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Compare 324 Vacation Homes in Monticello with updated reviews, rates, and availability.

Lake Retreat at Lake Cumberland Resort

9.8 out of 10, Exceptional, (172)
"We had a wonderful time in this comfortable home. The screened in porch with hot tub was where we could be found most of the stay! The kitchen amenities were fully stocked and all appliances in excellent condition! We look forward to visiting again! "
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, (69)
"Great little get away! Less than 10 min from the lake. To do some fishing or floating. 15mins to Burkesville and maybe 20 to Celina. House was very clean and a great set up for my son and I. Maybe just enough room for boat parking. Enjoyed the stay and would book again in the future."
The price is SAR 308
SAR 665 total
includes taxes & fees
16 Apr - 17 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, (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 SAR 654
SAR 1,594 total
includes taxes & fees
14 Apr - 15 Apr
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 SAR 405
SAR 903 total
includes taxes & fees
21 Apr - 22 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, (72)
"This was property was secluded and in great location for our guys fishing trip. Would definitely bok again."
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 SAR 2,816
SAR 4,018 total
includes taxes & fees
13 Apr - 14 Apr
⚓ 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, (34)
"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
9.8 out of 10, Exceptional, (8)
"Overall the property was very nice. The garage door that opened up to the wooden deck was very cool. The fireplace was a nice touch. Our kids enjoyed the upstairs loft area to hang out. The house is very pet friendly. The owner was very responsive when we needed a couple things. "
The price is SAR 469
SAR 600 total
includes taxes & fees
14 Apr - 15 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, (4)
"My wife and I stayed two nights in one house while my brother and family stayed in glass door just next door. Good thing-they needed our oven and we their air fryer . All the dogs were comfortable. The fire places were neat! Honestly. I’m looking forward to next years lucky opossum run! Thank you for the accommodations!"
The price is SAR 413
SAR 538 total
includes taxes & fees
13 Apr - 14 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, (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 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!

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!
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.