Search Cottages in Lakeland - Winter Haven

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Lakeland - Winter Haven Cottages

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (163)
"What would I say? I love this place. Very clean and very quiet. They have a kitchenette inside you can definitely cook and make your own meal no need to eat out.The Bed is very comfortable. Its been a year since I started coming here and here I am still loving this place. The price is better than anyone else. Owners are helpful and friendly. Highly recommend for those who want a cheap but comfortable stay. "
The price is ₹7,561
₹8,469 total
includes taxes & fees
13 Jan - 14 Jan
Lake Ida Beach Resort

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!

Family-friendly Lakeland Home w/ Private Hot Tub!

3.0 star property
9.0 out of 10, Wonderful, (2)
"This home is laid out nicely and met our needs for a quick weekend stay in Lakeland. The host, Letty, was a pleasure and provided very clear and easy to follow instructions. The home needs some updating, but was clean, comfortable and in a great location. "
Family-friendly Lakeland Home w/ Private Hot Tub!

Charming Tiny Home w/ Private Hot Tub!

3.0 star property
8.0 out of 10, Very good, (3)
"It was a great little place but is a bit run down. There’s broken furniture and the hot tub seemed a bit cloudy"
Charming Tiny Home w/ Private Hot Tub!

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!

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

Up to Scale With Margaritas

3.0 star property
8.8 out of 10, Excellent, (6)
"The only issue was the upstairs airconditioner was not working in terms the rooms were hot while hallway was cold. But nice for our family. "
Up to Scale With Margaritas

Spacious Home W/private Pool/spa & Free Waterpark!

4.0 star property
8.0 out of 10, Very good, (2)
"The place is good, but there came a time when we felt uncomfortable, because they did not guide you well and everything you needed to know about the place. Whatever we did due to lack of orientation, they threatened us that it couldn't be done and we had to call the police. We felt intimidated during our stay. We also couldn't use the attractions, swimming pool, parks of the place because the check in of the house was different from that of the surroundings and there was a discrepancy on the...
Spacious Home W/private Pool/spa & Free Waterpark!

Winter Haven Vacation Rental w/ Patio & Gas Grill!

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

Winter Haven Abode Near Lakes & Attractions

3.0 star property
Winter Haven Abode Near Lakes & Attractions

Winter Haven Retreat w/ Private Pool!

3.0 star property
Winter Haven Retreat w/ Private Pool!

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!

Auburndale Vacation Rental w/ Yard & Lake Views

3.0 star property
Auburndale Vacation Rental w/ Yard & Lake Views

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!

Lakefront Home w/ Screened Porch & Grill

3.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
Lakefront Home w/ Screened Porch & Grill

Lake Wales Vacation Rental w/ Direct Canal Access!

3.0 star property
Lake Wales Vacation Rental w/ Direct Canal Access!

Pet-friendly Auburndale House w/ Lake Views!

3.0 star property
Pet-friendly Auburndale House w/ Lake Views!

Lake Wales Vacation Rental Near Lake Kissimmee!

3.0 star property
Lake Wales Vacation Rental Near Lake Kissimmee!

Lakeland House < Half Mi to Tigers Spring Training

3.0 star property
Lakeland House < Half Mi to Tigers Spring Training
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.
Don't see what you're looking for?
See all available properties in Lakeland - Winter Haven
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Lakeland - Winter Haven

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5083)
"Place quiet and safe"
The price is ₹10,801
₹14,844 total
includes taxes & fees
23 Jan - 24 Jan
Summer Bay Orlando by Exploria Resorts

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1147)
"The accomodation it was excellent , except there was no thick blanket for the cold weather specially at night time ."
Margaritaville Resort Orlando Cottages by Rentyl

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1635)
"Muy comodo y espacioso la cocina tiene todo lo que se necesita toallas estras y laundry con detergente y toallas de olor. "
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?
Rates for cottages in Lakeland - Winter Haven range between and per night. No matter your budget, you’re sure to find the ideal place to get reacquainted with nature. 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?
You can choose from cottages in Lakeland - Winter Haven. Whether you’re travelling with the kids, as a table-for-two or with a group of close friends, Expedia makes it simple to find your ideal digs.
Why book your cottage in Lakeland - Winter Haven with Expedia?
Expedia has some wonderful cottages in Lakeland - Winter Haven, so start packing your bags for an unforgettable holiday on nature’s doorstep. If you have a budget, choose how much you want to spend and the star rating of your property. Or, try out our filters to search for cottages with a kitchen or a pool. We’ll help you find a suitable place whatever your plans or style of travel.
How can I find cheap cottages in Lakeland - Winter Haven?
A wonderful way to spot cheap cottages in Lakeland - Winter Haven is with Expedia’s useful filter tool. Refine your search by budget, star rating and amenities to snag excellent rates with only a few clicks.
What is there to do in Lakeland - Winter Haven near my cottage?
Whatever you’re into, there are so many things to do in Lakeland - Winter Haven. If you’re visiting Lakeland, don’t miss Polk Museum of Art, Polk Theatre and Explorations V Children s Museum. Planning a getaway in Lake Wales? KICCO Wildlife Management Area, Bok Tower Gardens and Mountain Lake are among the top sights in this city.