A winding fence on a grassy hill with horses grazing.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Monticello vacation 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)
"Everything was great! Beautiful space, great layout and comfortable stay. One of the best places we have ever rented!"
United States
Whitley F.
The Cozy Cabell Cottage
A hot tub with a woman relaxing, surrounded by plants and candles, set on a wooden deck with a forest view.

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, (43 reviews)
"Had such an amazing time in this beautiful home. Will definitely be back!"
United States
Monika H.
The price is AED 446
AED 1,911 total
includes taxes & fees
1 Nov - 2 Nov
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 AED 724
AED 911 total
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 AED 331
AED 924 total
includes taxes & fees
2 Nov - 3 Nov
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
A building with a black front door, stone steps, and a wooden deck.

5. Cozy 1-bedroom house near lake Cumberland

Cozy 1-bedroom house near lake Cumberland
Faubush
The price is AED 274
AED 768 total
includes taxes & fees
2 Nov - 3 Nov
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 AED 422
AED 871 total
includes taxes & fees
2 Nov - 3 Nov
Avery Acres
A calm lake with a pebbly shore and dense forest in the background.

7. 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.
Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing
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.
Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
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 AED 655
AED 1,519 total
includes taxes & fees
4 Nov - 5 Nov
Lake Cumberland Pond View
A wooden deck with a ceiling fan, a brick wall, and a view of a forest.

10. 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, (20 reviews)
"Perfect little weekend getaway!"
United States
Chris R.
The price is AED 413
AED 537 total
includes taxes & fees
29 Oct - 30 Oct
Charming 1-bedroom fish shack in Somerset with WiFi and AC
A living room with a fireplace, a sofa, and a television mounted on the wall.

11. 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 AED 314
AED 759 total
includes taxes & fees
9 Nov - 10 Nov
Eagles Nest Lake Retreat
A spacious living room with a high ceiling, large windows, and a cozy seating area.

12. Frank's Bird House | Lake Views + Game Room

Frank's Bird House | Lake Views + Game Room
Pulaski County
10.0 out of 10, Exceptional, (1 review)
"I can't say enough great things about Frank's Bird house!! It was perfect for my husband and I and a family gathering. Plenty of room, the place was immaculate clean and just stunning. Our nieces and nephew loved the downstairs area with the pool table and theater system for some movies with the family! Saw lightning bugs and deer. We have a disabled family member and the top floor worked perfect with a covered porch on the front and beautiful views from 2 back balconies with sliding glass...
United States
brandy m.
The price is AED 537
AED 1,858 total
includes taxes & fees
9 Nov - 10 Nov
Frank's Bird House | Lake Views + Game Room
A modern kitchen with white cabinets, granite countertops, stainless steel appliances, and a large island with bar stools.

13. 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 AED 661
AED 1,527 total
includes taxes & fees
25 Nov - 26 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.

14. 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 AED 413
AED 970 total
includes taxes & fees
29 Oct - 30 Oct
Cozy Lake Time Retreat
A marina with multiple docks and boats, surrounded by greenery and a river.

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

Spacious 3-Bed Townhome in Charming Somerset with the Ideal Location.
Somerset
9.6 out of 10, Exceptional, (9 reviews)
"Nice, clean and comfortable."
United States
Kara B.
The price is AED 474
AED 773 total
includes taxes & fees
11 Nov - 12 Nov
Spacious 3-Bed Townhome in Charming Somerset with the Ideal Location.
Exterior | Fire Pit w/ Seating | Covered Patio & Porch

16. 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 AED 305
AED 1,024 total
includes taxes & fees
9 Nov - 10 Nov
Peaceful Russell Springs Home w/ Fire Pit & Pond!
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 AED 281
AED 431 total
includes taxes & fees
2 Nov - 3 Nov
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.
The price is AED 496
AED 717 total
includes taxes & fees
11 Nov - 12 Nov
Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC
A kitchen with wooden walls, stainless steel appliances, and a chalkboard sign.

19. 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 AED 443
AED 942 total
includes taxes & fees
29 Oct - 30 Oct
The Lodge Lake Retreat – Family-Friendly with Private River Access
A modern kitchen with a central island, bar stools, a fireplace, and a ceiling fan.

20. Relaxing Country Getaway, 3BR/2Bath

Relaxing Country Getaway, 3BR/2Bath
Stearns
10.0 out of 10, Exceptional, (15 reviews)
"This property is beautiful and centrally located to many fun activities. Vicki was so easy to work with and gave many ideas on where to eat and fun things to do. I thoroughly enjoyed our stay!"
United States
Kimberly K.
Relaxing Country Getaway, 3BR/2Bath
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

8/10 Good
"Great place to stay. Clean and comfortable. We did struggle with finding the office and had to go back and get our key cards redone but overall, we were very pleased"
Virginia 1-night trip
Posted 1 hour ago
Cumberland Falls State Resort Park