Best Vacation Homes in Madison County
New
House
2 Bedrooms
1 Bath
5 Guests
980 ft²
Fireplace/Heating
Kitchen
Parking
Air Conditioner
R2,976/Night
7 Nights - R20,834
House
10.0(7 Reviews)
1 Bedroom
1 Bath
2 Guests
1377.78 ft²
- Fireplace/Heating
Pet Friendly- Parking
Internet
R3,351/Night
7 Nights - R23,465
Hotel
9.6(176 Reviews)
1 Bath
- Fireplace/Heating
Pool
Breakfast- Parking
R1,815/Night
7 Nights - R12,703
House
10.0(121 Reviews)
2 Bedrooms
1 Bath
5 Guests
1300 ft²
- Fireplace/Heating
Balcony/Terrace- Pet Friendly
- Kitchen
R2,232/Night
7 Nights - R15,621
House
10.0(2 Reviews)
1 Bedroom
2 Baths
5 Guests
1194.79 ft²
- Parking
- Air Conditioner
- Internet
Child Friendly
R2,623/Night
7 Nights - R18,371
House
10.0(87 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R2,399/Night
7 Nights - R16,785
Apartment
10.0(50 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,374/Night
7 Nights - R16,616
House
10.0(45 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,560/Night
7 Nights - R38,917
Madison County Luxury Rentals
Hotel
9.2(216 Reviews)
6 Baths
322.92 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
R10,425/Night
7 Nights - R72,977
House
5 Bedrooms
3 Baths
15 Guests
3498.27 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
R9,975/Night
7 Nights - R69,822
Hotel
2 Baths
- Breakfast
- Kitchen
- Parking
- Air Conditioner
R7,977/Night
7 Nights - R55,837
Hotel
2 Baths
- Breakfast
- Kitchen
- Parking
- Air Conditioner
R7,977/Night
7 Nights - R55,837
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
Hot Tub- Fireplace/Heating
Ocean View- Balcony/Terrace
R7,531/Night
7 Nights - R52,717
House
10.0(1 Review)
5 Bedrooms
3 Baths
15 Guests
3500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R7,223/Night
7 Nights - R50,557
Hotel
7.1(153 Reviews)
4 Baths
382.12 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Breakfast
R6,242/Night
7 Nights - R43,691
House
9.8(86 Reviews)
4 Bedrooms
2 Baths
8 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R6,239/Night
7 Nights - R43,675
Madison County Pet Friendly Vacation Rentals
House
10.0(16 Reviews)
3 Bedrooms
1 Bath
5 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,020/Night
7 Nights - R21,137
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
1313.2 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
R2,367/Night
7 Nights - R16,566
R1,227/Night
7 Nights - R8,586
Apartment
10.0(16 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R2,908/Night
7 Nights - R20,361
House
8.9(22 Reviews)
4 Bedrooms
4 Baths
12 Guests
473.61 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
R3,932/Night
7 Nights - R27,531
Apartment
10.0(13 Reviews)
3 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R4,763/Night
7 Nights - R33,334
Apartment
10.0(6 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R3,461/Night
7 Nights - R24,224
Apartment
10.0(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,398/Night
7 Nights - R16,785
Madison County Large Vacation Homes
Cabin
9.6(25 Reviews)
5 Bedrooms
3 Baths
15 Guests
4500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,978/Night
7 Nights - R41,853
Cabin
6.6(104 Reviews)
50 Bedrooms
1 Bath
12 Guests
290.63 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
R1,119/Night
7 Nights - R7,827
House
14 Bedrooms
8 Baths
28 Guests
23250 ft²
- Private Pool
- Hot Tub
Spa- Fireplace/Heating
R10,993/Night
7 Nights - R76,941
House
8.8(18 Reviews)
14 Bedrooms
8 Baths
25 Guests
26000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R8,753/Night
7 Nights - R61,269
Apartment
5.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
2000 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
R1,940/Night
7 Nights - R13,580
House
4.9(60 Reviews)
3 Bedrooms
3 Baths
12 Guests
2000 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
R1,856/Night
7 Nights - R12,989
Cabin
5 Bedrooms
3 Baths
4500 ft²
- Child Friendly
R5,634/Night
7 Nights - R39,440
Why Choose Rent By Owner for your Madison County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Madison County
When should you plan your Vacation Rentals stay?
