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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
9.8 out of 10, Exceptional, (21 reviews)
"What a great cabin it was so clean and cute and had everything that we needed a great place to stay"
United States
Jessica S.
The price is NZ$420
includes taxes & fees
1 Sept - 2 Sept
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

2. 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, (7 reviews)
"Very cozy! The owners are incredibly kind and available if you need anything. Their hospitality is top notch, and we will definitely be back! "
United States
Whitney M.
The price is NZ$308
includes taxes & fees
1 Sept - 2 Sept
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

3. 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, (21 reviews)
"Wonderful and responsive hosts! Such a beautiful and relaxing property! Will be back! "
United States
Mary S.
The price is NZ$371
includes taxes & fees
13 Sept - 14 Sept
Charming 2-bedroom house on our farm with beautiful sunsets

4. 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, (87 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$203
includes taxes & fees
31 Aug - 1 Sept
Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail

5. Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.6 out of 10, Exceptional, (57 reviews)
"We were in town for our granddaughters gradutation, so the location was perfect!"
United States
Sandy M.
The price is NZ$242
includes taxes & fees
31 Aug - 1 Sept
Quiet-Country and Spacious Grandma's Duplex

6. 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, (16 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$180
includes taxes & fees
1 Sept - 2 Sept
Vintage Camper Cabin on Beautiful Farm Near Ark & Bourbon Trail

7. 14 Mi to Ark Encounter: Rural Corinth Escape!

14 Mi to Ark Encounter: Rural Corinth Escape!
3.0 star property
Sadieville
The price is NZ$828
includes taxes & fees
27 Sept - 28 Sept
14 Mi to Ark Encounter: Rural Corinth Escape!

8. 14 Mi to Ark Encounter: Rural Corinth Escape!

14 Mi to Ark Encounter: Rural Corinth Escape!
Corinth
9.6 out of 10, Exceptional, (5 reviews)
"What a great place to stay! It was so nice to come back to the house after a long day out and be able to cook a nice meal, sit and relax. Being out away from the hustle & bustle allowed us to be able to unwind on our vacation. The morning sunrise views are breathtaking! Can not say enough wonderful things about our stay. Thank you! "
United States
Dana T.
14 Mi to Ark Encounter: Rural Corinth Escape!

9. Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins
Frankfort
10.0 out of 10, Exceptional, (25 reviews)
"The cabins worked perfectly for our group! Close to town and distilleries we visited."
United States
shannon J.
The price is NZ$769
includes taxes & fees
1 Sept - 2 Sept
Two Bourbon Barrel Cabins

10. 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$503
includes taxes & fees
31 Aug - 1 Sept
Scenic Highgrounds Modern Cabin - Chicory

11. 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, (7 reviews)
"This cabin was very nice and convenient to visit the Kentucky bourbon trail."
United States
Heidi W.
The price is NZ$420
includes taxes & fees
2 Sept - 3 Sept
Bourbon Barrel Cabin A. There are 2 Cabins A & B.

12. Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (61 reviews)
"Great place to stay!"
United States
Jeff S.
The price is NZ$474
includes taxes & fees
29 Sept - 30 Sept
Bourbon Trail Lakehouse - Pet Friendly!

13. 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$286
includes taxes & fees
1 Sept - 2 Sept
Rent the entire private basement level. Enjoy a peaceful country setting.

14. 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$240
includes taxes & fees
31 Aug - 1 Sept
Cozy Tiny House on Working Farm, for Fun Glamping Trips in Kentucky

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

Bourbon trail - conveniently located 8 min to buffalo trace
Frankfort
10.0 out of 10, Exceptional, (1 review)
"Cozy home, very inviting place. The place was well maintained and clean. "
United States
Ethiel R.
The price is NZ$483
includes taxes & fees
29 Sept - 30 Sept
Bourbon trail - conveniently located 8 min to buffalo trace

16. 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, (106 reviews)
"Perfect location for the Bourbon Trail. Nice, clean, and affordable. 10 out of 10, would do it again!"
United States
Dwight K.
The price is NZ$278
includes taxes & fees
31 Aug - 1 Sept
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

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

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (30 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
The price is NZ$394
includes taxes & fees
31 Aug - 1 Sept
The Bourbon Garage- walking distance to Buffalo Trace!

18. 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$278
includes taxes & fees
13 Sept - 14 Sept
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

19. Capital City Condo #8

Capital City Condo #8
Frankfort
8.8 out of 10, Excellent, (41 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$278
includes taxes & fees
8 Sept - 9 Sept
Capital City Condo #8

20. Capital City Condo #10

Capital City Condo #10
Frankfort
8.4 out of 10, Very good, (9 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
The price is NZ$278
includes taxes & fees
12 Sept - 13 Sept
Capital City Condo #10
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?

Bourbon Trail River House: This holiday home rental outside of Monterey is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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 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.