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Compare 320 Vacation Homes in Monticello with updated reviews, rates, and availability.

Lake Retreat at Lake Cumberland Resort

9.8 out of 10, Exceptional, (169)
"Nice cabin for the price. Just as described. We went for a short get away. Beds were comfy and the stay was nice and relaxing . Wish it had a Keurig but that was my fault for not checking first. Quiet area "
The price is AED 489
AED 1,195 total
includes taxes & fees
28 Mar - 29 Mar
Lake Retreat at Lake Cumberland Resort

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!

Boating Mecca: Near Dale Hollow Lake & Golf!

10.0 out of 10, Exceptional, (68)
"We want to Dale Hollow lake for a quick fishing trip. Boating Mecca was a perfect place to stay, right down the street from the Dale Hollow State Park. I had a little trouble getting in the front door (totally my fault) and the owner was there in a couple of minutes to help me get in (I was entering the number incorrectly). The space was very clean and had everything we needed. They even left us a fresh baked plate of cookies and some of their farm fresh eggs. Will definitely go back! "
The price is AED 294
AED 643 total
includes taxes & fees
1 Apr - 2 Apr
Boating Mecca: Near Dale Hollow Lake & Golf!

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

10.0 out of 10, Exceptional, (18)
"We had an amazing stay at Brando Bliss!! The hosts have thought of everything!! Very clean, plenty to do and spacious!! Would definitely book again!!"
The price is AED 625
AED 1,538 total
includes taxes & fees
28 Mar - 29 Mar
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

Hideaway 27

10.0 out of 10, Exceptional, (25)
"Beautiful "
The price is AED 397
AED 883 total
includes taxes & fees
7 Apr - 8 Apr
Hideaway 27

Little blue house on the lake

9.6 out of 10, Exceptional, (14)
"A great weekend in a nice house. Exceeded expectations."
Little blue house on the lake

Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view

9.6 out of 10, Exceptional, (104)
"This property was just the right size for 4 adults and 3 teenagers. We had one good day of weather and spent it on the lake, however, the girls would have loved some pictures by the pool—it looked as if maybe it was in the process of being drained and then just left. It was green and not covered for winter yet. There is a nice fire pit area that we took advantage of several nights. Bring your own chairs! The driveway is a little narrow, but has ample parking. The only other “issue” we had was...
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view

Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip

9.8 out of 10, Exceptional, (71)
"We had a wonderful stay at this property. 4 minutes from the state park at Dale Hollow. Easy access to the lake. There were 7 of us staying in the house and there was plenty of space. Kitchen was stocked nicely and the house was extremely clean. There was also plenty of parking. We had 4 trucks with trailers. We will definitely be returning! "
Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip

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!😍

⚓ Anchor Down ⚓ Spacious lakefront home on Lake Cumberland - W/ PRIVATE SLIP!

9.8 out of 10, Exceptional, (17)
"Home is one of the nicest, best decorated, best kept and best stocked rentals possible! Owners have done a wonderful job and attended to the smallest details to make their guests comfortable. All the comforts of home are included in this property and owners communicate well. It is close to dock where they provide a boat slip and the experience of sitting is the ample furnishings on porch or in the living room to see one of the best lake views simply cannot be beat!"
The price is AED 2,755
AED 3,932 total
includes taxes & fees
29 Mar - 30 Mar
⚓ Anchor Down ⚓ Spacious lakefront home on Lake Cumberland - W/ PRIVATE SLIP!

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

Amazing 5BR House with Lake & Mountain Views in Gated Resort

10.0 out of 10, Exceptional, (86)
"I (Mom/Grandmom) and my family (Son & DIL GD 2 1/2 & GS 3mos and youngest son) spent a week here, catching up and meeting the newest addition. The location is remote without being too far from the city. Peaceful mornings with birds chirping and the river below. Peaceful evenings with frogs croaking, fire pit nights, and hot tub soaks. Plenty of room to group up for family fun and enough rooms to have some time alone. We ate out once but took advantage of having a full kitchen and grill to...
Amazing 5BR House with Lake & Mountain Views in Gated Resort

NEW! Lake Fun: 6BR + Hot Tub + Game Room

NEW! Lake Fun: 6BR + Hot Tub + Game Room

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-Front Woodson Bend 14-1

9.8 out of 10, Exceptional, (164)
"Easy to find, clear and direct instructions for locating and checking in. Super clean, everything we needed, and perfect for a quick weekend getaway!"
Lake-Front Woodson Bend 14-1

Pet & Family Friendly • Near Lake • HotTub • FirePit • Game Room • Close to town

10.0 out of 10, Exceptional, (1)
"Host was wonderful to deal with. Very quick communication. House was very lovely. Towels, bedding, and beds were all great quality. We got to explore the area some, and have some good family time by the fire pit and outdoor area during our stay.I did have one wish but no complaints whatsoever and that would be a bathroom upstairs. Would definitely book again."
Pet & Family Friendly • Near Lake • HotTub • FirePit • Game Room • Close to town

Centrally located house at Pond Meadow Place

9.6 out of 10, Exceptional, (33)
"I would have given it a five-star rating if it had just a few minor changes. Having something to put your suitcase on in every room or dressers, a dishwasher that felt secure to use, and a place in each bathroom to hang your towels and place your shampoo and soap."
Centrally located house at Pond Meadow Place

Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset

2.0 star property
10.0 out of 10, Exceptional, (7)
"Very clean. Nice location. "
The price is AED 459
AED 587 total
includes taxes & fees
3 Apr - 4 Apr
Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset

Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was just as it was described. It had a beautiful patio that I was able to sit out on and work. It was very cozy and I really enjoyed that there were things there in case I forgot stuff. It felt like I was staying at a friend's house. I will definitely come back when work brings me back to this area. And I would definitely recommend this sweet little home. "
The price is AED 404
AED 526 total
includes taxes & fees
31 Mar - 1 Apr
Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC

Vacationers' Delight at Conley Bottom

10.0 out of 10, Exceptional, (50)
"We wanted a nice place close to the lake and this was exactly what we was looking for to be able to go boating every day."
Vacationers' Delight at Conley Bottom
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 property types in Monticello

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

9.8 out of 10, Exceptional, (145)
"We would like to stay there again because of all the amenities the manager was very friendly"
This charming cozy cottage has a private hot tub, deck for fishing.

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!😍

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!😍
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.