Search Cottages in Winter Haven

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Compare 1443 Cottages in Winter Haven with updated reviews, rates, and availability.

Lake Ida Beach Resort

3.0 star property
7.6 out of 10, Good, (161)
"Surroundings nice. I like the individual units. Once I figured out how to turn things on, very acomodating. Thanks"
The price is AED 270
AED 302 total
includes taxes & fees
23 Dec - 24 Dec
Lake Ida Beach Resort

Enchanted Cottage with Pool and Mini-Golf Near Disney

9.6 out of 10, Exceptional, (14)
"This location was perfect for me and my two dogs. "
Enchanted Cottage with Pool and Mini-Golf Near Disney

Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney

10.0 out of 10, Exceptional, (33)
"My wife and I had a blessed 3-Day Thanksgiving holiday at the cottage."
Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney

Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly

10.0 out of 10, Exceptional, (3)
"SO nice that each couple had a queen or king sized bed and each bedroom had its own bathroom. Hot tub was a huge bonus after long days on your feet at the theme parks. Very nice house in a beautiful area convenient to the Disney parks."
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly

Up to Scale With Margaritas

3.0 star property
8.4 out of 10, Very Good, (5)
"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

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!

8000 Lost Shaker Lane

3.0 star property
9.6 out of 10, Exceptional, (5)
"Lots of room , beautifully decorated. Close to everything we needed for the weekend . "
The price is AED 2,013
AED 3,316 total
includes taxes & fees
28 Dec - 29 Dec
8000 Lost Shaker Lane

Davenport Family Home ~ 10 Mi to Animal Kingdom

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect two day stay for us … close to everything we n ended it to be. "
Davenport Family Home ~ 10 Mi to Animal Kingdom

Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

3.0 star property
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

3.0 star property
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

Parkside Serenity by Avantstay Private Pool!

3.0 star property
Parkside Serenity by Avantstay Private Pool!

Lakeland Cottage w/ Pool Access + Screened Porch!

Lakeland Cottage w/ Pool Access + Screened Porch!

1-bedroom cottage just a 13-minute walk to Old Town

9.2 out of 10, Wonderful, (122)
"Ideal location for central Fl the parks Well kept grounds and lots of other units of similar type "
1-bedroom cottage just a 13-minute walk to Old Town

4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!

10.0 out of 10, Exceptional, (21)
"My friend and I came down to FL for the AKC agility invitationals. I was competing with my dog and she drove her down and tagged along at the event. We really didn't stay in the place much, but it was beautiful there! Very Quiet. Ivonne was great, checking in on us and making sure we had everything we needed. Would definitely stay again. "
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!

Elegant + Spacious Kissimmee Vacation Rental Home!

3.0 star property
8.0 out of 10, Very Good, (1)
"Communication on the property was excellent. Comfortable"
Elegant + Spacious Kissimmee Vacation Rental Home!

6 Br / 4,5 Bath + Pool/Spa + Game Room / Less than 4 miles from Disney

9.6 out of 10, Exceptional, (7)
"Excellent property for a Florida holiday base. Will be staying again in the future"
6 Br / 4,5 Bath + Pool/Spa + Game Room / Less than 4 miles from 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!

Mulberry Garden Cottage

9.0 out of 10, Wonderful, (18)
"I stayed in the cottage for 2 weeks until my wife was able to secure a rental home for our move to Florida from Pennsylvania. I felt welcomed and at home. I would recommend this VRBO to anyone wanting a home away from home!"
The price is AED 286
AED 579 total
includes taxes & fees
26 Dec - 27 Dec
Mulberry Garden Cottage

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (9)
"Nice and relaxing quiet neighborhood "
Townhome Splash Pool BBQ Free Water Park!

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!
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 Winter Haven

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5043)
"As seniors we much enjoyed our time there because of the above. Our room was very clean. The appliances were dated. Dishwasher leaked all over the floor and had to be replaced which was an inconvenience because it took up 3 hours of our time. Stove and fridge were older and probably should be replaced as well. Wished there was a full length mirror somewhere in condo so we could look at ourselves before we headed out. Thank you"
The price is AED 446
AED 618 total
includes taxes & fees
5 Jan - 6 January 2025
Summer Bay Orlando by Exploria Resorts

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1115)
"The house was great. The hotel & pool were also great. The check in was my only complaint, I went to rentyl desk like I was emailed to do, they sent me to another check in. The guy at that check in had us wait & got another guy to check us in. The guy who checked us in mumbled & acted as though we were bothering him. He did not give us any extra info on hotel or activities. We asked about our complementary rum punch but he said it was over for the day. "
Margaritaville Resort Orlando Cottages by Rentyl

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1401)
"El hotel está en un lugar muy bueno bien cerca de los parques , el hotel está muy limpio con muchas condiciones muy limpio y un muy buen precio "
Vacation Village at Parkway
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 Winter Haven cost?
Cottages in Winter Haven range between AED 270 and AED 2,013 per night. These retreats offer a chance to touch base with nature — at a price you can afford. 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 Winter Haven?
Pack your suitcases and choose from 1443 cottages in Winter Haven. Dreaming of a place where you can immerse yourself in nature? Expedia can help you find the ideal getaway in a few easy clicks.
Why book your cottage in Winter Haven with Expedia?
We think that traveling should be easy, so if you’re seeking cottages in Winter Haven at a competitive price, Expedia has you covered. Keep costs down and choose an inexpensive option far away from the hustle and bustle, or book an upmarket cottage to pamper your loved ones.
How can I find cheap cottages in Winter Haven?
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