Best Vacation Homes in Fairfield
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R5,054/Night
For 7 Nights R35,383
3659.73 ft²
10 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
R9,038/Night
For 7 Nights R63,267
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Balcony/Terrace
- Breakfast
- Parking
R4,753/Night
For 7 Nights R33,271
1200 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,675/Night
For 7 Nights R32,731
7 Guests
3 Bedrooms
3 Bathrooms
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R3,373/Night
For 7 Nights R23,611
950 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Pool
R3,511/Night
For 7 Nights R24,577
2000 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R5,054/Night
For 7 Nights R35,383
1042 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,152/Night
For 7 Nights R29,063
Fairfield Luxury Rentals
7700 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Spa
R46,425/Night
For 7 Nights R324,982
9000 ft²
20 Guests
10 Bedrooms
11 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R44,497/Night
For 7 Nights R311,490
3584.38 ft²
13 Guests
1 Bedroom
4 Bathrooms
Family Friendly
House
- Pool
- Parking
- Air Conditioner
R20,051/Night
For 7 Nights R140,354
3461 ft²
12 Guests
6 Bedrooms
5 Bathrooms
Family Friendly
Cabin
- Private Pool
- Hot Tub
- Fireplace/Heating
R17,198/Night
For 7 Nights R120,378
3498 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R16,159/Night
For 7 Nights R113,108
6000 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
R16,096/Night
For 7 Nights R112,666
3596 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Spa
R14,958/Night
For 7 Nights R104,709
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
R14,136/Night
For 7 Nights R98,962
Fairfield Pet Friendly Vacation Rentals
7 Guests
2 Bedrooms
2 Bathrooms
Pet Friendly
Cottage
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R2,921/Night
For 7 Nights R20,451
1323.96 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R5,136/Night
For 7 Nights R35,956
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Pet Friendly
R1,712/Night
For 7 Nights R11,985
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R5,000/Night
For 7 Nights R35,007
480.79 ft²
14 Guests
6 Bedrooms
6 Bathrooms
Bed & Breakfast
- Spa
- Fireplace/Heating
- Balcony/Terrace
R3,747/Night
For 7 Nights R26,230
950 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Pool
R3,940/Night
For 7 Nights R27,573
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
R4,386/Night
For 7 Nights R30,700
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
R3,695/Night
For 7 Nights R25,870
Fairfield Large Vacation Homes
2900 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
R8,718/Night
For 7 Nights R61,024
243.98 ft²
12 Guests
6 Bedrooms
6 Bathrooms
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
R4,605/Night
For 7 Nights R32,239
5700 ft²
12 Guests
5 Bedrooms
6 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R12,633/Night
For 7 Nights R88,433
57 Guests
21 Bedrooms
21 Bathrooms
Free Cancellation
Bed & Breakfast
- Fireplace/Heating
- Kitchen
- Parking
R3,210/Night
For 7 Nights R22,464
12 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R10,722/Night
For 7 Nights R75,056
3111 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R9,603/Night
For 7 Nights R67,213
2000 ft²
10 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
R4,639/Night
For 7 Nights R32,469
2300 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pet Friendly
R10,533/Night
For 7 Nights R73,730
Why Choose Rent By Owner for your Fairfield 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 Fairfield
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here ensures you can enjoy the area's unique charm and natural beauty at its best, making your stay in this destination particularly memorable.
Peak Season Highlights
Spring (March to May)
During this vibrant season, you can enjoy the region’s pleasant weather and blooming landscapes, making it an ideal time for outdoor activities near your vacation rental.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Fall (September to November)
Autumn offers cooler temperatures and colorful foliage, providing a picturesque setting for exploring nearby attractions while staying comfortably in your rental property.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Summer (June to August)
While the warm weather draws visitors, this period often sees fewer crowds, allowing you to enjoy a more relaxed experience at your vacation rental here.
Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
Winter (December to February)
With colder temperatures and a quieter atmosphere, this off-peak season presents an opportunity for budget-friendly stays in cozy vacation rentals during the winter months.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
Weekly Weather Forecast for Fairfield
How to Book Your Fairfield 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 Fairfield
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 outdoor seating areas or patios to relax and unwind amidst scenic views.
- Take advantage of private or shared gardens that showcase the natural beauty of the region.
- Make use of on-site grilling stations for outdoor cookouts during your stay.
- Access nearby walking or biking trails that allow you to explore the area's landscapes.
- Relax by outdoor fire pits, perfect for evening gatherings under the stars.
- Utilize outdoor recreational equipment such as kayaks or paddle boats if available locally.
- Benefit from spacious yards or lawns suitable for outdoor games and activities.
Top Attractions Around Fairfield
What attractions are nearby?
In this charming destination, you can explore a variety of outdoor activities and local attractions that showcase the area's natural beauty and regional charm, making your stay here both enjoyable and memorable.
Family Activities
- Kentucky Horse Park: Discover the region’s rich equestrian heritage through engaging horse shows, interactive exhibits, and scenic trail rides suitable for the whole family.
- The Arboretum: Explore this beautiful botanical garden that offers educational programs and walking trails, perfect for family outings in the area.
- Bluegrass Heritage Museum: Dive into the local history and culture with exhibits and hands-on activities that bring the region’s past to life for visitors of all ages.
