Search Winter Garden Cottages

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 1536 Cottages in Winter Garden with updated reviews, rates, and availability.

Orlando Lakefront Tiny House Community
The Club House | Individually decorated, individually furnished, laptop workspace
Orlando Lakefront Tiny House Community
4.5 star property
9.4 out of 10, Exceptional, (152)
"Thought we’d try something different for an overnight stay in Orlando and this was pretty cool! "
The price is $81
$164 total
includes taxes & fees
Jun 9 - Jun 10
Orlando Lakefront Tiny House Community
Cottage II
Private kitchen | Fridge, microwave, stovetop, coffee/tea maker
Cottage II
9.4 out of 10, Exceptional, (18)
"It was just my daughter and I in the tiny house. It was clean and easy to check in. The information was easy to follow. The bed was very comfortable. The fresh eggs were a nice touch. Although it was on the same property as the owner’s home, we didn’t see or hear them at all."
The price is $91
$167 total
includes taxes & fees
Jun 17 - Jun 18
Cottage II
Cozy Cottage 3 blocks from town
Dining
Cozy Cottage 3 blocks from town
9.8 out of 10, Exceptional, (7)
"Beautifully decorated and comfortable. The kitchen didn't have a sink and only an electric skillet to make anything. I didn't use the microwave or ice maker. The refrigerator was small. Overall it was very pretty and clean"
Cozy Cottage 3 blocks from town
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beautiful, Modern Home W/private Pool! Near WDW
Miscellaneous
Beautiful, Modern Home W/private Pool! Near WDW
4.0 star property
9.6 out of 10, Exceptional, (8)
"Nice"
Beautiful, Modern Home W/private Pool! Near WDW
Stunning Lakeview Townhome w/ Private Pool!
Outdoor pool
Stunning Lakeview Townhome w/ Private Pool!
4.0 star property
8.0 out of 10, Very Good, (8)
"Perfect location house was just what is described "
Stunning Lakeview Townhome w/ Private Pool!
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
Pool
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
10.0 out of 10, Exceptional, (10)
"I loved my stay! Quiet, clean, close to everything and in a great setting. Pool and area were a great bonus as well. I am an avid cyclist and this put me in the heart of cycling country right out my front door. Five stars all the way!!!"
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
TV, books
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
10.0 out of 10, Exceptional, (111)
"It was as described. Good communication with owner. It was quiet, peaceful but close to everything we wanted to see. Very clean, well stocked."
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Mount Dora Pet friendly cottage with Fenced Yard in Historic downtown
Outdoor dining
Mount Dora Pet friendly cottage with Fenced Yard in Historic downtown
9.6 out of 10, Exceptional, (23)
"Very pleasant stay and spent much more time inside than planned because of the season's first heat wave. Quiet street but close to everything."
Mount Dora Pet friendly cottage with Fenced Yard in Historic downtown
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Interior
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
Downtown Mount Dora Cottage: Walk to Everything!
Fridge, microwave, stovetop, dishwasher
Downtown Mount Dora Cottage: Walk to Everything!
10.0 out of 10, Exceptional, (97)
"The house was perfect for our family. Could walk easily into downtown. Very safe neighborhood. Easy checkin and checkout."
Downtown Mount Dora Cottage: Walk to Everything!
4 miles from Disney 4 Star Resort! Location Location ! The Hidden Gem Cottage !
Property grounds
4 miles from Disney 4 Star Resort! Location Location ! The Hidden Gem Cottage !
10.0 out of 10, Exceptional, (10)
"Near all the attractions and anything that you want or need."
4 miles from Disney 4 Star Resort! Location Location ! The Hidden Gem Cottage !
Jedi cottage 4 miles from Disney! Mins from universal!
Fridge, microwave, oven, stovetop
Jedi cottage 4 miles from Disney! Mins from universal!
10.0 out of 10, Exceptional, (12)
"Nice little place good for two people. Convenient to just about everything- shopping, dining, parks, etc. Check in was easy. No need to contact owner during stay."
The price is $85
$229 total
includes taxes & fees
Jun 8 - Jun 9
Jedi cottage 4 miles from Disney! Mins from universal!
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
Interior
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
10.0 out of 10, Exceptional, (98)
"Lovely cottage beyond expectations."
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
Historic Tremain Cottages
Front of property
Historic Tremain Cottages
4.5 star property
8.2 out of 10, Very Good, (25)
"I've stayed here before in the Garden Cottage and it's a cute and charming place to stay. It's nice that there's a kitchen with the basic necessities and a lovely screened front porch to sit and relax. It's a great location close to downtown restaurants and shops. I would happily stay here again."
The price is $191
$212 total
includes taxes & fees
Jun 11 - Jun 12
Historic Tremain Cottages
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Fridge, microwave, stovetop, coffee/tea maker
Quaint & Dreamy Mt Dora Cottage: Close to Lake
9.4 out of 10, Exceptional, (20)
"This cottage was perfect for three adults who came for a girls weekend. We used the pull out which was comfortable. The unit is nicely appointed with everything we needed (we did not cook) and the location is a one mile walk to town."
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Private Pool/spa, Free Waterpark, Lazy River!
Miscellaneous
Private Pool/spa, Free Waterpark, Lazy River!
4.0 star property
10.0 out of 10, Exceptional, (3)
"Very comfortable "
Private Pool/spa, Free Waterpark, Lazy River!
Enchanted Cottage with Pool and Mini-Golf Near Disney
Fridge, microwave, oven, stovetop
Enchanted Cottage with Pool and Mini-Golf Near Disney
9.4 out of 10, Exceptional, (11)
"We really enjoyed our stay there! The place is very cozy and nice and the neighborhood is seems very save with a security. Loved our stay and we highly recommend it! :)"
Enchanted Cottage with Pool and Mini-Golf Near Disney
Large Villa W/private Pool & Game Room! Waterpark
Miscellaneous
Large Villa W/private Pool & Game Room! Waterpark
3.5 star property
10.0 out of 10, Exceptional, (6)
"Very nice house and offers lots of space. The only thing is that the washer was not working which prevent us from washing our cloth."
Large Villa W/private Pool & Game Room! Waterpark
July 4th 1 bedroom Guest House with Private pool & WiFi Lake May, Florida
Property grounds
July 4th 1 bedroom Guest House with Private pool & WiFi Lake May, Florida
9.8 out of 10, Exceptional, (19)
"Very clean and perfect for our needs. I would definitely book again."
July 4th 1 bedroom Guest House with Private pool & WiFi Lake May, Florida
Vintage Mount Dora Cottage w/ Screened Porch!
Property grounds
Vintage Mount Dora Cottage w/ Screened Porch!
10.0 out of 10, Exceptional, (4)
"Nice airy house close to downtown Mt. Dora."
Vintage Mount Dora Cottage w/ Screened Porch!
Don't see what you're looking for?
See all available properties in Winter Garden
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.

