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
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

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 ₹23,141
₹52,353 total
includes taxes & fees
19 Jul - 20 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 ₹14,080
₹15,629 total
includes taxes & fees
20 Jul - 21 Jul
Historic Tremain Cottages
House (2 Bedrooms) | Interior

Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
3.0 star property
Rosemont
10.0 out of 10, Exceptional, (2 reviews)
"The house was well supplied with amenities, family friendly and it was very fun to use the pool and games. There’s a super Walmart and other shops close by."
United States
Jennifer
The price is ₹15,777
₹51,511 total
includes taxes & fees
29 Jul - 30 Jul
Chic Orlando Family Getaway w/ Fenced Yard!
Front of property

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 ₹20,397
₹22,640 total
includes taxes & fees
16 Jul - 17 Jul
Mount Dora Cottages
House (4 Bedrooms) | Interior

8 Mi to Disney World: Home w/ Lanai + Game Room!

8 Mi to Disney World: Home w/ Lanai + Game Room!
3.0 star property
Eagle Pointe South
The price is ₹14,430
₹41,089 total
includes taxes & fees
17 Jul - 18 Jul
8 Mi to Disney World: Home w/ Lanai + Game Room!
House (6 Bedrooms) | Interior

Upstay Spacious Home w Private Pool & Hot Tub

Upstay Spacious Home w Private Pool & Hot Tub
3.0 star property
Solana
The price is ₹12,663
₹44,244 total
includes taxes & fees
16 Jul - 17 Jul
Upstay Spacious Home w Private Pool & Hot Tub
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 ₹8,466
₹35,049 total
includes taxes & fees
20 Jul - 21 Jul
Oasis Near Disney w Golf View, Family&pet Friendly
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

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

8/10 Good
"I like the location, closed to target, restaurants and Magic Kingdom. Two things we aren’t happy, is our TV didn’t work at all for 4 days. Did notify the front desk but nothing was done. Second, shuttle to theme park was only offer 7:20 am only."
Jenny 3-night trip
Posted 1 hour ago
Home2 Suites by Hilton Orlando at Flamingo Crossings

Find out more about Winter Garden

Winter Garden Cottages information

Number of reviews
251
Accommodation
2196 Cottages
Lowest Price
₹15,629
Highest Price
₹52,353

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between ₹15,629 and ₹52,353 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.