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Monticello Vacation Rentals

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Browse Select Monticello Vacation Homes

LOG Cabin, 5 miles from town, but very country setting
9.6 out of 10, Exceptional, (72)
"We really enjoyed our stay this past weekend. We hauled a vehicle for the cruise in and had plenty of room for the truck and trailer. Our ONLY negative was that the carpet was a bit worn in places, but the place was so clean and comfortable. Thanks for a great stay!"
LOG Cabin, 5 miles from town, but very country setting
Lake house. Less than 3 miles from beautiful Lake Cumberland.
9.2 out of 10, Wonderful, (11)
"Hotub was top notch, easy communication with owner. Quiet area. Would love to visit in summer to enjoy the kayaks they have"
Lake house. Less than 3 miles from beautiful Lake Cumberland.
Cozy Gray House
10.0 out of 10, Exceptional, (45)
"Great home clean and comfortable! Host is great with communication! Just book it!!!!"
The price is CA $144
CA $255 total
includes taxes & fees
Jun 17 - Jun 18
Cozy Gray House
Four Bed Cumberland River House With Private Boat Launch
9.6 out of 10, Exceptional, (12)
"Clean and well stocked with linen and towels"
Four Bed Cumberland River House With Private Boat Launch
A Fisherman's and Family’s Paradise
3.0 star property
9.4 out of 10, Exceptional, (25)
"My soon-to-be 94-year-dad and I went to visit relatives and my daughter found this listing on the VRBO website. We were very comfortable and could have invited half of our family to stay as it could easily sleep 6-8 people. I recommend it highly!"
The price is CA $124
CA $220 total
includes taxes & fees
Jun 21 - Jun 22
A Fisherman's and Family’s Paradise
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
10.0 out of 10, Exceptional, (88)
"The house was very clean and stocked with most of what we needed for our stay. The kids enjoyed the basement area as well as the games in the garage, perfect addition! We enjoyed the views and had morning coffee out on the screened in porch! Very nice home and really enjoyed our stay!"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Perfect Lake House on Lake Cumberland
10.0 out of 10, Exceptional, (1)
"The home was exactly as pictured online. It was immaculately clean and owner was very responsive, even reaching out to us to simply make sure we were comfortable. There are areas to be together as a large group in the house and the layout also provides plenty of privacy with 8 separate bedrooms. We had an amazing stay and will definitely stay here again next year."
Perfect Lake House on Lake Cumberland
Spacious 5-Bedroom Home on Lake Cumberland!
10.0 out of 10, Exceptional, (6)
"Great deck. Right on the lake but difficult to see the water in summer because of trees. Very quiet. Fully equipped. Host very responsive. "
Spacious 5-Bedroom Home on Lake Cumberland!
Amazing 5BR House with Lake & Mountain Views in Gated Resort
10.0 out of 10, Exceptional, (73)
"This was oir second stay. Nice lake view, quiet, roomy, comfortable & well equipped."
Amazing 5BR House with Lake & Mountain Views in Gated Resort
Lake Cumberland Hideaway #1-2 miles from Jtown Marina! Boat Parking & Fire Pit!
10.0 out of 10, Exceptional, (140)
"This property was great. The location was close to Lily Creek Ramp. It was clean and all the appliances worked and the beds were wonderful. Drive was big enough to park the F250 truck pulling the boat trailer. Neighborhood was really quiet. Hosts were wonderful and responsive to concerns. Wish I could have given them more than 5 stars. I would definitely stay here again."
Lake Cumberland Hideaway #1-2 miles from Jtown Marina! Boat Parking & Fire Pit!
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
9.6 out of 10, Exceptional, (92)
"House was exactly as described! Lake & Sunset Marina are very close. Rented pontoon boat from marina - staff at marina were awesome! We loved the pool and lucked out on the weather! Would definitely rent the house again!"
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
Centrally located house at Pond Meadow Place
9.8 out of 10, Exceptional, (22)
"Great house, nice neighborhood. Easy check in, very clean, everything we needed available in house. Will stay here again."
Centrally located house at Pond Meadow Place
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community
9.8 out of 10, Exceptional, (36)
"Clean property and great location close to the river."
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community
Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!
10.0 out of 10, Exceptional, (88)
"Perfect location and accommodations for our fishing trip. Communication with property owner was timely."
Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!
THE LINKVIEW GETAWAY 4 bed/2 bath. 3 m to Jamestown Marina. 1 m from town square
10.0 out of 10, Exceptional, (4)
"Everything was great the beds were comfortable air conditioner was good and we had a good time."
THE LINKVIEW GETAWAY 4 bed/2 bath. 3 m to Jamestown Marina. 1 m from town square
“Red’s House” located in Oneida city limits
10.0 out of 10, Exceptional, (17)
"The property was very clean, very nice. I would definitely stay here again."
The price is CA $172
CA $306 total
includes taxes & fees
Jun 17 - Jun 18
“Red’s House” located in Oneida city limits
Lakeside Hideaway I - newly renovated lakefront with hot tub / walk to boat ramp
9.8 out of 10, Exceptional, (31)
"This was a great get away spot for our family of 7. Fit us all perfectly. I had all the utensils needed to prepared/store food for us for the week. We came in the off season, so the pool wasn't open yet. But nice quiet duplex, situated right on the water. We enjoyed the hot tub, and fire place at night. Met the owners of the resort, and enjoyed homemade pizza and ice cream! The road in, is a bit windy to get into the resort. And the master bedroom, was not level, which caused sleeping in the...
Lakeside Hideaway I - newly renovated lakefront with hot tub / walk to boat ramp
Lakeview Paradise 1R- Fun, Lake Cumberland, Golf Carts, Pickleball, Pool
9.8 out of 10, Exceptional, (10)
"The property that we rented "Lakeside Paradise" was everything that we needed to accommodate our 11 adults to celebrate a birthday and gather with family and friends. The property was as described and included all of the kitchen utensils that we needed. This was by far the best stocked kitchen of any property we have ever rented. There were plenty of beds to accommodate everyone and having 3 full bathrooms and a half bath was a plus with 11 people. I would highly recommend this property."
Lakeview Paradise 1R- Fun, Lake Cumberland, Golf Carts, Pickleball, Pool
Million Dollar View! Large Lakehouse Over-Looking Lee's Ford Marina
9.8 out of 10, Exceptional, (81)
"Great property and beautiful view! Bedrooms are on 3 different levels so privacy was perfect for all. Hope to be back!"
The price is CA $481
CA $978 total
includes taxes & fees
Jun 17 - Jun 18
Million Dollar View! Large Lakehouse Over-Looking Lee's Ford Marina
Lake it or Leave it! Lake House just one mile from Lake Cumberland Marina
10.0 out of 10, Exceptional, (42)
"The property owners were incredible, prompt, and helpful. The property is very clean and roomy. A definite off the beat and path area perfect for family time. HOWEVER!! We arrived, dropped our items off, checked out the space, then headed to the marina/beach area. Once we arrived we received an urgent phone call and had to immediately grab our items and return home. This was a very expensive 10 min stay."
Lake it or Leave it! Lake House just one mile from Lake Cumberland Marina
Don't see what you're looking for?
See all available properties in Monticello
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.

Other property types in Monticello

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
10.0 out of 10, Exceptional, (88)
"The house was very clean and stocked with most of what we needed for our stay. The kids enjoyed the basement area as well as the games in the garage, perfect addition! We enjoyed the views and had morning coffee out on the screened in porch! Very nice home and really enjoyed our stay!"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
10.0 out of 10, Exceptional, (33)
"Nice property with great location to boat ramp. Cabin is very well organized and layed out"
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+
9.8 out of 10, Exceptional, (7)
"The home is beautiful! Our kids and grandkids stayed at the home ages 0-61 there were 16 of us. We had an awesome time. The house was plenty big enough for everyone. The kitchen is well equipped. We enjoyed the hot tub also. Brett was very easy to work with and answered all my questions."
Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+
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.

Monticello Vacation Homes information

Number of reviews
893
Accommodation
248 Vacation Homes
Lowest Price
CA $124
Highest Price
CA $481

Recent Reviews in Monticello
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