Other property types in Winter Garden

Avanti International Resort
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2162)
"Everything good, excellent location."
The price is $93
$121 total
includes taxes & fees
Jun 11 - Jun 12
Avanti International Resort
Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very Good, (7316)
"Spacious room"
The price is $176
$224 total
includes taxes & fees
Jun 9 - Jun 10
Lake Buena Vista Resort Village & Spa
Hyatt Regency Orlando International Airport
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4901)
"We received from the bellboy the wrong information about the shuttle time and the logistic on how to get to our terminal. We had to wait almos 45 minutes for a shuttle. Nobody helped us with our luggage. Also he told us that someone was going to call us early to wake us up but nobody did it. Our flight was very early. Please make sure all the employees have the right information for guests. Thanks "
The price is $209
$235 total
includes taxes & fees
Jun 30 - Jul 1
Hyatt Regency Orlando International Airport
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.

Winter Garden Cottages information

Number of reviews
610
Accommodation
1536 Cottages
Lowest Price
$81
Highest Price
$191

Frequently asked questions

How much do cottages in Winter Garden cost?
Rates for cottages in Winter Garden range between $81 and $191 per night. No matter your budget, you’re sure to find a perfect place to reconnect with nature. This price was 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 wonderful cottages in Winter Garden, so get set for a memorable vacation on nature’s doorstep. If you have a fixed budget, choose how much you’d like to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with free WiFi or a kitchen. We’ll help you find a suitable place whatever your plans or bank balance.
How can I find cheap cottages in Winter Garden?
Expedia is here to help you locate cheap cottages in Winter Garden. To book your dream stay in a couple of quick clicks, simply use the filter tool to tailor your search results by budget, star rating and amenities.
What is there to do in Winter Garden near my cottage?
No matter your tastes or interests, Winter Garden has tons to keep you on the move. The Wizarding World of Harry Potter™, Winter Garden Heritage Museum and Garden Theatre are on many travelers’ agendas. Don’t miss Museum of the Apopkans, The Woods Laser Tag and Carter Family Bowl either. With Expedia’s Winter Garden hotel deals, you can discover more fantastic attractions like these with the cash you save.

Recent reviews of Winter Garden hotels
Expedia verified reviews

Avanti International Resort

Avanti International Resort

5/5 Excellent
"Everything good, excellent location."
A verified traveler from Toa baja stayed at Avanti International Resort
Posted 11 hours ago
Avanti International Resort