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Monticello Vacation Rentals

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Check prices for these dates

Tonight
Apr 20 - Apr 21
Tomorrow
Apr 21 - Apr 22
Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4

Vacation Rentals in Monticello

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

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

10.0 out of 10, Exceptional, (105)
"This cabin was fantastic and had everything you could possibly want for a weekend getaway. Plenty of inside and outside activities and a wonderful place to get away and unwind. David & Valarie were great hosts, being as welcoming, and responsive as you could ask for. We very much enjoyed our stay and will hopefully look to be back!"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
Outdoor spa tub

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

10.0 out of 10, Exceptional, (19)
"We were very impressed with this property and with the hosts as well. It's in a very quiet area; it's surrounded by big beautiful trees. It looks exactly like the pictures. It's well decorated, well lit, very clean, and has super comfortable beds and big, beautiful showers. The outdoor space is absolutely perfect.There's a big fire pit and comfortable furniture and a generous sized hot tub. I enjoyed the little extras like plenty of available towels, and nightlights in appropriate places. My...
The price is CA $233
CA $576 total
includes taxes & fees
Apr 27 - Apr 28
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
This charming cozy cottage has a private hot tub, deck for fishing.
Property grounds

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

9.8 out of 10, Exceptional, (146)
"Quite place to kick back and relax, says you can fish there is a private deck at the home, but there is so many turtles in the pond they have ate all the fish. But not the owners fault, just a heads up on the private fishing dock. "
This charming cozy cottage has a private hot tub, deck for fishing.
Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!
Terrace/patio

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

10.0 out of 10, Exceptional, (2)
"Excellent bang for your buck! Truly a wonderful stay and great for the price! I will DEFINITELY be trying to come back again! Stay with confidence! "
Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Fridge, microwave, oven, stovetop

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!😍
Lake Cumberland vacation home, overlooking private fishing pond
Terrace/patio

Lake Cumberland vacation home, overlooking private fishing pond

10.0 out of 10, Exceptional, (80)
"We booked the ginger cottage for 3 nights and it was perfect. Quiet setting, with all the amenities. I highly recommend if your looking for a place that's quiet & relaxing."
Lake Cumberland vacation home, overlooking private fishing pond
4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!
Smart TV, fireplace, foosball

4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!

9.6 out of 10, Exceptional, (91)
"It fit us perfectly. Enough bathrooms and bedrooms. The kids never wanted to leave the "vacation house", they wanted to play in the game room all day. Would like to book in the summer so they could use the pool. Great views."
4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna
Interior

Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna

9.6 out of 10, Exceptional, (5)
"We all had a great time celebrating our Mom, (Grandma, Great Grandma's) 92 Birthday. Kids had a great time playing all the fun "toys" available on the 1st Floor- overall a really great time. "
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna
Cozy Cabin - Lake Cumberland - Hot Tub
Terrace/patio

Cozy Cabin - Lake Cumberland - Hot Tub

9.6 out of 10, Exceptional, (22)
"Thoroughly enjoyed our stay. Had everything we needed for a couple days away. "
Cozy Cabin - Lake Cumberland - Hot Tub
Lake Cumberland Home 1/2 Mi to Beaver Creek Marina
Property grounds

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
Lake house with boat ramp access across the street & tons of boat parking space.
Fridge, microwave, oven, stovetop

Lake house with boat ramp access across the street & tons of boat parking space.

9.8 out of 10, Exceptional, (69)
"Everything was so good, the place was amazing and the area was beautiful. We are ready to go again!! Thanks for sharing your place with us!,"
Lake house with boat ramp access across the street & tons of boat parking space.
1-Mile from Conley Bottom's ramp
Smart TV, books

1-Mile from Conley Bottom's ramp

9.8 out of 10, Exceptional, (32)
"Awesome time again on Cumberland. My son and I truly like this listing! "
1-Mile from Conley Bottom's ramp
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY
Property grounds

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY

10.0 out of 10, Exceptional, (130)
"We stayed here with family while our son was in a bass fishing tournament. The home has a wonderful view of the lake, kitchen well stocked, very comfortable beds, but what stood out above all of that was the cleanliness. Everyone slept well. My wife and I stayed in the en suite master and the bed was very comfortable! The shower was great and the suite very spacious. The home was convenient to the lake and close to Jamestown. We took our grandson to the fish hatchery which was a great...
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY
Lake Front Home with community boat ramp. Private, close to marinas and town.
Interior

Lake Front Home with community boat ramp. Private, close to marinas and town.

9.6 out of 10, Exceptional, (215)
"Nice and cozy. We enjoyed the beautiful view. Very clean and had everything you need to unplug and relax. "
Lake Front Home with community boat ramp. Private, close to marinas and town.
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.
Property grounds

JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

10.0 out of 10, Exceptional, (163)
"Enjoyed our time relaxing and spending time together away from responsibilities. Quiet and comfy. "
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Smart TV

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

10.0 out of 10, Exceptional, (36)
"Overall we had an incredible stay. The location is gorgeous, views are awesome, master bed was incredibly comfortable. They provided some nice touches that we appreciated, like pods for the keurig, multiple types of hand soaps, plenty of towels. The only reason I am not giving this property five stars is because we noticed a few little cleaning touches that were missed, including old beer cans on the back deck and what appeared to be some dead bugs in the bathroom light. I think these could be...
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
COUNTRY PEACEFUL, FENCED YARD, FIRE PIT, HOT TUB, 100 meg internet, FIREPLACE
Outdoor spa tub

COUNTRY PEACEFUL, FENCED YARD, FIRE PIT, HOT TUB, 100 meg internet, FIREPLACE

10.0 out of 10, Exceptional, (236)
"We absolutely loved our stay! The house is clean, cozy, and full of charm. You can truly feel the care and love the owner has put into every detail to ensure guests have a peaceful, relaxing experience. She was incredibly friendly and responsive, which made everything even smoother. The views from the hot tub and fire pit—overlooking a picturesque hillside with grazing livestock—were simply beautiful. Our dogs had the time of their lives running around the spacious, fenced-in backyard. We...
COUNTRY PEACEFUL, FENCED YARD, FIRE PIT, HOT TUB, 100 meg internet, FIREPLACE
Old Glory Getaway--Cozy 2 bedroom cabin just 5 miles from Cumberland Falls!
Fridge, microwave, oven, stovetop

Old Glory Getaway--Cozy 2 bedroom cabin just 5 miles from Cumberland Falls!

9.6 out of 10, Exceptional, (15)
"If you are looking to disconnect and spend time with the family, this is your place. It has everything you need and more. My kids and I loved our stay. Hosts were amazing and attentive. Thank you so much"
Old Glory Getaway--Cozy 2 bedroom cabin just 5 miles from Cumberland Falls!
Lake Retreat at Lake Cumberland Resort
Indoor spa tub

Lake Retreat at Lake Cumberland Resort

9.6 out of 10, Exceptional, (173)
"Family had a great time. Owner was very responsive. We had vehicle trouble on the way to our vacation and the owner allowed us an extra day for the price per night that we booked. Would 100% stay again"
Lake Retreat at Lake Cumberland Resort
Birdsong cabin
Property grounds

Birdsong cabin

9.6 out of 10, Exceptional, (22)
"Forgot our pillow and go log out of the tv, they went above and beyond to return it and log us out. Super fast response . "
Birdsong cabin
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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Other types of properties in Monticello you may be interested in

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

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

10.0 out of 10, Exceptional, (105)
"This cabin was fantastic and had everything you could possibly want for a weekend getaway. Plenty of inside and outside activities and a wonderful place to get away and unwind. David & Valarie were great hosts, being as welcoming, and responsive as you could ask for. We very much enjoyed our stay and will hopefully look to be back!"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
This charming cozy cottage has a private hot tub, deck for fishing.
Property grounds

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

9.8 out of 10, Exceptional, (146)
"Quite place to kick back and relax, says you can fish there is a private deck at the home, but there is so many turtles in the pond they have ate all the fish. But not the owners fault, just a heads up on the private fishing dock. "
This charming cozy cottage has a private hot tub, deck for fishing.
Best Western Lake Cumberland Inn
Indoor pool

Best Western Lake Cumberland Inn

2.5 star property
9.0 out of 10, Wonderful, (315)
"Front desk personnel were excellent. Will stay there again when working in this area. "
The price is CA $173
CA $191 total
includes taxes & fees
Apr 22 - Apr 23
Best Western Lake Cumberland Inn
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.

Frequently asked questions

Can I find a vacation rental in Monticello?

Yes, we offer vacation rentals close to top points of interest in Monticello, or you can choose a secluded option if you're looking for a relaxing stay. Discover why Monticello is known for its marina and lakeside. Make sure you have time to check out the basketball games and wineries during your trip.

What are some of the best vacation rentals that Monticello has to offer?

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!: Visitors like this Monticello vacation home rental. It is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Other favorite homes for rent in Monticello are Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit! and Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!.

How many vacation rentals are there in Monticello?

With 43 Expedia vacation rentals, you're sure to find just the right place for your Monticello stay.

What’s there to see and do in Monticello?

Cumberland River and Big Island are a couple of scenic spots to enjoy the outdoors, whereas Wayne County Historical Museum is one of the cultural attractions. While here, Lake Cumberland Winery and Conley Bottom Marina are other places worth a visit.

What’s a vacation rental in Monticello like?

A vacation rental is a private property you can book for several days or longer in Monticello. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.