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Monterey Holiday Rentals

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Our top choices for Monterey holiday rentals

1. 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
9.6 out of 10, Exceptional, (26 reviews)
"The place was gorgeous, beautifully set up and easy to get to. We were disappointed that we were unable to enjoy the outdoors due to the level of humidity. We recommend this place and we hope to stay here again for our future visits."
United States
Terry-Ann
The price is NZ$440
includes taxes & fees
18 Oct - 19 Oct
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

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

Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail
Owenton
9.4 out of 10, Exceptional, (91 reviews)
"Such a great stay & getaway with my pups! The property is so nice and cozy for what we needed! Wonderful and helpful host too! We’ll be back "
United States
Mary S.
The price is NZ$214
includes taxes & fees
22 Oct - 23 Oct
Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail

3. Rent the entire private basement level. Enjoy a peaceful country setting.

Rent the entire private basement level. Enjoy a peaceful country setting.
Owenton
10.0 out of 10, Exceptional, (1 review)
"Great property, lots of space!"
United States
Leah S.
The price is NZ$334
includes taxes & fees
16 Oct - 17 Oct
Rent the entire private basement level. Enjoy a peaceful country setting.

4. Vintage Camper Cabin on Beautiful Farm Near Ark & Bourbon Trail

Vintage Camper Cabin on Beautiful Farm Near Ark & Bourbon Trail
Owenton
9.4 out of 10, Exceptional, (18 reviews)
"If you’re looking for a quiet place to relax this is it. Josh was so pleasant to work with."
United States
Teresa I.
The price is NZ$190
includes taxes & fees
18 Oct - 19 Oct
Vintage Camper Cabin on Beautiful Farm Near Ark & Bourbon Trail

5. 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, (8 reviews)
"Great hidden gem "
United States
lucian v.
The price is NZ$330
includes taxes & fees
19 Oct - 20 Oct
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

6. Charming 2-bedroom house on our farm with beautiful sunsets

Charming 2-bedroom house on our farm with beautiful sunsets
Stamping Ground
10.0 out of 10, Exceptional, (24 reviews)
"Our family loved the property.It was clean, had everything we needed, nice decor, and our daughter loved the horses. Close to the Ark Encounter. Would definitely recommend!"
United States
Glenita S.
The price is NZ$391
includes taxes & fees
18 Oct - 19 Oct
Charming 2-bedroom house on our farm with beautiful sunsets

7. Bourbon Barrel Cabin A. There are 2 Cabins A & B.

Bourbon Barrel Cabin A. There are 2 Cabins A & B.
Frankfort
10.0 out of 10, Exceptional, (11 reviews)
"Great cabin!"
United States
Kendra N.
The price is NZ$440
includes taxes & fees
18 Oct - 19 Oct
Bourbon Barrel Cabin A. There are 2 Cabins A & B.

8. Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Frankfort
8.8 out of 10, Excellent, (92 reviews)
"It was a nice stay"
United States
Teresa M.
The price is NZ$294
includes taxes & fees
27 Oct - 28 Oct
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

9. Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins
Frankfort
10.0 out of 10, Exceptional, (28 reviews)
"The cabins worked perfectly for our group! Close to town and distilleries we visited."
United States
shannon J.
The price is NZ$788
includes taxes & fees
18 Oct - 19 Oct
Two Bourbon Barrel Cabins

10. The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
9.8 out of 10, Exceptional, (35 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
The price is NZ$441
includes taxes & fees
27 Oct - 28 Oct
The Bourbon Garage- walking distance to Buffalo Trace!

11. Cozy Tiny House on Working Farm, for Fun Glamping Trips in Kentucky

Cozy Tiny House on Working Farm, for Fun Glamping Trips in Kentucky
Owenton
The price is NZ$261
includes taxes & fees
18 Oct - 19 Oct
Cozy Tiny House on Working Farm, for Fun Glamping Trips in Kentucky

12. Scenic Highgrounds Modern Cabin - Chicory

Scenic Highgrounds Modern Cabin - Chicory
Frankfort
9.8 out of 10, Exceptional, (8 reviews)
"Great place for a quiet getaway."
United States
john w.
The price is NZ$530
includes taxes & fees
20 Oct - 21 Oct
Scenic Highgrounds Modern Cabin - Chicory

13. 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, (110 reviews)
"It was a great place to stay & conveniently located to lots of restaurants & distilleries."
United States
Darby D.
The price is NZ$294
includes taxes & fees
21 Oct - 22 Oct
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

14. Capital City Condo #10

Capital City Condo #10
Frankfort
8.2 out of 10, Very good, (10 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
The price is NZ$294
includes taxes & fees
25 Oct - 26 Oct
Capital City Condo #10

15. Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.6 out of 10, Exceptional, (59 reviews)
"We were in town for our granddaughters gradutation, so the location was perfect!"
United States
Sandy M.
The price is NZ$256
includes taxes & fees
19 Oct - 20 Oct
Quiet-Country and Spacious Grandma's Duplex

16. Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (43 reviews)
"This was our third time staying at this place for a bourbon trip. Overall it is a good value, has the basics and close to distilleries. "
United States
Robert V.
The price is NZ$294
includes taxes & fees
27 Oct - 28 Oct
Capital City Condo #8

17. 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
8.8 out of 10, Excellent, (77 reviews)
"Great stay! "
United States
Armando G.
The price is NZ$283
includes taxes & fees
2 Nov - 3 Nov
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

18. University Stay | Sleeps 10 | Game Room + Firepit + Grill

University Stay | Sleeps 10 | Game Room + Firepit + Grill
Frankfort
The price is NZ$504
includes taxes & fees
2 Nov - 3 Nov
University Stay | Sleeps 10 | Game Room + Firepit + Grill

19. Bourbon trail - conveniently located 8 min to buffalo trace

Bourbon trail - conveniently located 8 min to buffalo trace
Frankfort
8.6 out of 10, Excellent, (4 reviews)
"Cozy home, very inviting place. The place was well maintained and clean. "
United States
Ethiel R.
The price is NZ$685
includes taxes & fees
26 Oct - 27 Oct
Bourbon trail - conveniently located 8 min to buffalo trace

20. Bourbon Trail Lakehouse

Bourbon Trail Lakehouse
Frankfort
9.6 out of 10, Exceptional, (65 reviews)
"Great stay!"
United States
Beth S.
The price is NZ$485
includes taxes & fees
2 Nov - 3 Nov
Bourbon Trail Lakehouse
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

Find out more about Monterey

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Monterey holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Monterey. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Monterey. Seeing all the best attractions is bound to make you fall in love with Monterey. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Monterey short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Monterey?

Yes, there are holiday rentals close to the most popular sights in Monterey, 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 Monterey has to offer?

Charming 2-bedroom house on our farm with beautiful sunsets: This holiday home rental outside of Monterey is located in a rural location, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Monterey?

While you're exploring the area, Cove Spring Park and Mountain Island 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 wider area.

What are holiday rentals like in Monterey?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Monterey. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.