Discover Your Perfect Downtown Vacation Homes

Best Vacation Homes in Downtown

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Downtown Pet Friendly Vacation Rentals

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Downtown Large Vacation Homes

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Why Choose Rent By Owner for your Downtown Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Downtown Vacation Rentals

Where are the best neighborhoods to stay in Downtown?

Exploring the neighborhoods in Downtown Lexington, Kentucky offers a unique opportunity to immerse yourself in the city's vibrant culture and rich history. When booking your vacation rentals in this area, you'll find a variety of options that put you within easy reach of local attractions and the lively urban scene. Staying centrally allows for effortless access to the heart of Lexington, making it convenient to experience everything this dynamic city has to offer. Whether you're seeking a cozy retreat or a stylish apartment, choosing to stay in Downtown ensures a memorable visit surrounded by the authentic charm of Lexington, Kentucky.

Historic South Hill

This neighborhood offers a charming atmosphere with easy access to the region's historic sites, making it an ideal choice for travelers seeking a blend of culture and comfort in their Lexington stay.

View 553+ Rentals in Historic South Hill

Columbia Heights

Located conveniently within the city, Columbia Heights provides a vibrant environment perfect for exploring local amenities while enjoying the comforts of a well-established community here.

View 600+ Rentals in Columbia Heights

Martin Luther King

A neighborhood rich in history and cultural significance, this area is suitable for visitors interested in experiencing authentic local life during their time in the city.

View 565+ Rentals in Martin Luther King

West Suburb

Offering a peaceful retreat from the hustle of downtown, the West Suburb is perfect for those who prefer a tranquil setting while remaining close to the region’s attractions.

View 555+ Rentals in West Suburb

North Upper Street

Known for its lively atmosphere and accessibility, North Upper Street serves as a great base for exploring the city's vibrant scene and enjoying convenient amenities.

View 27+ Rentals in North Upper Street

Northside District

This dynamic neighborhood blends urban energy with local charm, making it an excellent choice for travelers wanting to experience the spirit of the city.

View 503+ Rentals in Northside District

Woodward Heights

Situated in a peaceful setting, Woodward Heights provides comfortable accommodations close to the area's scenic views and local attractions.

View 541+ Rentals in Woodward Heights

Best Times to Visit Downtown

When should you plan your Vacation Rentals stay?

Understanding the best time to visit can enhance your experience in this vibrant destination, allowing you to enjoy its unique charm and local events while making the most of your stay in the area's inviting vacation rentals.

Peak Season Highlights

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Spring (March to May)

During spring, the area flourishes with vibrant outdoor activities and a lively atmosphere, making it an ideal time to explore local events while enjoying pleasant weather.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

In fall, the region showcases stunning foliage and comfortable temperatures, perfect for leisurely strolls and experiencing local culture at a relaxed pace.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Summer (June to August)

Summertime offers warm weather and longer days, but expect fewer crowds and more affordable rates when booking vacation rentals in this destination.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
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Winter (December to February)

Winter sees cooler temperatures and less foot traffic, providing a quiet and cozy atmosphere for those seeking a peaceful retreat.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F

Weekly Weather Forecast for Downtown

How to Book Your Downtown Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Downtown

More Top-Rated Vacation Rentals in Downtown Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or balcony to take in the scenic views of the area.
  • Take advantage of well-maintained gardens or landscaped yards perfect for relaxing or outdoor dining.
  • Make use of outdoor grills or barbecue facilities for preparing meals amidst natural surroundings.
  • Benefit from access to outdoor swimming pools, ideal for cooling off during warm days.
  • Relax on spacious decks or verandas designed for lounging and socializing with friends or family.
  • Explore nearby parks or green spaces with walking trails directly accessible from your rental.
  • Utilize outdoor parking spaces or designated areas that make exploring the region convenient and hassle-free.

Top Attractions Around Downtown

What attractions are nearby?

Within walking distance, you can explore a variety of cultural and culinary activities that highlight the vibrant charm of this destination's downtown area.

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Family Activities

  • Kentucky Horse Park: You can explore this world-renowned venue, where families enjoy interactive exhibits and immerse themselves in the region's legendary equestrian history.
  • The Explorium of Lexington: This engaging science center offers hands-on exhibits and educational fun that captivate children and make learning about the area's innovations exciting.
  • Gratz Park: Take a relaxing stroll or have a picnic in this historic park, which provides a peaceful atmosphere amidst downtown attractions suitable for all ages.
  • Lexington Children's Museum: It features engaging activities and interactive displays designed to inspire curiosity and provide family-friendly entertainment in the city’s vibrant district.
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Adult Activities

  • Explore the Kentucky Bourbon Trail: Discover local distilleries and enjoy guided tours that showcase this region's famous bourbon heritage.
  • Visit the Downtown Arts Center: Immerse yourself in vibrant art exhibitions, live performances, and cultural events in the heart of the city.
  • Stroll through Cheapside Park: Experience a relaxing walk in this historic park, perfect for picnics, people-watching, and enjoying the lively atmosphere.
  • Dine at locally renowned restaurants: Savor regional flavors and unique culinary experiences at some of the area’s top dining establishments.

