Title: Historic Oakwood Old Schoolhouse, walk downtown! - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Historic Oakwood Old Schoolhouse, walk downtown! Vacation home in Kissimmee with kitchen and patio ![Smart TV, video games](https://images.trvl-media.com/lodging/97000000/96090000/96084300/96084262/95cada75.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, video games](https://images.trvl-media.com/lodging/97000000/96090000/96084300/96084262/eb625561.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96090000/96084300/96084262/db596f58.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96090000/96084300/96084262/6ce91217.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96084300/96084262/w1024h681x0y1-dff37d53.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Nestled in the charming Historic Oakwood District, 620 N East St offers a warm and inviting retreat. Enjoy a screened-in back porch with outdoor seating, explore the nearby Person Street for shops and eats or take advantage of flexible downstairs bedrooms that can accommodate your needs. Unwind in the game room featuring foosball/air hockey table or simply relax by the fire pit. 10 Exceptional ### Entire home 4 bedrooms2 bathroomsSleeps 122000 sq ft ## Popular amenities - Hot tub - Dryer - Washer - Kitchen - Parking available - Barbecue grill ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Historic Oakwood Old Schoolhouse, walk downtown! Come and stay in our house located in the Historic Oakwood District. Walk two blocks to Person Street and find doughnuts, bakeries, a bottle shop, pharmacy, several restaurants and bars, art galleries, and bookstore. You'll find BBQ, a sandwich restaurant, and other shops within the neighborhood. Venture out a little further (0.5-1.5 miles) and you'll be exploring Raleigh's Warehouse District, Moore Square, Fayetteville Street, Glenwood South, etc. You're looking at a 4 bedrooms and 2 bathrooms house. Upstairs, you'll find a piano, high ceilings, and a recently remodeled kitchen and bathroom. The master bedroom has a king sized bed and the living room has a sleeper sofa. Downstairs, the bedrooms are flexible to your needs: \- Do you have a lot of guests? Pull down the queen sized Murphy bed in one room and/or pull out the twin sized trundles that are underneath the full sized beds in the other two rooms. In other words, downstairs can sleep up to 8 people. \- Do you need a place to work? Put the Murphy bed up and use the guest room as an office instead. When you're ready for some fresh air, walk outside the kitchen to a screened-in back porch. Or go downstairs and you'll be in the back yard with a fire pit. Got a dog? She/he will also enjoy the back yard, which includes a kennel. There is also a dog park just a few blocks away. We do charge a $50 nightly pet fee and ask that you keep pets off of the furniture. You will also find a game room in the back yard, which has a TV and combination foosball/air hockey/tennis table. There is also a futon for watching movies or sleeping al fresco. You are also welcome to use the laundry room. Guest access You will have the whole house to yourself, except for a few locked owners closets. We will send you a door code with the check in information. Other things to note We thank Matthew Brown, a friend, neighbor and historian for preserving the "Cinderella Story" of our house: Welcome to 620 N. East St. This house has a Cinderella story. It all started in 1899 when Joseph Heilig, who was an engineer for the Seaboard Air Line Railroad, built his house at 501 Polk St. Just a few years later, Heilig decided to move his house just one lot over and face its front door towards the corner of Polk and N. East streets and renumber it 504 N. East St. This allowed him to build a new house at 504 Polk St. Keeping his original kitchen didn’t fit into these plans for some reason, so he got rid of it in and sent it two blocks down the street to the lot where it is today. In 1912, the kitchen was placed on tall brick piers where it now stands by J. Stanhope Wynne, former mayor of Raleigh and president of the Home Real Estate Company. Wynne brought in a former school house from Johnston County and attached it to the kitchen, making the resulting structure a residence. This upgrade was enough to entice Horace T. Roberts, a dairy farmer in the area to buy the property for $1,150 on August 7, 1913. However Roberts couldn’t make his payments, so the house was auctioned off in 1916 for $850 to W. J. Young. Young was active at the Methodist church downtown on Edenton street and later founded the Raleigh Y.M.C.A chapter. Over the next 60 years, the housed struggled to find its identity. It was occupied by at least 15 different people, including a painter, salesman, cabinet maker, truck driver, and a baker. There is rumor that the Methodist Orphanage occupied or owned the house in the 30s and 40s. Then it was sold in 1979 for $10,500 to Daniel C. Pope, who used it for storage for the next 10 years. After almost a century of waiting to someday be uplifted, the residence at 620 N. East St. was sold to Davis and Karin Jones in 1986 for $40,000. They were the perfect couple for this house: he enjoyed working on house remodeling projects, and she was an artist with the gift of design skills. Together they developed plans to revitalize and add four bedrooms and two bathrooms to the house. They shared their vision for the house with the public the next year as they put the house on the Oakwood Candlelight Tour in 1987. After several years of hard work, the Jones’s vision became a reality as 620 N. East St. Became a house large enough for a family. Sadly, when their daughters were one- and three-years old, Karin died from cancer and Davis