Photo by Stephanie Moraca

Search Cottages in Winter Springs

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Cottages in Winter Springs

Property grounds
Cozy Cottage Retreat – Queen Bed, Fire Pit & Private Lanai

Cozy Cottage Retreat – Queen Bed, Fire Pit & Private Lanai

Lake Mary
10.0 out of 10, Exceptional, (16)
"Great place and exactly as described. "
United States
Kanzeda C.
The price is AED 347
AED 903 total
includes taxes & fees
22 Nov - 23 Nov
Cozy Cottage Retreat – Queen Bed, Fire Pit & Private Lanai
Exterior
Guesthouse Retreat – Private Pool & King Suite

Guesthouse Retreat – Private Pool & King Suite

Lake Mary
9.8 out of 10, Exceptional, (42)
"Great times!!! I would book again!!!"
United States
Darren B.
The price is AED 380
AED 940 total
includes taxes & fees
18 Nov - 19 Nov
Guesthouse Retreat – Private Pool & King Suite
1 bedroom, desk, WiFi, bed sheets
The Sanford Foodie Guest House

The Sanford Foodie Guest House

Sanford
8.8 out of 10, Excellent, (13)
"Cozy little place to stay"
United States
Ruth P.
The price is AED 218
AED 544 total
includes taxes & fees
30 Nov - 1 Dec
The Sanford Foodie Guest House
Interior
Tiny Hidden Cottage

Tiny Hidden Cottage

Longwood
9.2 out of 10, Wonderful, (55)
"The house is perfect for my weekend trips to the area and I plan to stay there again if my travels permit. "
United States
Wesley P.
The price is AED 290
AED 563 total
includes taxes & fees
16 Nov - 17 Nov
Tiny Hidden Cottage
Exterior
Cozy Deltona Stay Fire Pit + Orlando

Cozy Deltona Stay Fire Pit + Orlando

2.0 star property
Deltona Lakes
The price is AED 388
AED 1,152 total
includes taxes & fees
11 Nov - 12 Nov
Cozy Deltona Stay Fire Pit + Orlando
Fridge, microwave, oven, stovetop
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,

Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,

Altamonte Springs
8.6 out of 10, Excellent, (16)
"Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here."
United States
Rachael C.
The price is AED 503
AED 1,159 total
includes taxes & fees
17 Nov - 18 Nov
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,
House (2 Bedrooms) | Interior
Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property
Winter Garden
The price is AED 746
AED 1,748 total
includes taxes & fees
11 Nov - 12 Nov
Fire Pit & Yard: Updated Winter Garden Home!
Exterior
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Altamonte Springs
10.0 out of 10, Exceptional, (27)
"Super cool spot I sank in the main bed in bedroom Aside from that the place was amazing"
United States
Chris W.
The price is AED 621
AED 1,457 total
includes taxes & fees
23 Nov - 24 Nov
Incredible Private Lakefront Cottage Retreat
Smart TV, DVD player
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

College Park
10.0 out of 10, Exceptional, (29)
"Easy and convenient in a nice place "
United States
cameron h.
The price is AED 744
AED 1,404 total
includes taxes & fees
11 Nov - 12 Nov
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
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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Top Winter Springs Hotel Reviews

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

10/10 Excellent
"The room was clean and comfortable. The staff was very helpful! We enjoyed the breakfast, and the shuttle service was excellent! Picked us up from the airport in a timely manner, and took us back at the reserved time!"
Patricia 1-night trip
Posted 12 hours ago
Ramada by Wyndham Suites Orlando Airport

Frequently asked questions

How much do cottages in Winter Springs cost?
You'll pay between AED 544 and AED 1,748 per night for cottages in Winter Springs. Whatever your budget, an ideal stay is only a few clicks 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 Winter Springs with Expedia?
Expedia has some terrific cottages in Winter Springs, so start packing your bags for a memorable vacation on nature's doorstep. If you're sticking to a budget, select how much you want to spend and the star rating of your property. Or take advantage of our filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect pad whatever your trip looks like.
How can I find cheap cottages in Winter Springs?
A good way to find cheap cottages in Winter Springs is with Expedia's useful filter tool. Tailor your search results by star rating, amenities and budget to access unbeatable rates with only a few clicks.