Holiday Rentals in Fairfield

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Our top choices for Fairfield holiday rentals

Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Bardstown
10.0 out of 10, Exceptional, (5 reviews)
"Great spot. Owners made everything easy. Super clean and welcoming home. Will stay again for next trip"
United States
Matthew M.
The price is €338
includes taxes & fees
12 Apr - 13 Apr
Spacious, Pristine Home w/ Firepit, Bourbon Lounge

One of a kind cabin in the woods. Quiet and private but close to everything.

One of a kind cabin in the woods. Quiet and private but close to everything.
Coxs Creek
10.0 out of 10, Exceptional, (115 reviews)
"Great stay. "
United States
Royce
The price is €198
includes taxes & fees
12 Apr - 13 Apr
One of a kind cabin in the woods. Quiet and private but close to everything.

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Bardstown
10.0 out of 10, Exceptional, (51 reviews)
"Wonderful home, great location, looking forward to our next stay!"
United States
Cathy C.
The price is €331
includes taxes & fees
12 Apr - 13 Apr
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Angels Envy 29 - A relaxing place by the lake!

Angels Envy 29 - A relaxing place by the lake!
Taylorsville
9.4 out of 10, Exceptional, (20 reviews)
"Just visited distilleries"
United States
Pam M.
Angels Envy 29 - A relaxing place by the lake!

Seabiscuit 5- Relax And Kick Back

Seabiscuit 5- Relax And Kick Back
Taylorsville
9.6 out of 10, Exceptional, (54 reviews)
"We had a girls weekend and everything was perfect. Would definitely stay here again."
United States
Susan N.
Seabiscuit 5- Relax And Kick Back

Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Bourbon Trail Oasis at Boone Farm - Private & Peaceful
Springfield
10.0 out of 10, Exceptional, (12 reviews)
"Great place for a large group."
United States
MATT 무용 B.
The price is €206
includes taxes & fees
13 Apr - 14 Apr
Bourbon Trail Oasis at Boone Farm - Private & Peaceful

EXCEPTIONAL 1 STORY HOME 3 Bd 2 Ba/3XL BEDS Near TOWN on BOURBON TRAIL Garage

EXCEPTIONAL 1 STORY HOME 3 Bd 2 Ba/3XL BEDS Near TOWN on BOURBON TRAIL Garage
Bardstown
10.0 out of 10, Exceptional, (85 reviews)
"Excellent location to everything! "
United States
Melissa R.
The price is €349
includes taxes & fees
13 Apr - 14 Apr
EXCEPTIONAL 1 STORY HOME 3 Bd 2 Ba/3XL BEDS Near TOWN on BOURBON TRAIL Garage

Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB

Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB
Taylorsville
9.8 out of 10, Exceptional, (24 reviews)
"Very nice house, new hot tub in the resort it was located in was very nice"
United States
Mike O.
The price is €343
includes taxes & fees
12 Apr - 13 Apr
Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB

StillHill: HotTub GameRoom Whiskey Lounge Acreage

StillHill: HotTub GameRoom Whiskey Lounge Acreage
Bardstown
10.0 out of 10, Exceptional, (11 reviews)
"The place was great. Comfortable accomodations and would visit again!"
United States
Alan R.
StillHill: HotTub GameRoom Whiskey Lounge Acreage

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Louisville
9.8 out of 10, Exceptional, (143 reviews)
"Great Trip…We enjoyed the four (4) nights. Host was great and her Scones were a treat."
United States
Anonymous traveller
The price is €346
includes taxes & fees
12 Apr - 13 Apr
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (123 reviews)
"Fantastic place"
United States
caroline R.
The price is €131
includes taxes & fees
13 Apr - 14 Apr
A Room Off Broadway, a prime downtown hideaway

Picture perfect fall views, trail, On Lake, Kayaks & Canoe - Bourbon Trail

Picture perfect fall views, trail, On Lake, Kayaks & Canoe - Bourbon Trail
Willisburg
10.0 out of 10, Exceptional, (14 reviews)
"So cozy! Great location - great stars at night!"
United States
Lisa K.
The price is €318
includes taxes & fees
30 Apr - 1 May
Picture perfect fall views, trail, On Lake, Kayaks & Canoe - Bourbon Trail