- Local Nature Trails: Enjoy outdoor adventures on nearby nature trails, providing opportunities for hiking, wildlife spotting, and picnicking amidst the scenic landscape here.
Adult Activities
- Explore local history at the Kentucky Folk Art Center: Discover vibrant folk art exhibits that showcase the region’s rich cultural heritage right here in Fairfield’s surrounding area.
- Visit the Carter Caves State Resort Park: Enjoy outdoor adventures such as hiking, cave exploring, and scenic tours within a short drive from your vacation rental in this scenic part of Kentucky.
- Indulge in regional cuisine at local restaurants: Savor authentic Southern flavors and Kentucky specialties that offer a true taste of the area's culinary scene.
- Attend local festivals and events: Participate in seasonal festivals and community gatherings to experience the lively spirit and traditions of the region.
Fairfield Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining and shopping: Take advantage of the area’s unique eateries and shops to experience authentic regional flavors and crafts during your stay.
- Plan outdoor activities: Make the most of nearby parks and nature spots for relaxing walks or outdoor adventures that showcase the natural beauty of this destination.
- Visit seasonal events and markets: Check out local festivals, farmers’ markets, or community events to immerse yourself in the region’s vibrant culture.
- Book accommodations close to key attractions: Select a well-located vacation rental to conveniently access the best sights and amenities here, ensuring a comfortable and hassle-free visit.
Transportation Options
- Regional Airport: The nearby regional airport offers convenient domestic flights, making it easy for you to arrive at this welcoming area.
- Public Transit Service: Local buses and transit options provide affordable and accessible transportation within the region, ideal for exploring your vacation rental nearby.
- Rental Car Agencies: Numerous car rental services are available here, giving you the flexibility to explore the area at your own pace during your stay.
- Taxi and Rideshare Services: Taxis and rideshare providers operate throughout here, offering quick and reliable transportation for your comfort and convenience.
Local Customs Options
- Southern Hospitality: Visitors often notice the warm and welcoming attitude that signifies the region’s friendly local customs, making your stay in Fairfield more enjoyable.
- Community Events and Festivals: Participating in local celebrations offers a chance to experience authentic traditions and foster connections with residents here.
- Respect for Historical Sites: Appreciating the preservation of local landmarks and historical customs enriches your understanding and appreciation of this destination’s roots.
Frequently Asked Questions About Fairfield?
1. What are the top vacation rentals in Fairfield?
There are a lot of options in Fairfield. If you plan on staying in the Fairfield area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Fairfield:
- Luxurious 2BR/2Bath with Outdoor Courtyard and Garage in Downtown Bardstown
- Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
- Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
- HayJac House - Perfect Downtown Location and the Living is Easy.
- Ron & Orline's Home, park at the door & use our EV 50 amp charger
- Pioneer Park Cottage, 2 BR/2 BA Downtown Historic Bardstown
- Luxurious Suite w/Garden on Court Square Downtown
- A Room Off Broadway, a prime downtown hideaway
- One of a kind cabin in the woods. Quiet and private but close to everything.
- "Cottage In The Rye" in the Bourbon Capital of the World
2. How many vacation rentals have private pools in Fairfield?
There are 7 vacation rentals with private pools near Fairfield. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Fairfield are best for families?
If you are looking for a family-friendly vacation home in Fairfield, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Fairfield:
4. How many Rentbyowner vacation rentals are available in Fairfield?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 251 in the Fairfield 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 Fairfield.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the individual property listing. It’s best to review the specific terms and conditions outlined by the owner before booking, as they can differ from one rental to another.
6. How do I find out if my chosen vacation rental in Fairfield has amenities like Wi-Fi or a kitchen?
Details about amenities are provided within each listing. You should carefully read the property description and amenities section or contact the owner directly for any specific questions regarding facilities.
7. Are there any age restrictions or requirements for booking a vacation rental in this destination?
Age restrictions may be set by individual owners or property managers. To ensure compliance, check the listing details or reach out to the host to confirm any specific requirements.
8. What should I know about the check-in and check-out procedures at vacation rentals here?
Check-in and check-out instructions are usually provided in the listing or sent by the owner after booking. For detailed procedures, it’s advisable to contact the host directly prior to your arrival.
9. Is there parking available at the vacation rentals in this region?
Parking options are generally listed within each property’s details. If you require specific parking arrangements, confirm with the owner during the booking process to ensure your needs are met.
Fairfield Top Rated Vacation Rentals
450 ft²
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,915/Night
For 7 Nights R20,401
800 ft²
7 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
R4,548/Night
For 7 Nights R31,846
720 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Private Pool
- Fireplace/Heating
- Pool
R4,445/Night
For 7 Nights R31,110
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Hot Tub
- Fireplace/Heating
- Pool
R4,068/Night
For 7 Nights R28,474
2144 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Other
- Private Pool
- Hot Tub
- Fireplace/Heating
R13,544/Night
For 7 Nights R94,803
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
R4,603/Night
For 7 Nights R32,223
1675 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
R6,612/Night
For 7 Nights R46,288
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Cottage
- Hot Tub
- Fireplace/Heating
- Pool
R4,735/Night
For 7 Nights R33,140
