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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 1821 Cottages in Windermere 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, (306)
"Loved this lil community so quaint and relaxing right on the lake :)"
The price is AED 265
AED 566 total
includes taxes & fees
15 Jun - 16 Jun
Orlando Lakefront Tiny House Community
Tiny Hidden Cottage
Fridge, microwave, stovetop, coffee/tea maker

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (41)
"The house is perfect for my weekend trips to the area and I plan to stay there again if my travels permit. "
The price is AED 290
AED 563 total
includes taxes & fees
7 Jun - 8 Jun
Tiny Hidden Cottage
8000 Lost Shaker Lane
Miscellaneous

8000 Lost Shaker Lane

3.0 star property
9.8 out of 10, Exceptional, (6)
"Lots of room , beautifully decorated. Close to everything we needed for the weekend . "
8000 Lost Shaker Lane
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, (17)
"Great place in beautiful quiet neighborhood. The extra touch of snacks and breakfast was a nice surprise "
The price is AED 477
AED 1,042 total
includes taxes & fees
25 Jun - 26 Jun
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Jedi cottage 4 miles from Disney! Mins from universal!
Fridge, microwave, oven, stovetop

Jedi cottage 4 miles from Disney! Mins from universal!

9.4 out of 10, Exceptional, (21)
"We loved staying here! "
The price is AED 349
AED 866 total
includes taxes & fees
2 Jun - 3 Jun
Jedi cottage 4 miles from Disney! Mins from universal!
Stunning Lakeview Townhome w/ Private Pool!
Outdoor pool

Stunning Lakeview Townhome w/ Private Pool!

4.0 star property
8.8 out of 10, Excellent, (12)
"Great for kids and close to attractions!"
Stunning Lakeview Townhome w/ Private Pool!
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Outdoor pool

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

9.6 out of 10, Exceptional, (48)
"Great little place, bring your quarters loved the candy machine. Was a awesome place to enjoy while we were there for a wedding. Some games in house would have been cool, but me and the wife enjoyed the stay, bring your own pillows fyi."
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
5003 Windermere Avenue
Miscellaneous

5003 Windermere Avenue

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great location, convenient to all shopping needs. Close to Disney World. Good amenities. Great for families traveling together."
5003 Windermere Avenue
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
Private Patio: College Park Cottage in Orlando!
Outdoor dining

Private Patio: College Park Cottage in Orlando!

10.0 out of 10, Exceptional, (8)
"The property was even better than pictured. The location is in a quiet neighborhood near restaurants, shopping and other conveniences."
Private Patio: College Park Cottage in Orlando!
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
5 Mi to Dtwn Orlando: Historic Hideaway!
Interior

5 Mi to Dtwn Orlando: Historic Hideaway!

3.0 star property
5 Mi to Dtwn Orlando: Historic Hideaway!
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
9.6 out of 10, Exceptional, (7)
"Great location "
Our Retro Mod Pod-Disney & Old Town Minutes Away!
Beautiful, family-friendly cottage just 4 miles from Disney World
Fridge, microwave, oven, stovetop

Beautiful, family-friendly cottage just 4 miles from Disney World

9.0 out of 10, Wonderful, (8)
"Perfect for our stay in Orlando/Kissimmee. Close to everything we were attending, quiet, clean, and well supplied with the basics."
The price is AED 312
AED 782 total
includes taxes & fees
5 Jun - 6 Jun
Beautiful, family-friendly cottage just 4 miles from Disney World
3000 Latitude Lane
Interior

3000 Latitude Lane

3.0 star property
9.6 out of 10, Exceptional, (4)
"Great stay!"
3000 Latitude Lane
1 bedroom, private laundry in resort near Disney!!
Outdoor pool, a heated pool

1 bedroom, private laundry in resort near Disney!!

9.2 out of 10, Wonderful, (131)
"The stay was great and the location was perfect! The area felt very safe and it was easy to get to. We were doing a lot of different activities on this trip and it was a nice relaxing stay. "
1 bedroom, private laundry in resort near Disney!!
4 miles from Disney 5 Star RV Resort! Locations Location !The Hidden Gem Cottage
Terrace/patio

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

9.8 out of 10, Exceptional, (28)
"Everything was super clean and great service "
4 miles from Disney 5 Star RV Resort! Locations Location !The Hidden Gem Cottage
8960 Cat Palm Road
Miscellaneous

8960 Cat Palm Road

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice place to stay. Clean, quiet, secure."
8960 Cat Palm Road
~ 10 Mi to Animal Kingdom: Davenport Family Home
House (3 Bedrooms) | Interior

~ 10 Mi to Animal Kingdom: Davenport Family Home

3.0 star property
10.0 out of 10, Exceptional, (2)
"Perfect two day stay for us … close to everything we n ended it to be. "
~ 10 Mi to Animal Kingdom: Davenport Family Home
Dtwn Winter Garden Home: 12 Mi to Disney!
Fridge, microwave, stovetop, dishwasher

Dtwn Winter Garden Home: 12 Mi to Disney!

10.0 out of 10, Exceptional, (11)
"The house was exactly what we needed for us to visit family and attend a local wedding. The property was close to stores and was well kept. "
Dtwn Winter Garden Home: 12 Mi to Disney!
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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Frequently asked questions

How much do cottages in Windermere cost?
Rates for cottages in Windermere range between AED 265 and AED 477 per night. Whatever your budget, you’ll find an ideal 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 Windermere with Expedia?
Reserving a cottage in Windermere is as simple as working out your travel dates and selecting your ideal place for outdoor recreation and relaxation. From luxurious retreats to low-cost stays and cottages that have amenities like laundry facilities, Expedia has something for all traveler styles. As for awesome deals? We’ve got them as well!
How can I find cheap cottages in Windermere?
Expedia is here to help you locate cheap cottages in Windermere. To reserve your perfect stay in a couple of quick clicks, try out the filter tool to refine your search by star rating, budget and amenities.