subsequently sold the house in 1996. Eight years later another family whose mother was an artist bought the house. Roxane Lessa further refined the house’s vibrant design by completing several projects. Some walls were knocked down, the kitchen ceiling was raised, many of the rooms were painted with bright colors, and a screened-in porch was added on to the rear of the house. In 2012 Clint and Kathryn Stevenson, who both work at NC State, bought the house at the beginning of their marriage. They love this house and have made this house their own. Most recently, they renovated the kitchen and master bathroom. They also built a game room underneath the back porch and converted the basement underneath the original school house into a workshop where Kathryn does woodworking and Clint keeps his home brewing equipment. ## Property amenities ### Pool/Spa - Hot tub ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Entertainment - Games - Smart TV - Video games ### Outdoor areas - Barbecue grill - Firepit - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - 2 pets total ### Suitability/Accessibility - Smoking not allowed ### Location highlights - In the city center ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Unit size: 2,000 square feet ## Similar properties ![Pool](https://images.trvl-media.com/lodging/60000000/60000000/59992500/59992449/b5d514b0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 4 Masters, wifi, private pool, Ultimate gameroom, resort community, 3mi to WDW Windsor Hills - Pool - Hot tub - Kitchen - Washer 9.4 Exceptional 64 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=59992449&PinnedHotelID=59992449&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33560000/33556700/33556670/304ac834.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Livin the Dream❤️Closest FREE Resort to Disney! 3 Kings Windsor Hills - Pool - Hot tub - Kitchen - Washer 10 Exceptional 97 reviews CA $323 CA $831 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13&selected=33556670&PinnedHotelID=33556670&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees 2 total pets ### 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 Long-term renters welcome Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property 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 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C28.31925%2C-81.59299&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=_tjXXIaSNNFBOgCb27ms-iOGV9o=) Kissimmee, FL #### What's nearby - Mystic Dunes Golf Club - 3 min drive - 1.7 km - Disney's Animal Kingdom® Theme Park - 7 min drive - 4.5 km - Disney's Blizzard Beach Water Park - 8 min drive - 7.1 km - ESPN Wide World of Sports Complex - 8 min drive - 6.4 km - Disney's Hollywood Studios® - 9 min drive - 8.1 km #### Getting around - Brightline Orlando Station - 29 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 29 min drive #### Restaurants - ‪McDonald's - ‬4 min drive - ‪Starbucks - ‬3 min drive - ‪Del Taco - ‬3 min drive - ‪Drafts Sports Bar & Grill - ‬15 min walk - ‪Sickies Garage Burgers & Brews - ‬4 min drive ## Frequently asked questions ### Is Historic Oakwood Old Schoolhouse, walk downtown! pet-friendly? > Yes, this property allows pets (limit 2 total). ### What time is check-in at Historic Oakwood Old Schoolhouse, walk downtown!? > Check-in begins at 4:00 PM. ### What time is check-out at Historic Oakwood Old Schoolhouse, walk downtown!? > Check-out is at 10:00 AM. ### Where is Historic Oakwood Old Schoolhouse, walk downtown! located? > Located in Windsor Hills, this vacation home is 1.9 mi (3.1 km) from Mystic Dunes Golf Club and 2.9 mi (4.7 km) from Island H2O Live!. Walt Disney World® Resort and Old Town are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Historic Oakwood Old Schoolhouse, walk downtown! Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 10 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.8/10 Cleanliness ### 10/10 Excellent #### Brian Y. Nov 13, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Was a great place to stay! The house was great fun and had so much character. It was such a great location, blocks from great restaurants. We plan to come back and stay here again! ##### Brian Y. Stayed 5 nights in Nov 2023 ### 10/10 Excellent #### Andrew W. Sep 25, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Location The place was great! everyone had there own beds house was awesome Clint was very easy to get in touch with if we had any problems Definitely will stay here again! ##### Andrew W. Stayed 2 nights in Sep 2023 ### 10/10 Excellent #### Pushapraj B. Jun 7, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Peaceful Clean place, nice kitchen and back porch, lots of space. ##### Pushapraj B. Stayed 4 nights in May 2024 ### 10/10 Excellent #### John G. Apr 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Raleigh Family Weddings This home was great- we all loved it! The neighborhood is quiet & within walking distance to restaurants & a coffee shop. House was very comfortable for our group. Communication with the owners was easy. Would stay again ##### John G. Stayed 4 nights in Apr 2024 ### 10/10 Excellent #### Patricia (Trish) G. Sep 25, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Top of the class First time visitors to Raleigh and found this first rate gem. New to the VRBO market, our host went overboard to make sure we had excellent accommodations, provided helpful recommendations appreciated by this newcomer, and made himself readily available for any questions we had. The "schoolhouse" was beautifully converted into a cozy home while retaining valuable pieces of the original structure. The location was incredibly convenient to the best features of Raleigh which were