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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep
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19 Sep - 21 Sep
In two months
17 Oct - 19 Oct

Condo Rentals in Monticello

Our top choices for Monticello condo rentals

Woodson Bend 3 BR Condo, with Pool, AC, WiFi, Golf Course, Restaurant
Smart TV

Woodson Bend 3 BR Condo, with Pool, AC, WiFi, Golf Course, Restaurant

9.4 out of 10, Exceptional, (3)
"Very nice property. Was pleasantly surprised that the unit was more comfortable than what the photos showed. "
Woodson Bend 3 BR Condo, with Pool, AC, WiFi, Golf Course, Restaurant
14-2 Woodson Bend Tree Top Retreat
Dining

14-2 Woodson Bend Tree Top Retreat

9.8 out of 10, Exceptional, (10)
"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
Woodson Bend-Golf, Pool Restaurant& More-Near Burnside W/Lake View - First Floor
Outdoor dining

Woodson Bend-Golf, Pool Restaurant& More-Near Burnside W/Lake View - First Floor

10.0 out of 10, Exceptional, (24)
"The condo was in a great location and was super nice for our family weekend to the lake!"
Woodson Bend-Golf, Pool Restaurant& More-Near Burnside W/Lake View - First Floor
Lakefront Luxe! 3-bedroom 3-Bath condo with lake view in enchanting Woodson Bend
Pool

Lakefront Luxe! 3-bedroom 3-Bath condo with lake view in enchanting Woodson Bend

10.0 out of 10, Exceptional, (1)
"Condo was very nice and had amazing views . Completely updated and had everything we needed. Conveniently located to restaurants and shopping and the lake. "
Lakefront Luxe! 3-bedroom 3-Bath condo with lake view in enchanting Woodson Bend
NEW Cozy Condo I-4 @ Beautiful Lake Cumberland - perfect family getaway!
Outdoor dining

NEW Cozy Condo I-4 @ Beautiful Lake Cumberland - perfect family getaway!

10.0 out of 10, Exceptional, (4)
"The beds were comfy, the towels were so soft, the kitchen had what you needed! We were there to enjoy the lake and this was a perfect place to stay!"
NEW Cozy Condo I-4 @ Beautiful Lake Cumberland - perfect family getaway!
Woodson Bend Condo. Golf, Pool, Restaurant, Entertainment & More! Near Burnside.
Pool

Woodson Bend Condo. Golf, Pool, Restaurant, Entertainment & More! Near Burnside.

8.4 out of 10, Very Good, (5)
"Had a great time. The beds were very comfortable The condo was great but wish the kitchen had been updated. Owner was very quick to respond to questions. Overall a very pleasant stay. We love Woodson Bend!!!!"
Woodson Bend Condo. Golf, Pool, Restaurant, Entertainment & More! Near Burnside.
Lovely "Treehouse" 2-Bedroom Condo inside Lake Cumberland State Park
Interior

Lovely "Treehouse" 2-Bedroom Condo inside Lake Cumberland State Park

4.0 star property
9.8 out of 10, Exceptional, (64)
"We enjoyed the condo, it was clean and area was perfect for our needs. "
Lovely "Treehouse" 2-Bedroom Condo inside Lake Cumberland State Park
Bird House on 7th Fairway Updated Lake Cumberland Condo - Woodson Bend Resort
Private kitchen

Bird House on 7th Fairway Updated Lake Cumberland Condo - Woodson Bend Resort

9.4 out of 10, Exceptional, (11)
"My family enjoyed our stay at Woodson Bend."
Bird House on 7th Fairway Updated Lake Cumberland Condo - Woodson Bend Resort
Woodson Bend Resort~Lake Cumberland 27-1 Life Way 3BR, 3BA Condo
Exterior detail

Woodson Bend Resort~Lake Cumberland 27-1 Life Way 3BR, 3BA Condo

9.8 out of 10, Exceptional, (28)
"Place is great! Highly recommend!!!"
Woodson Bend Resort~Lake Cumberland 27-1 Life Way 3BR, 3BA Condo
Lake Cumberland Resort Condo w/ Direct Lake Access
Property grounds

Lake Cumberland Resort Condo w/ Direct Lake Access

9.6 out of 10, Exceptional, (29)
"Great place, kids loved running around. Nice and relaxing after a day on the boat."
Lake Cumberland Resort Condo w/ Direct Lake Access
NEW Beautiful Condo I-3 Next to Lake Cumberland
Exterior

