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Historic South Hill vacation rentals

We found 120 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in Historic South Hill that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you need and want for your stay, which might include parking and a pool. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Historic South Hill

Showing deals for:Sep 19 - Sep 26
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Find out more about Historic South Hill

Find out more about Historic South Hill

Why visit Historic South Hill

  1. Historic Walking Tours: Explore the rich history of Historic South Hill through guided walking tours that showcase its significant landmarks.
  2. Charming Neighborhood: Enjoy the picturesque streets of the South Hill neighborhood, known for its historical significance and vibrant community.
  3. Cultural Experiences: Immerse yourself in the arts and culture of downtown Lexington, featuring galleries and local events.
  4. Outdoor Adventures: Discover nearby Central Kentucky’s scenic landscapes, perfect for sports and outdoor activities.
  5. Diverse Accommodations: Choose from inviting vacation homes, cozy apartments, or stylish condos for a comfortable stay.

Popular types of accommodation around Historic South Hill

If you're considering a getaway in Historic South Hill, you'll find a variety of comfortable accommodations to suit your needs. Our most popular options include Houses, Apartments, and Condos. Whether you're exploring Lexington or staying on S Mill St, you can rest assured that Lexington welcomes travelers with open arms and a range of choices for a memorable stay.

  • Houses: A top choice for visitors, offering spacious and comfortable settings perfect for families or groups.
  • Apartments: A popular option, providing a convenient and home-like atmosphere for solo travelers or couples.
  • Condos: These stylish accommodations blend luxury with affordability, ideal for those seeking a modern touch.
  • Cabins: Perfect for nature enthusiasts, these charming retreats offer a unique and rustic experience.
  • Cottages: A delightful choice for a cozy getaway, featuring quaint settings that enhance relaxation.**

Top attractions around Historic South Hill

Historic South Hill in Lexington, Kentucky, is perfect for sports, outdoor adventures, and cultural explorations. Visitors can enjoy walking tours, explore historic homes, and discover the charming urban park environment. The area features attractions such as historic houses, modern colleges, and universities, making it a great destination for families and outdoor enthusiasts alike. Whether you're seeking a cultural experience or a scenic adventure, Historic South Hill has something for everyone.

  1. University of Kentucky: A vibrant campus that blends modern architecture with a lively atmosphere. Explore its beautiful grounds, engage with students, and enjoy various events and activities that reflect the spirit of this bustling university.
  2. Lexington Convention Center: A hub for business and conferences, this venue offers a dynamic environment for networking and events. Its central location makes it an ideal spot to connect with local culture and commerce.
  3. Lexington Opera House: An elegant venue showcasing captivating performances in a historic setting. Experience the romance and cultural richness of live opera and other entertainment offerings that resonate with the city's artistic spirit.

Things to do recommended for couples

For a romantic getaway in Historic South Hill, visit Talon Winery or Equus Run Vineyard & Winery, both offering charming atmospheres and entertainment just 10 and 11 miles away, respectively. Don't forget Grimes Mill Winery nearby, perfect for savoring wine while enjoying each other's company.

Things to do recommended for families

Families can catch an exciting game at Rupp Arena, just 0.3 miles from Historic South Hill. For a fun day of ice skating, head to Lexington Ice Center, 4 miles away. Don’t miss The Pavilion, 13 miles away, perfect for wellness and relaxation.

Things to do recommended for groups

Explore Fayette Mall for a fun shopping experience, visit Lexington Brewing & Distilling Co. for a taste of local brews, and enjoy a show at the Lyric Theatre and Cultural Arts Center for a dose of culture and entertainment, all within a short distance from Historic South Hill.

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

When traveling with a group, family, pets, or planning for extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Historic South Hill with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Historic South Hill with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind the distance to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Historic South Hill: For many families, a vacation wouldn't feel complete without their beloved pets. If that resonates with you, explore Vrbo listings that welcome furry companions. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting Historic South Hill: If you’re searching for vacation rentals with great deals 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 consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay around Historic South Hill

Exploring Historic South Hill in Lexington, Kentucky, offers an enriching experience filled with family-friendly adventures and rich history. Discover the vibrant downtown Lexington, where art and culture thrive alongside friendly faces. Wander through the charming South Hill neighborhood and appreciate its historic significance, particularly within the Black community. Just a short drive away, Central Kentucky beckons with outdoor activities and scenic landscapes, making it a perfect destination for sports and adventure enthusiasts.

  • Downtown Lexington: Located a mere 0.3 miles from Historic South Hill, Downtown Lexington boasts an exciting blend of urban energy and family-friendly activities. This vibrant area is a hub for sports enthusiasts, with access to stadiums and sports facilities that host various events throughout the year. Shoppers will enjoy the nearby mall and shopping centers, offering a wide array of retail options. Additionally, education is a key aspect of the neighborhood, with modern universities contributing to the lively atmosphere. Whether you're catching a game or enjoying a leisurely stroll, Downtown Lexington is a must-visit spot.
  • Woodward Heights: Just 0.4 miles away from Historic South Hill, Woodward Heights is a charming neighborhood that invites visitors to engage in outdoor sports and family activities. This area is known for its cultural offerings, including local opera and music concerts that showcase regional talent. Education plays an important role in this community, making it ideal for families and individuals seeking enriching experiences. With sports facilities and museums close by, Woodward Heights provides a well-rounded travel experience for those looking to explore Lexington's arts and athletic scene.
  • Martin Luther King: Situated 0.5 miles from Historic South Hill, Martin Luther King neighborhood seamlessly combines sports, culture, and entertainment. This area is alive with engaging activities, including theater performances and live music concerts that cater to diverse tastes. Education remains a focal point, supported by local institutions. The neighborhood's proximity to modern universities and sports facilities enhances its appeal, making it an excellent destination for visitors seeking both cultural enrichment and recreational opportunities. Experience the vibrant spirit of Martin Luther King neighborhood during your stay in Lexington.

