Book a Lakeland - Winter Haven Cottage

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Featured Cottages in Lakeland - Winter Haven

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (168)
"Very nice stay...2 days. Very comfortable. Recommend. "
The price is NZ$137
includes taxes & fees
1 Mar - 2 Mar
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, (58)
"We enjoyed this retreat while attending a wedding nearby. Our hosts were friendly & helpful. Enjoy!"
Cottage w/ Private Pool - Walk to Lake Wales!

Home w/ Hot Tub: 4 Mi to Disney!

9.4 out of 10, Exceptional, (30)
"Family friendly home. We stayed here for a multi family trip to Disney. We especially love that there were two primary rooms with king beds and on suites. The house has all the necessities in the kitchen, with coffee /keurig combo , cups and plates, and other cookie necessities. Very comfortable and specious stay and would highly recommend. "
Home w/ Hot Tub: 4 Mi to Disney!

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!

Lake Wales Vacation Rental w/ Screened-In Porch!

10.0 out of 10, Exceptional, (8)
"The property was as advertised. It was a great stay"
Lake Wales Vacation Rental w/ Screened-In Porch!

Sleek Home Near Downtown Lakeland w/ Yard!

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

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!

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

10.0 out of 10, Exceptional, (6)
"This place is great. Can hold 4 boats with 4 people. Great place!!!"
Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!

Lakeland House < Half Mi to Tigers Spring Training

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

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!

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!

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!

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!

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!

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

10.0 out of 10, Exceptional, (43)
"enough space to be comfortable and everything you need provided"
Lakeland's Charming Luxury Cottage Retreat Near Downtown Walk Everywhere.

Winter Haven Vacation Rental w/ Patio & Gas Grill!

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

*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*

Lake Hunter Historic Cottage

9.8 out of 10, Exceptional, (14)
"We had a wonderful stay. There were absolutely zero issues. The cottage was clean and comfortable. The neighborhood was very quiet and provided easy access to all of the local activities."
Lake Hunter Historic Cottage

Lake of the Hills Cottage - Sleeps 4

Lake of the Hills Cottage - Sleeps 4
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

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1195)
"Everything was just perfect! Very friendly place and easy access to everything. Very clean. "
Margaritaville Resort Orlando Cottages by Rentyl

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5134)
"It was a great experience. Will come back again "
The price is NZ$297
includes taxes & fees
26 Feb - 27 Feb
Summer Bay Orlando by Exploria Resorts

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1671)
"The best staff at any resort we have ever stayed at. It was clean, very well taken care of. The pool and hot tub area was always in pristine cleanliness. My only complaint is the furniture, it’s not a comfortable couch and the living room chairs weren’t any better. "
The price is NZ$442
includes taxes & fees
26 Feb - 27 Feb
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 NZ$137 and NZ$137 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 57 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.
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.