NEW Beautiful Condo I-3 Next to Lake Cumberland

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great location! Kids love the pool"
The price is SAR 507
SAR 1,113 total
includes taxes & fees
25 Aug - 26 Aug
NEW Beautiful Condo I-3 Next to Lake Cumberland
Welcome to Lakeside Oasis – A Lakeside Getaway
Exterior

Welcome to Lakeside Oasis – A Lakeside Getaway

10.0 out of 10, Exceptional, (1)
"We were very pleased with our apartment. Beds were comfortable, bathrooms were clean, furniture was in excellent condition. The location is a very short walk to a beautiful beach. We would be very happy to stay again!"
Welcome to Lakeside Oasis – A Lakeside Getaway
Lakefront Condo at Woodson Bend Resort on Lake Cumberland
Pool

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
🍎APPLE VALLEY RESORT🛟Lake Cumberland Condo closest to Wolf Creek Dam & Park!⚓️
Beach

🍎APPLE VALLEY RESORT🛟Lake Cumberland Condo closest to Wolf Creek Dam & Park!⚓️

3.5 star property
9.8 out of 10, Exceptional, (153)
"We loved Apple Sally’s condo! It was very clean, close to the lake, and had everything we needed for a perfect stay. Will definitely stay here again!"
🍎APPLE VALLEY RESORT🛟Lake Cumberland Condo closest to Wolf Creek Dam & Park!⚓️
Cozy Lake Cumberland Condo
Marina

Cozy Lake Cumberland Condo

9.2 out of 10, Wonderful, (16)
"A cozy, clean and great property!"
Cozy Lake Cumberland Condo
Welcome to Seventh Heaven – The Perfect Getaway
Pool

Welcome to Seventh Heaven – The Perfect Getaway

Welcome to Seventh Heaven – The Perfect Getaway
Lake Condo by Pool & Courts - Perfect for Relaxation & Play!
Private kitchen

Lake Condo by Pool & Courts - Perfect for Relaxation & Play!

Lake Condo by Pool & Courts - Perfect for Relaxation & Play!
Lake Cumberland Cozy 1 Bedroom 7-3 Woodson Bend Resort Condo Bronston Ky
Property grounds

Lake Cumberland Cozy 1 Bedroom 7-3 Woodson Bend Resort Condo Bronston Ky

10.0 out of 10, Exceptional, (3)
"Tony was a terrific host. We had everything we needed. Great location next to the pool. We would definitely stay here again!"
Lake Cumberland Cozy 1 Bedroom 7-3 Woodson Bend Resort Condo Bronston Ky
Welcome to Bigelow’s Water View Bungalow – Your Lake Retreat
Interior

Welcome to Bigelow’s Water View Bungalow – Your Lake Retreat

9.8 out of 10, Exceptional, (10)
"We had a wonderful time - this is a beautiful and spacious condo with a great view!"
Welcome to Bigelow’s Water View Bungalow – Your Lake Retreat
Remodeled Lakefront Woodson Bend Condo- 92-2 Eagle Drive
Fridge, microwave, oven, stovetop

Remodeled Lakefront Woodson Bend Condo- 92-2 Eagle Drive

9.8 out of 10, Exceptional, (21)
"This is a great place to stay for a trip to Cumberland. Everything was as described. We would definitely stay again!"
Remodeled Lakefront Woodson Bend Condo- 92-2 Eagle Drive
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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Top Monticello Hotel Reviews

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

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

10/10 Excellent
"Very nice and very quiet. Deer and squirrels all evening fun to watch. Clean and accommodating. "
Jay E. 3-night trip
Posted 17 hours ago
Lake Front Home with community boat ramp. Private, close to marinas and town.

Frequently asked questions

How much do condos in Monticello cost?
Condos in Monticello range from SAR 507 to SAR 507 per night. This will give you loads of room for the entire squad at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Monticello?
Pack your bags and pick from 42 condos in Monticello. For a business trip, a solo adventure and everything in between, Expedia will help you find the perfect space in just a click or two.
Why book your condo in Monticello with Expedia?
With Expedia, you'll have no trouble finding your ideal condo in Monticello. On the lookout for an upmarket stay? Make the most of our filters to search for properties with a 5-star rating. If you have a set budget, select how much you want to spend and then browse our fabulous deals. We'll help you find the right place whatever your vacation looks like.