Vacation Rentals in Lexington, KY

1664 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Lexington, KY vacation rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

1664 Vacation rentals and Airbnb in Lexington, KY

Best family friendly Lexington, KY vacation rentals

Among the 1664 accommodations in Lexington, KY, here are the 4 best family friendly rentals

Bluegrass Retreat With Hot Tub! Near Horse Park! - Lexington, KY
9.9 139 reviews

Bluegrass Retreat With Hot Tub! Near Horse Park!

apartment, Lexington-Fayette
This apartment is located in Central Kentucky, just a short drive from Lexington's downtown, the Kentucky Horse Park, Keeneland, and the Ark Encounter. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The three-bedroom home comfortably accommodates up to six guests and features a well-equipped kitchen, a relaxing outdoor space with a hot tub, and a range of amenities including a Smart TV, a computer desk, and a two-car garage.
The Big Blue Wave - 2-bedroom Condo By Rupp Arena - Lexington, KY
10 24 reviews

The Big Blue Wave - 2-bedroom Condo By Rupp Arena

apartment, Lexington-Fayette
This two-bedroom flat is located in the centre of Lexington, just half a kilometre from Rupp Arena and within easy walking distance of the city's attractions. It has excellent ratings for location, cleanliness, and user experience.
The apartment has an open floor plan, suitable for up to five guests, and features a fully equipped kitchen, air conditioning, and a swimming pool. You can also enjoy a garden, a fitness centre, and parking.
Heart Of The Bluegrass In Sw Lexington - Lexington, KY
9.0 46 reviews

Heart Of The Bluegrass In Sw Lexington

apartment, Lexington-Fayette
This four-bedroom house in Lexington is situated within a 5km radius of attractions such as Waveland State Historical Site, The Mall at Lexington Green, and Kentucky Clinic South.
This family-friendly property offers a spacious 187 square metre layout, perfect for accommodating up to eight guests, and features a fully equipped kitchen, a garden, and a barbecue grill.
Summer Specias - 1 Mi To Uk & Downtown & Rupp - Lexington, KY
9.8 175 reviews

Summer Specias - 1 Mi To Uk & Downtown & Rupp

apartment, Lexington-Fayette
This house is situated just 1.6 kilometres from the University of Kentucky, The Red Mile Racetrack, and several hospitals, offering a convenient location for exploring Lexington's attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house is a 74 square metre property with two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a terrace or balcony, a garden, parking, air conditioning, and a jacuzzi, providing everything you need for a relaxing and enjoyable stay.

Best Lexington, KY holiday rentals with parking

Welcome To The Spot - North Limestone/downtown! - Lexington, KY
9.6 53 reviews

Welcome To The Spot - North Limestone/downtown!

apartment, Lexington-Fayette
This Lexington, Kentucky house is situated 0.6 km from the Living Arts & Science Centre and 2.7 km from the University of Kentucky, offering easy access to the Lyric Theatre and Transylvania University.
This three-bedroom, two-bathroom property boasts 139 square metres of floor space, sleeps six guests, includes a fully equipped kitchen, private garden with charcoal grill, free Wi-Fi, and is perfect for families or groups visiting Lexington-Fayette.
Limestone Cottage At Calumet Spring - Lexington, KY
8.8 31 reviews

Limestone Cottage At Calumet Spring

apartment, Lexington-Fayette
This Lexington, Kentucky cottage is situated on over 1.2 hectares (3+ acres) near Keeneland Race Course and the Kentucky Horse Park, a five-minute drive from the city centre.
The 188 square metre (approx. 1950 sq ft) property features two bedrooms, one bathroom, sleeping space for five guests, a full kitchen with microwave, in-unit laundry, Wi-Fi, and a patio with gas and charcoal grills; plus a private duck pond and spring.
Historic West Second Downtown Home - Lexington, KY
9.8 446 reviews

Historic West Second Downtown Home

apartment, Lexington-Fayette
This charming two-storey house on West 2nd Street is just a short walk from downtown Lexington, offering easy access to shops, restaurants, and attractions. It boasts excellent user, location, and cleanliness ratings, making it a great choice for travellers.
The home can be divided into two separate units, each with its own kitchen, living room, bathroom, and bedrooms, ideal for families or groups. Guests can enjoy a private patio with seating and a gas grill, as well as a fenced-in yard, ample parking, and internet access.
Greyline Cottage - Lexington, KY
9.6 71 reviews

Greyline Cottage

apartment, Lexington-Fayette
This Lexington, Kentucky duplex is conveniently located near Greyline Station, a kilometre from the city centre and Rupp Arena, and within 13 kilometres of Keeneland and the Kentucky Horse Park.
The two-storey property offers two bedrooms (one double, one queen), sleeping up to four guests, and includes a fridge, freezer, microwave, air conditioning, parking, and excellent internet access; nearby attractions include Legends Baseball Stadium and the Legacy Trail.

