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Compare Condo Rentals in Monticello with updated reviews, rates, and availability.

Woodson Bend Condo. Golf, Pool, Restaurant, Entertainment & More! Near Burnside.
Welcome to Woodson Bend Resort
Woodson Bend Condo. Golf, Pool, Restaurant, Entertainment & More! Near Burnside.
Woodson Bend Condo. Golf, Pool, Restaurant, Entertainment & More! Near Burnside.
Woodson Bend Resort~Lake Cumberland 27-1 Life Way 3BR, 3BA Condo
Private kitchen
Woodson Bend Resort~Lake Cumberland 27-1 Life Way 3BR, 3BA Condo
10.0 out of 10, Exceptional, (16)
"Rob was a very responsive host with any questions we had. The unit itself was in great condition and was great to come back to after our golf rounds. I would recommend this unit to everybody."
Woodson Bend Resort~Lake Cumberland 27-1 Life Way 3BR, 3BA Condo
Remodeled Lakefront Woodson Bend Condo- 92-2 Eagle Drive
Remodeled Kitchen
Remodeled Lakefront Woodson Bend Condo- 92-2 Eagle Drive
10.0 out of 10, Exceptional, (17)
"I cant see enough good things about this place. We are regular woodson bend renters and have seen over 20 different units. Most relaxing place. Allison, the owner was amazing!!!"
Remodeled Lakefront Woodson Bend Condo- 92-2 Eagle Drive
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Beauty on the 7th Fairway 65-3- Golf, Pool, Pickleball
Interior
Beauty on the 7th Fairway 65-3- Golf, Pool, Pickleball
Beauty on the 7th Fairway 65-3- Golf, Pool, Pickleball
WoodsonBend Extremely Large, Luxury Condo With 1 Bedroom & 1 Full Bath, Sleeps 6
Exterior
WoodsonBend Extremely Large, Luxury Condo With 1 Bedroom & 1 Full Bath, Sleeps 6
10.0 out of 10, Exceptional, (20)
"Beautiful property near Lake Cumberland. The owner was very nice."
WoodsonBend Extremely Large, Luxury Condo With 1 Bedroom & 1 Full Bath, Sleeps 6
Bird House on 7th Fairway Updated Lake Cumberland Condo - Woodson Bend Resort
Living Room
Bird House on 7th Fairway Updated Lake Cumberland Condo - Woodson Bend Resort
10.0 out of 10, Exceptional, (1)
"What a great place to stay for a weekend getaway at Lake Cumberland! It was clean and had everything we needed. I would recommend this to my family and friends. Hope to be back soon..we had so much fun!"
Bird House on 7th Fairway Updated Lake Cumberland Condo - Woodson Bend Resort
Bigelow's Water View Bungalow 93-3- Golf, Pool, Pickleball
Living area
Bigelow's Water View Bungalow 93-3- Golf, Pool, Pickleball
9.8 out of 10, Exceptional, (7)
"Everything was very nice. But out of all the rentals we have done this was the only one that did not have. Coffee - Hand Soap - Shampoos / Conditioners / Body Soap - Laundry Soap. Small little things that are very nice to have."
Bigelow's Water View Bungalow 93-3- Golf, Pool, Pickleball
14-2 Woodson Bend Tree Top Retreat
Property grounds
14-2 Woodson Bend Tree Top Retreat
9.6 out of 10, Exceptional, (5)
"Condo was perfect for our weekend getaway. We had everything we needed to cook. Furniture and beds were nice. Owner was very responsive. Will stay here again!"
14-2 Woodson Bend Tree Top Retreat
Newly Renovated 2-br/1ba Condo Minutes From Somerset
Open floor plan in kitchen, dining room and living room areas.
Newly Renovated 2-br/1ba Condo Minutes From Somerset
10.0 out of 10, Exceptional, (8)
"Cute little condo, very clean, owner is very easy to work with."
Newly Renovated 2-br/1ba Condo Minutes From Somerset
Lake Cumberland Resort Condo w/ Direct Lake Access
Bronston Vacation Rental | 2BR | 2BA | 1,100 Sq Ft | Steps to Access
Lake Cumberland Resort Condo w/ Direct Lake Access
9.6 out of 10, Exceptional, (26)
"Great place, kids loved running around. Nice and relaxing after a day on the boat."
Lake Cumberland Resort Condo w/ Direct Lake Access
Clean, comfortable, updated 2 bedroom 1 bath condo overlooking pool.
Livingroom
