Historic Oakwood vacation rentals

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Discover a selection of 17 homes and other vacation rentals in Historic Oakwood that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the best amenities for hanging out with the people that matter most, which might include WiFi and a hot tub. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

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Find out more about Historic Oakwood

Find out more about Historic Oakwood

Why visit Historic Oakwood

  1. Historic Architecture: Wander through the Oakwood Historic District, featuring beautifully preserved Victorian homes.
  2. Family-Friendly Atmosphere: Enjoy a welcoming community perfect for families and history enthusiasts alike.
  3. Outdoor Activities: Explore parks and gardens, ideal for leisurely strolls and picnics.
  4. Cultural Experiences: Participate in guided tours and virtual experiences to learn about local history.
  5. Charming Accommodations: Choose from a variety of vacation rentals, from private homes to modern hotels.

Popular types of accommodation around Historic Oakwood

Discover the charm of Historic Oakwood with a variety of vacation rentals that cater to your needs. Whether you prefer a cozy private vacation home, a stylish apartment, or a comfortable condo, there's something for everyone. Enjoy proximity to attractions like Oakwood Cemetery and Aloft Raleigh while experiencing the unique character of this historic neighborhood. Let us help you find the perfect spot to relax and explore all that Historic Oakwood has to offer.

  • Houses: The top choice for visitors to Historic Oakwood, offering spacious accommodations ideal for families and groups.
  • Apartments: A popular second option, providing a comfortable and convenient stay for solo travelers or couples.
  • Condos: A favored third option, these rentals combine home-like amenities with hotel-like features for a versatile experience.
  • Cottages: Fourth on the list, these quaint dwellings offer a charming atmosphere perfect for a peaceful getaway.
  • Cabins: Rounding out the list, cabins provide a cozy retreat for those looking to connect with nature.**

Top attractions around Historic Oakwood

Historic Oakwood in Raleigh, North Carolina is perfect for family and outdoor vacations, offering a blend of cultural experiences. Explore popular attractions such as parks and modern universities while enjoying activities like guided tours of Historic Oakwood, short walks, and virtual tours. Discover the charm of Raleigh with its vibrant urban parks and family-friendly spots, making it an ideal destination for travelers seeking both relaxation and adventure.

  1. North Carolina State University: A vibrant campus embodying modern college life, this university features beautiful green spaces and innovative architecture. Visitors can enjoy a lively atmosphere, with student activities and events enhancing the experience.
  2. Raleigh Convention Center: This bustling venue hosts a variety of conferences and events, showcasing the city's business energy. Its modern design and spacious layout make it an exciting hub for networking and entertainment.
  3. North Carolina State Fairgrounds: A family-friendly outdoor space, the fairgrounds host various events and festivals throughout the year. Enjoy rides, games, and local food vendors, making it a fun destination for all ages.

Things to do recommended for couples

For a romantic getaway around Historic Oakwood, enjoy a concert at Coastal Credit Union Music Park, indulge in luxury at Raleigh Country Club, or unwind together at The Umstead Spa for a rejuvenating experience. Each spot offers a unique atmosphere perfect for couples.

Things to do recommended for families

During your family vacation in Historic Oakwood, explore John Chavis Memorial Park for relaxation, enjoy thrilling games at Frankie's Fun Park, or catch a live event at PNC Arena for an unforgettable sports experience—all within a short drive!

Things to do recommended for groups

Group travelers in Historic Oakwood can enjoy shopping at Crabtree Valley Mall, experience romance at The Acorn pub, and explore the Raleigh Flea Market for unique finds. Each destination offers a distinct vibe perfect for group bonding and local immersion.

What do I need to keep in mind when booking a vacation around Historic Oakwood

When you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your search accordingly. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Historic Oakwood with a group: Think about how many bedrooms you’ll require, as well as features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Historic Oakwood with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Historic Oakwood: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If this resonates with you, be sure to explore Vrbo listings that welcome pets. Most pet-friendly properties offer amenities like feeding bowls and beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting Historic Oakwood: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a spacious kitchen, or a private pool in your search as well.

