Woodlawn Park holiday rentals

We found 1,611 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Woodlawn Park that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the amenities that you need and want, which might include parking and a hot tub. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Woodlawn Park

Showing deals for:4 Dec - 11 Dec

Dining
Private kitchen
Outdoor dining
Living area
Exceptional
(11 reviews)

Castle St Matthews

Louisville

8% off
AU$12,613
for 7 nights, 1 home
AU$1,802 per night
includes taxes & fees
Castle St Matthews
Front of the house with ample parking...
To make it even more special for you, we have a 6 people private hottub with lovely views of the Ohio river!
Kentucky Kingdom and Hurricane Bay Water Park is a MUST-SEE for families! It has fun-filled rides and activities for ALL ages! Get ready for all the splashing good memories that will last your family a lifetime!
As you open the door, this is the view you will be walking into.
Exceptional
(28 reviews)

Luxe Waterfront Newspaper Featured w/ Fire Pit Cinema Hot Tub Sauna Pets Views

Jeffersonville

7% off
AU$7,510
for 7 nights, 1 home
AU$1,073 per night
includes taxes & fees
Luxe Waterfront Newspaper Featured w/ Fire Pit Cinema Hot Tub Sauna Pets Views
Living room area 1 with queen bed and bunk beds
Exterior
Terrace/patio
Family room off of foyer and next to Living room area 1 with queen bed And bunks
Exceptional
(14 reviews)

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

Jeffersonville

20% off
AU$5,332
for 7 nights, 1 home
AU$762 per night
includes taxes & fees
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
All new gourmet kitchen; double ovens; disposal, 9' island, coffee bar
Living area
Private kitchen
Enjoy the sunrise over the river from the enclosed sunroom
Exceptional
(29 reviews)

Fully Remodeled Exquisite Louisville Area Tranquil Riverfront Home!

Jeffersonville

8% off
AU$4,539
for 7 nights, 1 home
AU$648 per night
includes taxes & fees
Fully Remodeled Exquisite Louisville Area Tranquil Riverfront Home!
Interior
Private kitchen
Room
Exterior detail
Wonderful
(40 reviews)

!Derby City Sanctuary- 4 bed 2 bath renovated home

Louisville

7% off
AU$1,988
for 7 nights, 1 home
AU$284 per night
includes taxes & fees
!Derby City Sanctuary- 4 bed 2 bath renovated home
Living area
Pool
Exterior
Living area
Exceptional
(11 reviews)

Safe, scenic, and convenient. Bordering a State Park!

Louisville

13% off
AU$5,418
for 7 nights, 1 home
AU$774 per night
includes taxes & fees
Safe, scenic, and convenient. Bordering a State Park!
Outdoor dining
Dining
Private kitchen
Living area
Wonderful
(17 reviews)

River City Retreat

Jeffersonville

7% off
AU$2,589
for 7 nights, 1 home
AU$370 per night
includes taxes & fees
River City Retreat
Terrace/patio
Exterior
Interior
Living area
Exceptional
(87 reviews)

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Louisville

8% off
AU$10,024
for 7 nights, 1 home
AU$1,432 per night
includes taxes & fees
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Living area
Living area
1st floor sunroom TV
Front
Excellent
(10 reviews)

Lovely Gem in the Vibrant Highlands close to it all!

Louisville

7% off
AU$9,174
for 7 nights, 1 home
AU$1,311 per night
includes taxes & fees
Lovely Gem in the Vibrant Highlands close to it all!
Exterior
Private kitchen
Room
Living area
Exceptional
(17 reviews)

Churchill Downs, Music Festivals, U of L Sports; Walkable!

Louisville

16% off
AU$2,809
for 7 nights, 1 home
AU$401 per night
includes taxes & fees
Churchill Downs, Music Festivals, U of L Sports; Walkable!
Room
Living area
Exterior detail
Interior
Exceptional
(31 reviews)

Charming 2-Bedroom Home in Louisville. Close to Expo, Churchill, & Downtown.

