House in Winter Garden
13 guests · 5 bedrooms · 6 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
Originally built in the early 1900’s, this gracious manor was carefully renovated, preserving its historic craftsman-style. As you pass through the gates & moss-draped oaks, you will feel like you have stepped back in time.
For a relaxing getaway, OMHouse has five overnight bedrooms with private baths, each with its own theme, crafted by local artists, and representing an area attraction and its history.
There is a separate yet attached bungalow that can be added to the entire home rental or rented on its own for smaller parties.
The 700 sq. ft. lakeside porch has been the site of many social gatherings, retreats and weddings.
Enjoy the proximity to the Magic Kingdom and all the attractions Orlando has to offer, as we are located in Oakland, Florida, within just 30 minutes of most central Florida highlights and the convenience of the Florida turnpike nearby.
The West Orange Trail runs through the neighborhood to nearby Winter Garden to the east, with its Farmer’s Market, restaurants, brewery, and music venues and to the west, the Oakland Nature Preserve and Clermont.
For a relaxing getaway, OMHouse has five overnight bedrooms with private baths, each with its own theme, crafted by local artists, and representing an area attraction and its history.
There is a separate yet attached bungalow that can be added to the entire home rental or rented on its own for smaller parties.
The 700 sq. ft. lakeside porch has been the site of many social gatherings, retreats and weddings.
Enjoy the proximity to the Magic Kingdom and all the attractions Orlando has to offer, as we are located in Oakland, Florida, within just 30 minutes of most central Florida highlights and the convenience of the Florida turnpike nearby.
The West Orange Trail runs through the neighborhood to nearby Winter Garden to the east, with its Farmer’s Market, restaurants, brewery, and music venues and to the west, the Oakland Nature Preserve and Clermont.
Amenities at Central Florida's Historic Gem & wedding venue- The Oakland Manor House
Air conditioning
Non-smoking
Pets allowed
Gym
WiFi/Internet
Washing machine
Dryer
Laundry services
Bath or shower
Ironing facilities
Hairdryer
Map of Winter Garden
Ratings and reviews
10.0 / 10.0Outstanding·Sep 2025
We had a spectacular time at the Oakland Manor House. It's a gorgeous, historic home filled with both handsome antiques and comfortable sofas and beds. The kitchen is fully stocked and a joy to use to make meals if you're so inclined. The bathrooms were very clean and well appointed with bath products and hair dryers for use. They even had coffee beans and a grinder for use. Very nice gestures. It was spotless and located in a lovely, safe neighborhood. We had a celebration of our wedding with twelve of our closest friends and family, and there was ample space for everyone to park on the property and enjoy a romantic and intimate dinner party. The host and caretaker were very communicative and encouraging. I couldn't recommend this property enough. Thank you for offering your home to us.
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Top rated by guests
10.0Outstanding
(1 Rating)
"We had a spectacular time at the Oakland Manor House. It's a gorgeous, historic home filled with both handsome antiques and comfortable sofas and beds. The kitchen is fully stocked and a joy to use to..."
Kristen R.Don't miss out! Price and availability may change