Timing your visit to coincide with the region's favorable seasons can greatly enhance your experience when booking vacation rentals here in Madison County, Kentucky, USA, ensuring you enjoy pleasant weather and local events during your stay.
Peak Season Highlights
Spring (March to May)
During the spring months, you can experience pleasant weather and blooming landscapes, making it an ideal time for exploring the area's natural beauty.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Fall (September to November)
Autumn offers vibrant foliage and crisp air, providing a picturesque setting for outdoor activities and scenic drives around here.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Summer (June to August)
While summer features warm and humid conditions, this quieter period allows for more relaxed exploration of the region’s attractions and nearby outdoor adventures.
Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
Winter (December to February)
In winter, cooler temperatures and fewer visitors make it a good time for peaceful retreats and enjoying indoor comforts in the area’s cozy accommodations.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
Weekly Weather Forecast for Madison County
How to Book Your Madison County 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 Madison County
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
- You can enjoy spacious outdoor areas with lush lawns and gardens perfect for relaxing or picnicking.
- Many properties offer access to scenic walking trails where you can explore the natural beauty of the region.
- Expect amenities like outdoor seating and dining areas to make the most of warm, sunny days.
- Features such as fire pits or outdoor fireplaces are common for cozy evenings under the stars.
- You might find private pools or hot tubs nestled in the outdoor spaces, ideal for unwinding after a day of exploring.
- Some rentals include outdoor recreational equipment like bikes, kayaks, or paddleboards for active adventures.
- Many properties come with ample parking and easy access to surrounding parks or green spaces within the area.
Top Attractions Around Madison County
What attractions are nearby?
Within this region, you can enjoy a variety of outdoor activities and local attractions that showcase the natural beauty and cultural heritage of Madison County, Kentucky, USA, making it an ideal destination for exploring and relaxing during your stay.
Family Activities
- Kentucky Horse Park: Explore this family-friendly attraction where you can learn about equestrian history, watch live horse demonstrations, and enjoy interactive exhibits that bring the region's rich horse culture to life.
- Shaker Village of Pleasant Hill: Discover the historic Shaker community through guided tours, hands-on craft activities, and scenic countryside walks that offer an authentic taste of regional history and craftsmanship.
- Madison County Nature Preserve: Embark on outdoor adventures with hiking trails, birdwatching, and nature exploration in a peaceful setting perfect for families seeking outdoor fun in the area.
- Museum of Madison County: Visit this local museum to delve into regional history through engaging exhibits, educational programs, and interactive displays tailored for visitors of all ages.
Adult Activities
- Visit the Kentucky River Palisades: Explore the stunning natural formations along the river, perfect for outdoor enthusiasts seeking scenic views and peaceful surroundings.
- Immerse yourself in local history at the Madison County History Museum: Learn about the area's rich heritage through engaging exhibits and preserved historic sites.
- Experience the vibrant arts scene: Attend local galleries and cultural events that showcase the region's artistic talents and creative spirit.
- Enjoy outdoor adventures at nearby state parks: Take advantage of hiking, picnicking, and exploring nature within accessible parklands around this destination.
Other Places to Stay in Madison County, KY
Fort Boonesborough State Park
Kentucky River Museum
Eastern Kentucky University
Richmond Area Arts Center
EKU Center for the Arts
Baptist Health Richmond
Hummel Planetarium
Richmond
Madison County Travel Tips
How Can You Make the Most of Your Stay?
- Explore local culinary delights: Take advantage of the area's renowned food scene by trying authentic Kentucky cuisine at nearby eateries, enhancing your overall experience during your stay.
- Discover outdoor activities: Make the most of the region's scenic landscapes by engaging in outdoor pursuits such as hiking or nature walks that showcase the natural beauty of here.
- Visit local events and festivals: Check the calendar for seasonal events and festivals in the area to enjoy the vibrant community spirit and unique cultural offerings.
