A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Winter Garden cottages

House (2 Bedrooms) | Interior

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is 5.632.052 ₫
14.304.096 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Fire Pit & Yard: Updated Winter Garden Home!
The Garden, Pet Friendly | Terrace/patio

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is 4.305.677 ₫
4.779.301 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Historic Tremain Cottages
House (3 Bedrooms) | Interior

Golf, Dine & Unwind Poolside! Haines City Getaway

Golf, Dine & Unwind Poolside! Haines City Getaway
3.0 star property
Haines City
The price is 4.342.470 ₫
11.984.954 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Golf, Dine & Unwind Poolside! Haines City Getaway
Front of property

Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (211 reviews)
"Perfect spot"
United States
PATRICIA
The price is 5.613.629 ₫
6.231.049 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Mount Dora Cottages
House (3 Bedrooms) | Interior

Oasis Near Disney w Golf View, Family&pet Friendly

Oasis Near Disney w Golf View, Family&pet Friendly
3.0 star property
Reunion
The price is 2.105.440 ₫
9.349.469 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Oasis Near Disney w Golf View, Family&pet Friendly
House (4 Bedrooms) | Interior

Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is 3.473.976 ₫
9.461.847 ₫ total
includes taxes & fees
24 Jun - 25 Jun
Family Resort Home w Pool, BBQ & Game Room
House (3 Bedrooms) | Interior

Davenport Basecamp! 3BR Family Home w/ Patio

Davenport Basecamp! 3BR Family Home w/ Patio
3.0 star property
Davenport
The price is 3.710.838 ₫
8.843.638 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Davenport Basecamp! 3BR Family Home w/ Patio
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 Winter Garden Hotel Reviews

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

10/10 Excellent
"The rooms were very clean, staff was friendly, and good breakfast (loved their gluten free options). My only issue was that the hotel shuttle to DisneyWorld had to be reserved 24hours ahead of departure time which was 7:45am, however when check-in is at 4pm it’s impossible to reserve a spot for the shuttle for the following day. I checked in and scanned the QR code to reserve the shuttle and there was no spots available. I also called the day before to confirm info online about the shuttle to Disney and was not told that I had to reserve 24hours in advance."
Maria 3-night trip
Posted less than an hour ago
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Find out more about Winter Garden

Winter Garden Cottages information

Number of reviews
248
Accommodation
2152 Cottages
Lowest Price
4.779.301 ₫
Highest Price
14.304.096 ₫

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between 4.779.301 ₫ and 14.304.096 ₫ per night. These stays offer a chance to get reacquainted 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.
Why book your cottage in Winter Garden with Expedia?
Expedia has some great cottages in Winter Garden, so get ready for a memorable holiday on nature's doorstep. If you're sticking to a budget, select how much you'd like to spend and the preferred star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right fit whatever your bank balance or plans.
How can I find cheap cottages in Winter Garden?
With Expedia's convenient filter tool, scoring cheap cottages in Winter Garden has never been simpler. To discover accommodation that'll make your wallet happy, fine-tune your search results by budget, star rating and amenities.
What is there to do in Winter Garden near my cottage?
Whatever you're into, Winter Garden has plenty of things to keep you on the go. Orange County National Golf Club, Resurrection Catholic Church and West Orange Trail are on many travellers' agendas. Don't forget to explore Winter Garden Art Association, Winter Garden Heritage Museum and Oakland Nature Preserve either. With Expedia's Winter Garden hotel deals, you'll be able to see more renowned attractions like these with the cash you save.