Holiday Rentals in Monterey

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Holiday Rentals in Monterey

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

9.6 out of 10, Exceptional, (235)
"The place was awesome and suited the bachelor party perfectly!"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

10.0 out of 10, Exceptional, (13)
"We had a remarkable time enjoying the entire property. Highly recommend! "
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

Dog-Friendly Bourbon Trail Home w/ Speakeasy, Pool, Hot Tub, + Game Room

Dog-Friendly Bourbon Trail Home w/ Speakeasy, Pool, Hot Tub, + Game Room

Bourbon on Broadway

2.0 star property
10.0 out of 10, Exceptional, (15)
" wanted to visit. Just a nice place to stay big enough for taking Really enjoyed it. "
The price is €243
includes taxes & fees
29 Oct - 30 Oct
Bourbon on Broadway

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

8.4 out of 10, Very good, (37)
"Small but perfect for bourbon tour HQ"
The price is €153
includes taxes & fees
2 Nov - 3 Nov
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Bourbon Trail Lakehouse - Pet Friendly!

9.8 out of 10, Exceptional, (44)
"Nice place for a good deal! "
The price is €246
includes taxes & fees
26 Oct - 27 Oct
Bourbon Trail Lakehouse - Pet Friendly!

2BD 2Bath, Ideally Located Cottage

9.8 out of 10, Exceptional, (41)
"Less than 10 minute drive to Buffalo Trace distillery! Backyard was great for our dog, and plenty of places to walk to for dinner and coffee!"
The price is €320
includes taxes & fees
3 Nov - 4 Nov
2BD 2Bath, Ideally Located Cottage

Sleeps18~7500SqFt~Bourbon Trial~Creek~Sauna~Hot Tub~Themed Spaces~Luxe Amenities

9.8 out of 10, Exceptional, (7)
"Very enjoyable!"
The price is €2,789
includes taxes & fees
23 Oct - 24 Oct
Sleeps18~7500SqFt~Bourbon Trial~Creek~Sauna~Hot Tub~Themed Spaces~Luxe Amenities

Brand New Lakefront Cabin with hot tub close to Ark Encounter

9.8 out of 10, Exceptional, (40)
"Everything was absolutely beautiful.it was quiet, cozy and perfect for our honeymoon! The TV near the hot tub was amazing!"
Brand New Lakefront Cabin with hot tub close to Ark Encounter

Perfect Bourbon Trail Couple Getaway

10.0 out of 10, Exceptional, (26)
"Great property with a lot of warmth and charm."
Perfect Bourbon Trail Couple Getaway

Comfort & Rest @Riley Farms, ❤ of the Bluegrass- 12 mins from Ark, w/Hot Tub

10.0 out of 10, Exceptional, (65)
"Peace and quiet"
Comfort & Rest @Riley Farms, ❤ of the Bluegrass- 12 mins from Ark, w/Hot Tub

Brand new, beautiful log cabin in the heart of bourbon and horse country.

10.0 out of 10, Exceptional, (11)
"Beautiful setting in the heart of the bourbon trail. "
Brand new, beautiful log cabin in the heart of bourbon and horse country.

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

8.8 out of 10, Excellent, (80)
"Everything we needed for our stay."
The price is €146
includes taxes & fees
15 Oct - 16 Oct
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

Mid-Century Retreat w/ 5 Star Views!!! Walk to Dining & Bourbon Trail!!!

10.0 out of 10, Exceptional, (8)
"Very nice stay, location was fantastic for fireworks and very close to Buffalo Trace and the downtown bars and restaurants, highly recommended!"
Mid-Century Retreat w/ 5 Star Views!!! Walk to Dining & Bourbon Trail!!!

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

10.0 out of 10, Exceptional, (28)
"Everything about our stay was perfect. The location was beautiful and close to all the attractions on the bourbon trail. Country setting and comfortable home. We will definitely stay here again and we’ve stayed at several places in Frankfort. "
The price is €254
includes taxes & fees
23 Oct - 24 Oct
3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.

Spacious Ranch in Frankfort.

9.8 out of 10, Exceptional, (43)
"Very clean, has everything you need for a stay. Great place to stay. "
The price is €337
includes taxes & fees
14 Oct - 15 Oct
Spacious Ranch in Frankfort.

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

9.2 out of 10, Wonderful, (28)
"Very clean and comfortable! Historic downtown is awesome!"
The price is €180
includes taxes & fees
4 Nov - 5 Nov
This apartment is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Capital City Condo #8

8.6 out of 10, Excellent, (34)
"Check-in was smooth. We loved the fact we didn’t need to do dishes or worry about the trash at checkout. The TV service was just OK, but the WiFi was great. Would stay here again. "
The price is €145
includes taxes & fees
21 Oct - 22 Oct
Capital City Condo #8

Ann Street Retreat

9.6 out of 10, Exceptional, (8)
"Great house, recently updated and clean. Good location and able to walk to some restaurants."
The price is €692
includes taxes & fees
21 Oct - 22 Oct
Ann Street Retreat

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

9.6 out of 10, Exceptional, (78)
"Very unique and eclectic space. Enjoyed our stay, Josh is a great host. "
The price is €107
includes taxes & fees
5 Nov - 6 Nov
Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail
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

Find out more about Monterey

Everything you need to know about Monterey 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 Monterey 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 Monterey holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Monterey holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monterey. 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 Monterey 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 Monterey holiday rentals we have selected for you start as low as €107 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monterey rentals

At Expedia, we put the best Monterey 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 Monterey 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 Monterey 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 Monterey. 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 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?

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28: This holiday home rental outside of Monterey is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 9 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 garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Monterey?

While you're exploring the area, Old Governor’s Mansion and Cove Spring Park 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.