Frequently asked questions about holiday rentals in Lexington, KY

  • What should a first-time visitor not miss in Lexington, KY?

    For a first-time visit, you should definitely check out the Kentucky Horse Park, a must-see for any horse enthusiast. You can also visit the historic Keeneland Race Course, a National Historic Landmark. And of course, no trip to Lexington is complete without a visit to the University of Kentucky campus, known for its beautiful architecture and lively atmosphere.
  • What are the best Airbnb and vacation rentals in Lexington, KY?

    The Attic, Lux Downtown Off Street Parking ~ Tempur-pedics and Broadway Gardens-walk To Downtown are the most popular Airbnb and vacation rentals in Lexington, KY among travelers.

  • Which neighborhood in Lexington, KY should you consider for a vacation rental?

    The Chevy Chase neighbourhood is a great choice for a vacation rental. It's close to the University of Kentucky, with plenty of restaurants and shops within walking distance. It's also close to the heart of downtown, making it easy to get around the city.
  • What are the most popular Airbnbs in Lexington, KY?

    Among the Airbnbs in Lexington, KY, Lux Downtown Off Street Parking ~ Tempur-pedics, The Attic and Broadway Gardens-walk To Downtown are the most popular ones.

  • What are the top family-friendly attractions in Lexington, KY?

    The Kentucky Horse Park is a great option for families, with plenty of activities for all ages, including horse shows, petting zoos, and a carousel. The Lexington Children's Museum is another great option, with interactive exhibits that are sure to keep kids entertained. And for a bit of outdoor fun, head to Jacobson Park, which has a playground, picnic areas, and walking trails.
  • What are the best vacation rentals with a pool in Lexington, KY?

  • When is the best time to book a vacation rental in Lexington, KY?

    The best time to book a vacation rental in Lexington is during the spring or autumn, when the weather is pleasant and the crowds are smaller. If you're looking for a more festive experience, you can book during the summer for the many festivals and events that take place in the city.
  • What are the best rentals for families and kids in Lexington, KY?

  • What are the best budget-friendly activities in Lexington, KY?

    For a budget-friendly day out, you can explore the many parks and green spaces in Lexington, such as the Arboretum State Park or the Raven Run Nature Sanctuary. You can also take a walk or bike ride along the scenic Legacy Trail, which runs through the city. And if you're looking for a free activity, you can visit the many museums and art galleries in Lexington, many of which offer free admission on certain days.
  • What are the best rentals or Airbnbs with a jacuzzi in Lexington, KY?

  • What are the best restaurants with local dishes in Lexington, KY?

    For a taste of local cuisine, you can try the famous Kentucky hot brown at The Gratz Park Inn or enjoy a classic Southern meal at The Red Mile. For a more casual dining experience, you can grab a burger and fries at The Local Goat or a pizza at Giuseppe's.
  • What are the best walking or cycling routes in Lexington, KY?

    The Legacy Trail is a great option for a scenic walk or bike ride, running for 12km through the city. For a more challenging ride, you can try the 32km loop around the Kentucky Horse Park. And if you're looking for a shorter walk, you can explore the beautiful gardens at the Arboretum State Park.
  • Are there pet-friendly attractions in Lexington, KY?

    Yes, there are a number of pet-friendly attractions in Lexington. You can take your furry friend for a walk in the many parks and green spaces, such as the Arboretum State Park or the Raven Run Nature Sanctuary. Many restaurants also have outdoor seating areas that are pet-friendly.
  • What are the benefits of choosing a vacation rental in Lexington, KY?

    Vacation rentals offer more space and privacy than a hotel room. They also often come with amenities such as a kitchen and laundry facilities, which can be convenient for families or groups. And because you're not limited to a specific hotel location, you can find a vacation rental that's close to the attractions you want to see.

