Photo by Lisa Klein

Search Vacation Homes in Monticello

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 256 Vacation Homes in Monticello with updated reviews, rates, and availability.

LOG Cabin, 5 miles from town, but very country setting

9.6 out of 10, Exceptional, (84)
"Veru nice ..clean .. in a quite area .. overall good. "
LOG Cabin, 5 miles from town, but very country setting

Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

10.0 out of 10, Exceptional, (14)
"This property was such a dream. We came down for a few nights with our friends, kids, and pups and everything was perfect for our entire group. The outdoor entertaining space was big enough for everyone to hang out and afternoon football inside was perfect! We used the huge open concept to let all the kids carve pumpkins. The bathrooms and bedrooms were exactly as described. The nightly fires were so relaxing, and the area was so quiet. We can’t wait to come back! Thanks so much hosts for giving...
The price is AED 671
AED 1,323 total
includes taxes & fees
7 Jan - 8 January 2025
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍

9.8 out of 10, Exceptional, (20)
"My family of nine and I had a great time and plenty of room. The views are incredible. The toys including pool table and foosball were used heavily. The hot tub was very comfortable and easy to use. There were a couple of unexpected bonuses including an extra refrigerator in the garage which was very helpful for all the food we needed for Thanksgiving, and secondly that they had two sets of washers and dryers which was very helpful for a large group. The second flat parking pad beyond the pool...
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍

Little blue house on the lake

9.4 out of 10, Exceptional, (9)
"Place was great! Place was clean upon arrival with great communication with property owner. Would definitely recommend! Thanks for the stay!"
Little blue house on the lake

"Shore Thing", Cozy Lake Cumberland Cabin - Hot Tub, Fire Pit, Minutes from Lake

8.4 out of 10, Very Good, (16)
"Great place to getaway for peace and quiet!"
"Shore Thing", Cozy Lake Cumberland Cabin - Hot Tub, Fire Pit, Minutes from Lake

Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community

9.6 out of 10, Exceptional, (45)
"House was perfect for the 4 adults and 1 child we had with us, big yard for the dogs and it was a 5 minute drive to the nearest boat ramp on the cumberland river."
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community

Lake Cumberland Ohana. Kid friendly, best views, hot tub.

9.4 out of 10, Exceptional, (3)
"The house was perfect for a lake trip. Only issue was there was one less bed than pictured, but we made it work and loved the house. Robert was a great communicator and answered all my questions within minutes. Would highly recommend staying here!"
Lake Cumberland Ohana. Kid friendly, best views, hot tub.

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"The host was great & accommodated to what we needed! The place was clean & comfortable! Would stay again! "
The price is AED 349
AED 466 total
includes taxes & fees
26 Dec - 27 Dec
Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"One of the best vrbo’s we’ve stayed at. Perfect little hideaway "
The price is AED 312
AED 425 total
includes taxes & fees
30 Dec - 31 Dec
Charming 1-bedroom fish shack in Somerset with WiFi and AC

LAKE FRONT CABIN with Large Deck.

10.0 out of 10, Exceptional, (29)
"We had a great experience with this stay! The cabin was immaculate! Had what we needed and not too much! The property manager communicated all information needed and was so gracious!!! "
LAKE FRONT CABIN with Large Deck.

Lakeside Hideaway I - newly renovated lakefront with hot tub / walk to boat ramp

9.8 out of 10, Exceptional, (42)
"We enjoyed our stay very much. The property itself was bigger than we expected for the cost. It was very clean and was stocked with anything we needed. The bed was comfortable. We enjoyed spending time on the covered porch and in the hot tub. I would definitely stay there again, and would highly recommend it."
Lakeside Hideaway I - newly renovated lakefront with hot tub / walk to boat ramp

Lake and Mountain Views

9.8 out of 10, Exceptional, (61)
"Cabin is great and has view of the lake. Sitting on the deck is so relaxing with a cup of coffee since we are there over Thanksgiving. Patricia is great to work with and responds quickly. Will be back next year."
Lake and Mountain Views

River-View Somerset Home: Large Deck, Fire Pit!

9.6 out of 10, Exceptional, (22)
"Wow. This is a gem in Pulaski. The views of Cumberland are amazing and the sunsets were breathtaking. "
River-View Somerset Home: Large Deck, Fire Pit!

Ellie’s Place - Woodsy Retreat! Book now and enjoy.

9.8 out of 10, Exceptional, (118)
"The owner thought of everything for this nice cabin! Games, hot tub and well stock with thibgs you might need. The area was very quiet"
Ellie’s Place - Woodsy Retreat! Book now and enjoy.

Lake Cumberland Home 1/2 Mi to Beaver Creek Marina

9.2 out of 10, Wonderful, (62)
"Great time. Peaceful setting. "
Lake Cumberland Home 1/2 Mi to Beaver Creek Marina

Dale Hollow Lake getaway tucked in the woods, one minute from the lake!

10.0 out of 10, Exceptional, (47)
"good to have breakfast on the back patio and watch the humming birds"
Dale Hollow Lake getaway tucked in the woods, one minute from the lake!

Amazing 5BR House with Lake & Mountain Views in Gated Resort

10.0 out of 10, Exceptional, (85)
"We loved staying in this home, and with 3 generations, it was well suited to our needs. The kitchen was very well stocked and made it easy to do all our holiday baking. The five bedrooms and 5 1/2 baths meant that everyone had their privacy. The views of the river made for a perfect setting. We hope to return again in the future. "
Amazing 5BR House with Lake & Mountain Views in Gated Resort

Welcome to “Lakeview Paradise” – Your Perfect Lakeside Escape

10.0 out of 10, Exceptional, (14)
"We dearly enjoyed this place!"
Welcome to “Lakeview Paradise” – Your Perfect Lakeside Escape

Cozy Lake Cumberland Lakeview Shangri-la

9.8 out of 10, Exceptional, (9)
"We all had a wonderful time. Setting is beautful and the house is very nice. We loved the hot tub in the evenings. "
The price is AED 716
AED 1,595 total
includes taxes & fees
24 Dec - 25 Dec
Cozy Lake Cumberland Lakeview Shangri-la

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

9.8 out of 10, Exceptional, (10)
"House has everything you need. It’s close distance to the marina. We enjoyed our stay."
The price is AED 661
AED 1,526 total
includes taxes & fees
24 Dec - 25 Dec
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
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.
Don't see what you're looking for?
See all available properties in Monticello
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Monticello

6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍

9.8 out of 10, Exceptional, (20)
"My family of nine and I had a great time and plenty of room. The views are incredible. The toys including pool table and foosball were used heavily. The hot tub was very comfortable and easy to use. There were a couple of unexpected bonuses including an extra refrigerator in the garage which was very helpful for all the food we needed for Thanksgiving, and secondly that they had two sets of washers and dryers which was very helpful for a large group. The second flat parking pad beyond the pool...
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍

This charming cozy cottage has a private hot tub, deck for fishing.

9.8 out of 10, Exceptional, (144)
"Thank you for hosting us. Everything was great."
This charming cozy cottage has a private hot tub, deck for fishing.

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

10.0 out of 10, Exceptional, (104)
"We enjoyed sitting on the screened-in patio overlooking the river watching the falling leaves float to the ground. Watched a group of 15 wild turkeys make the way way past the property. their wwa"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
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.