Compare Winter Springs Cottage Rentals

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Featured Cottages in Winter Springs

Tiny Hidden Cottage

Tiny Hidden Cottage

Longwood FL
$139 nightly
The price is $153 total per night
$153 total
Apr 12 - Apr 13
Total with taxes and fees
This cottage is a smoke-free cottage.
Kitchen
Free WiFi
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

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

Orlando FL
$284 nightly
The price is $317 total per night
$317 total
Apr 9 - Apr 10
Total with taxes and fees
At this cottage, guests have access to a gym, laundry facilities, and a living plant wall. Other amenities at this family-friendly cottage include a garden and barbecue grills.
Kitchen
Washer
Downtown Cottage

Downtown Cottage

Orlando FL
$149 nightly
The price is $165 total per night
$165 total
Apr 8 - Apr 9
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
The Cozy Euphoric cottage nestled in nature with relaxing River front views.

The Cozy Euphoric cottage nestled in nature with relaxing River front views.

Osteen FL
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Orlando Lakefront Tiny House Community

Orlando Lakefront Tiny House Community

3 out of 5
3405 N Orange Blossom Trail Orlando FL
Orlando Lakefront Tiny House Community features free WiFi in public areas, express check-out, and a terrace. A stay here includes free parking. Additional amenities include laundry facilities, barbecue grills, and a garden.
Kitchen
Pet friendly
2BR COTTAGE IN SANFORD HISTORIC DISTRICT

2BR COTTAGE IN SANFORD HISTORIC DISTRICT

Sanford FL
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Orlando Stylish Retreat with Private Pool & Magical Night Lights

Orlando Stylish Retreat with Private Pool & Magical Night Lights

Lake Mary FL
$216 nightly
The price is $239 total per night
$239 total
Apr 8 - Apr 9
Total with taxes and fees
This cottage features an outdoor pool and laundry facilities.
Pool
Kitchen
Relaxing 2-bedroom cottage in beautiful Sanford

Relaxing 2-bedroom cottage in beautiful Sanford

Sanford FL
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Altamonte Springs FL
$328 nightly
The price is $364 total per night
$364 total
Apr 19 - Apr 20
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
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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.

Hotel Options in Winter Springs

    Hyatt Regency Orlando International Airport

    Hyatt Regency Orlando International Airport

    9300 Jeff Fuqua Boulevard Orlando FL
    $219 nightly
    The price is $246 total per night from Apr 8 to Apr 9
    $246 total
    Apr 8 - Apr 9
    Total with taxes and fees
    9.4/10 Exceptional! (4,098 reviews)
    Universal's Cabana Bay Beach Resort

    Universal's Cabana Bay Beach Resort

    6550 Adventure Way Orlando FL
    $150 nightly
    The price is $169 total per night from Apr 15 to Apr 16
    $169 total
    Apr 15 - Apr 16
    Total with taxes and fees
    9/10 Wonderful! (6,577 reviews)
    Rosen Inn at Pointe Orlando

    Rosen Inn at Pointe Orlando

    9000 International Drive Orlando FL
    $93 nightly
    The price is $104 total per night from Apr 28 to Apr 29
    $104 total
    Apr 28 - Apr 29
    Total with taxes and fees
    8.6/10 Excellent! (6,237 reviews)

Cottages

Book a cottage in Winter Springs
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Winter Springs. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Winter Springs better.

Cottage apartments in Winter Springs range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Winter Springs
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Winter Springs and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Winter Springs cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Winter Springs. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Winter Springs Cottages essential information

Accommodation
121 Cottages
Lowest Price
$104
Highest Price
$364
Popular accommodation
Tiny Hidden Cottage , The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!, Downtown Cottage, The Cozy Euphoric cottage nestled in nature with relaxing River front views., Orlando Lakefront Tiny House Community , 2BR COTTAGE IN SANFORD HISTORIC DISTRICT, Orlando Stylish Retreat with Private Pool & Magical Night Lights, Relaxing 2-bedroom cottage in beautiful Sanford , Incredible Private Lakefront Cottage Retreat

More to Explore