Orlando showing dining out and theatre scenes as well as a couple

Search Maitland Guest Houses

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Featured Guest Houses in Maitland

"Lovely hidden getaway, but still within walking distance to great restaurants and shopping"

includes taxes & fees

1 Sept - 2 Sept

"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."

"Nice size property great location great host"

includes taxes & fees

26 Aug - 27 Aug

Fridge, microwave, stovetop, coffee/tea maker

"Perfect house, perfect location, and the host is very pleasant and easy to get in contact with. A great stay."

"Great location - property seas very clean and comfortable!"

includes taxes & fees

25 Aug - 26 Aug

"Awesome property, kind host, great location… 1mile to food and drinks, 15 minutes to universal studios."

includes taxes & fees

19 Aug - 20 Aug

"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. "

includes taxes & fees

26 Aug - 27 Aug

"One bedroom with comfortable foldout futon in small living room. Small fridge, microwave, kettle were ideal for my stay. "

includes taxes & fees

31 Aug - 1 Sept

"Nice area, nice place. Will definitely be back to visit family"

"Our stay was perfect. The accommodations and hosts were excellent. Will definitely consider it again if/when coming to orlando. "

"Very clean and perfect location. Historic Sanford is awesome."

"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. "

Full-sized fridge, microwave, oven, stovetop

"Had a lovely visit in Orlando! Easy to find, host is very nice, communicative and helpful! Would definitely stay again"

2 bedrooms, desk, iron/ironing board, free WiFi

"The property, the location and host are all top notch."

"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!"

"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."