- Plan convenient day trips: Use your vacation rentals as a central point for exploring surrounding attractions and charming towns, maximizing your time in this destination.
Transportation Options
- Interstate Highway Access: You can conveniently reach the region via major highways, making driving to your rental in this area straightforward and hassle-free.
- Local Bus Services: The local bus network provides an affordable transportation option within the area, allowing you to explore nearby attractions with ease.
- Rental Car Services: Numerous rental car agencies are available here, giving you the flexibility to explore beyond the immediate vicinity at your own pace.
- Regional Airport: The nearby airport offers convenient air travel options, connecting you quickly to this destination from various other locations.
Local Customs Options
- Horse Racing Tradition: Locals take pride in their rich equestrian heritage, often celebrating thoroughbred racing as a pivotal part of the area's identity.
- Southern Hospitality: Expect warm welcomes and friendly interactions that exemplify the area's reputation for genuine Southern hospitality.
- Farm-to-Table Cuisine: The local culinary scene emphasizes fresh, locally-sourced ingredients, showcasing traditional Kentucky flavors in many eateries here.
Frequently Asked Questions About Madison County?
1. What are the top vacation rentals in Madison County?
There are a lot of options in Madison County. If you plan on staying in the Madison County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Madison County:
- Richmond Retreat by Raydarr Properties, LLC
- Traveler's Cottage
- Luxury on Main/South
- Westwood Luxury Ranch Home includes washer/dryer
- Comfy Upstairs 2 bed/1 bath near EKU in Richmond
- Cozy upstairs 2 bed/1 bath Richmond apt near EKU
- Dog-Friendly Home w/Fenced Yard nr Berea College
- Westfield Green
- 1200 sf Apt -3 BR-Amazing Beds-Walk to EKU & Downtown Venues - 5 minutes to I-75
- Simply sweet - Entire 1 bed upstairs apt near EKU
2. How many vacation rentals have private pools in Madison County?
There are 8 vacation rentals with private pools near Madison County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Madison County are best for families?
If you are looking for a family-friendly vacation home in Madison County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Madison County:
4. How many Rentbyowner vacation rentals are available in Madison County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 183 in the Madison County 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 Madison County.
5. What is the cancellation policy for vacation rentals in Madison County, Kentucky?
The cancellation policy varies by property, so you should review the specific listing details or contact the owner directly to understand the options and any associated fees.
6. How do I know if the vacation rental I want to book is available during my travel dates?
Availability is displayed on each listing; you can check real-time availability online or reach out to the property owner for confirmation.
7. Are pets allowed in vacation rentals in Madison County, Kentucky?
Pet policies differ among properties, so it’s best to verify with the host before booking to ensure your furry friends are welcome.
8. What amenities are typically included in vacation rentals here?
Most vacation rentals offer amenities such as Wi-Fi, fully equipped kitchens, and outdoor spaces, but it’s advisable to review each listing for specific features and offerings.
9. How can I contact the property owner if I have questions about my reservation?
You can communicate directly through the booking platform’s messaging system or find the owner’s contact details listed within the property’s page for personalized assistance.
Madison County Top Rated Vacation Rentals
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
R2,678/Night
7 Nights - R18,742
Other
9.8(28 Reviews)
3 Bedrooms
1 Bath
4 Guests
1700 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R648/Night
7 Nights - R4,538
Hotel
9.4(1002 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
R1,990/Night
7 Nights - R13,934
Hotel
9.2(1009 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
R1,881/Night
7 Nights - R13,175
Hotel
9.2(885 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
R2,157/Night
7 Nights - R15,098
Hotel
9.2(158 Reviews)
1 Bath
- Private Pool
- Pool
- Child Friendly
Wheelchair Accessible
R2,203/Night
7 Nights - R15,419
Hotel
9.2(30 Reviews)
9 Baths
410.22 ft²
- Private Pool
Oceanfront- Fireplace/Heating
- Pool
R3,301/Night
7 Nights - R23,111
R1,841/Night
7 Nights - R12,888