Popular destinations

Best Lexington, KY holiday rentals with a balcony

Golf Simulator | Hot Tub | Game Room | Pool Table - Lexington, KY
10 81 reviews

Golf Simulator | Hot Tub | Game Room | Pool Table

apartment, Lexington-Fayette
This spacious five-bedroom home is located in the Kenwick neighbourhood of Lexington, just under 3km from the city centre and within easy reach of restaurants, cafes, and shops. It has received excellent user ratings and offers a comfortable and convenient stay for large groups.
The property spans 242 square metres and can comfortably accommodate up to 14 guests. Amenities include a fully equipped kitchen, a hot tub, a games room, a private garden, and a balcony, making it ideal for both relaxation and entertainment.
Historic Home In Downtown Lexington- Maryland Manor - Lexington, KY
10 1 review

Historic Home In Downtown Lexington- Maryland Manor

apartment, Lexington-Fayette
This downtown Lexington flat offers convenient access, situated a 10-minute walk from the Opera House and a 12-minute walk to the Convention Centre, placing you within 1 kilometre of key city attractions.
This four-bedroom, three-bathroom residence accommodates up to ten guests, featuring air conditioning, Wi-Fi, a full kitchen, and private outdoor space with a garden and terrace, ideal for exploring nearby Raven Run Nature Sanctuary and Rupp Arena.
Hot Tub | Great Location | King Beds | Grill & Pat - Lexington, KY
9.9 290 reviews

Hot Tub | Great Location | King Beds | Grill & Pat

apartment, Lexington-Fayette
This Lexington, Kentucky property is conveniently located within 3km of Kentucky Clinic South, Wellington Dog Park, and CHI Saint Joseph Health, offering easy access to medical facilities and green spaces.
This spacious five-bedroom house, sleeping up to 14 guests, boasts a fully equipped kitchen, Jacuzzi, private balcony, and garden with barbecue grills, perfect for families or groups exploring Lexington-Fayette.

Best Lexington, KY holiday rentals with air conditioning

Large 4br Ranch | Family & Group Friendly - Lexington, KY
9.7 6 reviews

Large 4br Ranch | Family & Group Friendly

apartment, Lexington-Fayette
This four-bedroom, two-bathroom flat in Lexington-Fayette is conveniently located for the University of Kentucky, Rupp Arena, Keeneland, and the Kentucky Bourbon Trail, with downtown attractions a short drive away.
This modern dwelling accommodates up to ten guests and offers air conditioning and internet, making it suitable for groups and families visiting the area for events or exploration.
Central Lex Pool Oasis: Hottub! Gamerm! Keeneland! - Lexington, KY
9.9 145 reviews

Central Lex Pool Oasis: Hottub! Gamerm! Keeneland!

apartment, Lexington-Fayette
This three-bedroom apartment is located in a peaceful cul-de-sac just a short distance from Keeneland racecourse and other attractions in Lexington. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment is suitable for families or groups of up to eight guests, offering a spacious and comfortable living space. Enjoy a range of amenities, including a swimming pool, hot tub, fitness centre, and a fully equipped kitchen, as well as a garden, fire pit, and entertainment options like an arcade machine, pool table, and ping pong.
Life Is Better On The River - Lexington, KY
9.8 129 reviews

Life Is Better On The River

apartment, Lexington-Fayette
This family-friendly cottage is located just 5km from the heart of Lexington-Fayette, with easy access to restaurants, a winery and Main Street. The accommodation enjoys excellent ratings for location, cleanliness and overall user experience.
The cottage has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a private pool, a jacuzzi, a garden, a well-equipped kitchen and a covered deck, perfect for enjoying the Kentucky sunshine or relaxing with a book.
Micasa Es Sucasa - Tranquil Bluegrass Home - Lexington, KY
10 117 reviews

Micasa Es Sucasa - Tranquil Bluegrass Home

apartment, Lexington-Fayette
This Lexington, Kentucky property enjoys a quiet cul-de-sac location in an upscale neighbourhood, conveniently situated approximately 14 kilometres from Keeneland Race Course, 15 kilometres from Lexington city centre, and 27 kilometres from the University of Kentucky.
The three-bedroom, two-bathroom house offers spacious accommodation for up to eight guests, boasting a fully equipped kitchen, attached two-car garage, garden, and excellent guest reviews; short-term let registration is compliant with local regulations.
©2026 cozycozy.com