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Browse Select Lakeland - Winter Haven Cottages

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (165)
"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 CA $116
CA $130 total
includes taxes & fees
Feb 22 - Feb 23
Lake Ida Beach Resort

Large Villa W/private Pool & Game Room! Waterpark

3.5 star property
9.6 out of 10, Exceptional, (10)
"Great property! Was perfect for our family and made down time from the parks really nice."
Large Villa W/private Pool & Game Room! Waterpark

Cottage w/ Private Pool - Walk to Lake Wales!

10.0 out of 10, Exceptional, (57)
"cute place, parking different, no dishwasher, so dishes could've been cleaner, small appliances should be replaced. Nice yard and patio. clean bathroom always a plus!"
Cottage w/ Private Pool - Walk to Lake Wales!

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

Home w/ Hot Tub: 4 Mi to Disney!

9.4 out of 10, Exceptional, (29)
"This is our second stay at Margueritaville, and we love it! It’s a nice area for families. Very convenient to Disney, also lots of dining and shopping close by. If anything, I would recommend some extra towels and washclothes, or bring extra for your family. There is a washer/dryer in the unit. We had a great stay. "
Home w/ Hot Tub: 4 Mi to Disney!

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

10.0 out of 10, Exceptional, (5)
"G"
Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!

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!

Lake Wales Vacation Rental w/ Screened-In Porch!

10.0 out of 10, Exceptional, (7)
"We were visiting Lake Wales for an event. This was the perfect location; walkable to downtown restaurants as well as lake. The house was clean and as depicted in pictures. The communication with property manager was excellent."
Lake Wales Vacation Rental w/ Screened-In Porch!

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!

Lakeland House < Half Mi to Tigers Spring Training

3.0 star property
Lakeland House < Half Mi to Tigers Spring Training

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!

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

Sleek Home Near Downtown Lakeland w/ Yard!

3.0 star property
Sleek Home Near Downtown Lakeland w/ Yard!

Lakeland Cottage w/ Pool Access + Screened Porch!

10.0 out of 10, Exceptional, (1)
"Clean and great locating! "
Lakeland Cottage w/ Pool Access + Screened Porch!

"Peachy Keen" 3BD Pool & Spa Cottage Near Disney

10.0 out of 10, Exceptional, (4)
"The property was exactly what we expected. The host was attentive to any questions we had even over the holiday week. I highly recommend it. "
"Peachy Keen" 3BD Pool & Spa Cottage Near Disney

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!

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

9.2 out of 10, Wonderful, (32)
"It was a cute place with lakefront sunrises! It worked well for our stay. Note bring a flashlight its dark walking down the path at night. We did come across a racoon one evening. "
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*
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, (5100)
"We didn’t get to enjoy most of the amenities because of the cold windy weather, however everything looked amazing. My only take away was the carpets and couch needs to be shampooed. Upon entry it smelled of old carpet. "
The price is CA $168
CA $234 total
includes taxes & fees
Feb 5 - Feb 6
Summer Bay Orlando by Exploria Resorts

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1165)
"House was very welcome, immaculate clean with that welcome vacation mood decor "
Margaritaville Resort Orlando Cottages by Rentyl

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1648)
"The property was very clean, comfortable and close to everything. I would definitely stay here again in the future. "
The price is CA $192
CA $231 total
includes taxes & fees
Jan 23 - Jan 24
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 traveling 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 vacation 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.