Compare Winter Garden Cottage Rentals

Featured Cottages in Winter Garden

Guests staying at this cottage enjoy an outdoor pool, an arcade/game room, and a terrace. You can put free offsite parking to good use if you drive. Other amenities at this family-friendly cottage include a garden and barbecue grills.

$155 nightly

$172 total

Apr 27 - Apr 28

Total with taxes and fees

Historic Tremain Cottages features free WiFi in public areas and barbecue grills. If you drive, take advantage of free parking.

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.

Enchanted Cottage with Pool and Mini-Golf Near Disney

Guests of this cottage have access to an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly cottage include an arcade/game room, laundry facilities, and barbecue grills.

$131 nightly

$144 total

Apr 16 - Apr 17

Total with taxes and fees

This cottage is a smoke-free cottage.

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

$283 nightly

$316 total

Apr 14 - Apr 15

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.

Gorgeous Cottage w/Private Pool + Balcony, Near Disney!

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Our Retro Mod Pod-Disney & Old Town Minutes Away!

Guests of this cottage have access to an outdoor pool, a gym, and a hot tub. Transportation is made easy with limo/town car service. Other amenities at this family-friendly cottage include an arcade/game room, laundry facilities, and barbecue grills.

4 miles from Disney 5 Star RV Resort! Locations Location !The Hidden Gem Cottage

Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.

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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 Garden

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL

$222 nightly

$250 total

Apr 19 - Apr 20

Total with taxes and fees

8/10 Very Good! (9,526 reviews)

Home2 Suites by Hilton Orlando at Flamingo Crossings

341 Flagler Ave Winter Garden FL

$106 nightly

$119 total

Apr 27 - Apr 28

Total with taxes and fees

9.2/10 Wonderful! (5,436 reviews)

Homewood Suites by Hilton Orlando at Flamingo Crossings

411 Flagler Ave Winter Garden FL

$122 nightly

$137 total

Apr 28 - Apr 29

Total with taxes and fees

9.4/10 Exceptional! (2,361 reviews)

Cottages

Book a cottage in Winter Garden
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Winter Garden. 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 Garden better.

Cottage apartments in Winter Garden 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 Garden
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 Garden 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 Garden 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 Garden. 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 Garden Cottages essential information

Accommodation	2417 Cottages
Lowest Price	$119
Highest Price	$316
Popular accommodation	Encore Swanky, Historic Tremain Cottages, Gorgeous Cottage near Lake Louisa & mins 2 Disney., Enchanted Cottage with Pool and Mini-Golf Near Disney, Tiny Hidden Cottage , The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!, Gorgeous Cottage w/Private Pool + Balcony, Near Disney!, Our Retro Mod Pod-Disney & Old Town Minutes Away!, 4 miles from Disney 5 Star RV Resort! Locations Location !The Hidden Gem Cottage