Ron & Orline's Home, park at the door & use our EV 50 amp charger

Ron & Orline's Home, park at the door & use our EV 50 amp charger
Bardstown
10.0 out of 10, Exceptional, (161 reviews)
"Close to distilleries, clean and comfortable"
United States
Eddie
The price is €219
includes taxes & fees
12 Apr - 13 Apr
Ron & Orline's Home, park at the door & use our EV 50 amp charger

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.
Bardstown
10.0 out of 10, Exceptional, (46 reviews)
"Beautiful home, comfortable beds, great location! "
United States
Amanda B.
The price is €243
includes taxes & fees
12 Apr - 13 Apr
🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

Beautiful apartment in the heart of downtown Bardstown, KY

Beautiful apartment in the heart of downtown Bardstown, KY
Bardstown
9.6 out of 10, Exceptional, (156 reviews)
"The kitchen was fully stocked for cooking. Coffee maker, toaster, and all utensils were there. Bedroomc clean with extra bedding available. Plenty of paper supplies and towels for bathroom. Steps to get in were narrow ( would not be good for those with walking disability). Only channel available on the TV was Netflix ( good thing I had my own access). WIFI was good. Walkable to all downtown stores and restaurants. Would definitely stay again."
United States
Brenda
The price is €191
includes taxes & fees
14 Apr - 15 Apr
Beautiful apartment in the heart of downtown Bardstown, KY

Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.

Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.
Bardstown
9.8 out of 10, Exceptional, (6 reviews)
"Nice rooms & very clean "
United States
jim W.
The price is €267
includes taxes & fees
12 Apr - 13 Apr
Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.

Southern Lights 56- Brand NEW hot tub and deck!

Southern Lights 56- Brand NEW hot tub and deck!
Taylorsville
9.2 out of 10, Wonderful, (32 reviews)
"Relaxing, peaceful. Good location to activities we enjoyed. Recommend paying close attention to the limit of vehicles aloud at property."
United States
Carrie B.
Southern Lights 56- Brand NEW hot tub and deck!

Downtown Bourbon Black Swan House

Downtown Bourbon Black Swan House
Bardstown
9.6 out of 10, Exceptional, (24 reviews)
"We had a wonderful stay. The home was very nicely furnished and nearby the Historical District. Thank you!"
United States
Sharon T.
The price is €252
includes taxes & fees
13 Apr - 14 Apr
Downtown Bourbon Black Swan House

The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy

The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy
Waddy
10.0 out of 10, Exceptional, (1 review)
"Thirteen of us escaped to Cat Ridge Resort for a quick stay—and left planning our return.The scenic drive and peaceful setting set the tone. Evenings by the firepit, hot tub soaks under the stars, and time in the sauna made it easy to unwind. The cows next door were a charming bonus.Inside, the design is stunning—thoughtful, handcrafted details and beautiful spaces made for gathering.Communication with the host was excellent, and check-in was a breeze.Short, sweet, and truly special. We can’t...
United States
Barb J.
The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy

Stay downtown within walking distance of restaurants, shopping, and breweries!

Stay downtown within walking distance of restaurants, shopping, and breweries!
Bardstown
9.4 out of 10, Exceptional, (88 reviews)
"Great location! Place was clean, and beds were comfy !"
United States
colleen w.
The price is €187
includes taxes & fees
12 Apr - 13 Apr
Stay downtown within walking distance of restaurants, shopping, and breweries!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Fairfield Hotel Reviews

Find out more about Fairfield

Everything you need to know about Fairfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Fairfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fairfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Fairfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fairfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fairfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fairfield holiday rentals we have selected for you start as low as €165 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Fairfield rentals

At Expedia, we put the best Fairfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Fairfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fairfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fairfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Fairfield?

Yes, there are holiday rentals close to the most popular sights in Fairfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Fairfield has to offer?

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65: This holiday home rental outside of Fairfield is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Fairfield?

Explore the area and family-friendly sights such as The Red Scooter, or get out into nature at a spot like Taylorsville Lake. Lux Row Distillers and Bardstown Civil War Museum are a couple of places you'll find in the wider area.

What are holiday rentals like in Fairfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Fairfield. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for small groups.