Home w/ Lanai!
Up to Scale With Margaritas
Property grounds

Up to Scale With Margaritas

3.0 star property
9.0 out of 10, Wonderful, (7)
"Everything was perfect "
Up to Scale With Margaritas
8081 Knee Deep Rd
Miscellaneous

8081 Knee Deep Rd

3.0 star property
10.0 out of 10, Exceptional, (2)
"greqt host"
8081 Knee Deep Rd
3 Mi to Disney: Home w/ Hot Tub in Margaritaville!
House (3 Bedrooms) | Interior

3 Mi to Disney: Home w/ Hot Tub in Margaritaville!

3.0 star property
9.4 out of 10, Exceptional, (3)
"Great place had a awesome time."
3 Mi to Disney: Home w/ Hot Tub in Margaritaville!
Winter Haven Vacation Rental w/ Patio & Gas Grill!
Microwave, oven, stovetop, blender

Winter Haven Vacation Rental w/ Patio & Gas Grill!

3.0 star property
Winter Haven Vacation Rental w/ Patio & Gas Grill!
Lake Wales Vacation Rental w/ Screened-In Porch!
TV

Lake Wales Vacation Rental w/ Screened-In Porch!

10.0 out of 10, Exceptional, (18)
"Perfect place for a family wedding we were attending. Close to downtown Lake Wales which was really cute and not too far from Disney world which we went to for 1 day."
Lake Wales Vacation Rental w/ Screened-In 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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Frequently asked questions

How much do cottages in Lakeland - Winter Haven cost?
Cottages in Lakeland - Winter Haven range between SAR 278 and SAR 431 per night. These properties offer a chance to get in touch with nature ā€” 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 66 cottages in Lakeland - Winter Haven. Whether youā€™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? Weā€™ve got you covered!