Search Cottages in Lakeland - Winter Haven

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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Featured Cottages in Lakeland - Winter Haven

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

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (171)
"Very nice stay...2 days. Very comfortable. Recommend. "
The price is RM331
RM371 total
includes taxes & fees
16 Mar - 17 Mar
Lake Ida Beach Resort
8000 Lost Shaker Lane
Miscellaneous

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
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
Private Pool/spa, Free Waterpark, Lazy River!
Miscellaneous

Private Pool/spa, Free Waterpark, Lazy River!

4.0 star property
10.0 out of 10, Exceptional, (5)
"Nice house good upkeep and good communication."
Private Pool/spa, Free Waterpark, Lazy River!
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!
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!
Family-friendly Winter Haven Home w/ Pool!
Interior

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!
Mid-century Modern Escape in Central Lakeland!
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!
8416 Blue Lagoon Dr
Miscellaneous

8416 Blue Lagoon Dr

3.0 star property
8416 Blue Lagoon Dr
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/ Direct Canal Access!
Terrace/patio

Lake Wales Vacation Rental w/ Direct Canal Access!

3.0 star property
Lake Wales Vacation Rental w/ Direct Canal Access!
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!
Bright Cypress Gardens Home Near Legoland!
Private kitchen

Bright Cypress Gardens Home Near Legoland!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Pros: communication was great; key lime pie was very good; extremely convenient location to Legoland; pictures were accurate; place was obviously swept and linens were clean; appliances and bathroom fixtures were in good condition. Cons: Noticeable cigarette smell (we used a Glade plugin which helped); HVAC returns also showed signs of smoking; found a dead roach in kitchen on second night of stay; not much seating (we are a family of 5 and seating was meant for 4); more dinnerware would have...
Bright Cypress Gardens Home Near Legoland!
Winter Haven Home w/ Pool Near Legoland!
Private kitchen

Winter Haven Home w/ Pool Near Legoland!

3.0 star property
10.0 out of 10, Exceptional, (1)
"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!
4 Mi to Legoland: Newly Built Home in Winter Haven
Interior

4 Mi to Legoland: Newly Built Home in Winter Haven

3.0 star property
4 Mi to Legoland: Newly Built Home in Winter Haven
Winter Haven Retreat w/ Private Pool!
Interior

Winter Haven Retreat w/ Private Pool!

3.0 star property
Winter Haven Retreat w/ Private Pool!
4 Mi to Golf: Quiet Lake Wales Retreat
Interior

4 Mi to Golf: Quiet Lake Wales Retreat

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent experience! Would stay here again."
4 Mi to Golf: Quiet Lake Wales Retreat
Auburndale Vacation Rental w/ Yard & Lake Views
Microwave, oven, stovetop, dishwasher

Auburndale Vacation Rental w/ Yard & Lake Views

3.0 star property
Auburndale Vacation Rental w/ Yard & Lake Views
Lake Wales Vacation Rental Near Lake Kissimmee!
Outdoor dining

Lake Wales Vacation Rental Near Lake Kissimmee!

3.0 star property
Lake Wales Vacation Rental Near Lake Kissimmee!
Stylish Waterfront Lake Wales Home Rental w/ Dock!
Interior

Stylish Waterfront Lake Wales Home Rental w/ Dock!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great coffee bar! Clean and delightful place to stay. Would definitely come again!"
Stylish Waterfront Lake Wales Home Rental w/ Dock!
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
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5214)
"Lack of communication when you checked in"
The price is RM497
RM698 total
includes taxes & fees
30 Mar - 31 Mar
Summer Bay Orlando by Exploria Resorts
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1247)
"We loved our stay!"
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1701)
"This location was great for a large family with kids, spacious apartments and very comfortable beds. Very close and convenient to the parks. "
The price is RM878
RM1,038 total
includes taxes & fees
13 Mar - 14 Mar
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 RM331 and RM331 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 37 cottages in Lakeland - Winter Haven. Whether you’re travelling 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 traveller 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.
What is there to do in Lakeland - Winter Haven near my cottage?
One of the best travel accessories for your Lakeland - Winter Haven adventure is an awesome itinerary! Polk Museum of Art, RP Funding Centre and Publix Field at Joker Marchant Stadium are among the leading sights if you’re off to Lakeland. Winter Haven also lures travellers with its wonderful attractions, such as Indigo’s Family Fun Centre. Eager to add to your to-do list? Drop by Chain of Lakes Park and Theatre Winter Haven too.