Search Winter Garden Cottages

Compare 1541 Cottages in Winter Garden with updated reviews, rates, and availability.

The Club House | Individually decorated, individually furnished, laptop workspace
Orlando Lakefront Tiny House Community
4.5 star property
9.2 out of 10, Wonderful, (143)
"If you love Tiny Homes!!! This is the place. Management is phenomenal. Great communication and helpful. We stayed in The View. Loved it. Big window facing the Lake. Peaceful Cant wait to go BACK!!"
The price is $77
$159 total
includes taxes & fees
Jun 4 - Jun 5
Orlando Lakefront Tiny House Community
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
Boating
Mount Dora Cottages
3.0 star property
9.2 out of 10, Wonderful, (204)
"Our family loved this place and the neighborhood is perfect for a quiet afternoon. "
The price is $207
$230 total
includes taxes & fees
Jun 5 - Jun 6
Mount Dora Cottages
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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!
TV, books
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
10.0 out of 10, Exceptional, (110)
"This cottage is one of the cleanest I’ve ever been in, it has everything in it and it’s all comfortable. We enjoyed A real relaxing time. Wood recommended or anybody who likes to relaxrelax and enjoy being in Mount Dora."
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Private kitchen | Fridge, microwave, stovetop, coffee/tea maker
Cottage II
9.2 out of 10, Wonderful, (17)
"It was a bit tricky to find as it is on a side road not the actual address of the main house but mission accomplished-I found it. I was happy to off the busy main road. I found everything easily and enjoyed my stay. I never saw the host or had any communication other than via email thru VRBO. I would recommend this as it was very well appointed and clean."
The price is $97
$173 total
includes taxes & fees
May 28 - May 29
Cottage II
Miscellaneous
Private Pool/spa, Free Waterpark, Lazy River!
4.0 star property
10.0 out of 10, Exceptional, (2)
"Great home! Clean! Had every item in the home for comfortable living! Although I didn’t pay for pool heating I wanted to jump in on a cold day it was so clean and beautiful ! "
Private Pool/spa, Free Waterpark, Lazy River!
Exterior
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
9.8 out of 10, Exceptional, (39)
"Very comfortable beds. Kitchen well equipped. Nice front porch to sit on. Walking distance to shops & restaurants in downtown Winter Garden. Would definitely recommend."
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
Miscellaneous
Private Pool Home W/themed Rooms+ Free Water Park!
4.0 star property
9.0 out of 10, Wonderful, (6)
"I love everything about it highly recommend "
Private Pool Home W/themed Rooms+ Free Water Park!
Property grounds
Cozy Lake Front Cottage
10.0 out of 10, Exceptional, (6)
"When you need a quiet and peaceful getaway, this little cottage can give you a shelter from life’s chaos. Spotlessly clean, a view of a private lake teaming with wildlife. Peace and quiet from the overwhelming noise of our growing dense population. The owners are a sweet couple who will invite you to a fire to watch a sunset with them. We only stayed two nights but that was all we needed to catch our breath and reset. The little barnyard full of chickens, turkeys and geese was a special treat....
The price is $175
$314 total
includes taxes & fees
Jun 2 - Jun 3
Cozy Lake Front Cottage
Exterior
Emerald Island-ru122
3.0 star property
2.0 out of 10, (1)
Emerald Island-ru122
Miscellaneous
3000 Latitude Lane
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great stay!"
3000 Latitude Lane
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
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 !
Property grounds
Up to Scale at Margaritaville
5.0 star property
10.0 out of 10, Exceptional, (1)
"Otima experiência. Localização excelente. Facil acesso aos parques da Disney. Proxima a supermercados, restaurantes, e lojas. A casa é muito congortavel e o Check in e check out muito faceis de realizar. Retornaremos com certeza."
Up to Scale at Margaritaville
Miscellaneous
Beautiful, Modern Home W/private Pool! Near WDW
4.0 star property
9.6 out of 10, Exceptional, (7)
"Well appointed but some amenities are damaged, needs to have overhaul to repair some areas zz"
Beautiful, Modern Home W/private Pool! Near WDW
Miscellaneous
Villa w/ Private Pool & Free Resort Access!
4.5 star property
9.6 out of 10, Exceptional, (5)
"Place was absolutely beautiful! Exceeded our expectations. My family enjoyed every moment of our visit. I would definitely recommend."
Villa w/ Private Pool & Free Resort Access!
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!"
Fridge, microwave, stovetop, coffee/tea maker
Quaint & Dreamy Mt Dora Cottage: Close to Lake
9.4 out of 10, Exceptional, (19)
"The cottage (actually an apartment to the rear of the main house) was clean, uniquely decorated and comfortable. It worked out great for two couples. It was really nice to have the kitchenette. We had questions a couple times and Frank responded quickly. The only thing that is a tad misleading is the price per night. Definitely check the figure that includes the fees (housekeeping and booking) which in our case doubled the amount. That being said, it was still a good value. We would stay here...
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Interior
"THE FISHERMAN'S COTTAGE" - Historic District - Mount Dora DESTINATION Cottage!
10.0 out of 10, Exceptional, (87)
"We both absolutely loved cottage! We will definitely book again. It was beautifully renovated, and very comfortable with everything we needed and more."
"THE FISHERMAN'S COTTAGE" - Historic District - Mount Dora DESTINATION Cottage!
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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

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, (7243)
"Warm reception. They have a convenience store we grabbed a few missing items. I felt safe walking around."
The price is $176
$224 total
includes taxes & fees
May 28 - May 29
Lake Buena Vista Resort Village & Spa
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2110)
"Was a pleasure my stay at Avanti, close to everything, the most clean hotel that I stayed in Orlando so far. And the smell at the reception it’s wonderful ! Good job guys 👏👏👏👏👏"
The price is $76
$102 total
includes taxes & fees
Jun 6 - Jun 7
Avanti International Resort
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4860)
"Enjoyed some well needed rest! Everyone was wonderful!"
The price is $189
$213 total
includes taxes & fees
May 28 - May 29
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
756
Accommodation
1541 Cottages
Lowest Price
$77
Highest Price
$186

Frequently asked questions

How much do cottages in Winter Garden cost?
Rates for cottages in Winter Garden range between $77 and $186 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
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