A winding fence on a grassy hill with horses grazing.

Holiday Homes in Monticello

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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, (58 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 €175
includes taxes & fees
23 Oct - 24 Oct
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, (42 reviews)
"Had such an amazing time in this beautiful home. Will definitely be back!"
United States
Monika H.
The price is €460
includes taxes & fees
22 Oct - 23 Oct
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, (2 reviews)
"Clean house, pet friendly and our teens loved the game room"
United States
michelle d.
The price is €217
includes taxes & fees
1 Nov - 2 Nov
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 €229
includes taxes & fees
28 Oct - 29 Oct
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
A wooden interior with a television, sofa, and a bed with a black curtain.

5. Cozy 1-bedroom house near lake Cumberland

Cozy 1-bedroom house near lake Cumberland
Faubush
The price is €192
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.

6. 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 €217
includes taxes & fees
22 Oct - 23 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.

7. 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 €282
includes taxes & fees
22 Oct - 23 Oct
Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
A calm lake with a pebbly shore and dense forest in the background.

8. 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, (11 reviews)
"The property was amazing and very peaceful I really loved it until next time"
United States
Brittany S.
The price is €265
includes taxes & fees
3 Nov - 4 Nov
Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing
A serene landscape with a pond, trees, and a building in the background.

9. 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 €374
includes taxes & fees
4 Nov - 5 Nov
Lake Cumberland Pond View
A living room with a fireplace, a sofa, and a television mounted on the wall.

10. Eagles Nest Lake Retreat

Eagles Nest Lake Retreat
Russell Springs
10.0 out of 10, Exceptional, (3 reviews)
"Loved the area, convenience and host!"
United States
Melanie T.
The price is €191
includes taxes & fees
4 Nov - 5 Nov
Eagles Nest Lake Retreat
A wooden deck with a ceiling fan, a brick wall, and a view of a forest.

11. 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, (19 reviews)
"Perfect little weekend getaway!"
United States
Chris R.
Charming 1-bedroom fish shack in Somerset with WiFi and AC
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, (24 reviews)
"Amazing stay! House is very clean with lovely decor! Will stay here again for sure!!"
United States
Jennifer L.
The price is €361
includes taxes & fees
14 Nov - 15 Nov
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
A modern kitchen with white cabinets, a wooden countertop, and a dining area with a table and chairs.

13. Cozy Lake Time Retreat

Cozy Lake Time Retreat
Jamestown
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful house. Everything was an extremely wonderful stay. Only note of caution if you pull a boat watch getting in the driveway motor drug a little but was able to pull across the road and raise motor and got in just fine."
United States
Matthew G.
The price is €241
includes taxes & fees
23 Oct - 24 Oct
Cozy Lake Time Retreat
A modern kitchen with a dining area, large windows, and a view of the outdoors.

14. Miss Madison - Pet Friendly Floating House

Miss Madison - Pet Friendly Floating House
Russell Springs
10.0 out of 10, Exceptional, (1 review)
"We had everything we needed! Beds were so comfortable! The area is quiet and the staff is very friendly! We can’t wait to come back next year!"
United States
Tara B.
Miss Madison - Pet Friendly Floating House
A residential building with a garage, a porch, and a driveway.

15. 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, (8 reviews)
"Nice, clean and comfortable."
United States
Kara B.
The price is €180
includes taxes & fees
25 Oct - 26 Oct
Spacious 3-Bed Townhome in Charming Somerset with the Ideal Location.
A kitchen with wooden walls, stainless steel appliances, and a chalkboard sign.

16. The Lodge Lake Retreat – Family-Friendly with Private River Access

The Lodge Lake Retreat – Family-Friendly with Private River Access
Jamestown
10.0 out of 10, Exceptional, (5 reviews)
"Th place was extremely clean, check in was simple and easy, the listing was exactly as described. The sheets on the bed were amazing and the beds were comfortable "
United States
Dillon R.
The price is €222
includes taxes & fees
22 Oct - 23 Oct
The Lodge Lake Retreat – Family-Friendly with Private River Access
A modern kitchen with white cabinets and stainless steel appliances, a dining area with a round table and chairs, and a living room with a sofa and a coffee table.

17. Welcome to the your budget friendly stop right off the highway 27.

Welcome to the your budget friendly stop right off the highway 27.
Somerset
6.0 out of 10, (4 reviews)
"Numerous safety issues. Open electrical throughout the unit. "
United States
Teresa G.
The price is €109
includes taxes & fees
22 Oct - 23 Oct
Welcome to the your budget friendly stop right off the highway 27.
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, (18 reviews)
"10/10 Great place. Definitely would stay here again."
United States
Pascal C.
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 €254
includes taxes & fees
22 Oct - 23 Oct
Peaceful Russell Springs Home w/ Fire Pit & Pond!
A wooden deck with two white chairs overlooking a river and forested hills.

20. Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina
Jamestown
10.0 out of 10, Exceptional, (185 reviews)
"Place was clean & lots of amenities. Beautiful view."
United States
Rachael B.
The price is €628
includes taxes & fees
25 Oct - 26 Oct
Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina
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

Cumberland Falls State Resort Park

Cumberland Falls State Resort Park

10/10 Excellent
"The cabins were well maintained and pet friendly with a picnic table and chairs on the deck. The office staff went out of their way to be helpful—definitely above anything we’ve encountered in most of our travels. The area was picturesque with hiking and driving activities. 2 days wasn’t nearly long enough so we’ll have to return. One caution: the website tells you that there are stairs to reach cabins so be sure you can carry your suitcases, etc"
Larry 2-night trip
Posted 20 hours ago
Cumberland Falls State Resort Park

Find out more about Monticello

Monticello Holiday Homes information

Number of reviews
332
Accommodation
391 Holiday Homes
Lowest Price
€109
Highest Price
€628