Search Winter Garden Cottage Rentals from CA $111

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Winter Garden Cottages

Orlando Lakefront Tiny House Community
The Club House
Orlando Lakefront Tiny House Community
4.5 star property
9.2 out of 10, Wonderful, (159)
"We absolutely loved this tiny home and the area! Next time we will be staying longer!!"
The price is CA $111
CA $226 total
includes taxes & fees
Jun 23 - Jun 24
Orlando Lakefront Tiny House Community
Cottage II
Private kitchen
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 CA $125
CA $229 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, (8)
"The property was spotless and well maintained. The yard is beautiful. Enjoyed being so close to downtown. A very good trip & would return again."
Cozy Cottage 3 blocks from town
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 Tiny Home
Property grounds
4 miles from Disney 4 Star Resort! Location Location ! The Hidden Gem Tiny Home
10.0 out of 10, Exceptional, (11)
"This was the perfect place to stay at for me, my husband, and our friend. It's a very cute place and was comfortable for us. Ivonne was easy to get ahold of if I had any questions and was so nice. The pool is literally right behind the place, so it was a quick walk to the pool. And the neighborhood is so nice and quiet. I highly recommend this place. You won't be disappointed!"
4 miles from Disney 4 Star Resort! Location Location ! The Hidden Gem Tiny Home
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 CA $117
CA $314 total
includes taxes & fees
Jul 8 - Jul 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 CA $244
CA $271 total
includes taxes & fees
Jul 8 - Jul 9
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
9.8 out of 10, Exceptional, (7)
"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
1 bedroom Guest House with Private pool & WiFi Disney Orlando, Florida
Property grounds
1 bedroom Guest House with Private pool & WiFi Disney Orlando, Florida
9.8 out of 10, Exceptional, (19)
"Very clean and perfect for our needs. I would definitely book again."
1 bedroom Guest House with Private pool & WiFi Disney Orlando, Florida
Vintage Mount Dora Cottage w/ Screened Porch!
Property grounds
Vintage Mount Dora Cottage w/ Screened Porch!
10.0 out of 10, Exceptional, (5)
"It was a beautifully restored 1950s cottage on a quiet tree lined street several blocks from downtown Mt. Dora. Our host was very attentive to our needs and shared the history of the area. We were very comfortable in the house and plan to return."
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, (2208)
"The hotel grounds are beautiful. The pool is gorgeous. Traveled here for a business trip for overnight. The a/c could have been better, but it was okay. Did not contact front desk as it was cool enough, but I was thankful that I brought a cooling sheet from home. The shower was not good. The pressure SUCKED!! The shower only had a glass panel right next to the shower head (rainfall, not my preference) and water got all over the bathroom floor. I would suggest either a shower curtain or a...
The price is CA $102
CA $138 total
includes taxes & fees
Jul 14 - Jul 15
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, (7377)
"Great Place to stay"
The price is CA $228
CA $293 total
includes taxes & fees
Jun 23 - Jun 24
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, (4940)
"Very quick, friendly and polite. Very happy with the room as well too. "
The price is CA $245
CA $275 total
includes taxes & fees
Jul 3 - Jul 4
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
644
Accommodation
1542 Cottages
Lowest Price
CA $111
Highest Price
CA $244

Recent Reviews in Winter Garden
Expedia verified reviews

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel

5/5 Excellent
"Stayed here four nights. Not bad at all. Would consider going back in the future."
A verified traveller stayed at Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Posted 18 hours ago
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel