Search Cottages in Winter Garden

  • 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

Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

Compare 1645 Cottages in Winter Garden with updated reviews, rates, and availability.

Orlando Lakefront Tiny House Community
Exterior

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (258)
"The property was AMAZING! Didn’t feel like I was even in the city of Orlando. Super close to Camping World Stadium, my go to for events! "
The price is SAR 270
SAR 578 total
includes taxes & fees
23 Feb - 24 Feb
Orlando Lakefront Tiny House Community
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Orlando oasis ☀️

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

9.8 out of 10, Exceptional, (9)
"It's a lovely, well-appointed, well-located place. The cottage is within easy walking distance of multiple restaurants. The communication was excellent. I hope to stay at the cottage again soon!"
The price is SAR 750
SAR 1,405 total
includes taxes & fees
6 Mar - 7 Mar
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Tiny Hidden Cottage
Room

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (29)
"Cute tiny house. Very clean. Private. I was not happy with the AC window unit in the bedroom as it woke me up whenever it turned on. There is a chicken coop next to it with a rooster that greeted me in the morning. But I love backyard chickens so that was ok. Would be nice to provide ice for drinks and cream for coffee. Thanks. "
The price is SAR 296
SAR 575 total
includes taxes & fees
13 Feb - 14 Feb
Tiny Hidden Cottage
Cozy Cottage 3 blocks from town
Best address in town. Very quiet street only 3 blocks from town. You'll love it

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (24)
"The only problem here is internet is problematic. I had tethering so I was able to connect but for someone who really needs the net and doesn't have a hotspot or tethering capability it could pose a problem. I would check with the owner(who is absolutely lovely, by the way) on the status of the problem with Infinity."
Cozy Cottage 3 blocks from town
Large Villa W/private Pool & Game Room! Waterpark
Pool

Large Villa W/private Pool & Game Room! Waterpark

3.5 star property
9.6 out of 10, Exceptional, (10)
"Great property! Was perfect for our family and made down time from the parks really nice."
Large Villa W/private Pool & Game Room! Waterpark
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, (8)
"We loved our cozy stay here. The home was so welcoming & had everything we needed. The decor was so cute & it felt like a home away from home. "
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Exterior

High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

10.0 out of 10, Exceptional, (127)
"Excellent hosts. Cottage was clean and comfy. Well supplied."
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade
Interior

Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade

2.0 star property
10.0 out of 10, Exceptional, (7)
"This is a lovely property! Large driveway and fenced in yard allows privacy and all the comforts of home! Nice walk into town. The owner is fabulous! Very responsive and friendly, easy to communicate with! I would give a higher rating of 10! I can’t wait to rent again! I’m planning my next trip now!I’m new to this so I’m a little clumsy with the app.🤷🏻 Maria was super helpful! Thank you for a wonderful experience!"
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade
SAVE 25 on any last minute booking. Celebrating 100 year birthday.
100 years old

SAVE 25 on any last minute booking. Celebrating 100 year birthday.

10.0 out of 10, Exceptional, (50)
"We really enjoyed our stay here. The place was very clean, comfortable to hang out in, and well-stocked with all the essentials one might need for a few days getaway. Beds were comfortable, although new pillows were definitely needed on the two beds we used, so if possible, bring your own. The location was about .6 miles from the heart of everything, so once we parked, we never had to even move our car, which was excellent. The neighborhood itself was nice and quiet. Kimberly, the host, was...
SAVE 25 on any last minute booking. Celebrating 100 year birthday.
Home w/ Hot Tub: 4 Mi to Disney!
Kissimmee Vacation Rental | 4BR | 3BA | 2 Stories | 1,500 Sq Ft

Home w/ Hot Tub: 4 Mi to Disney!

9.4 out of 10, Exceptional, (30)
"Family friendly home. We stayed here for a multi family trip to Disney. We especially love that there were two primary rooms with king beds and on suites. The house has all the necessities in the kitchen, with coffee /keurig combo , cups and plates, and other cookie necessities. Very comfortable and specious stay and would highly recommend. "
Home w/ Hot Tub: 4 Mi to Disney!
Florida Valentine’s Day Guest House with Private pool & WiFi
Miscellaneous

Florida Valentine’s Day Guest House with Private pool & WiFi

9.8 out of 10, Exceptional, (27)
"Very much enjoyed our stay. Weather didn’t allow pool use; but I’m sure it would have been great."
The price is SAR 544
SAR 1,091 total
includes taxes & fees
2 Mar - 3 Mar
Florida Valentine’s Day Guest House with Private pool & WiFi
Townhome W/private Pool & Themed Rooms, Near Wdw!
Pool

Townhome W/private Pool & Themed Rooms, Near Wdw!