Other Places to Stay in Downtown, KY

Lexington
Lexington Vacation Rentals
Thoroughbred Park
Thoroughbred Park Vacation Rentals
Latrobe's Pope Villa
Latrobe's Pope Villa Vacation Rentals
Lyric Theatre and Cultural Arts Center
Lyric Theatre and Cultural Arts Center Vacation Rentals
The Kentucky Theater
The Kentucky Theater Vacation Rentals
Martin Luther King
Martin Luther King Vacation Rentals
Downtown Arts Center
Downtown Arts Center Vacation Rentals
Lexington Memorial Coliseum
Lexington Memorial Coliseum Vacation Rentals
Lexington Public Library
Lexington Public Library Vacation Rentals
West Suburb
West Suburb Vacation Rentals
Historic South Hill
Historic South Hill Vacation Rentals
Woodward Heights
Woodward Heights Vacation Rentals
More Places to Stay Near Downtown

Downtown Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Arrival and Departure Times: Coordinate your schedule to maximize your time exploring this vibrant area without feeling rushed, ensuring a smooth check-in and check-out experience with your vacation rental.
  • Explore Local Dining Options: Take advantage of the region's renowned culinary scene by trying nearby restaurants and cafes that showcase authentic regional flavors during your stay.
  • Utilize Public Transportation and Walkability: Make the most of the area's accessible public transit and pedestrian-friendly streets to easily visit key attractions without the hassle of parking.
  • Discover Hidden Gems and Events: Check local calendars for events or lesser-known spots that offer unique experiences and deepen your connection with this destination.

Transportation Options

  • LexTran Bus Services: This regional bus service offers convenient routes throughout the area, making it easy to explore downtown Lexington and nearby attractions.
  • Taxi and Ride-Sharing Options: Reliable taxi services and ride-sharing apps provide quick transportation within the city, ideal for seamless travel for your stay.
  • Rental Cars: Numerous rental car agencies are available near downtown, offering flexibility for exploring the region at your own pace.
  • Walking and Biking: The walkable streets and dedicated bike lanes in the area make exploring on foot or by bike a pleasant and eco-friendly choice.

Local Customs Options

  • Horse Racing Etiquette: You’ll find that attending the local thoroughbred races involves a respectful atmosphere where traditions like cheering for your favorite horse are highly valued.
  • Southern Hospitality: Expect warm welcomes and friendly interactions as kindness and politeness are core aspects of this area's social customs.
  • Local Music Appreciation: Enjoy the region’s vibrant live music scene by supporting local artists during performances, which are an essential part of the downtown culture.
  • Historic Preservation: Respect for historic buildings and landmarks is prominent here, with residents valuing the preservation of the area’s rich heritage and architecture.

Frequently Asked Questions About Downtown?

1. What are the top vacation rentals in Downtown?

There are a lot of options in Downtown. If you plan on staying in the Downtown area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Downtown:

2. How many vacation rentals have private pools in Downtown?

There are 33 vacation rentals with private pools near Downtown. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Downtown are best for families?

If you are looking for a family-friendly vacation home in Downtown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Downtown:

4. How many Rentbyowner vacation rentals are available in Downtown?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 843 in the Downtown area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Downtown. 

5. What is the cancellation policy for vacation rentals in Downtown Lexington?

The cancellation policy varies by listing. To understand the specific terms, including any fees or deadlines, please review the cancellation details provided on the rental's page or contact the property owner directly.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are often specified within each listing. It's recommended to read the full description and fee breakdown before finalizing your reservation.

7. How do I find the most suitable vacation rental in this area for my needs?

Start by using filters like amenities, price range, and guest capacity on the listing site to narrow down options. Reading reviews and viewing photos also helps ensure the property meets your expectations.

8. What amenities are typically included in downtown Lexington vacation rentals?

Most rentals offer essentials such as Wi-Fi, parking, and kitchen facilities. For specific amenities like laundry or pet friendliness, check the detailed listing description before booking.

9. How do I contact the property owner if I have questions about my booking?

You can reach out directly through the messaging platform provided on the listing page. Owners are generally responsive to inquiries regarding the property, policies, or special requests.

Downtown Top Rated Vacation Rentals

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