Photo by Lisa Klein

Search Condos Rentals 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

Browse Select Monticello Condo Rentals

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
10.0 out of 10, Exceptional, (17)
"Great week of boating, golf and pickleball. Use of golf cart was a big plus"
Woodson Bend Resort~Lake Cumberland 27-1 Life Way 3BR, 3BA Condo
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
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
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
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
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
9.6 out of 10, Exceptional, (5)
"The options of things to do and enjoy besides be on the lake there saved our vacation and it made it a great family adventure... The only thing that made me give not a perfect review was that it said there was a hot tub and we could not find one at the club house or at the property...And if it had room for a fire pit because the kids love Smores however the weather would not have permitted a lot of fire time....We will be back.. Thank you!"
14-2 Woodson Bend Tree Top Retreat
Comfortable & Serene 2-br Condo near Lee's Ford Marina & Minutes to Somerset
10.0 out of 10, Exceptional, (8)
"Cute little condo, very clean, owner is very easy to work with."
Comfortable & Serene 2-br Condo near Lee's Ford Marina & Minutes to Somerset
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.
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
10.0 out of 10, Exceptional, (16)
"My husband, son, nephew and friend go to Woodson Bend every Father’s Day week for golf and boating. The women join them mid week. We always enjoy staying at WB and our unit, which we’ve stayed in before, did not disappoint. Very comfortable and well stocked. Thank you for another great week at the Bend!"
Woodson Bend-Golf, Pool Restaurant& More-Near Burnside W/Lake View - First Floor
Seventh Heaven 21-3- Golf, Pool, Pickleball
Seventh Heaven 21-3- Golf, Pool, Pickleball
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.
10.0 out of 10, Exceptional, (31)
"Perfect condo"
Updated 2 bedroom 2 bath condo in Beautiful Woodson Bend.
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
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.
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
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
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
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!
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! Free kayak rental!!
10.0 out of 10, Exceptional, (32)
"One of the best trips. The place was clean. Holly thought of everything."
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! Free kayak rental!!
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
10.0 out of 10, Exceptional, (34)
"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)
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 Condo Rentals information

Number of reviews
212
Accommodation
31 Condo Rentals
Lowest Price
Highest Price

Recent Reviews in Monticello
Expedia verified reviews