4.0 star property
9.6 out of 10, Exceptional, (5)
"Great home and great resort! Loved having a private pool at the house and then all amenities included with the resort. Family had a great time. "
Townhome W/private Pool & Themed Rooms, Near Wdw!
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Private kitchen

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

9.6 out of 10, Exceptional, (38)
"We enjoyed our stay at Vacation Village, and this Cottage. There are good instructions for most things. The cottage is stocked well with dishes & appliances. Refrigerator even had food for us to use - like condiments. That was nice, but we didn't expect that-it was confusing to us. Beds are very comfortable. It is very quiet there. A few things could be cleaned better: ovens, ceiling & other vents. TV is great in living room. Guest room TV didn't work - or remote didn't work. Blinds could be...
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
1925 Cottage in the Heart of the Historic District - Short Walk to Downtown!

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

10.0 out of 10, Exceptional, (101)
"This was absolutely the most unique, creative and fun place we have ever stayed!"
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
~ 10 Mi to Animal Kingdom: Davenport Family Home
Living area

~ 10 Mi to Animal Kingdom: Davenport Family Home

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect two day stay for us … close to everything we n ended it to be. "
~ 10 Mi to Animal Kingdom: Davenport Family Home
The Beauclair * 3 min walk to Downtown Mt. Dora!!
Living area

The Beauclair * 3 min walk to Downtown Mt. Dora!!

10.0 out of 10, Exceptional, (45)
"Great location, very clean and thoughtfully stocked with lots of creature comforts. I’d definitely recommend this property and will be back. Thank you!"
The Beauclair * 3 min walk to Downtown Mt. Dora!!
Beautiful Historic Cottage, Nantucket, RIGHT DOWNTOWN. BIG DISCOUNTS THIS MONTH
1

Beautiful Historic Cottage, Nantucket, RIGHT DOWNTOWN. BIG DISCOUNTS THIS MONTH

9.8 out of 10, Exceptional, (6)
"My husband and I really love the place . The decor was so cute. We could walk downtown Mount Dora from where we were at we never had to get into our car. The host was very accommodating with everything will return if we come back to Mount Dora."
The price is SAR 738
SAR 895 total
includes taxes & fees
10 Mar - 11 Mar
Beautiful Historic Cottage, Nantucket, RIGHT DOWNTOWN. BIG DISCOUNTS THIS MONTH
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
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
Parkside Serenity by Avantstay Private Pool!
Pool

Parkside Serenity by Avantstay Private Pool!

3.0 star property
Parkside Serenity by Avantstay Private Pool!
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Living room

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.
Don't see what you're looking for?
See all available properties in Winter Garden
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winter Garden

The View Studio Suites and Event Venue
Front of property

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (809)
"No frills hotel with a beautiful made to order hot breakfast. Staff was extraordinarily friendly and attentive. "
The price is SAR 334
SAR 376 total
includes taxes & fees
24 Feb - 25 Feb
The View Studio Suites and Event Venue
Margaritaville Resort Orlando Cottages by Rentyl
Front of property

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1189)
"Great place enjoyed our stay "
Margaritaville Resort Orlando Cottages by Rentyl
Lake Buena Vista Resort Village & Spa
Outdoor pool

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8344)
"Great place!"
The price is SAR 717
SAR 918 total
includes taxes & fees
11 Feb - 12 Feb
Lake Buena Vista Resort Village & Spa
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?
Prices for cottages in Winter Garden range between SAR 270 and SAR 750 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.
Why book your cottage in Winter Garden with Expedia?
Reserving a cottage in Winter Garden is as easy as entering your travel dates and picking an ideal place for a vacation in the outdoors. From upmarket retreats to budget-friendly stays and cottages that include perks like a hot tub, Expedia has something for all tastes. As for irresistible deals? We’ve got you covered!
How can I find cheap cottages in Winter Garden?
Expedia can help you locate cheap cottages in Winter Garden. To book your dream stay in a few quick keystrokes, try out our handy filter tool to refine your search by star rating, budget and amenities.