Monticello Holiday Rentals

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Our top choices for Monticello holiday rentals

The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (52 reviews)
"Everything was very clean and well maintained. The host was very clear in what was needed when checking out. Everything was easy to find and we had no issues!"
United States
Ellie R.
The price is NZ$329
includes taxes & fees
3 Apr - 4 Apr
The Cozy Cabell Cottage

Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
Monticello
10.0 out of 10, Exceptional, (34 reviews)
"Stephanie and Kevan are the best hosts! The house is amazing: clean, modern, welcoming, roomy, and well-stocked - absolutely never been disappointed and we've stayed multiple times. Communication is 5-star. My all-time favorite place to stay."
United States
Cathy P.
The price is NZ$861
includes taxes & fees
1 Apr - 2 Apr
Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Lakeside Escape - Charming home centrally located on Lake Cumberland

Lakeside Escape - Charming home centrally located on Lake Cumberland
Monticello
The price is NZ$416
includes taxes & fees
7 Apr - 8 Apr
Lakeside Escape - Charming home centrally located on Lake Cumberland

CRISTY'S CABIN - cozy and quaint - where the deer and the ants play!

CRISTY'S CABIN - cozy and quaint - where the deer and the ants play!
Burnside
10.0 out of 10, Exceptional, (5 reviews)
"Title says it all ill be staying again "
United States
Stan G.
The price is NZ$345
includes taxes & fees
6 Apr - 7 Apr
CRISTY'S CABIN - cozy and quaint - where the deer and the ants play!

2 bedroom 1 bath cabin

2 bedroom 1 bath cabin
Oneida
9.2 out of 10, Wonderful, (35 reviews)
"Very isolated and quiet Some of the blinds on the windows are broken and the light in the bedroom on the rt is not working. Beutiful country "
United States
cynthia B.
The price is NZ$385
includes taxes & fees
8 Apr - 9 Apr
2 bedroom 1 bath cabin

Cabin #4 Secluded and Quiet

Cabin #4 Secluded and Quiet
Oneida
10.0 out of 10, Exceptional, (3 reviews)
"The cabin was BEAUTIFUL, clean and had the most amazing view. "
United States
LeeAnn B.
The price is NZ$340
includes taxes & fees
13 Apr - 14 Apr
Cabin #4 Secluded and Quiet

Charming cabin retreat: cozy, scenic, and perfect for a relaxing getaway!

Charming cabin retreat: cozy, scenic, and perfect for a relaxing getaway!
London
9.6 out of 10, Exceptional, (26 reviews)
"This cabin is wonderful. We had a blast."
United States
INGIN L.
The price is NZ$595
includes taxes & fees
8 Apr - 9 Apr
Charming cabin retreat: cozy, scenic, and perfect for a relaxing getaway!

New Near Jamestown Dock - A

New Near Jamestown Dock - A
Jamestown
9.8 out of 10, Exceptional, (22 reviews)
"Great stay"
United States
Rob W.
The price is NZ$357
includes taxes & fees
2 Apr - 3 Apr
New Near Jamestown Dock - A

Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset

Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset
Somerset
9.6 out of 10, Exceptional, (14 reviews)
"Perfect for a weekend stay, conveniently located, and very modern!"
United States
Brooke M.
The price is NZ$341
includes taxes & fees
13 Apr - 14 Apr
Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Jamestown
9.4 out of 10, Exceptional, (30 reviews)
"The owners were great the whole process"
United States
Brandon B.
The price is NZ$698
includes taxes & fees
11 Apr - 12 Apr
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Mema and Pa’s Place

Mema and Pa’s Place
Byrdstown
10.0 out of 10, Exceptional, (16 reviews)
"Property was clean and quiet. "
United States
Jeremy F.
The price is NZ$380
includes taxes & fees
11 Apr - 12 Apr
Mema and Pa’s Place

Whitetail Hollow- 2 bedroom 1 bath

Whitetail Hollow- 2 bedroom 1 bath
Oneida
9.2 out of 10, Wonderful, (9 reviews)
"This is not the typical Tourist cabin. It is a great place to stay to get away from everything. Very secluded but close to town if you need something. Will definitely reserve again in the future."
United States
Thomas B.
The price is NZ$363
includes taxes & fees
8 Apr - 9 Apr
Whitetail Hollow- 2 bedroom 1 bath

Private Cottage at Lake Cumberland Resort- a gated lakefront Community

Private Cottage at Lake Cumberland Resort- a gated lakefront Community
Burnside
9.4 out of 10, Exceptional, (132 reviews)
"This cabin suited our needs and was a very nice place to stay"
United States
Jeff H.
The price is NZ$599
includes taxes & fees
11 Apr - 12 Apr
Private Cottage at Lake Cumberland Resort- a gated lakefront Community

Lake Cumberland Cabin Getaway! Quick Local Lake Access!

