Photo by Lisa Klein

Holiday Homes in Monticello

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Featured Holiday Homes in Monticello

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
A Fisherman's and Family’s Paradise
3.0 star property
9.4 out of 10, Exceptional, (26)
"Be prepared to live the life with no phone service. It was wonderful!! A step away from social media. Fishing was good for being June. Boat ramp right around corner and the hosts responded quickly with answers before booking"
The price is NZ$260
includes taxes & fees
21 June - 22 June
21 Jun - 22 Jun
A Fisherman's and Family’s Paradise
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.
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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
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 NZ$302
includes taxes & fees
18 June - 19 June
18 Jun - 19 Jun
Cozy Gray House
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!
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
Two miles from Beaver Creek Marina! Plenty parking available. Pet friendly!!
Two miles from Beaver Creek Marina! Plenty parking available. Pet friendly!!
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
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!
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!
Harbor Hilltop at Cumberland
10.0 out of 10, Exceptional, (3)
"This was a new area for us. It was a very nice location."
The price is NZ$689
includes taxes & fees
24 June - 25 June
24 Jun - 25 Jun
Harbor Hilltop at Cumberland
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
9.6 out of 10, Exceptional, (93)
"We like staying here"
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
Charming 4 bedroom - 5 minute walk to downtown! (Dog friendly)
9.8 out of 10, Exceptional, (8)
"We enjoyed our stay. The home is an old home with some of the quirks of an old home like very low water pressure (one shower at a time) and some challenging lighting in the kitchen and cooling in main bedroom. No closet in the main bedroom, but lots of closets in the other bedrooms. The owners have updated the house very nicely and everything was comfortable and very clean. It is on a bit of a noisy street, but not too bad. Overall we enjoyed our stay and would stay again. We were able to bring...
Charming 4 bedroom - 5 minute walk to downtown! (Dog friendly)
Lovely Home, right next to entrance of Dale Hollow Lake State Park, Sleeps 9
Lovely Home, right next to entrance of Dale Hollow Lake State Park, Sleeps 9
⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp
10.0 out of 10, Exceptional, (8)
"Our family enjoyed being able to stay at a beautiful place while coming for a family funeral. We loved the views and the comfortable furniture and beds. We would definitely stay again."
⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp
Lake Retreat at Lake Cumberland Resort
9.8 out of 10, Exceptional, (152)
"Very nice house, way out in the country."
Lake Retreat at Lake Cumberland Resort
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
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
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 Holiday Homes information

Number of reviews
740
Accommodation
248 Holiday Homes
Lowest Price
NZ$260
Highest Price
NZ$689