Fairfield Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Fairfield, Kentucky, USA

22-Acre Home on Bourbon Trail with Sunroom!
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10.0 (2 Reviews)
3 Bedrooms 10 Guests
Red Rose Inn Bed & Breakfast
FromZA R4,919 per night
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10.0 (61 Reviews)
1 Bedroom 2 Guests
40- Lake and Bourbon Trail Getaway
10.0 (2 Reviews)
3 Bedrooms 7 Guests
Bourbon Manor B&B
FromZA R3,530 per night
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9.6 (81 Reviews)
1 Bedroom 2 Guests
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 (233 Reviews)
2 Bedrooms 6 Guests
Central Bardstown Home Near Distilleries & Dining
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10.0 (1 Review)
3 Bedrooms 6 Guests
Jailer's Inn
FromZA R2,979 per night
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9.4 (202 Reviews)
1 Bedroom 2 Guests
Haven Hill House - Scenic Getaway near Bardstown & Bourbon Trail
9.7 (13 Reviews)
3 Bedrooms 6 Guests
HayJac House - Perfect Downtown Location and the Living is Easy.
10.0 (159 Reviews)
2 Bedrooms 4 Guests
Springhill Bed and Breakfast Winery and Vineyard
9.5 (2 Reviews)
6 Bedrooms 12 Guests
Pioneer Park Cottage, 2 BR/2 BA Downtown Historic Bardstown
10.0 (131 Reviews)
2 Bedrooms 4 Guests
Bourbon Country Cottage
FromZA R2,907 per night
9.5 (2 Reviews)
2 Bedrooms 4 Guests
KY Cottage, with hot tub and lake view, on the Bourbon Trail
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9.2 (11 Reviews)
2 Bedrooms 6 Guests
A Room Off Broadway, a prime downtown hideaway
10.0 (109 Reviews)
1 Bedroom 2 Guests
Talbott Tavern and Inn
FromZA R3,322 per night
9.0 (491 Reviews)
21 Bedrooms 57 Guests
Cozy KY Escape with Hot Tub near the Bourbon Trail
10.0 (106 Reviews)
2 Bedrooms 7 Guests
Stay at this Old Fashion House in Bardstown
9.0 (1 Review)
1 Bedroom 8 Guests
Conveniently located in downtown Bardstown
10.0 (89 Reviews)
2 Bedrooms 4 Guests
Bourbon Manor Bed & Breakfast Inn
FromZA R3,878 per night
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8.9 (13 Reviews)
6 Bedrooms 14 Guests
Millstone Cottage, 2 BR/1 BA/Patio- Downtown
10.0 (81 Reviews)
2 Bedrooms 4 Guests
Taylorsville Lake Cottage Rental with Hot Tub!
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8.0 (1 Review)
3 Bedrooms 7 Guests
Americas Inn Bardstown
FromZA R1,525 per night
7.9 (171 Reviews)
2 Bedrooms 4 Guests
Historic Bardstown Cottage
FromZA R2,824 per night
10.0 (62 Reviews)
2 Bedrooms 4 Guests
AFramed View in Kentucky
FromZA R8,480 per night
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New
1 Bedroom 6 Guests
Historic Loft in the ❤️ of Bardstown
10.0 (30 Reviews)
2 Bedrooms 4 Guests
Cozy Getaway at Stone Horse
FromZA R4,744 per night
10.0 (27 Reviews)
1 Bedroom 3 Guests
Family Holiday Cabin in Kentucky with Hot Tub!
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New
1 Bedroom 6 Guests
Boating, bourbon and high speed internet, oh my!
10.0 (16 Reviews)
2 Bedrooms 6 Guests
WILLIAM FORREST SUITE Newly renovated suite!
10.0 (14 Reviews)
1 Bedroom 2 Guests
The Hideout on 3rd in Historic Downtown Bardstown on Main St
10.0 (7 Reviews)
1 Bedroom 2 Guests
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.0 (45 Reviews)
2 Bedrooms 6 Guests
Distill-Inn
FromZA R1,653 per night
9.4 (1427 Reviews)
1 Bedroom 2 Guests
Bed and Bourbon on 3rd
FromZA R2,298 per night
9.0 (9 Reviews)
1 Bedroom 2 Guests
La Quinta Inn & Suites by Wyndham Bardstown
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9.2 (1050 Reviews)
1 Bedroom 2 Guests
38- THE VIEW! THE VIEW! THE VIEW!
8.8 (5 Reviews)
2 Bedrooms 5 Guests
Fairfield Inn & Suites by Marriott Bardstown
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9.2 (453 Reviews)
1 Bedroom 2 Guests
Justin Fitch Cabin - Active Heroes
New
1 Bedroom 4 Guests
25-Lake & Bourbon Trail Getaway
New
2 Bedrooms 6 Guests
Distill-Inn
FromZA R2,186 per night
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9.0 (518 Reviews)
49 Bedrooms 21 Guests
Jailer's Inn
FromZA R2,694 per night
9.0 (83 Reviews)
7 Bedrooms 10 Guests
La Quinta Inn & Suites by Wyndham Bardstown
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8.9 (629 Reviews)
80 Bedrooms 32 Guests
Fairfield Inn & Suites Bardstown
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8.7 (113 Reviews)
103 Bedrooms 24 Guests
Luxurious Suite w/Garden on Court Square Downtown
10.0 (127 Reviews)
1 Bedroom 2 Guests
Bardstown Motor Lodge
FromZA R6,473 per night
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8.4 (91 Reviews)
35 Bedrooms 25 Guests
Luxurious loft with 3 rooms - Downtown on Court Square
10.0 (83 Reviews)
1 Bedroom 2 Guests
SureStay Hotel by Best Western Bardstown General Nelson
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8.2 (294 Reviews)
47 Bedrooms 12 Guests
Holiday Inn Express & Suites - Bardstown by IHG
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8.2 (153 Reviews)
80 Bedrooms 38 Guests
The Trail Hotel
FromZA R4,308 per night
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8.2 (25 Reviews)
95 Bedrooms 28 Guests

About Fairfield Vacation Rentals

With more than 237 Fairfield vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Fairfield.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Fairfield, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Fairfield. Places to stay near Fairfield are 1012 ft² on average, with prices averaging ZA R5,479 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Fairfield with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Fairfield?

What are the top vacation rentals in Fairfield?

How many Rentbyowner vacation rentals are available in Fairfield?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 237 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.