Where to stay around Historic Oakwood

Discover the charm of Historic Oakwood in Raleigh, North Carolina, where families and history enthusiasts can enjoy a delightful blend of residential neighborhoods and rich heritage. Stroll through the picturesque streets of the Oakwood Historic District, featuring well-preserved Victorian homes, and immerse yourself in the family-friendly atmosphere. Nearby, explore vibrant communities that offer adventure and friendly locals, making it an ideal destination for a memorable vacation experience.

  • Downtown Raleigh: Located a mere 0.4 miles from Historic Oakwood, Downtown Raleigh is the vibrant core of the city, perfect for those seeking family-friendly entertainment and cultural experiences. This area is bustling with theaters, music venues, and educational institutions. Visitors can enjoy a variety of events at the local conference center and convention venue, making it an ideal spot for both leisure and business travelers. Don't miss the chance to explore the city’s museums, parks, and local eateries that contribute to its dynamic atmosphere.
  • Cary: Situated 8 miles from Historic Oakwood, Cary is a charming town known for its family-friendly vibe and diverse entertainment options. The city features a modern shopping mall and an arena entertainment facility, offering visitors a mix of retail therapy and live events. Sports enthusiasts will appreciate the local stadium and sports facilities that host various competitions. Cary’s beautiful parks and recreational areas make it a great destination for outdoor activities, while its vibrant dining scene ensures there's something for everyone.
  • Glenwood South: Just 0.9 miles from Historic Oakwood, Glenwood South is a trendy neighborhood known for its lively atmosphere and youthful energy. This area is home to a variety of theaters and music venues, making it a hub for entertainment. Visitors can enjoy art shows, concerts, and events at local convention centers. The neighborhood boasts a mix of modern college universities and historic architecture, providing a unique blend of past and present. With its bustling nightlife and dining options, Glenwood South is a must-visit for those looking to experience Raleigh’s cultural scene.

Best time to go to Historic Oakwood

If you're planning a trip to Historic Oakwood, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January41.5°F (5.3°C)Light RainMostly SunnyModerately LowSlightly Low
February45.1°F (7.3°C)Light RainMostly SunnyModerately LowSlightly Low
March51.4°F (10.8°C)Light RainMostly SunnyAverageAverage
April61.0°F (16.1°C)Light RainMostly SunnyModerately HighSlightly High
May69.1°F (20.6°C)Light RainMostly SunnyModerately HighSlightly High
June76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
July79.9°F (26.6°C)Light RainMostly SunnyModerately HighAverage
August78.3°F (25.7°C)Light RainMostly SunnyAverageSlightly High
September73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
October62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
November51.8°F (11.0°C)Light RainMostly SunnyAverageAverage
December46.0°F (7.8°C)Light RainMostly SunnyModerately LowSlightly Low

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway!

Save more with One Key

Secure a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your reservation. Being the planner definitely has its perks! When you enroll in our travel rewards program, One Key, you’ll gain immediate access to exclusive member discounts and the ability to earn and redeem OneKeyCash™ on eligible bookings. Sign up now and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, manage your existing travel plans, or review your bookings. Your saved or reserved properties are thoughtfully categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Frequently asked questions

What is the most popular type of vacation rental in Historic Oakwood?
In Historic Oakwood, vacation houses are the most popular type of rental, with around 59 available in the area. These homes typically provide spacious layouts with multiple bedrooms, fully equipped kitchens, and inviting living areas—ideal for families or groups. Many of these properties also feature outdoor spaces such as gardens or porches, superb for enjoying the pleasant North Carolina weather. Additionally, there are approximately 17 apartments available, which offer a more compact living option, often equipped with essential amenities for a comfortable stay. There are also several condos and cottages, providing further variety for travelers looking to experience the charm of Historic Oakwood.
How much does it cost to rent a vacation home in Historic Oakwood?
Prices for vacation rentals in Historic Oakwood vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Historic Oakwood to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Historic Oakwood vacation house rentals?
You can find great discounts on house rentals in Historic Oakwood on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Historic Oakwood?
In Historic Oakwood, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals, and coffee or tea makers for a quick morning pick-me-up. Many rentals also feature outdoor spaces such as patios and decks, providing a pleasant area to relax and enjoy the neighborhood's charm. Onsite parking is a common amenity, making it convenient for guests with vehicles to explore the surrounding areas.
Are there any family house rentals in Historic Oakwood?
In Historic Oakwood, North Carolina, there are numerous family-friendly house rentals available, with around 46 properties to choose from. This charming neighborhood is known for its picturesque streets and historic architecture, making it a delightful place for families to stay. Many of these homes come equipped with ample living space, full kitchens for preparing family meals, and outdoor areas ideal for children to play and explore.

