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Central Florida's Historic Gem & wedding venue- The Oakland Manor House

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Interior - Central Florida's Historic Gem & wedding venue- The Oakland Manor House (Oakland)
A wooden deck with two chairs and a table, a yellow building with large windows, and trees with hanging moss. - Central Florida's Historic Gem & wedding venue- The Oakland Manor House (Oakland)
A living room with a brick fireplace, a grey sofa with patterned cushions, and large windows offering a view of the outdoors. - Central Florida's Historic Gem & wedding venue- The Oakland Manor House (Oakland)
A spacious living room with a fireplace, a large wooden bookcase, and comfortable seating. - Central Florida's Historic Gem & wedding venue- The Oakland Manor House (Oakland)
A dining room with a large wooden table, six chairs, and a ceiling fan. There are large windows with views of trees, and a fire extinguisher is visible on the left. - Central Florida's Historic Gem & wedding venue- The Oakland Manor House (Oakland)
Central Florida's Historic Gem & wedding venue- The Oakland Manor House provides amenities, such as laundry facilities and a gym. Guests can connect to in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Gym

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About this property

Central Florida's Historic Gem & wedding venue- The Oakland Manor House

  • 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.

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About the area

Located in Oakland, a neighbourhood in Winter Garden, this holiday home is near theme parks and on a lake. Orlando International Premium Outlets is worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Magic Kingdom® Park and Walt Disney World® Resort. The Wizarding World of Harry Potter™ and Universal Studios Florida are not to be missed. Spend some time exploring the area's activities, including golfing. Visit our Winter Garden travel guide
View more Holiday homes in Winter Garden
Map
Oakland, FL

What's nearby

  • A vibrant amusement park with colorful buildings, a large Spider-Man mural, and a Ferris wheel.
    Universal Orlando Resort
    20 min drive - 28.6 km
  • A large blue globe with the word "UNIVERSAL" in gold letters.
    Universal Studios Florida
    22 min drive - 27.6 km
  • A dragon with a green gem and a blue castle in the background.
    Magic Kingdom® Park
    33 min drive - 29.2 km
  • Oakland Nature Preserve
    17 min walk - 1.4 km
  • Johns Lake
    3 min drive - 2.1 km

Getting around

  • Orlando Station
    23 min drive
  • Leesburg, FL (LEE-Leesburg Intl.)
    48 min drive

Restaurants

  • Crooked Can Brewing Company
    6 min drive
  • Bojangles
    6 min drive
  • Dairy Queen
    5 min drive
  • The Whole Enchilada
    7 min drive
  • Rosallie
    7 min drive

Frequently asked questions

Is Central Florida's Historic Gem & wedding venue- The Oakland Manor House pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Central Florida's Historic Gem & wedding venue- The Oakland Manor House?

Check-in begins at 3:00 PM.

What time is check-out at Central Florida's Historic Gem & wedding venue- The Oakland Manor House?

Checkout is at 11:00 AM.

Where is Central Florida's Historic Gem & wedding venue- The Oakland Manor House located?

Located in Oakland, this holiday home is 0.9 mi (1.4 km) from Oakland Nature Preserve and within 3 miles (5 km) of Garden Theatre and Winter Garden Heritage Museum. West Orange Trail is 3 mi (4.8 km) away.

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Reviews

Central Florida's Historic Gem & wedding venue- The Oakland Manor House Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Sep 2025