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Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 1645 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

3.0 star property
9.4 out of 10, Exceptional, (275)
"The property was in great shape, safe and clean. Highly recommended. "
The price is SAR 286
SAR 596 total
includes taxes & fees
18 Mar - 19 Mar
Orlando Lakefront Tiny House Community
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
2 bedrooms, in-room safe, desk, iron/ironing board

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

10.0 out of 10, Exceptional, (11)
"Very inviting and cozy cottage with all amenities to get you started. Amazing cozy home if you're traveling with furry friends, great neighborhood and sites around. Many thanks!"
The price is SAR 657
SAR 1,243 total
includes taxes & fees
11 Mar - 12 Mar
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Outdoor pool

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

9.6 out of 10, Exceptional, (40)
"Truly enjoyed the cottage - had everything we needed and more"
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Tiny Hidden Cottage
Fridge, microwave, stovetop, coffee/tea maker

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (33)
"We loved staying here! It exceeded our expectations! Is small, but super cozy, and has everything you need to be comfortable. Loved the TV right above the foot of the bed, the firepit, waking up to the cute sounds of chickens softly clucking… was just so relaxing being there, and we are already talking about coming back sometime!Thank-you for a wonderful stay!"
The price is SAR 296
SAR 575 total
includes taxes & fees
31 Mar - 1 Apr
Tiny Hidden Cottage
Cozy Cottage 3 blocks from town
Miscellaneous

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (25)
"We had a lovely time in the cottage. It was the perfect location, only a few blocks from downtown on a quiet street. The home was comfortable and had everything we needed. The outside was very attractive and the host was friendly and welcoming "
Cozy Cottage 3 blocks from town
8081 Knee Deep Rd
Miscellaneous

8081 Knee Deep Rd

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nuestra experiencia fue muy buena las condiciones son perfectas el único detalle que no me gustó fue el baño de arriba que cuando te bañas se llena la bañadera de agua está tupida lo demás perfecto y tiene todo lo que puedes necesitar "
8081 Knee Deep Rd
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
Pool

Elegant Family Home w/ Pool, Game Room, Themed Bedrooms

3.0 star property
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
Our Retro Mod Pod-Disney & Old Town Minutes Away!
Outdoor pool, a heated pool

Our Retro Mod Pod-Disney & Old Town Minutes Away!

2.0 star property
9.2 out of 10, Wonderful, (5)
"Great location "
Our Retro Mod Pod-Disney & Old Town Minutes Away!
8000 Lost Shaker Lane
Miscellaneous

8000 Lost Shaker Lane

3.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful and clean! Easy to find, great location, easy check in and out and very roomy space! Everything you need is provided! Comfortable beds! Only thing I’d change is find an easier way to contact host with questions, such as direct texting. Otherwise, it’s call them, leave a message and wait for a call back. Or send a message through their chat and days to get a response. That said everything I needed - check in/check out proceedings was sent on time through email . Overall, a great...
8000 Lost Shaker Lane
Large Villa W/private Pool & Game Room! Waterpark
Miscellaneous

Large Villa W/private Pool & Game Room! Waterpark

3.5 star property
9.6 out of 10, Exceptional, (11)
"Large family , wonderful beds !! Nice big house tons of bathrooms, would stay again 4 sure "
Large Villa W/private Pool & Game Room! Waterpark
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, (129)
"We had a wonderful time at High Hedges Cottage. Our hosts were so gracious. The location of the cottage was very close to downtown, all the local lakes and nature walks. The cottage also had anything we could possibly need, very clean and nicely decorated. We definitely will be coming back !"
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
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, (5)
"Nice house good upkeep and good communication."
Private Pool/spa, Free Waterpark, Lazy River!
3-br Condo BBQ & Heated Pool Near Disney&malls
Outdoor pool

3-br Condo BBQ & Heated Pool Near Disney&malls

3.0 star property
3-br Condo BBQ & Heated Pool Near Disney&malls
Florida Guest House with Private pool & WiFi
Property grounds

Florida Guest House with Private pool & WiFi

9.8 out of 10, Exceptional, (29)
"Great place"
The price is SAR 597
SAR 1,202 total
includes taxes & fees
22 Mar - 23 Mar
Florida Guest House with Private pool & WiFi
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, (9)
"We recently had a stay at this beautiful home. We loved it. I love that there was easy contact from the owner to answer questions. I recommend this adorable cottage when visiting Mt. Dora."
The price is SAR 619
SAR 1,551 total
includes taxes & fees
16 Mar - 17 Mar
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
Fridge, microwave, oven, stovetop

Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly

9.6 out of 10, Exceptional, (5)
"The house was very clean and the area offered lots of dining options which were in walking distance. The only thing that I would recommend is to provide more towels. "
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora
Fridge, microwave, oven, stovetop

“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora

9.8 out of 10, Exceptional, (8)
"The house was beautiful inside, they did such a wonderful job decorating.Everything was so close by , we were just mins away from every thing, the location was so close to everything I don’t think we ever drove more than 10 mins and that was because we drove to the cities near by."
“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora
Parrot Paradise Escape – Margaritaville Getaway for 8, Close to Theme Parks!
Miscellaneous

Parrot Paradise Escape – Margaritaville Getaway for 8, Close to Theme Parks!

10.0 out of 10, Exceptional, (1)
"This house was spotless, had absolutely everything we needed, and was the perfect location! We will definitely be staying here again! It was everything as described in the listing and more. "
Parrot Paradise Escape – Margaritaville Getaway for 8, Close to Theme Parks!
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
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

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1706)
"Great experience "
The price is SAR 313
SAR 411 total
includes taxes & fees
1 Apr - 2 Apr
Vacation Village at Parkway
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, (8418)
"This is a beautiful property. Loved how it was close to so many things and 9 min from Disney World and Disney Springs. On top of that stores and bar restaurants on property too… "
Lake Buena Vista Resort Village & Spa
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1246)
"Beautiful property with everything you could ever want or need available on site or very close by. Fun atmosphere. Very clean. "
Margaritaville Resort Orlando Cottages by Rentyl
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.

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between SAR 286 and SAR 657 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.