A sunset over a lake with swans, lotus plants, and buildings in the background.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Lakeland cottages

A residential neighborhood with two houses, a driveway, and a lawn.

1. Walkable Dixieland District Gem With Yard

Walkable Dixieland District Gem With Yard
2.0 star property
Dixieland
The price is CA $178
CA $393 total
includes taxes & fees
Sep 27 - Sep 28
Walkable Dixieland District Gem With Yard
A small, single-story house with a porch, surrounded by a well-maintained lawn and a gravel path leading to the entrance.

2. Peaceful 2-bedroom Tiny House with private parking lot in charming Lakeland

Peaceful 2-bedroom Tiny House with private parking lot in charming Lakeland
Lakeland
The price is CA $172
CA $324 total
includes taxes & fees
Oct 3 - Oct 4
Peaceful 2-bedroom Tiny House with private parking lot in charming Lakeland
A modern two-story house with a brick foundation, large windows, and a covered porch.

3. Modern Lakeland Golf Retreat w/ Putting Green

Modern Lakeland Golf Retreat w/ Putting Green
3.0 star property
Lake Hollingsworth
10.0 out of 10, Exceptional, (1 review)
The price is CA $255
CA $593 total
includes taxes & fees
Oct 13 - Oct 14
Modern Lakeland Golf Retreat w/ Putting Green
A small, single-story house with a gray roof and white siding, featuring two white plastic chairs outside.

4. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (197 reviews)
"Clean room and private area loved it"
United States
Heather
The price is CA $86
CA $97 total
includes taxes & fees
Oct 13 - Oct 14
Lake Ida Beach Resort
A wooden deck with outdoor seating, a shed, and a view of the surrounding landscape.

5. Lakefront Tiny Cottage 4 Miles to LEGOLAND.

Lakefront Tiny Cottage 4 Miles to LEGOLAND.
winter have
9.0 out of 10, Wonderful, (42 reviews)
"Awesome location, very nice"
United States
Kyle P.
The price is CA $99
CA $210 total
includes taxes & fees
Sep 27 - Sep 28
Lakefront Tiny Cottage 4 Miles to LEGOLAND.
A covered porch with two wooden chairs and a bench, overlooking a road and a body of water.

6. Lakefront Retreat on Lake Ariana w/ EV Charger

Lakefront Retreat on Lake Ariana w/ EV Charger
3.0 star property
Auburndale
8.0 out of 10, Very good, (1 review)
"This house has beautiful views of Lake Ariana and you can walk to old town and access the lake easily. The house is an old classic central Florida house with some quirks, but had room for family and entertaining. Auburndale beautiful and was a great place to visit and had quick access to highways. "
United States
Katrina
The price is CA $163
CA $473 total
includes taxes & fees
Sep 27 - Sep 28
Lakefront Retreat on Lake Ariana w/ EV Charger
A residential property with a brick pathway, a white house with a red chimney, and various trees and shrubs.

7. Charming Lakeside Cottage

Charming Lakeside Cottage
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"Very nice property. The cottage was very clean and well laid out. Recommend 10/10"
United States
Ron O.
The price is CA $121
CA $243 total
includes taxes & fees
Oct 5 - Oct 6
Charming Lakeside Cottage
A single-story house with a front porch, a garage, and a small backyard.

8. Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
9.2 out of 10, Wonderful, (7 reviews)
"Wonderful little cottage filled with fun for the whole family. Cozy backyard to enjoy some sunshine and read a book. Close to downtown shops and restaurants. Owners were quick to respond to questions. Would happily stay here again."
United States
Rachel B.
The price is CA $163
CA $396 total
includes taxes & fees
Sep 27 - Sep 28
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
A small cabin with a porch and a garage, surrounded by trees and a clear sky.

9. Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney

Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
Davenport
6.8 out of 10, (3 reviews)
"Needs some upgrades. The bed was a full size, very small for a couple, should really think of upgrading to a king. Pans were old and could use replacing. Bugs and ants constant. Shower was small. Very small tv. Stovetop had missing nob and was difficult to operate. Definitely needs upgrading, left a day early, didn’t feel comfortable there. "
United States
Rebecca F.
The price is CA $101
CA $220 total
includes taxes & fees
Sep 27 - Sep 28
Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
A two-story building with a blue exterior, a front porch, and a visible garage door.

