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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 1527 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, (274)
"The property was in great shape, safe and clean. Highly recommended. "
The price is AED 280
AED 583 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 AED 643
AED 1,217 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, (32)
"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 AED 290
AED 563 total
includes taxes & fees
31 Mar - 1 Apr
Tiny Hidden Cottage
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
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
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
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
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, (127)
"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!!
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, (2)
"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
Beautiful, family-friendly cottage just 4 miles from Disney World
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (3)
"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 793 total
includes taxes & fees
18 Mar - 19 Mar
Beautiful, family-friendly cottage just 4 miles from Disney World
Townhome W/private Pool & Themed Rooms, Near Wdw!
Miscellaneous

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!
Stunning Lakeview Townhome w/ Private Pool!
Outdoor pool

Stunning Lakeview Townhome w/ Private Pool!

4.0 star property
8.4 out of 10, Very Good, (10)
"Perfect location house was just what is described "
Stunning Lakeview Townhome w/ Private Pool!
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 Windermere

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1678)
"Location is so close to Disney. Nice, clean no one bothers u everything you might need to complete your stay is either walking distance or just a short drive away. "
The price is AED 306
AED 403 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, (8415)
"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, (1244)
"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 Windermere cost?
Rates for cottages in Windermere range between AED 280 and AED 643 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.