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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 1822 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, (285)
"Very nice home away from home with a beautiful view"
The price is AED 256
AED 556 total
includes taxes & fees
14 Apr - 15 Apr
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, (13)
"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 735
AED 1,346 total
includes taxes & fees
15 Apr - 16 Apr
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
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!
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities
3 bedrooms, iron/ironing board, travel crib, internet

Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great space for an extended family trip. The house was clean and comfortable, perfect to relax before and after a busy day.the neighborhood was quiet, and parking was easy, just outside the front door."
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities
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
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
8081 Knee Deep Rd
Miscellaneous

8081 Knee Deep Rd

3.0 star property
10.0 out of 10, Exceptional, (2)
"greqt host"
8081 Knee Deep Rd
Cozy Lake Front Cottage
Property grounds

Cozy Lake Front Cottage

10.0 out of 10, Exceptional, (15)
"This property was wonderful. The hosts are so kind and sweet. My boyfriend and I had a quick trip for fishing and relaxing. It was perfect and you can’t beat the sunset on the lake! Definitely would stay again."
The price is AED 657
AED 1,131 total
includes taxes & fees
11 Apr - 12 Apr
Cozy Lake Front Cottage
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
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, (128)
"Quaint little place, very clean and quiet. "
1 bedroom, private laundry in resort near Disney!!
Tiny Hidden Cottage
Fridge, microwave, stovetop, coffee/tea maker

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (37)
"The cottage was cozy and complete, with even silverware and coffee cups. When the microwave stopped working, the owner went out and bought and set up a new microwave.She asked permission before showing up at the front door!"
The price is AED 290
AED 563 total
includes taxes & fees
13 Apr - 14 Apr
Tiny Hidden Cottage
Downtown Cottage
1 bedroom, desk, iron/ironing board, free WiFi

Downtown Cottage

9.6 out of 10, Exceptional, (4)
"This place was alright. Clean & was exactly as described. Bare concrete floors are a bit of a drawback. "
The price is AED 367
AED 797 total
includes taxes & fees
20 Apr - 21 Apr
Downtown Cottage
Townhome Splash Pool BBQ Free Water Park!
Miscellaneous

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (10)
"Nice and relaxing quiet neighborhood "
Townhome Splash Pool BBQ Free Water Park!
3-br Condo BBQ & Heated Pool Near Disney&malls
Outdoor pool

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

3.0 star property
4.0 out of 10, (1)
"Mold on windows no screens on some windows. Faced a forest of trees no outdoor patio like I thought there would be. Communication was terrible the person I talked to on the phone knew nothing about the property never given times for the pools or that we could go to different pools within missed two days of swimming because of this showed a whirlpool tub but the spout for the tub didn’t even work "
3-br Condo BBQ & Heated Pool Near Disney&malls
3-br Condo Family Retreat Near Disney Gym&pool
Miscellaneous

3-br Condo Family Retreat Near Disney Gym&pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property was really nice and spacious. The team does great at communication. We arrived hours before check in and for just a small fee they let us check in early. The houses are well cleaned! I would forsure stay again and recommend this for anyone!"
3-br Condo Family Retreat Near Disney Gym&pool
3000 Latitude Lane
Interior

3000 Latitude Lane

3.0 star property
10.0 out of 10, Exceptional, (3)
"We loved this property the moment we walked in. We enjoyed the comfy beds, coziness, close parking, easy check-in, cleanliness, and having our own hot tub. We would like to stay here, again."
3000 Latitude Lane
Incredible Private Lakefront Cottage Retreat
Aerial view

Incredible Private Lakefront Cottage Retreat

10.0 out of 10, Exceptional, (26)
"One of our best stays. "
The price is AED 459
AED 1,167 total
includes taxes & fees
16 Apr - 17 Apr
Incredible Private Lakefront Cottage Retreat
Beautiful Townhome W/private Pool 7 mi to Disney
Miscellaneous

Beautiful Townhome W/private Pool 7 mi to Disney

4.0 star property
7.2 out of 10, Good, (7)
"It was very nice we loved it the only thing that we don’t like was The parking spaces in the town home we got the pool they didn’t have no light but everything else was beautiful and clean"
Beautiful Townhome W/private Pool 7 mi to Disney
Lakeview Home w/ Private Pool & Free Water Park!
Miscellaneous

Lakeview Home w/ Private Pool & Free Water Park!

3.5 star property
10.0 out of 10, Exceptional, (3)
"Love the inside heated swimming pool. Ive maker was not working."
Lakeview Home w/ Private Pool & Free Water Park!
1326 Lava Tree Drive
Miscellaneous

1326 Lava Tree Drive

3.0 star property
10.0 out of 10, Exceptional, (2)
" I had a wonderful stay at this vacation home resort! The house was very spacious and clean, making it a comfortable place to relax. One of my favorite parts was the pool—it was well-maintained and perfect for unwinding. I also loved that the water park was included, adding extra fun to the trip. Overall, a great experience, and I would definitely stay here again!"
1326 Lava Tree Drive
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, (1919)
"Fireworks being set off in parking lot right next to our car, kids at pool without adults"
The price is AED 288
AED 390 total
includes taxes & fees
1 May - 2 May
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, (8548)
"The suite was very clean! The furniture in our particular suite needs updated. The couch was very lumpy and uncomfortable. The other chairs and furniture is older and very well worn. The pools were both nice and the staff was friendly and pleasant."
Lake Buena Vista Resort Village & Spa
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5328)
"Well worth it "
The price is AED 441
AED 612 total
includes taxes & fees
21 Apr - 22 Apr
Summer Bay Orlando by Exploria Resorts
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 256 and AED 735 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.