A winding fence on a grassy hill with horses grazing.

Search Holiday Homes in Monticello

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Monticello holiday homes

A cozy living room with a sofa, coffee table, and a painting on the wall.

1. The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (56 reviews)
"Great clean place to stay with good parking. It was very quiet and felt safe as well. Would stay again. The host did an excellent job with making sure the place felt comfortable and convenient."
United States
tim w.
The price is £147
includes taxes & fees
29 Sept - 30 Sept
The Cozy Cabell Cottage
Beaver Creek Marina, just minutes from Barndo Bliss!

2. Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
Monticello
10.0 out of 10, Exceptional, (41 reviews)
"Had such an amazing time in this beautiful home. Will definitely be back!"
United States
Monika H.
The price is £428
includes taxes & fees
29 Sept - 30 Sept
Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.

3. Lakeside Escape - Charming home centrally located on Lake Cumberland

Lakeside Escape - Charming home centrally located on Lake Cumberland
Monticello
10.0 out of 10, Exceptional, (1 review)
"Clean house, pet friendly and our teens loved the game room"
United States
michelle d.
The price is £197
includes taxes & fees
29 Sept - 30 Sept
Lakeside Escape - Charming home centrally located on Lake Cumberland
A cozy room with a floral sofa, a TV, and a sign that reads "Everglow Hollow".

4. LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
Faubush
9.8 out of 10, Exceptional, (7 reviews)
"Everglow Hollow was great! We stayed for a long weekend and it was the perfect place to relax, while not being too far away from Lake Cumberland. Host also responded to questions right away and were very helpful. "
Canada
Morgan P.
The price is £191
includes taxes & fees
29 Sept - 30 Sept
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
A calm lake with a pebbly shore and dense forest in the background.

5. Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing

Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing
Nancy
10.0 out of 10, Exceptional, (9 reviews)
"The property was amazing and very peaceful I really loved it until next time"
United States
Brittany S.
The price is £226
includes taxes & fees
19 Oct - 20 Oct
Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing
A wooden interior with a television, sofa, and a bed with a black curtain.

6. Cozy 1-bedroom house near lake Cumberland

Cozy 1-bedroom house near lake Cumberland
Faubush
The price is £155
includes taxes & fees
26 Oct - 27 Oct
Cozy 1-bedroom house near lake Cumberland
A wooden interior with a wooden door, a wreath, a small table, and a vase of flowers.

7. Avery Acres

Avery Acres
Albany
9.6 out of 10, Exceptional, (7 reviews)
"Perfect location, very nice home,"
United States
Josh W.
The price is £178
includes taxes & fees
6 Oct - 7 Oct
Avery Acres
A cozy living room with a sofa, a coffee table, and a TV. There is a kitchen with wooden cabinets and a bar area.

8. Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland

Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
Albany
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay. Easy access to lake. Was everything we hoped it would be."
United States
Eric G.
The price is £237
includes taxes & fees
6 Oct - 7 Oct
Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
A boat with seating and a canopy, a dock with various boats, and a forested hillside in the background.

9. Cozy Lake Cumberland Lakeview Shangri-la

Cozy Lake Cumberland Lakeview Shangri-la
Burnside
9.8 out of 10, Exceptional, (27 reviews)
"It was a very nice place to stay. We enjoyed the pool being walking distance from our place and just to sit outside on the deck and enjoy the quite peaceful beautiful scenery."
United States
Tammy K.
The price is £295
includes taxes & fees
29 Sept - 30 Sept
Cozy Lake Cumberland Lakeview Shangri-la
A modern kitchen with white cabinets, a wooden countertop, and a dining area with a table and chairs.

10. Cozy Lake Time Retreat

Cozy Lake Time Retreat
Jamestown
9.6 out of 10, Exceptional, (4 reviews)
"Nice little place."
United States
Brandon J.
The price is £202
includes taxes & fees
8 Oct - 9 Oct
Cozy Lake Time Retreat
A serene landscape with a pond, trees, and a building in the background.

11. Lake Cumberland Pond View

Lake Cumberland Pond View
Russell Springs
10.0 out of 10, Exceptional, (2 reviews)
"This was a nice little getaway for me and my family nice and quiet place out in the country… the host was fabulous very friendly and was very communicative with us "
United States
Kevin K.
The price is £309
includes taxes & fees
29 Sept - 30 Sept
Lake Cumberland Pond View
A modern kitchen with white cabinets, granite countertops, stainless steel appliances, and a large island with bar stools.

12. Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Jamestown
10.0 out of 10, Exceptional, (22 reviews)
"Amazing stay! House is very clean with lovely decor! Will stay here again for sure!!"
United States
Jennifer L.
The price is £301
includes taxes & fees
4 Oct - 5 Oct
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
A living room with a fireplace, a sofa, and a television mounted on the wall.

13. Eagles Nest Lake Retreat

Eagles Nest Lake Retreat
Russell Springs
10.0 out of 10, Exceptional, (1 review)
"I'm no wordsmith but this place was nice and well put together. The host was very nice and the place was exactly what I needed"
United States
C W.
The price is £157
includes taxes & fees
29 Sept - 30 Sept
Eagles Nest Lake Retreat
A spacious living area with a dining table, sofas, and a kitchen in the background.

14. Newly Renovated House near Lake.

Newly Renovated House near Lake.
Albany
10.0 out of 10, Exceptional, (5 reviews)
"My husband & I stayed for 4 nights for a fishing trip. It was very nice & clean. The property owner was very nice and answered quickly when we had questions. There was plenty of room for parking since we were pulling our pontoon. It is less than 10 miles to Wolf Creek Dam on Lake Cumberland & a short drive to Wolf River Marina on Dale Hollow Lake! Would definitely stay again! "
United States
Daneh C.
The price is £224
includes taxes & fees
6 Oct - 7 Oct
Newly Renovated House near Lake.
A wooden deck with a ceiling fan, a brick wall, and a view of a forest.

15. Charming 1-bedroom fish shack in Somerset with WiFi and AC

Charming 1-bedroom fish shack in Somerset with WiFi and AC
Somerset
9.8 out of 10, Exceptional, (17 reviews)
"Property was perfect for our needs, very close to restaurants and shops. Very well maintained Would absolutely stay again.."
United States
David W.
The price is £113
includes taxes & fees
29 Sept - 30 Sept
Charming 1-bedroom fish shack in Somerset with WiFi and AC
A residential building with a garage, a porch, and a driveway.

16. Spacious 3-Bed Townhome in Charming Somerset with the Ideal Location.

Spacious 3-Bed Townhome in Charming Somerset with the Ideal Location.
Somerset
9.8 out of 10, Exceptional, (7 reviews)
"Nice, clean and comfortable."
United States
Kara B.
The price is £142
includes taxes & fees
4 Oct - 5 Oct
Spacious 3-Bed Townhome in Charming Somerset with the Ideal Location.
A modern kitchen with a central island, bar stools, a fireplace, and a ceiling fan.

17. Relaxing Country Getaway, 3BR/2Bath

Relaxing Country Getaway, 3BR/2Bath
Stearns
10.0 out of 10, Exceptional, (12 reviews)
"Nice property, quiet neighborhood."
United States
Nathan F.
The price is £203
includes taxes & fees
29 Sept - 30 Sept
Relaxing Country Getaway, 3BR/2Bath
A wooden deck with a railing, a ceiling fan, and a view of trees in the background.

18. Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC

Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC
Somerset
10.0 out of 10, Exceptional, (17 reviews)
"10/10 Great place. Definitely would stay here again."
United States
Pascal C.
The price is £137
includes taxes & fees
29 Sept - 30 Sept
Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC
Exterior | Fire Pit w/ Seating | Covered Patio & Porch

19. Peaceful Russell Springs Home w/ Fire Pit & Pond!

Peaceful Russell Springs Home w/ Fire Pit & Pond!
Russell Springs
9.6 out of 10, Exceptional, (9 reviews)
"Very nice clean comfortable place and setting. "
United States
Delmar B.
The price is £217
includes taxes & fees
2 Oct - 3 Oct
Peaceful Russell Springs Home w/ Fire Pit & Pond!
A cozy room with a flat-screen TV, a fireplace, and a bookshelf.

20. Cozy 1-bedroom house in charming Allardt with AC, WiFi

Cozy 1-bedroom house in charming Allardt with AC, WiFi
Allardt
10.0 out of 10, Exceptional, (24 reviews)
"Very quiet and clean!"
United States
Amanda J
The price is £96
includes taxes & fees
30 Sept - 1 Oct
Cozy 1-bedroom house in charming Allardt with AC, WiFi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monticello Hotel Reviews

Red Roof Inn Somerset, KY

Red Roof Inn Somerset, KY

8/10 Good
"Clean room Fine for sleep Inexpensive rates No extras of course for the low price"
Mauriza 3-night trip
Posted 7 hours ago
Red Roof Inn Somerset, KY

Find out more about Monticello

Monticello Holiday Homes information

Number of reviews
263
Accommodation
391 Holiday Homes
Lowest Price
£96
Highest Price
£428