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Compare 1214 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, (221)
"The location was beautiful. Loved the outside bed and being able to use the kayaks free of charge. Would be nice to have a few more in case our whole group wanted to go out. (6 of us) I did not ask as there may have been more if we asked. Overall, it was very nice and I would definitely stay again. Communication was great. Never had to wait for anything. However, the dryer did not work, and the one bedroom door did not close properly or lock. (not the king bedroom) Also, it would have been...
Orlando Lakefront Tiny House Community
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, (1)
"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
Davenport Family Home ~ 10 Mi to Animal Kingdom
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Davenport Family Home ~ 10 Mi to Animal Kingdom

3.0 star property
Davenport Family Home ~ 10 Mi to Animal Kingdom
Private Pool/spa, Free Waterpark, Lazy River!
Outdoor pool

Private Pool/spa, Free Waterpark, Lazy River!

4.0 star property
10.0 out of 10, Exceptional, (4)
"Very comfortable "
Private Pool/spa, Free Waterpark, Lazy River!
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
Sunlit Davenport Family Home w/ Lanai & Gas Grill!
House (5 Bedrooms) | Private kitchen | Blender, paper towels

Sunlit Davenport Family Home w/ Lanai & Gas Grill!

3.0 star property
8.0 out of 10, Very Good, (1)
"House nicely kept, lots of room and beds for large gatherings. Clean, convenient washer and dryer in unit, great location, close to shops and restaurants. Overall, really nice place to stay. "
Sunlit Davenport Family Home w/ Lanai & Gas Grill!
3000 Latitude Lane
Interior

3000 Latitude Lane

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great stay!"
3000 Latitude Lane
Orlando Home w/ Lake View, Pool & Game Room!
House (4 Bedrooms) | Private kitchen | Highchair, paper towels

Orlando Home w/ Lake View, Pool & Game Room!

3.0 star property
Orlando Home w/ Lake View, Pool & Game Room!
Davenport Home w/ Game Room, Home Theater, Pool
Property grounds

Davenport Home w/ Game Room, Home Theater, Pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"What an amazing home! Clean and everything you need for a staycation or trip to Disney! The pictures online do not do this Gargage justice. It’s an arcade in the home. So much fun! I would recommend this home for all. "
Davenport Home w/ Game Room, Home Theater, Pool
Kissimmee Vacation Home: Heated Pool, Near Disney!
Table tennis

Kissimmee Vacation Home: Heated Pool, Near Disney!

3.0 star property
Kissimmee Vacation Home: Heated Pool, Near Disney!
Magical Themed Villa in Windsor Isalnd
Pool

Magical Themed Villa in Windsor Isalnd

3.0 star property
Magical Themed Villa in Windsor Isalnd
Modern Solterra Resort Home - 12 Mi to Disney!
Indoor pool, outdoor pool

Modern Solterra Resort Home - 12 Mi to Disney!

3.0 star property
Modern Solterra Resort Home - 12 Mi to Disney!
Luxurious Home W/private Pool, Near Disney!
Outdoor pool

Luxurious Home W/private Pool, Near Disney!

4.0 star property
8.0 out of 10, Very Good, (3)
"House was great, however chose to pay for the early check-in so we could use the pool. To use the heater for the pool it’s an up charge. Understand. However they charged me $25 per day for the entire stay but the pool wasn’t warm until the morning we checked out."
Luxurious Home W/private Pool, Near Disney!
Storey Lake Resort Vacation Home
Bar (on property)

Storey Lake Resort Vacation Home

2.5 star property
Storey Lake Resort Vacation Home
4801 Tidecrest Avenue #166
Property grounds

4801 Tidecrest Avenue #166

3.0 star property
4801 Tidecrest Avenue #166
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
Kissimmee Home w/ Private Pool - 8 Mi to Disney!
Outdoor pool

Kissimmee Home w/ Private Pool - 8 Mi to Disney!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This is a great option if you’re not staying on property. It’s a spacious townhouse with a private pool which is such a plus on those hot summer days. The rooms were nice and clean and so were the bathrooms. I was happy that they had plenty of pots and plates which made it easy for us to cook and eat before heading out to the parks. The only thing I would say is I wish they had a few more essential like Paper towels, a sponge for washing dishes and a couple extra garage bags to help make sure...
Kissimmee Home w/ Private Pool - 8 Mi to Disney!
Up to Scale With Margaritas
Property grounds

Up to Scale With Margaritas

3.0 star property
8.4 out of 10, Very Good, (5)
"The only issue was the upstairs airconditioner was not working in terms the rooms were hot while hallway was cold. But nice for our family. "
Up to Scale With Margaritas
Spacious Home W/private Pool/spa & Free Waterpark!
Outdoor pool

Spacious Home W/private Pool/spa & Free Waterpark!

4.0 star property
8.0 out of 10, Very Good, (2)
"The place is good, but there came a time when we felt uncomfortable, because they did not guide you well and everything you needed to know about the place. Whatever we did due to lack of orientation, they threatened us that it couldn't be done and we had to call the police. We felt intimidated during our stay. We also couldn't use the attractions, swimming pool, parks of the place because the check in of the house was different from that of the surroundings and there was a discrepancy on the...
Spacious Home W/private Pool/spa & Free Waterpark!
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

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, (8138)
"Very close to everything!"
Lake Buena Vista Resort Village & Spa
Seralago Hotel & Suites Main Gate East
2 outdoor pools, a heated pool, sun loungers

Seralago Hotel & Suites Main Gate East

3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is NT$1,276
NT$2,113 total
includes taxes & fees
Nov 24 - Nov 25
Seralago Hotel & Suites Main Gate East
The View Studio Suites and Event Venue
Property entrance

The View Studio Suites and Event Venue

3.5 star property
8.6 out of 10, Excellent, (565)
"They are remodeling the building but is nice and for the price..and the breakfast is a plus"
The price is NT$2,684
NT$3,019 total
includes taxes & fees
Nov 27 - Nov 28
The View Studio Suites and Event Venue
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?
You can expect to pay between and per night for cottages in Windermere. Whatever your budget, an epic stay is a click away on Expedia. 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?
Booking a cottage in Windermere is as easy as clicking on your travel dates and selecting your ideal place for a vacation in the outdoors. From luxurious retreats to low-cost stays and cottages that offer perks like a hot tub, Expedia has something for all tastes. As for the best deals around? We’ve have them as well!
How can I find cheap cottages in Windermere?
With Expedia’s convenient filter tool, comparing cheap cottages in Windermere couldn’t be easier. To view accommodations that’ll make your bank balance smile, narrow down your search by star rating, budget and amenities.
What is there to do in Windermere near my cottage?
If you want to explore the sights of Windermere, don’t miss Isleworth Golf and Country Club. It’s a winner with tourists and locals alike.