either walkable or within a very short car ride. This home comes highly recommended! ##### Patricia (Trish) G. Stayed 4 nights in Sep 2023 ### 10/10 Excellent #### Heather W. May 15, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### College graduation My daughter graduated from UNC Chapel Hill. We had 12 people. Two grandmothers over 75, with one bedroom on the ground floor and a foldout, all the rest are down steep stairs. That wasn't completely clear, but it worked out ok. There are trundle beds and a futon plus the beds and the foldout that total 12 sleeping, but the advertisement did not explain that very well. Some family traveled from NM and some from AL and SC. The porch and kitchen were great for socializing and there were also plenty of private rooms to get some space from the crowd. The house was very nice and clean. The kitchen was well stocked with dishes and utensils and pots and pans. The parking is minimal, but we were aware of that. Street parking was not a problem. The host was very responsive when called and messaged with a few questions. It is not far from the airport. All in all, it was a great family reunion for the graduation. I would highly recommend this VRBO! ##### Heather W. Stayed 4 nights in May 2024 ### 10/10 Excellent #### Patricia G. Mar 26, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Our family stayed there to celebrate my daughter getting married. It was a wonderful home and great location. Highly recommend this place! ##### Patricia G. Stayed 4 nights in Mar 2024 ### 10/10 Excellent #### Ed H., Wellesley, MA US Mar 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Week Stay in Raleigh’s Historic Oakwood Section Family gathering in Raleigh was delightful. 8 immediate family members, all adults, enjoyed our stay in the Old Schoolhouse. Mid-March evenings were warm enough to spend in the outdoor screened-in porch — everyone enjoyed the gatherings we had at the house. The kitchen was very well stocked; we cooked several large meals at home… to everyone’s delight. The small wine fridge in the kitchen was a nice touch. The high ceilings of the first floor were magnificent. Finally, the location to a commercial district was really convenient. Restaurants were a few block walk away, as were several hair stylists and barbers! Answers to our questions about the house and our stay were always answered promptly. Great trip. Great stay. Thank you. ##### Ed H. Stayed 7 nights in Mar 2024 ### 8/10 Good #### David M. Nov 17, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location in a great city. We had a great time visiting all the sites. The location was walking distance to just about everything we wanted to do. ##### David M. Stayed 5 nights in Oct 2023 ### 10/10 Excellent #### Jeannie G. Nov 16, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Back to School! The Old Schoolhouse is now on our top five list of favorite spots to stay! This house is in a beautiful, walkable neighborhood, near a few restaurants, bars, and shops. The walk to downtown is about 20 minutes, and you will find more there to explore as well. We very much enjoyed our wandering and even got to buy a few Pokemon cards from the the neighborhood children...their version of a lemonade stand! The house is SO charming and very comfortable with plenty of space for the seven adults who were there. The kitchen is well-equipped for cooking, with lots of glassware, utensils, pots and pans. One note, if you like to use spices in your cooking, be certain to bring your own. Being that it is an old building, the shared bathrooms had some funky configurations, adding to the interesting architecture. Be sure to knock first! Everyone said their bed was comfortable and all slept well! The light in the house is glorious and the afternoons we spent on the back screened porch was a great way to pause and relax before our wedding activities. Clint was readily available for any issue, and he responded right away with answers to questions or needs. (I locked myself out-my doing!) Thank you for creating such a special place to serve as our home for the long weekend. Should we return to Raleigh in the future, we will certainly stay at the Schoolhouse! ##### Jeannie G. Stayed 4 nights in Nov 2023 ### 10/10 Excellent #### Sarah B. Sep 16, 2023 Liked: Cleanliness, check-in, communication, location #### History with class! We had an absolutely wonderful stay! The ONLY reason I give a 3 star for the accuracy of the listing is because they have sold themselves short with bragging on how nice their house is! The master bedroom was beautiful, the 3 bedrooms downstairs were just as cozy. The game room can be accessed only from the backyard, but was a super fun plus to our stay! They don’t mention the beautiful screened in back porch with lighting, couches and tables! The kitchen and living room were definitely my favorite!! You can really feel the old school house vibes in the main living area with high ceilings and tongue and groove woodwork throughout! We had a group of moms go for a weekend getaway and we truly enjoyed our stay 100%. Uber rides to the downtown area were reasonable. There were places close by to eat, a BP Gas station was only 2 blocks away which was convenient. Parking limited to the street, but we always had options to park very close. Our hosts were more than accommodating! Quick responses and very welcoming. We were short on paper towels (which they were aware of) and within a few hours we had a delivery on the front porch. I highly encourage anyone to stay here if they are looking for somewhere to stay in the downtown area but want to be able to escape the noise as well. 10/10 HIGHLY RECOMMEND! ##### Sarah B. 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