Lake Cumberland Cabin Getaway! Quick Local Lake Access!
Russell Springs
10.0 out of 10, Exceptional, (10 reviews)
"Great wooded cabins stay near lake Cumberland"
United States
Emily N.
The price is NZ$719
includes taxes & fees
13 Apr - 14 Apr
Lake Cumberland Cabin Getaway! Quick Local Lake Access!

Cozy Cabin

Cozy Cabin
Burnside
9.0 out of 10, Wonderful, (12 reviews)
"It was an amazing stay very clean close to the river very relaxing"
United States
Jeremy C.
The price is NZ$373
includes taxes & fees
4 Apr - 5 Apr
Cozy Cabin

Byrdstown Apartment < 4 Mi to Dale Hollow Lake!

Byrdstown Apartment < 4 Mi to Dale Hollow Lake!
3.0 star property
Byrdstown
Byrdstown Apartment < 4 Mi to Dale Hollow Lake!

The Cumberland Collective - The Lakeframe-Boat Slip@sulphur crk<1mi water!

The Cumberland Collective - The Lakeframe-Boat Slip@sulphur crk<1mi water!
Burkesville
10.0 out of 10, Exceptional, (8 reviews)
"Awesome place for a great weekend on the lake."
United States
Steve M.
The price is NZ$739
includes taxes & fees
2 Apr - 3 Apr
The Cumberland Collective - The Lakeframe-Boat Slip@sulphur crk<1mi water!

cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs

cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs
oneida
9.4 out of 10, Exceptional, (28 reviews)
"Quiet, clean and peaceful"
United States
Neil
The price is NZ$349
includes taxes & fees
13 Apr - 14 Apr
cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs

Lake Cumberland "Lake Daze Cabin" near Clearwater

Lake Cumberland "Lake Daze Cabin" near Clearwater
Nancy
9.2 out of 10, Wonderful, (5 reviews)
"Had a wonderful time!!"
United States
RICK M.
The price is NZ$378
includes taxes & fees
4 Apr - 5 Apr
Lake Cumberland "Lake Daze Cabin" near Clearwater

Guest Favorite! Super Clean! Close to Everything!

Guest Favorite! Super Clean! Close to Everything!
Jamestown
10.0 out of 10, Exceptional, (9 reviews)
"Very clean and all amenities set up perfectly for our stay. Made a perfect middle ground for visiting mammoth caves and cumberland falls."
United States
Brice L.
The price is NZ$445
includes taxes & fees
13 Apr - 14 Apr
Guest Favorite! Super Clean! Close to Everything!
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 Monticello Hotel Reviews

Find out more about Monticello

Everything you need to know about Monticello 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 Monticello holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Monticello holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Monticello holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monticello. 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 Monticello 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 Monticello holiday rentals we have selected for you start as low as NZ$349 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monticello rentals

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

Yes, there are holiday rentals close to the most popular sights in Monticello, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Monticello is known for its marina and lakeside. Make sure you have time to check out the basketball games and wineries during your trip.

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

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍: This highly rated holiday home rental in Monticello offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 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. Other favourite homes for rent in Monticello are 4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View! and Lake Bluff Paradise on Lake Cumberland. Game room and seasonal hot tub!.

How many holiday rentals are there in Monticello?

With 45 Expedia holiday rentals, you're guaranteed to find just the right place for your Monticello stay.

What’s there to see and do in Monticello?

Cumberland River and Big Island are a couple of scenic spots to enjoy the outdoors, whereas Wayne County Historical Museum is one of the cultural attractions. While here, Conley Bottom Marina and Lake Cumberland Winery are other places worth a visit.

What’s a holiday rental in Monticello like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monticello. Holiday rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips.