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

Vacation home perfectly located for exploring Oakland

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

Terrace/patio
Interior
Interior
Exterior
Private kitchen

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms7 bathrooms

Popular amenities

  • Dryer
  • Pet-friendly
  • Washer
  • Gym
  • Air conditioning

Explore the area

View in a map
Oakland, FL
  • Place, AdventHealth Winter Garden
    ‪9 min drive‬
  • Place, Walt Disney World® Resort
    ‪27 min drive‬
  • Place, Magic Kingdom® Park
    ‪27 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪36 min drive‬

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About the area

Winter Garden

Oakland stay.Your stay at this Oakland vacation home places you within 3 miles (5 km) of Oakland Nature Preserve and Garden Theatre. Central Florida Railroad Museum and Winter Garden Art Association are also within 3 miles (5 km).
View more Vacation homes in Winter GardenOpens in a new window

What's nearby

  • AdventHealth Winter Garden - 9 min drive - 9.1 km
  • Universal Orlando Resort - 19 min drive - 24.7 km
  • Universal Studios Florida - 20 min drive - 25.0 km
  • Walt Disney World® Resort - 27 min drive - 25.7 km
  • Magic Kingdom® Park - 27 min drive - 26.0 km

Getting around

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

Restaurants

  • ‪Crooked Can Brewing Company - ‬6 min drive
  • ‪Dairy Queen - ‬5 min drive
  • ‪Bojangles - ‬6 min drive
  • ‪Hangry Bison - ‬6 min drive
  • ‪Circle K - ‬4 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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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Property amenities

Internet

  • Available in the house: WiFi

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 6.5 bathrooms
  • Bathtub or shower
  • Hair dryer

Outdoor areas

  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • On a lake

Things to do

  • Gym
  • Golfing nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property is also known as

8392

Reviews

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

10

Exceptional

10/10

Cleanliness
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

10/10 Excellent

Kristen R.

Liked: Cleanliness
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