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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Monticello

Serene Cottage on 18 Acres Close to Lake Cumberland
Exterior

Serene Cottage on 18 Acres Close to Lake Cumberland

10.0 out of 10, Exceptional, (1)
"Our whole stay was effortless! From communication with Jamie, property location, access and matching expectations as advertised. What a delight to, for once, not be unpleasantly surprised by VRBO. We will definitely consider this place in the future. "
The price is NZ$463
includes taxes & fees
27 Aug - 28 Aug
Serene Cottage on 18 Acres Close to Lake Cumberland
NO CLEANING FEE Luxury Linens and Towels,Hybrid pillow top mattress
Exterior

NO CLEANING FEE Luxury Linens and Towels,Hybrid pillow top mattress

10.0 out of 10, Exceptional, (1)
"Stayed here 2 nights in order to visit Cumberland Falls which was only 30 minutes away. We had a very warm welcome and comfortable stay. Would definitely stay here again. "
NO CLEANING FEE Luxury Linens and Towels,Hybrid pillow top mattress
Sunny Daze Cottage 3 bedroom covered deck resort boat dock pool firepit arcade
Exterior

Sunny Daze Cottage 3 bedroom covered deck resort boat dock pool firepit arcade

10.0 out of 10, Exceptional, (11)
"Very clean cabin. Great location. Check-in & check-out were super easy!"
The price is NZ$639
includes taxes & fees
17 Aug - 18 Aug
Sunny Daze Cottage 3 bedroom covered deck resort boat dock pool firepit arcade
Marley at Villager-Pool,Resort Dock
Outdoor dining

Marley at Villager-Pool,Resort Dock

The price is NZ$640
includes taxes & fees
17 Aug - 18 Aug
Marley at Villager-Pool,Resort Dock
Studio 34 at Villager, Pool, Resort Dock
Outdoor dining

Studio 34 at Villager, Pool, Resort Dock

The price is NZ$553
includes taxes & fees
17 Aug - 18 Aug
Studio 34 at Villager, Pool, Resort Dock
Joplin at Villager-Resort Dock,Pool
Terrace/patio

Joplin at Villager-Resort Dock,Pool

The price is NZ$687
includes taxes & fees
17 Aug - 18 Aug
Joplin at Villager-Resort Dock,Pool
Gidget at Villager- Pool,Resort Dock
Property grounds

Gidget at Villager- Pool,Resort Dock

10.0 out of 10, Exceptional, (2)
"Quick business trip turned into a family weekend together. Very clean and beautiful view! "
Gidget at Villager- Pool,Resort Dock
Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm
Outdoor dining

Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm

10.0 out of 10, Exceptional, (147)
"This place was perfect foe our family of 4. We absolutely loved it!!"
The price is NZ$391
includes taxes & fees
15 Sept - 16 Sept
Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Exterior

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

10.0 out of 10, Exceptional, (11)
"Great experience, very cute home. Would love to visit again! "
The price is NZ$743
includes taxes & fees
27 Aug - 28 Aug
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Terrace/patio

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

10.0 out of 10, Exceptional, (180)
"This is a phenomenal property to stay at. Plenty of space and comfortable.beds. I loved the pool table downstairs and we used the fire pit to make s'mores.Jamestown Marina is just a couple of minutes away which was great for us.We've already booked again in September."
The price is NZ$605
includes taxes & fees
18 Aug - 19 Aug
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Exterior

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

10.0 out of 10, Exceptional, (19)
"Absolutely loved our short time in this home! Very clean and well furnished! We hope to stay again soon!"
The price is NZ$655
includes taxes & fees
20 Aug - 21 Aug
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Exterior

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

9.4 out of 10, Exceptional, (29)
"2nd year here; good location, very nice house, convenient for our needs. Drive is steep and can be slick, less able-bodied people may struggle with stairs to front or log steps to back door, interior is great. "
The price is NZ$693
includes taxes & fees
16 Aug - 17 Aug
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Restful Rustic Farmhouse on Lake Cumberland
Terrace/patio

Restful Rustic Farmhouse on Lake Cumberland

9.4 out of 10, Exceptional, (10)
"This house and location was perfect for 8 adults and 2 children. Tremendous room to spread out and find some peace, huge wrap around porch and all the essentials in the kitchen. Located just a few miles from the Jamestown Marina. Joe went out of his way to communicate, even coordinating the pick up of a few things that we left behind. Highly recommend!"
The price is NZ$1,235
includes taxes & fees
27 Aug - 28 Aug
Restful Rustic Farmhouse on Lake Cumberland
Guest Favorite! Super Clean! Close to Everything!
Terrace/patio

Guest Favorite! Super Clean! Close to Everything!

10.0 out of 10, Exceptional, (9)
"Very clean and all amenities set up perfectly for our stay. Made a perfect middle ground for visiting mammoth caves and cumberland falls."
The price is NZ$418
includes taxes & fees
17 Aug - 18 Aug
Guest Favorite! Super Clean! Close to Everything!
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

Big South Fork Trail Lodge

Big South Fork Trail Lodge

10/10 Excellent
"Customer service was good. "
Joshua 2-night trip
Posted 3 days ago
Big South Fork Trail Lodge

Frequently asked questions

How much do cottages in Monticello cost?
Cottages in Monticello range between NZ$391 and NZ$1,235 per night. These retreats offer a chance to get in tune with nature — at a price you can afford. 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.
What is there to do in Monticello near my cottage?
The perfect travel accessory is a well-planned itinerary. Lake Cumberland Winery is a wonderful spot to start your exploration of Monticello.