Visitors will find that amenities such as Wi-Fi and air conditioning are typically included, ensuring a comfortable atmosphere during their stay. Additionally, the area is close to several parks, local shops, and restaurants, providing plenty of options for family outings and exploration.
Can I rent a vacation home with a pool or hot tub in Historic Oakwood?
In Historic Oakwood, North Carolina, there are several vacation homes available for rent that feature both pools and hot tubs. This charming neighborhood, known for its beautifully preserved Victorian architecture and tree-lined streets, provides a tranquil setting for travelers. Many properties are equipped with amenities such as private pools, hot tubs, spacious outdoor areas for relaxation, and fully equipped kitchens, making them ideal for family gatherings or group getaways.
Are there any Historic Oakwood vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Historic Oakwood with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there pet-friendly vacation rentals in Historic Oakwood?
In Historic Oakwood, travelers can find a variety of pet-friendly vacation rentals, with around 32 options available. This charming neighborhood is known for its beautiful historic homes and tree-lined streets, providing a picturesque backdrop for your stay. Many of the rentals in this area come equipped with amenities such as spacious backyards, modern kitchens, and cozy living rooms, making them ideal for families or groups traveling with pets.

Additionally, Oakwood offers easy access to nearby parks, including the expansive Pullen Park, which features walking trails, playgrounds, and a pet-friendly atmosphere. This makes it a great spot for leisurely strolls with your furry friends. The neighborhood's proximity to downtown Raleigh ensures that guests can enjoy local shops, restaurants, and cultural attractions while having a comfortable base to return to.
Can I find long-stay vacation rentals in Historic Oakwood?
A long-stay vacation rental in Historic Oakwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Historic Oakwood for a vacation rental?
September is the most popular time to visit Historic Oakwood, as it marks the transition from summer to fall, offering travelers a superb blend of pleasant weather and vibrant local activities. This charming neighborhood showcases its historic homes and beautiful tree-lined streets during the peak season from July to September. As temperatures hover between the mid-60s to low 80s Fahrenheit, it creates a friendly space for outdoor exploration, leisurely strolls, and sightseeing.

During these months, visitors can take part in the local culture, with events and festivals often taking place in the surrounding areas. Art walks, farmers' markets, and community gatherings provide unique opportunities to engage with residents and fellow travelers alike.

For those seeking a more budget-friendly experience, consider visiting in December. While this month falls into the low season, it offers a quieter charm that allows for peaceful exploration of Historic Oakwood's unique architecture and holiday decorations.
Are there any remote work vacation rentals in Historic Oakwood?
In Historic Oakwood, North Carolina, there are numerous vacation rentals suitable for remote work, with around 76 options available. This charming neighborhood offers a blend of historical significance and modern amenities, making it an ideal choice for those looking to balance work and leisure. Many of these rentals come equipped with essential remote work amenities such as reliable Wi-Fi, dedicated desk spaces, and comfortable office chairs. Some properties even provide additional features like laptop workspaces and computer monitors to enhance productivity during your stay.

The area is known for its beautiful tree-lined streets and historic architecture, offering a peaceful environment conducive to focused work. Nearby, you can explore local parks, such as Oakwood Park, which provide great spots for a refreshing break or outdoor meetings. Additionally, the community's proximity to downtown Raleigh ensures quick access to coffee shops and restaurants, allowing for convenient work-life balance. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Historic Oakwood vacation rental?
Book your Historic Oakwood vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Historic Oakwood?
In Historic Oakwood, visitors can take part in the charm of this picturesque neighborhood known for its beautifully preserved Victorian homes and tree-lined streets. A stroll through Oakwood Cemetery offers a glimpse of the area's history and stunning landscapes. Nearby, the North Carolina State Capitol stands as a significant attraction, showcasing classic architecture and rich history. The neighborhood is also conveniently close to downtown Raleigh, where travelers can explore the North Carolina Museum of Natural Sciences and the North Carolina Museum of History.
Can I change or cancel my Historic Oakwood home rental booking on Vrbo?
To find Historic Oakwood vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Historic Oakwood vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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