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
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 Winter Garden cottages

A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is NT$6,319
NT$15,848 total
includes taxes & fees
Sep 27 - Sep 28
Fire Pit & Yard: Updated Winter Garden Home!
A covered porch with wicker chairs and a ceiling fan.

2. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (42 reviews)
"Accommodations were comfortable, quaint space. Bed was very comfortable. Just beware the shower is very narrow and ceilings low. Not ideal for a taller or bigger person. Nice and close to the downtown area. Would stay here again."
United States
Betty
The price is NT$5,543
NT$6,153 total
includes taxes & fees
Sep 23 - Sep 24
Historic Tremain Cottages
A small, single-story house with a gabled roof and a front porch.

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 NT$6,773
NT$7,518 total
includes taxes & fees
Sep 23 - Sep 24
Mount Dora Cottages
A residential area with multi-story buildings, a well-maintained lawn, and trees with autumn foliage.

4. Th60 - 3BR House Near Disney With Pool Access

Th60 - 3BR House Near Disney With Pool Access
3.0 star property
Orlando
The price is NT$7,200
NT$14,868 total
includes taxes & fees
Sep 24 - Sep 25
Th60 - 3BR House Near Disney With Pool Access
A wooden pier extending into a body of water with a bench at the end.

5. Waterfront Lake Dora Escape w/ Private Dock & Slip

Waterfront Lake Dora Escape w/ Private Dock & Slip
3.0 star property
Tavares
The price is NT$9,621
NT$18,440 total
includes taxes & fees
Sep 28 - Sep 29
Waterfront Lake Dora Escape w/ Private Dock & Slip

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

Upstay Family Home w Cinema, Pool & BBQ Clermont
3.0 star property
Clermont
The price is NT$5,144
NT$13,781 total
includes taxes & fees
Sep 27 - Sep 28
Upstay Family Home w Cinema, Pool & BBQ Clermont
A modern building with a parking lot, a golf cart, and a tree.

7. Mvv7482 - 3BR House Near Disney at Magic Village

Mvv7482 - 3BR House Near Disney at Magic Village
3.0 star property
Kissimmee
Mvv7482 - 3BR House Near Disney at Magic Village
An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

8. Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema

Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
3.0 star property
Kissimmee
The price is NT$5,636
NT$27,215 total
includes taxes & fees
Oct 5 - Oct 6
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
A single-story house with a brick facade, a garage, and a well-maintained lawn.

9. ~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
Indian Ridge
The price is NT$4,572
NT$15,109 total
includes taxes & fees
Oct 6 - Oct 7
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

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

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is NT$3,302
NT$10,420 total
includes taxes & fees
Sep 30 - Oct 1
Family Resort Home w Pool, BBQ & Game Room
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Check in was very quick and simple and the staff was incredibly helpful and kind. The property is massive and gorgeous, a lot of work must go into maintaining it and there is a ton to do on property. We only stayed so we only got to see a small part of it. We ordered room service and everything we had was delicious. We would definitely stay here again."
Kailee 1-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Winter Garden

Winter Garden Cottages information

Number of reviews
254
Accommodation
2275 Cottages
Lowest Price
NT$6,153
Highest Price
NT$27,215

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between NT$6,153 and NT$27,215 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 vacation 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 accommodations 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 travelers' 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.