Louisville

7% off
AU$1,427
for 7 nights, 1 home
AU$204 per night
includes taxes & fees
Charming 2-Bedroom Home in Louisville. Close to Expo, Churchill, & Downtown.
Interior
Interior
Large, open family kitchen
Terrace/patio
Exceptional
(27 reviews)

Historic Mansion-Modern Amenities, Sauna, Fire Pit, Hot Tub, Deck, Walk to Dine

Louisville

8% off
AU$9,750
for 7 nights, 1 home
AU$1,393 per night
includes taxes & fees
Historic Mansion-Modern Amenities, Sauna, Fire Pit, Hot Tub, Deck, Walk to Dine
Front of the home.
Living Room, Breakfast area. Kitchen is to the right.
Walkout basement sleeping area. Note: This is an Unfinished Basement.
Friendly front porch.
Exceptional
(57 reviews)

Near Highways and a 20 Min Drive to Louisville's Main Attractions

Louisville

8% off
AU$3,864
for 7 nights, 1 home
AU$552 per night
includes taxes & fees
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Interior
Living area
Dining
Terrace/patio
Wonderful
(21 reviews)

New! Boho Comfort in the City! Spacious! Modern!

Louisville

7% off
AU$3,354
for 7 nights, 1 home
AU$479 per night
includes taxes & fees
New! Boho Comfort in the City! Spacious! Modern!
Lobby
Exterior
Interior
Room
Exceptional
(147 reviews)

Ultimate Getaway: Expansive Home with Hot Tub & Relaxation

Louisville

8% off
AU$6,934
for 7 nights, 1 home
AU$991 per night
includes taxes & fees
Ultimate Getaway: Expansive Home with Hot Tub & Relaxation
Interior
Living area
Exterior detail
Private kitchen
Exceptional
(131 reviews)

The Cozy Bungalow-Historic Highlands-Bardstown Rd

Louisville

8% off
AU$4,210
for 7 nights, 1 home
AU$601 per night
includes taxes & fees
The Cozy Bungalow-Historic Highlands-Bardstown Rd
Interior
Private kitchen
Kitchen
New separete entrance to a new addition
Exceptional
(24 reviews)

Spacious 5BR Getaway – Pool, Patios & Fun

Louisville

8% off
AU$11,063
for 7 nights, 1 home
AU$1,580 per night
includes taxes & fees
Spacious 5BR Getaway – Pool, Patios & Fun
Interior
Living area
Interior
Interior
Exceptional
(23 reviews)

Derby Week Historic Carriage House 0.3 miles,5 mins from Churchill Downs

Louisville

5% off
AU$9,547
for 7 nights, 1 room
AU$1,364 per night
includes taxes & fees
Derby Week Historic Carriage House 0.3 miles,5 mins from Churchill Downs
Dining
Private kitchen
Interior
Private kitchen
Exceptional
(9 reviews)

Minutes from Churchill Downs & Downtown Lou!

Louisville

7% off
AU$2,445
for 7 nights, 1 home
AU$349 per night
includes taxes & fees
Minutes from Churchill Downs & Downtown Lou!
Private kitchen
Dining
Living area
Interior
Excellent
(14 reviews)

Highlands Three Bedroom House - Walk to Restaurants and Bars!

Louisville

7% off
AU$2,344
for 7 nights, 1 home
AU$335 per night
includes taxes & fees
Highlands Three Bedroom House - Walk to Restaurants and Bars!
Property grounds
Interior
Living area
Relax in the brand new kitchen with everything you need to make a delicious meal
Exceptional
(127 reviews)

Charming Private Bungalow with EV Charger Near Downtown Louisville

Louisville

11% off
AU$1,638
for 7 nights, 1 home
AU$234 per night
includes taxes & fees
Charming Private Bungalow with EV Charger Near Downtown Louisville
Property grounds
Living area
Room
Private kitchen
Exceptional
(36 reviews)

Charming Clifton Loft with Balcony & Free

Louisville

20% off
AU$2,431
for 7 nights, 1 apartment
AU$347 per night
includes taxes & fees
Charming Clifton Loft with Balcony & Free
Room
Front of house - just steps from "Restaurant Row" on Bardstown Road.
Living area
Living area
Exceptional
(172 reviews)

Elegant Home Steps to Restaurant Row!