Best time to go to Historic South Hill

If you're planning a trip to Historic South Hill, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January32.7°F (0.4°C)Light RainMostly CloudyModerately LowSlightly Low
February36.5°F (2.5°C)Light RainMostly CloudyModerately LowSlightly Low
March45.1°F (7.3°C)Light RainMostly CloudyAverageAverage
April54.5°F (12.5°C)Light RainMostly SunnyModerately HighAverage
May64.2°F (17.9°C)Light RainMostly SunnyModerately HighSlightly High
June72.1°F (22.3°C)Light RainMostly SunnyModerately HighAverage
July75.4°F (24.1°C)Light RainMostly SunnyAverageAverage
August74.1°F (23.4°C)Light RainMostly SunnyAverageAverage
September68.2°F (20.1°C)Light RainMostly SunnyAverageSlightly High
October56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
November45.0°F (7.2°C)Light RainMostly SunnyAverageSlightly High
December38.5°F (3.6°C)Light RainMostly CloudyModerately LowSlightly Low

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, feel free to use our filters to narrow down options by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your entire booking. Being the planner truly pays off! When you become a part of our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash™ on eligible bookings. Sign up today and start enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board feature offers you a convenient way to plan your travels, whether you're starting a new trip, picking up where you left off, or organizing your existing plans. You can easily find the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply 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 accommodation in Historic South Hill?
The most in-demand types of vacation rentals in Historic South Hill are condos. Hoping for something different? Vrbo has plenty of options to match our guests' unique needs, so you'll see vacation homes in all sizes, and for all budgets. The ideal home away from home is waiting for you --- book yours today.
How much does it cost to rent a vacation rental in Historic South Hill?
The average price for a vacation home in Historic South Hill is determined by several factors, including property type, length of stay and time of year. Whether you're thinking about a sprawling villa with room to move around or a quaint cottage for you and your other half, just enter your travel dates to view stays that offer great value.
How much does it cost to rent a beach house in Historic South Hill?
When you travel and the size and style of the property will influence the cost of your beachside escape. Put in your Historic South Hill travel dates to view your available options on Vrbo. Can't live without a private pool? Use our filters to pick the amenities and features you want in your rental.
Are there pet-friendly vacation rentals in Historic South Hill?
With 11 vacation rentals that welcome pets, your happy hound can join in on your Historic South Hill break. Use our filter tool to search our pet-friendly vacation rentals and find your pawfect digs on Vrbo.
What are popular rental amenities in Historic South Hill?
The most popular rental amenities people prefer in Historic South Hill include a chef, a firepit and a garden. Whether you're on the road with buddies, family or even pets, Vrbo vacation homes include the best amenities for making epic memories with your loved ones.
Are there large group vacation rentals in Historic South Hill?
With two properties that can host 10 people or more in Historic South Hill, you don't have to keep your invite list short. From vacations with the extended family to special events like birthday and Christmas parties, Vrbo will help you find a large group rental to suit the occasion.
Are there vacation rentals in Historic South Hill that welcome kids?
Bring the whole group together for an unforgettable adventure in Historic South Hill at one of our 11 family-friendly vacation rentals. These stays come with conveniences that are ideal for trips with the kids, like full kitchens, extra bedrooms and entertainment units. Just click on the "Properties good for families" filter box and choose your favorite option.
Can I find two-bedroom vacation rentals in Historic South Hill?
Take off with your loved ones and enjoy total privacy and comfort in one of the five two-bedroom vacation rentals Historic South Hill has to offer.
Are there vacation rentals with WiFi in Historic South Hill?
You'll find three vacation rentals with WiFi in Historic South Hill. If you want to disconnect from the world during your break, but still want to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Historic South Hill?
You'll have your pick of 11 Vrbo vacation rentals with air conditioning in Historic South Hill offering that cool, cool breeze and extra level of comfort. Enter your chosen travel dates and then use our filters to find properties with air conditioning.
How old do you have to be to rent a vacation rental in Historic South Hill?
The minimum required age is usually 16, 18 or 21. It can vary across properties on Vrbo, so check the rules of your chosen Historic South Hill vacation rental before booking.
How long can I rent a vacation rental in Historic South Hill for?
How long you can book a vacation rental in Historic South Hill depends on the property. Just enter your desired travel dates to look at a list of options offering extended stays. With lots of creature comforts such as kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to discover someplace just right to call your home away from home in Historic South Hill.
Does Vrbo offer discounts for vacation homes in Historic South Hill?
Weekend adventure or a much-needed extended escape, Vrbo has some incredible bargains and discounts in Historic South Hill to suit your style and your budget. Browse our weekly and monthly discounts on vacation rentals, or see what's just been added with one of our newly listed homes. Whatever you're after, you'll find the perfect place to stay --- without blowing your budget.

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