10. Lakeside Escape, 2BR 1 BA, Cozy Lux Cottage near Disney, Universal and Legoland

Lakeside Escape, 2BR 1 BA, Cozy Lux Cottage near Disney, Universal and Legoland
Lake Hamilton
The price is CA $162
CA $364 total
includes taxes & fees
Oct 2 - Oct 3
Lakeside Escape, 2BR 1 BA, Cozy Lux Cottage near Disney, Universal and Legoland
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

11. Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is CA $147
CA $464 total
includes taxes & fees
Sep 30 - Oct 1
Family Resort Home w Pool, BBQ & Game Room
A wooden cabin with a porch, number 108, surrounded by trees and decorated with string lights and ghost figures.

12. Cozy Cabin Near Busch Gardens BBQ POOL Sleeps 6

Cozy Cabin Near Busch Gardens BBQ POOL Sleeps 6
Thonotosassa
10.0 out of 10, Exceptional, (1 review)
"It was a very cute cozy place highly recommended."
United States
Angela
The price is CA $113
CA $271 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Cabin Near Busch Gardens BBQ POOL Sleeps 6
A two-story house with a front porch, a garage, and a well-maintained lawn.

13. Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
3.0 star property
Florence Villa
10.0 out of 10, Exceptional, (3 reviews)
"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."
United States
John
The price is CA $233
CA $571 total
includes taxes & fees
Sep 27 - Sep 28
Hook, Line & Leisure: Lakefront Gem w/ Porch!

14. Upstay Family Home w Cinema, Pool & BBQ Clermont

Upstay Family Home w Cinema, Pool & BBQ Clermont
3.0 star property
Clermont
The price is CA $204
CA $586 total
includes taxes & fees
Sep 27 - Sep 28
Upstay Family Home w Cinema, Pool & BBQ Clermont
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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Top Lakeland Hotel Reviews

Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland

8/10 Good
"I reserved the room with the king and queen bed for my son and his family. The pictures shown are correct. The hotel had been renovated in 2025. Room was clean and comfortable. The price was right for the reserved room at the time of reservation. Staff was helpful since the room was in my name and they also provided extra room keys for the rest of my family. There were a couple of times we had to replace the key cards because the magnetic strip on the cards had worn out, but the staff was gracious to replace the cards whenever needed. The elevators were close to the front desk area. Signs noted as non smoking hotel. Pool was used and very clean. We were on the 2nd floor and it was very quiet. The hotel was also in walking distance to an applebees and cracker barrel and a wendy's across the street. There were other more expensive hotels either next to or close by. IF you are looking for no frills but has the accommodations you are wanting, then this hotel works well. Easy on and off to the interstate as well as to the area where there are more shops, restaurants and mall."
Chris 3-night trip
Posted 2 hours ago
Days Inn & Suites by Wyndham Lakeland

Find out more about Lakeland

Lakeland Cottages information

Number of reviews
55
Accommodation
41 Cottages
Lowest Price
CA $97
Highest Price
CA $593

Frequently asked questions

How much do cottages in Lakeland cost?
Expect to pay between CA $97 and CA $593 per night for cottages in Lakeland. Whatever your budget, an ideal stay is just clicks away on Expedia. 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.
Why book your cottage in Lakeland with Expedia?
Expedia has some superb cottages in Lakeland, so get set for an unforgettable vacay on nature's doorstep. If you have a certain budget, select how much you want to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect pad whatever your escape looks like.
How can I find cheap cottages in Lakeland?
Expedia can help you track down cheap cottages in Lakeland. To reserve your dream stay in just a few keystrokes, try out our convenient filter tool to refine your search by amenities, budget and star rating.
What is there to do in Lakeland near my cottage?
Lakeland has enough sights and experiences to keep you occupied for weeks, beginning with Polk Museum of Art. RP Funding Center, Lakeside Village and Publix Field at Joker Marchant Stadium are other impressive attractions. If you're sticking around a while, Sun N Fun Air Museum and The Circle B Bar Reserve are nice final touches to your itinerary.

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