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Featured Cottages in Winter Garden

Orlando Lakefront Tiny House Community
The Club House

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (221)
"Perfect for a weekend away; whether it be business or play. Will book again!"
Orlando Lakefront Tiny House Community
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, (22)
"Everything was very clean. Very easy to find. It was enough space for 2 couples for a weekend. The whole property is picture perfect. It was our 1st time in Mt. Dora and we will definitely come back! "
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Outdoor pool

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

9.6 out of 10, Exceptional, (34)
"The place had everything you need for a great stay. All the basics are there. I enjoyed my stay and would stay here again."
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Margarita Porch Paradise
House, Multiple Beds, Patio (Margarita Porch Paradise) | View from room

Margarita Porch Paradise

5.0 star property
10.0 out of 10, Exceptional, (1)
"The house was beautiful and comfortable for our family, we would have stayed longer! The resort is fun, plenty of stores and good restaurants. We will definitely come back. "
Margarita Porch Paradise
1-bedroom cottage just a 13-minute walk to Old Town
Outdoor pool, a heated pool

1-bedroom cottage just a 13-minute walk to Old Town

9.2 out of 10, Wonderful, (120)
"This is a super cute little cottage. It is easily accessible on the property. I saw deer and other wildlife on the property. It was very peaceful and perfect lovation for our trip. "
1-bedroom cottage just a 13-minute walk to Old Town
Mount Dora Cottages
Boating

Mount Dora Cottages

3.0 star property
9.2 out of 10, Wonderful, (205)
"A real Florida home perfect in Everyway for our needs. Nothing negative to say."
The price is NZ$432
includes taxes & fees
24 Nov - 25 Nov
Mount Dora Cottages
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, (118)
"I can see why this stay has excellent reviews! Great location, every amenity you can think of, perfect getaway. Thank you !"
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Vintage Mount Dora Cottage w/ Screened Porch!
Outdoor dining

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!
Davenport Family Home ~ 10 Mi to Animal Kingdom
House (3 Bedrooms) | Private kitchen

Davenport Family Home ~ 10 Mi to Animal Kingdom

3.0 star property
Davenport Family Home ~ 10 Mi to Animal Kingdom
Contemporary Home w/ Hot Tub: 4 Mi to Disney Magic
Terrace/patio

Contemporary Home w/ Hot Tub: 4 Mi to Disney Magic

9.6 out of 10, Exceptional, (27)
"Great place to stay. "
Contemporary Home w/ Hot Tub: 4 Mi to Disney Magic
Private Pool/spa, Free Waterpark, Lazy River!
Outdoor pool

Private Pool/spa, Free Waterpark, Lazy River!

4.0 star property
10.0 out of 10, Exceptional, (4)
"Very comfortable "
Private Pool/spa, Free Waterpark, Lazy River!
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, (13)
"Home is clean & convenient. Bobbi is a very responsive host. If I’m in the area again I’ll stay here. "
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
Exterior

Downtown Winter Garden Cottage ~ 12 Mi to Disney!

9.8 out of 10, Exceptional, (41)
"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!
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Outdoor pool

Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

3.0 star property
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Pool

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
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Terrace/patio

Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome

2.0 star property
10.0 out of 10, Exceptional, (1)
"Super cute place, very clean, large yard."
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Oaktree Cottage in Mount Dora Historic District
Outdoor dining

Oaktree Cottage in Mount Dora Historic District

9.0 out of 10, Wonderful, (2)
"Just the right distance from downtown for peace and quiet. Magical backyard to spend the afternoon and evening. Everything we needed was provided. "
Oaktree Cottage in Mount Dora Historic District
Tiny Hidden Cottage
Fridge, microwave, stovetop, coffee/tea maker

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (23)
"COZY & CLEAN. GREAT PLACE FOR A COUPLE TO GET AWAY FOR A WEEKEND. CLEAN& COMFORTABLE."
The price is NZ$287
includes taxes & fees
24 Dec - 25 Dec
Tiny Hidden 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, (17)
"Extended our stay at Disney and decided to stay off property the one day! Kathryn was a great host!"
The price is NZ$388
includes taxes & fees
24 Nov - 25 Nov
Jedi cottage 4 miles from Disney! Mins from universal!
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
Interior

"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!

10.0 out of 10, Exceptional, (94)
"Whether you've planned a trip to Mount Dora, or are just looking for an interesting trip; this charming home is an ideal place to stay. Located in a quiet residential area, the home is conveniently located in easy walking distance to shops, restaurants and local points of interest. The attentive hosts made check in a breeze and stayed in contact with us to assure we were having the best possible experience. The home is immaculate, and filled with fascinating artwork. "
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
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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Other property types in Winter Garden

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, (8138)
"Friendly staff."
Lake Buena Vista Resort Village & Spa
Seralago Hotel & Suites Main Gate East
2 outdoor pools, a heated pool, pool loungers

Seralago Hotel & Suites Main Gate East

3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is NZ$111
includes taxes & fees
24 Nov - 25 Nov
Seralago Hotel & Suites Main Gate East
The View Studio Suites and Event Venue
Property entrance

The View Studio Suites and Event Venue

3.5 star property
8.6 out of 10, Excellent, (565)
"The rooms were clean and larger than expected. Employees were extremely helpful and professional and the entire building was beautiful and well kept "
The price is NZ$158
includes taxes & fees
24 Nov - 25 Nov
The View Studio Suites and Event Venue
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

How much do cottages in Winter Garden cost?
Prices for cottages in Winter Garden range between NZ$287 and NZ$432 per night. Whatever your budget, you’ll find the perfect place to get reacquainted with nature. 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.
What is there to do in Winter Garden near my cottage?
There are plenty of fantastic things to do in Winter Garden. Head for big attractions like Winter Garden Heritage Museum, Garden Theatre and Carter Family Bowl. Orange County National Golf Club, Resurrection Catholic Church and West Orange Trail also lure many visitors.