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Compare 57 Cottages in Lakeland - Winter Haven with updated reviews, rates, and availability.

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 AED 262
AED 293 total
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, (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

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, (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!

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, (5)
"G"
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!

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

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
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, (1182)
"This is our 3rd time staying here. We did not love this cottage as much as we did the others. Although each room had a bathroom there was not one outside the bedrooms. We had 6 people and there was limited seating & small living room area The master bathroom shower leaked all over the floor Wish we were told there was a hot tub do we could have brought bathing suits We liked that it was less than a 10 minute walk to the Salty Rim and the shuttle to the promenade was very quick & convenient"
Margaritaville Resort Orlando Cottages by Rentyl

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5120)
"We’ve stayed here quite a few times. The furniture in the LR getting worn. The plumbing in the rest room old and tub sinks in in spots We love the pools and care for exterior of buildings people are friendly and helpful. The patio view this time was pool and lake which we enjoyed every day. We would stay again because we got a great price. We’d like to come back. "
The price is AED 446
AED 618 total
includes taxes & fees
23 Feb - 24 Feb
Summer Bay Orlando by Exploria Resorts

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1664)
"Love this place, stay here every time we go to Orlando, which is very often."
The price is AED 731
AED 859 total
includes taxes & fees
3 Feb - 4 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 AED 262 and AED 262 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 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.