Louisville

7% off
AU$2,404
for 7 nights, 1 home
AU$343 per night
includes taxes & fees
Elegant Home Steps to Restaurant Row!
Private entrance from porch, beamed ceiling, antique furnishings.
Front porch where you can have your gourmet breakfast and enjoy nature.
Bedroom view of lake and woods. The hammock awaits you!
Creek on property
Exceptional
(21 reviews)

Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!

Louisville

8% off
AU$1,613
for 7 nights, 1 home
AU$230 per night
includes taxes & fees
Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Woodlawn Park getaway

Learn about the unique charm of Woodlawn Park with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Woodlawn Park

Are you hoping to discover attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Woodlawn Park a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Louisville Zoo (5.7 mi / 9.1 km)
  • Kentucky Kingdom (7.8 mi / 12.6 km)
  • Valhalla Golf Club (8.6 mi / 13.9 km)
  • Churchill Downs (8.6 mi / 13.9 km)
  • Atlantis Waterpark (7.1 mi / 11.5 km)
  • Polo Fields Golf and Country Club (10.2 mi / 16.4 km)

Exploring the natural landscape of Woodlawn Park

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Woodlawn Park is a great place to get outside. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Cherokee Park (3.9 mi / 6.2 km)
  • E.P. Tom Sawyer State Park (4 mi / 6.5 km)
  • Louisville Waterfront Park (5 mi / 8.1 km)
  • Louisville Mega Cavern (5.8 mi / 9.4 km)
  • Big Four Bridge (6 mi / 9.6 km)
  • Riverfront Plaza Belvedere (7 mi / 11.3 km)

Transport options to and around Woodlawn Park

Fly into Louisville, KY (LOU-Bowman Field), the closest airport, located 3.4 mi (5.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Louisville International Airport (SDF), which is 8 mi (12.9 km) away.

Frequently asked questions

What is the best area to stay in Woodlawn Park when booking a holiday rental?
When considering a holiday rental in Woodlawn Park, Kentucky, the area offers a charming and peaceful atmosphere, making it an excellent choice for a getaway. One of the most appealing aspects of Woodlawn Park is its proximity to various attractions. For instance, the nearby Iroquois Park is a fantastic spot for walking, hiking, and enjoying the scenic views it provides. Additionally, the historic Churchill Downs is just a short drive away, renowned for hosting the famous Kentucky Derby and offering a glimpse into the region's rich equestrian heritage.In terms of holiday rentals, Woodlawn Park boasts a variety of options, from cosy homes to more spacious rooms, suiting different group sizes and preferences. The neighbourhood is known for its tree-lined streets and a welcoming community vibe, making it an ideal base for exploring both the local area and the wider attractions of Louisville.
What are the top attractions in Woodlawn Park?
In Woodlawn Park, Kentucky, visitors can enjoy a charming suburban atmosphere with several local attractions. The area is primarily residential, but it's conveniently located near the vibrant city of Louisville, where one can explore the famous Louisville Zoo and the Kentucky Science Centre. For those who appreciate nature, the nearby Cherokee Park offers scenic walking trails, picnic areas, and beautiful landscapes, making it ideal for outdoor activities. Additionally, Woodlawn Park is close to the historic sites of the Old Louisville neighbourhood, where the stunning Victorian architecture can be admired.
Are all fees included in the Woodlawn Park holiday homes prices shown on Stayz?
Stayz 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.
Are there any Woodlawn Park holiday homes with parking?
Stayz offers a wide selection of holiday homes in Woodlawn Park with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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 any discounts for Woodlawn Park holiday homes?
You can find great discounts on holiday homes in Woodlawn Park on Stayz, 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.
Can I change or cancel my Woodlawn Park holiday home booking on Stayz?
To find Woodlawn Park holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Woodlawn Park?
A long-stay holiday home in Woodlawn Park is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Woodlawn Park holiday home?
Book your Woodlawn Park holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Woodlawn Park?
Prices for holiday homes in Woodlawn Park 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Woodlawn Park to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.