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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winter Garden cottages

House (2 Bedrooms) | Interior

1. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is ฿6,588
฿16,523 total
includes taxes & fees
25 Aug - 26 Aug
Fire Pit & Yard: Updated Winter Garden Home!
The Garden, Pet Friendly | Terrace/patio

2. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (39 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is ฿5,416
฿6,012 total
includes taxes & fees
17 Aug - 18 Aug
Historic Tremain Cottages
Front of property

3. Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (212 reviews)
"Perfect spot"
United States
PATRICIA
The price is ฿7,061
฿7,838 total
includes taxes & fees
16 Aug - 17 Aug
Mount Dora Cottages
House (2 Bedrooms) | Interior

4. Mount Dora Home: Private Pool, Spa & Tropical Bar!

Mount Dora Home: Private Pool, Spa & Tropical Bar!
3.0 star property
Mount Dora
6.0 out of 10, (1 review)
The price is ฿5,110
฿11,303 total
includes taxes & fees
16 Aug - 17 Aug
Mount Dora Home: Private Pool, Spa & Tropical Bar!
House (4 Bedrooms) | Interior

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

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is ฿3,443
฿10,864 total
includes taxes & fees
23 Aug - 24 Aug
Family Resort Home w Pool, BBQ & Game Room
House (3 Bedrooms) | Interior

6. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is ฿2,437
฿12,427 total
includes taxes & fees
16 Aug - 17 Aug
Serenity - Family & Pet Friendly, Amazing Location
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
"We enjoy staying at this property. We accidentally left a jacket & a pullover in the closet in the room when we checked out. We realized it before leaving & we were able to get the items from housekeeping. Thank you to the gentleman who helped me track down the items, I really appreciated his professionalism & quickness in getting our items back."
Lisa 2-night trip
Posted 2 hours 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
212
Accommodation
2199 Cottages
Lowest Price
฿6,012
Highest Price
฿16,523

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between ฿6,012 and ฿16,523 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.