Monterey Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Monterey vacation rentals

Interior
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
Stamping Ground
9.8 out of 10, Exceptional, (6)
"Great hidden gem "
United States
lucian v.
The price is ￥13,854
￥27,271 total
includes taxes & fees
Dec 14 - Dec 15
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
Interior
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (97)
"We enjoyed our stay while we were down for Breyer Fest. It was close to places we wanted to go and quiet. We would definitely stay here again."
United States
Jacob Y.
The price is ￥10,884
￥25,612 total
includes taxes & fees
Dec 14 - Dec 15
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Interior
Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail

Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail

Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail
Owenton
9.6 out of 10, Exceptional, (79)
"It was a nice stay, owner very very communicative! "
United States
Kiersten W.
The price is ￥12,455
￥17,159 total
includes taxes & fees
Dec 19 - Dec 20
Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail
Exterior
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Frankfort
8.2 out of 10, Very Good, (40)
"Small but perfect for bourbon tour HQ"
United States
Corey I.
The price is ￥11,686
￥27,038 total
includes taxes & fees
Dec 15 - Dec 16
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Smart TV, books
Capital City Condo #8

Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (36)
"The condo was good for an overnight stay. The owners were very responsive & kind. Very close to just about anything you want to do. The price was good for the accommodations. Thank you for the hospitality! "
United States
Pollee F.
The price is ￥10,884
￥25,612 total
includes taxes & fees
Dec 14 - Dec 15
Capital City Condo #8
Interior
Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!

Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!

Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!
2.0 star property
Midway
10.0 out of 10, Exceptional, (2)
"We had the most amazing time at FarRhode! The owners thought of everything. The place is so beautiful and well stocked with everything you could need. The view from any window is stunning and the star gazing off the deck at night was spectacular. We saw cows, horses, geese, a skunk and “Bobby” the donkey. The location is perfect for the bourbon trail and Keeneland. We will definitely be renting again!"
United States
Stephanie P.
The price is ￥40,381
￥73,283 total
includes taxes & fees
Dec 22 - Dec 23
Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!
Smart TV, fireplace
Stylish 3BR house w/ Patio ~ Walk to State Capitol 2.5 miles to Buffalo Trace

Stylish 3BR house w/ Patio ~ Walk to State Capitol 2.5 miles to Buffalo Trace

Stylish 3BR house w/ Patio ~ Walk to State Capitol 2.5 miles to Buffalo Trace
Frankfort
10.0 out of 10, Exceptional, (8)
"Had a wonderful guys trip here"
United States
Sam S.
The price is ￥17,465
￥49,454 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Stylish 3BR house w/ Patio ~ Walk to State Capitol 2.5 miles to Buffalo Trace
Exterior
Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins
Frankfort
10.0 out of 10, Exceptional, (17)
"Fun place to stay. Cabins were super cute!"
United States
Rebecca B.
The price is ￥49,757
￥78,655 total
includes taxes & fees
Dec 14 - Dec 15
Two Bourbon Barrel Cabins
Exterior
Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (50)
"Great place to stay!"
United States
Jeff S.
The price is ￥13,877
￥40,446 total
includes taxes & fees
Dec 17 - Dec 18
Bourbon Trail Lakehouse - Pet Friendly!
Interior
Kentucky State of Mind - Interactive Puzzle Stay

Kentucky State of Mind - Interactive Puzzle Stay

Kentucky State of Mind - Interactive Puzzle Stay
Frankfort
10.0 out of 10, Exceptional, (1)
"The treasure hunt was a new and fun thing to do. Thanks!"
United States
Jesse R.
Kentucky State of Mind - Interactive Puzzle Stay
Property grounds
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Frankfort
9.8 out of 10, Exceptional, (14)
"Property was clean and comfy! Would stay again. "
United States
Amy L.
The price is ￥23,634
￥41,797 total
includes taxes & fees
Dec 14 - Dec 15
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Exterior
Country Lodge for 18, With Pool and Pond, Near Ark

Country Lodge for 18, With Pool and Pond, Near Ark

Country Lodge for 18, With Pool and Pond, Near Ark
Williamstown
9.6 out of 10, Exceptional, (34)
"This house has a lot of living area. This allowed for different smaller groups to congregate in various rooms without a lot of noise. We really enjoyed our time here. "
United States
Deb H.
The price is ￥43,627
￥133,614 total
includes taxes & fees
Dec 14 - Dec 15
Country Lodge for 18, With Pool and Pond, Near Ark
Fridge, microwave, oven, stovetop
3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.

