Compare Winter Garden Guest House Rentals

Name: Mills Cottage by the Little Lake
Address: Orlando
Price range: $342 total

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Featured Guest Houses in Winter Garden

Guests of Disney Proximity Escape - Comfort in Kissimmee enjoy features like an outdoor pool, free WiFi in public areas, and express check-out. Limited parking is available. Staff members can answer questions about accommodations, and also provide luggage storage.

Pool

Free WiFi

$160 nightly

$171 total

Oct 14 - Oct 15

Total with taxes and fees

At The Heirloom Inn, guests have access to free WiFi in public areas, express check-in, and express check-out. Free parking is available if you drive. This guesthouse also has a garden.

Pet friendly

Parking included

$148 nightly

$164 total

Oct 12 - Oct 13

Total with taxes and fees

A local mainstay since 1877, The Estate at Mount Dora offers free WiFi in public areas, express check-in, and express check-out. You can take advantage of free parking if you drive. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a terrace and a garden.

Pet friendly

Parking included

SPRING LAKE GETAWAY SUITE (Detached Guest House)

At this guesthouse, guests enjoy features like beach towels.

Free WiFi

Air conditioning

Guests staying at this guesthouse have access to a garden and barbecue grills.

Free WiFi

Air conditioning

Downtown Orlando Throne Historic Thornton Park

$200 nightly

$222 total

Oct 13 - Oct 14

Total with taxes and fees

At this guesthouse, guests have access to features like laundry facilities.

Air conditioning

Parking available

Peaceful Two Bedroom Guest House near Wekiva River and State Parks

At this guesthouse, guests have access to features like laundry facilities. This guesthouse also has barbecue grills.

Pet friendly

Free WiFi

3BR Townhouse at Regal Palms: Pool and Disney Fun

This guesthouse is a smoke-free guesthouse.

Pet friendly

$308 nightly

$342 total

Oct 12 - Oct 13

Total with taxes and fees

Guests staying at this guesthouse enjoy an outdoor pool, a gym, and a sauna. Other amenities at this family-friendly guesthouse include a hot tub, an arcade/game room, and laundry facilities.

Pool

Hot Tub

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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

$209 nightly

$235 total

Oct 21 - Oct 22

Total with taxes and fees

7.8/10 Good! (8,593 reviews)

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

631 FLAGLER AVE, Winter Garden, FL

$121 nightly

$136 total

Oct 27 - Oct 28

Total with taxes and fees

9.4/10 Exceptional! (4,049 reviews)

Home2 Suites by Hilton Orlando at Flamingo Crossings

341 Flagler Ave, Winter Garden, FL

$114 nightly

$128 total

Oct 20 - Oct 21

Total with taxes and fees

9.2/10 Wonderful! (4,717 reviews)

Winter Garden Guest Houses essential information

Accommodation	52 Guest Houses
Lowest Price	$128
Highest Price	$342
Popular accommodation	Disney Proximity Escape - Comfort in Kissimmee, The Heirloom Inn, The Estate at Mount Dora, SPRING LAKE GETAWAY SUITE (Detached Guest House), Winter Park Getaway, Downtown Orlando Throne Historic Thornton Park, Peaceful Two Bedroom Guest House near Wekiva River and State Parks , 3BR Townhouse at Regal Palms: Pool and Disney Fun, Mills Cottage by the Little Lake