A winding fence on a grassy hill with horses grazing.

Search Vacation Homes in Monticello

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 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 modern kitchen with a central island, wooden flooring, and pendant lighting.

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.
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 920 total
includes taxes & fees
26 Oct - 27 Oct
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
A cozy cabin interior with a sofa, a television, a cabinet, and a ceiling fan.

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
3 Nov - 4 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 496
AED 960 total
includes taxes & fees
7 Nov - 8 Nov
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 AED 569
AED 1,182 total
includes taxes & fees
7 Nov - 8 Nov
Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
A wooden porch with a white door, a cushion, a small table, and a wreath.

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 AED 422
AED 1,097 total
includes taxes & fees
3 Nov - 4 Nov
Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing
A wooden deck with a ceiling fan, a brick wall, and a view of a forest.

9. 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.
The price is AED 413
AED 537 total
includes taxes & fees
26 Oct - 27 Oct
Charming 1-bedroom fish shack in Somerset with WiFi and AC
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, (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.
Cozy Lake Time Retreat
A rural landscape with a small house, a pond, and trees.

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 AED 721
AED 1,604 total
includes taxes & fees
7 Nov - 8 Nov
Lake Cumberland Pond View
Exterior | Fire Pit w/ Seating | Covered Patio & Porch

12. 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
7 Nov - 8 Nov
Peaceful Russell Springs Home w/ Fire Pit & Pond!
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, (3 reviews)
"Loved the area, convenience and host!"
United States
Melanie T.
Eagles Nest Lake Retreat
A modern kitchen with white cabinets, granite countertops, stainless steel appliances, and a large island with bar stools.

14. 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
14 Nov - 15 Nov
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
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.
Spacious 3-Bed Townhome in Charming Somerset with the Ideal Location.
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.

16. 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.
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.

17. 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
A spacious living area with a high ceiling, a dining table, and a kitchen in the background.

18. 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 583
AED 1,931 total
includes taxes & fees
27 Oct - 28 Oct
Frank's Bird House | Lake Views + Game Room
A spacious living room with a brown leather sofa, a patterned rug, a wooden staircase, and a balcony with a grill.

19. 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, (18 reviews)
"Perfect for a weekend stay, conveniently located, and very modern!"
United States
Brooke M.
The price is AED 643
AED 802 total
includes taxes & fees
22 Nov - 23 Nov
Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset
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)
"House was perfect for our family vacation! Such a beautiful lake. Suzanne was very helpful and took great care of us."
United States
Gina T.
The price is AED 992
AED 2,523 total
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.
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

Comfort Inn Somerset - Lake Cumberland

Comfort Inn Somerset - Lake Cumberland

10/10 Excellent
"Breakfast was excellent! Room was clean and comfortable."
Kena 1-night trip
Posted 1 day ago
Comfort Inn Somerset - Lake Cumberland