3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.

3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.
Frankfort
10.0 out of 10, Exceptional, (31)
"Great spot to rest and recuperate after a long day on the Bourbon trail!"
United States
Jonathan F.
The price is ￥22,251
￥46,047 total
includes taxes & fees
Dec 15 - Dec 16
3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.
Interior
Capital City Condo #10

Capital City Condo #10

Capital City Condo #10
Frankfort
7.2 out of 10, Good, (5)
"Very nice and all updated inside. Very convenient to get to downtown and Buffalo Trace Distillery."
United States
Brian J.
The price is ￥10,884
￥25,612 total
includes taxes & fees
Dec 20 - Dec 21
Capital City Condo #10
Interior
The Carriage - Quaint Haven 6 mins. to Buffalo Trace

The Carriage - Quaint Haven 6 mins. to Buffalo Trace

The Carriage - Quaint Haven 6 mins. to Buffalo Trace
Frankfort
10.0 out of 10, Exceptional, (22)
"The Vrbo was cozy & in a quiet location. "
United States
Teresa V.
The price is ￥12,739
￥29,655 total
includes taxes & fees
Dec 16 - Dec 17
The Carriage - Quaint Haven 6 mins. to Buffalo Trace
Smart TV
2BD 2Bath, Ideally Located Cottage

2BD 2Bath, Ideally Located Cottage

2BD 2Bath, Ideally Located Cottage
Frankfort
9.8 out of 10, Exceptional, (48)
"Cute house with everything we needed during our stay!"
United States
Debra R.
The price is ￥16,360
￥50,782 total
includes taxes & fees
Jan 5 - Jan 6, 2026
2BD 2Bath, Ideally Located Cottage
Living area
The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (8)
"Super convenient to buffalo trace. Comfortable space. Would recommend "
United States
Brandy
The price is ￥15,737
￥38,133 total
includes taxes & fees
Dec 16 - Dec 17
The Bourbon Garage- walking distance to Buffalo Trace!
Terrace/patio
ANAM CARA– Woodland setting near Ark Encounter!

ANAM CARA– Woodland setting near Ark Encounter!

ANAM CARA– Woodland setting near Ark Encounter!
Corinth
10.0 out of 10, Exceptional, (117)
"Big place, lots of room to spread out."
United States
Clinton S.
The price is ￥42,542
￥63,354 total
includes taxes & fees
Dec 14 - Dec 15
ANAM CARA– Woodland setting near Ark Encounter!
Exterior detail
Capital City Cottage

Capital City Cottage

Capital City Cottage
Frankfort
8.6 out of 10, Excellent, (43)
"Cute little cottage. Great for 2. Very clean and centrally located to many things in the area. "
United States
Matt T.
The price is ￥15,581
￥37,765 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Capital City Cottage
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 Monterey Hotel Reviews

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

10/10 Excellent
"Stayed for a long weekend exploring the bourbon trail! The property was perfect!! Great location, super clean, excellent hosts who gave awesome recommendations and made our check-in/out process stress free! The house was equipped with everything we needed and had great bourbon themed decor. Easy parking too!"
Tiffany M. 2-night trip
Posted 5 days ago
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Find out more about Monterey

Search for holiday rentals in Monterey on Expedia! You can easily find your home rentals, villas, holiday apartments in Monterey using one of the methods below:

  • View our selection of featured holiday rentals in Monterey
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Look no further and take a look at our great range of rental properties in Monterey!

Frequently asked questions

Can I find a vacation rental in Monterey?

Yes, we offer vacation rentals close to top sights in Monterey, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Monterey?

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail: Visitors like this Monterey vacation home rental. It is located on a river and has a selection of games, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Monterey?

While you're exploring the area, Cove Spring Park and Old Governor’s Mansion are a couple of picturesque spots to get outside and enjoy nature. Elk Creek Vineyards and Buffalo Trace Distillery are a couple of places you'll find in the larger area.

What are vacation rentals like in Monterey?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Monterey. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for small groups.