Winery Hotels & Resorts in Monticello from AU$271
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Our top choices for Monticello hotels with winery
Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm
Serene Lakefront Retreat: Close to Marina, Park, & Downtown CharmSomerset
9.8 out of 10, Exceptional, (153)
"It was a great stay we had a great time enjoying the water and the area around ! Thank you and until next time!"
RJ S.
The price is AU$346
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy Lake Cumberland Cabin, w/ Sauna, Easy Fishing Access, High-speed internet!
Cozy Lake Cumberland Cabin, w/ Sauna, Easy Fishing Access, High-speed internet!Nancy
10.0 out of 10, Exceptional, (5)
"This is a perfect place for a family or small group to stay if you want close access to Lake Cumberland and Harris Grocery/Diner! Clean house with awesome shower and updated kitchen - a great choice for a weekend (or longer) at the lake! This was our second stay as we have family close to this property - loved it just as much this time as we did the first time."
Renae D.
The price is AU$502
includes taxes & fees
4 Jan - 5 Jan 2026
Pet Friendly 1 Bedroom Apartment; Quiet & Secluded - 1/2 hour from town
Pet Friendly 1 Bedroom Apartment; Quiet & Secluded - 1/2 hour from townSomerset
10.0 out of 10, Exceptional, (22)
"Nice place , great people treated us like they had known us our whole life ! "
Bill D.
The price is AU$271
includes taxes & fees
1 Jan - 2 Jan 2026
10.0 out of 10, Exceptional, (3)
"So novel and fun!"
Sharon
The price is AU$306
includes taxes & fees
1 Jan - 2 Jan 2026
Private Cottage at Lake Cumberland Resort- a gated lakefront Community
Private Cottage at Lake Cumberland Resort- a gated lakefront CommunityBurnside
9.4 out of 10, Exceptional, (132)
"This cabin suited our needs and was a very nice place to stay"
Jeff H.
The price is AU$606
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Lakehouse – Game Room, Pet-Friendly, Near Boatramp, 3-Season room!
Cozy Lakehouse – Game Room, Pet-Friendly, Near Boatramp, 3-Season room!Bronston
9.8 out of 10, Exceptional, (9)
"The property was great for a group trip and we enjoyed the amenities provided."
Stephen S.
The price is AU$643
includes taxes & fees
11 Jan - 12 Jan 2026
~The lAkeframe~Dreaming of Summer on DHL-Boat Slip@sulphur crk<1mi water!
~The lAkeframe~Dreaming of Summer on DHL-Boat Slip@sulphur crk<1mi water!Burkesville
10.0 out of 10, Exceptional, (8)
"Awesome place for a great weekend on the lake."
Steve M.
The price is AU$647
includes taxes & fees
4 Jan - 5 Jan 2026
~The Hideaway~Come stay with us @DHL! Great for families! <6mi to lake/golf
~The Hideaway~Come stay with us @DHL! Great for families! <6mi to lake/golfBurkesville
10.0 out of 10, Exceptional, (10)
"We were in town for the weekend for the River Festivus, and needed a place to stay. We were absolutely thrilled to find this home. Plenty space for everyone, beds were comfortable, and the kids loved playing basketball in our down time. Would 100% stay again! "
Shane W.
The price is AU$499
includes taxes & fees
6 Jan - 7 Jan 2026
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.
Top Monticello Hotel Reviews
Best Western Lake Cumberland Inn
10/10 Excellent
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