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

Compare 1626 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, (241)
"Property is described. I would emphasize though that it is not accessible for people with disabilities since the beda are very high up. I would also advise management to consider looking for different methods of taking the copy of the credit card for the deposit since they just took a picture of my card and we live in a day and age where credit fraud is very common"
The price is SAR 298
SAR 610 total
includes taxes & fees
13 Jan - 14 Jan
Orlando Lakefront Tiny House Community
Tiny Hidden Cottage
Room

Tiny Hidden Cottage

9.2 out of 10, Wonderful, (25)
"The house was perfect for my weekend stay and I hope to stay again on my next trip"
The price is SAR 342
SAR 626 total
includes taxes & fees
21 Jan - 22 Jan
Tiny Hidden Cottage
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 657
SAR 1,305 total
includes taxes & fees
12 Jan - 13 Jan
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Historic Tremain Cottages
Terrace/patio

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very Good, (29)
"This is an excellent quaint property. It’s in a quiet area and is walkable to town. It’s wonderful."
The price is SAR 820
SAR 910 total
includes taxes & fees
6 Jan - 7 Jan
Historic Tremain Cottages
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, (122)
"Wonderful hosts and perfect location. We have returned many times and hope to visit again soon."
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Orlando, Florida Guest House with Private pool & WiFi
Pool for your enjoyment.

Orlando, Florida Guest House with Private pool & WiFi

9.8 out of 10, Exceptional, (26)
"I had surgery and stayed here for my recovery, nice quiet area, easily accessible to stores and very comfortable bed. I felt very comfortable while recuperating. Washer and dryer big plus and the pool was beautiful and well kept. I didn't get to use the pool but I sure would have loved to. I will be back when I have to go for my checkups "
The price is SAR 469
SAR 1,027 total
includes taxes & fees
17 Jan - 18 Jan
Orlando, Florida Guest House with Private pool & WiFi
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)
"Glad to report place is as nice as depicted in photos. House is part of a duplex in a community of homes called Vacation Village Resort. Two true bedrooms and two true baths. I don't want to give away the surprise but have a couple of quarters handy especially if traveling with kids. Small but highly functional kitchen area with full size refrigerator and a dishwasher as well. "
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
The Carlton* 3 min walk to Downtown Mt. Dora!!
Living area

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

10.0 out of 10, Exceptional, (62)
"The property was very clean and super close to downtown. We had good communication with the host. I would definitely recommend this rental."
The price is SAR 597
SAR 1,211 total
includes taxes & fees
7 Jan - 8 Jan
The Carlton* 3 min walk to Downtown Mt. Dora!!
~ 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
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
Unwind in the private hot tub, soaking away your cares in the sunshine

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

10.0 out of 10, Exceptional, (3)
"SO nice that each couple had a queen or king sized bed and each bedroom had its own bathroom. Hot tub was a huge bonus after long days on your feet at the theme parks. Very nice house in a beautiful area convenient to the Disney parks."
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
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 739
SAR 918 total
includes taxes & fees
6 Jan - 7 Jan
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
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
Parkside Serenity by Avantstay Private Pool!
Pool

Parkside Serenity by Avantstay Private Pool!

3.0 star property
Parkside Serenity by Avantstay Private Pool!
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, (5)
"We loved the design style, thoughtful amenities and excellent location - so easy to walk to fun places!"
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
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, (5)
"The house is very spacious for a small house. The kitchen was like new as was the bathroom. My wife and I both agreed that we would be comfortable living in the house with the furniture and decor as it’s set now. We will make a return visit."
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade
Downtown Cottage
Exterior detail

Downtown Cottage

10.0 out of 10, Exceptional, (2)
"Garren’s place had everything we needed: Privacy, plenty of space & being centrally located. My friend and I stayed here for a concert on Mills. We walked to the show, got some food & hit up a couple of bars- all in the same neighborhood. In the morning we went to Bakery 1908, only a 5 min walk from our door. I really appreciated the open kitchen & living room area as well. Felt like a lot of space for the price. Overall we loved staying at Garren’s and can’t wait to come back for the next...
The price is SAR 300
SAR 730 total
includes taxes & fees
9 Jan - 10 Jan
Downtown Cottage
1-bedroom cottage just a 13-minute walk to Old Town
Exterior of cottage

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

9.2 out of 10, Wonderful, (123)
"Ideal location for central Fl the parks Well kept grounds and lots of other units of similar type "
1-bedroom cottage just a 13-minute walk to Old Town
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!
Outdoor sitting area with water fountain.

4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!

10.0 out of 10, Exceptional, (23)
"My friend and I came down to FL for the AKC agility invitationals. I was competing with my dog and she drove her down and tagged along at the event. We really didn't stay in the place much, but it was beautiful there! Very Quiet. Ivonne was great, checking in on us and making sure we had everything we needed. Would definitely stay again. "
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!
Elegant + Spacious Kissimmee Vacation Rental Home!
Private kitchen

Elegant + Spacious Kissimmee Vacation Rental Home!

3.0 star property
8.0 out of 10, Very Good, (1)
"Communication on the property was excellent. Comfortable"
Elegant + Spacious Kissimmee Vacation Rental Home!
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, (688)
"Rooms were spacious and breakfast was good, freshly made. Only issue i felt was the bathroom was small and no locks on the door"
The price is SAR 255
SAR 287 total
includes taxes & fees
6 Jan - 7 Jan
The View Studio Suites and Event Venue
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, (8242)
"Great location and amenities! Pool area was nice and well maintained….the plus was the pool bar and the hard working staff!!!"
The price is SAR 686
SAR 883 total
includes taxes & fees
6 Jan - 7 Jan
Lake Buena Vista Resort Village & Spa
Floridays Resort Orlando
Outdoor pool

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11142)
"This property is near all the parks. They have a pool and a store for quick food and a restaurant. The staff is very accommodating. "
The price is SAR 571
SAR 769 total
includes taxes & fees
16 Jan - 17 Jan
Floridays Resort Orlando
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 298 and SAR 820 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.