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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Guest Houses in Maitland

The Estate at Mount Dora
Exterior

The Estate at Mount Dora

3.5 star property
9.2 out of 10, Wonderful, (375)
"Lovely hidden getaway, but still within walking distance to great restaurants and shopping"
The Estate at Mount Dora
Winter Park Getaway
Outdoor dining

Winter Park Getaway

10.0 out of 10, Exceptional, (3)
"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."
Winter Park Getaway
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Fridge, microwave, oven, stovetop

 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

10.0 out of 10, Exceptional, (83)
"Nice area, nice place. Will definitely be back to visit family"
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Historic lakefront guesthouse
Outdoor pool, a heated pool

Historic lakefront guesthouse

10.0 out of 10, Exceptional, (5)
"Great location - property seas very clean and comfortable!"
The price is AU$409
includes taxes & fees
11 Aug - 12 Aug
Historic lakefront guesthouse
Mills Cottage by the Little Lake
Outdoor pool, a heated pool

Mills Cottage by the Little Lake

10.0 out of 10, Exceptional, (45)
"Awesome property, kind host, great location… 1mile to food and drinks, 15 minutes to universal studios."
The price is AU$577
includes taxes & fees
5 Aug - 6 Aug
Mills Cottage by the Little Lake
Downtown Lake Eola Historic House 1 OR 2 BED
Smart TV

Downtown Lake Eola Historic House 1 OR 2 BED

8.8 out of 10, Excellent, (30)
"This was a great option for my friend and I who were traveling. It had two separate bedrooms, a decent kitchen, and a nice seating area. It’s pretty much in downtown, we walked very easily to the Orlando magic stadium and there’s plenty of restaurants within walking distance around the home. would definitely stay here again, and I really appreciated the communication from the property management company. "
The price is AU$256
includes taxes & fees
3 Aug - 4 Aug
Downtown Lake Eola Historic House 1 OR 2 BED
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Interior

2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

8.8 out of 10, Excellent, (17)
"One bedroom with comfortable foldout futon in small living room. Small fridge, microwave, kettle were ideal for my stay. "
The price is AU$251
includes taxes & fees
2 Aug - 3 Aug
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Fridge, microwave, stovetop, coffee/tea maker

SPRING LAKE GETAWAY SUITE (Detached Guest House)

10.0 out of 10, Exceptional, (71)
"Perfect house, perfect location, and the host is very pleasant and easy to get in contact with. A great stay."
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Adorable 1bed 1 bath guest house
Smart TV

Adorable 1bed 1 bath guest house

10.0 out of 10, Exceptional, (25)
"Our stay was perfect. The accommodations and hosts were excellent. Will definitely consider it again if/when coming to orlando. "
Adorable 1bed 1 bath guest house
Private studio; big outdoor space
Terrace/patio

Private studio; big outdoor space

10.0 out of 10, Exceptional, (22)
"We were very pleased with our hosts and their responsiveness to any concerns we had. The property worked very well for us as we spent our days with family and returned to our quiet place in the evenings. "
Private studio; big outdoor space
City Guesthouse in beautiful Historic Downtown Sanford
TV

City Guesthouse in beautiful Historic Downtown Sanford

9.8 out of 10, Exceptional, (8)
"Very clean and perfect location. Historic Sanford is awesome."
City Guesthouse in beautiful Historic Downtown Sanford
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Full-sized fridge, microwave, oven, stovetop

Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio

9.6 out of 10, Exceptional, (15)
"Had a lovely visit in Orlando! Easy to find, host is very nice, communicative and helpful! Would definitely stay again"
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Comfortable 2BR Orlando Home • Pet-Friendly
2 bedrooms, desk, iron/ironing board, free WiFi

Comfortable 2BR Orlando Home • Pet-Friendly

2.0 star property
Comfortable 2BR Orlando Home • Pet-Friendly
Private Poolside Guest House In Winter Park/Orlando
A heated pool

Private Poolside Guest House In Winter Park/Orlando

8.0 out of 10, Very good, (2)
"The property, the location and host are all top notch."
Private Poolside Guest House In Winter Park/Orlando
Blissful Guest House
Full-sized fridge, microwave, oven, stovetop

Blissful Guest House

3.0 star property
2.0 out of 10, (1)
Blissful Guest House
Tree House
Exterior

Tree House

10.0 out of 10, Exceptional, (1)
"Erik at the beehive treehouse was the best host we’ve had in a while. He met us at the spot and showed us everything we needed to know and even bought flowers as a surprise because I told him it was my wife’s birthday. The treehouse is AMAZING, built with love and you feel it in every detail. Peaceful, serene, and quant. Couldn’t have asked for a better mini vacation spot. Thank you Erik!"
Tree House
Dr. Phillips House
Exterior

Dr. Phillips House

3.0 star property
8.2 out of 10, Very good, (13)
"AWESOME LOCATION AND A GREAT PLACE TO STAY. THE ROOM WAS ABSOLUTELY AMAZING!! NO TURN DOWN OR TOWELS AFTER THE FIRST NIGHT STAY ALTHOUGH IT WAS AT THE BEGINNING OF CORONA."
Dr. Phillips House
2 Bed/2 Bath Villa @ Walt Disney's Grand Floridian Resort
Pool

2 Bed/2 Bath Villa @ Walt Disney's Grand Floridian Resort

2 Bed/2 Bath Villa @ Walt Disney's Grand Floridian Resort
Disney’s Top Villa Resort
Outdoor pool

Disney’s Top Villa Resort

Disney’s Top Villa Resort
Your Home Away From Home
Smart TV

Your Home Away From Home

Your Home Away From Home
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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