Clean, comfortable, updated 2 bedroom 1 bath condo overlooking pool.
9.8 out of 10, Exceptional, (15)
"Clean"
Clean, comfortable, updated 2 bedroom 1 bath condo overlooking pool.
Woodson Bend-Golf, Pool Restaurant& More-Near Burnside W/Lake View - First Floor
Porch With Dinning Area & Great View
Woodson Bend-Golf, Pool Restaurant& More-Near Burnside W/Lake View - First Floor
10.0 out of 10, Exceptional, (15)
"Wonderful condo. Nicely decorated and well stocked for guests. Would definately stay here again. We all enjoyed our time together. Looking forward to our next visit."
Woodson Bend-Golf, Pool Restaurant& More-Near Burnside W/Lake View - First Floor
Pet Friendly Condo Overlooking Pool And Tennis Court.
Front deck
Pet Friendly Condo Overlooking Pool And Tennis Court.
10.0 out of 10, Exceptional, (9)
"The property was nice & clean. Not fancy, but just fine for us."
Pet Friendly Condo Overlooking Pool And Tennis Court.
Updated 2 bedroom 2 bath condo in Beautiful Woodson Bend.
Property grounds
Updated 2 bedroom 2 bath condo in Beautiful Woodson Bend.
10.0 out of 10, Exceptional, (30)
"This is our third year staying in this beautiful condo. It is very well equipped and comfortable. If you are coming to Lake Cumberland, I would highly recommend this unit."
Updated 2 bedroom 2 bath condo in Beautiful Woodson Bend.
2 bedroom, Pet friendy condo overlooking pool and tennis court.
Livingroom/kitchen/ dining area
2 bedroom, Pet friendy condo overlooking pool and tennis court.
9.8 out of 10, Exceptional, (11)
"Great place to get away for a couple of days. Place is clean kept up and well organized."
2 bedroom, Pet friendy condo overlooking pool and tennis court.
Lakefront Condo at Woodson Bend Resort on Lake Cumberland
Property grounds
Lakefront Condo at Woodson Bend Resort on Lake Cumberland
9.8 out of 10, Exceptional, (7)
"Our family had a great weekend at the condo. It was a beautiful place with everything we needed."
Lakefront Condo at Woodson Bend Resort on Lake Cumberland
Pet Friendly Condo Overlooking Pool And Tennis Court.
Bedroom 1
Pet Friendly Condo Overlooking Pool And Tennis Court.
9.8 out of 10, Exceptional, (13)
"👍"
Pet Friendly Condo Overlooking Pool And Tennis Court.
52-1 Woodson Bend Resort- Lake Cumberland Condo- lower level
Exterior
52-1 Woodson Bend Resort- Lake Cumberland Condo- lower level
10.0 out of 10, Exceptional, (4)
"The unit was exactly as described online. Unit was clean and had everything we needed. It was convenient location between the 8th green and 9the tee. Would recommend as a good place to stay in the resort."
52-1 Woodson Bend Resort- Lake Cumberland Condo- lower level
Cozy Lake Cumberland Condo
Kitchen
Cozy Lake Cumberland Condo
9.6 out of 10, Exceptional, (15)
"We had a family get together and a great weekend despite the hot weather."
Cozy Lake Cumberland Condo
Retreat At The Water's Edge 106-2- Golf, Pool, Pickleball
Sport court
Retreat At The Water's Edge 106-2- Golf, Pool, Pickleball
6.0 out of 10, (1)
"Facility was appropriately priced. Kitchen floor needs replaced. Clean, good location."
Retreat At The Water's Edge 106-2- Golf, Pool, Pickleball
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!
Sweet Summertime!
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)
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+
Exterior
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.

Recent reviews of Monticello hotels
Expedia verified reviews

Courtyard by Marriott Somerset

Courtyard by Marriott Somerset

5/5 Excellent
"We had a wonderful stay they accommodated our 8u softball team and the girls all had a great time in the pool. Our bed was very comfortable and the pillows were wonderful. Amazing showers! Staff was very friendly."
A verified traveler stayed at Courtyard by Marriott Somerset
Posted 4 days ago
Courtyard by Marriott Somerset