Monticello holiday homes

We found 111 holiday rentals — enter your dates for availability
Select from 45 homes, 10 cottages and other holiday rentals in Monticello to find one that's perfect for your trip. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as a garden and pool. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Monticello

Showing deals for:4 Dec - 11 Dec

Pool
the unit Ginger's Chalet
Living area
New front entrance
Exceptional
(93 reviews)

Lake Cumberland vacation home, overlooking private fishing pond

Monticello

9% off
NZ$2,499
for 7 nights, 1 chalet
NZ$357 per night
includes taxes & fees
Lake Cumberland vacation home, overlooking private fishing pond
View from Living Room TV looking toward front door.
Lower level view to the right
Big comfy couch
Large Kitchen table.
Exceptional
(32 reviews)

Direct Lake Access from Our Home!!! Best Views on Lake...Sunrise and Sunset!

Nancy

13% off
NZ$5,639
for 7 nights, 1 home
NZ$806 per night
includes taxes & fees
Direct Lake Access from Our Home!!! Best Views on Lake...Sunrise and Sunset!
fishing deck
pond and fishing deck in back yard
Side snowy view
kitchen/ dining room
Exceptional
(171 reviews)

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

Monticello

7% off
NZ$2,193
for 7 nights, 1 cottage
NZ$313 per night
includes taxes & fees
This charming cozy cottage has a private hot tub, deck for fishing.
Terrace/patio
Exterior
Livingrooom
King bedroom
Exceptional
(20 reviews)

Uniquely styled octagon shaped home. Just 2 miles to the lake

Monticello

7% off
NZ$2,389
for 7 nights, 1 cottage
NZ$341 per night
includes taxes & fees
Uniquely styled octagon shaped home. Just 2 miles to the lake
Exterior
Outdoor dining
Upper bedroom 2
Interior
Exceptional
(73 reviews)

Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.

Monticello

7% off
NZ$5,398
for 7 nights, 1 home
NZ$771 per night
includes taxes & fees
Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.
Anchor's Away
kitchen
Front deck
Interior
Exceptional
(13 reviews)

Newly remodeled, handicap accessible overlooking pool , play area

Monticello

7% off
NZ$2,532
for 7 nights, 1 cottage
NZ$362 per night
includes taxes & fees
Newly remodeled, handicap accessible overlooking pool , play area
Reclining loveseat
Private deck with nice dining area
Interior
Interior
Exceptional
(11 reviews)

Beavercreek Bungalow at Lake Cumberland

Monticello

15% off
NZ$2,170
for 7 nights, 1 home
NZ$310 per night
includes taxes & fees
Beavercreek Bungalow at Lake Cumberland
Additional cozy sitting area behind the couch in the living room.
Enjoy evenings with the family around the fire pit.
Curl up in our comfortable queen size bed in the spacious master bedroom
Open kitchen and dining room
Exceptional
(13 reviews)

Home 0.2 miles from boat ramp with game room!

Monticello

7% off
NZ$1,683
for 7 nights, 1 home
NZ$240 per night
includes taxes & fees
Home 0.2 miles from boat ramp with game room!
Property grounds
Terrace/patio
Living area
Exterior
Exceptional
(25 reviews)

Comfortable lake living, pool access, 3 miles to marina

Monticello

7% off
NZ$2,143
for 7 nights, 1 home
NZ$306 per night
includes taxes & fees
Comfortable lake living, pool access, 3 miles to marina
Property grounds
Interior
Private kitchen
Room
Exceptional
(5 reviews)

Most Click-Worthy + All-Around Winner New Studio-Sunset Deck-Firepit-Near Marina

Nancy

16% off
NZ$1,852
for 7 nights, 1 apartment
NZ$265 per night
includes taxes & fees
Most Click-Worthy + All-Around Winner New Studio-Sunset Deck-Firepit-Near Marina
Living area
Welcome to winter wonder land
Pool
Bedroom 2
Exceptional
(16 reviews)

Pet Friendly Condo Overlooking Pool And Tennis Court.

Monticello

7% off
NZ$1,583
for 7 nights, 1 apartment
NZ$226 per night
includes taxes & fees
Pet Friendly Condo Overlooking Pool And Tennis Court.

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    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The secluded area of Monticello awaits your stay

Enjoy the wineries and other features of Monticello. This relaxing city is known for its lake, boating and fishing. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Monticello

Are you searching for attractions to visit while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Monticello has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • SomerSplash (23.3 mi / 37.5 km)
  • Dale Hollow Lake State Resort Park Golf Course (27.4 mi / 44 km)
  • Lake Cumberland Winery (7.9 mi / 12.6 km)
  • Natural Arch Scenic Area (15.9 mi / 25.6 km)
  • The Links Resort Golf Course (14.7 mi / 23.7 km)

Exploring the natural features in Monticello

Whether you're looking for adventure or just want to take in the scenery, Monticello is a great spot to appreciate mother nature. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Wolf Creek Recreation Area (11.9 mi / 19.1 km)
  • Lake Cumberland State Resort Park (12.7 mi / 20.4 km)
  • Wolf Creek National Fish Hatchery (16.7 mi / 26.9 km)
  • Yahoo Falls (18.5 mi / 29.8 km)
  • Pickett State Park (19.1 mi / 30.7 km)
  • Bandy Creek Visitors Center (25.1 mi / 40.3 km)

Frequently asked questions

What is the best area to stay in Monticello when booking a holiday home?
One of the most in-demand neighbourhoods to get a Monticello holiday home is Mill Springs. When you lock in your holiday property, you'll have the whole place to yourselves. This means you don't have to share it with anybody other than your group.
What is the most popular type of holiday home accommodation in Monticello?
Based on our data, houses are the most popular holiday home type in Monticello. But that goes without saying, everyone's idea of an awesome trip can differ. Bookabach has holiday homes of all sizes, shapes and budgets, so you're bound to find your perfect match.
How much does it cost to rent a holiday home in Monticello?
Length of stay, season and property type are some factors that can influence the price of a holiday home. Simply add your dates of travel to find your dream escape. From cosy country cottages to expansive luxury villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Monticello?
The average price for a holiday home by the beach in Monticello will depend on when you'll be there and the type and size of property you want. You can find prices easily and quickly on Bookabach by entering your preferred travel dates. Then make use of the filter tool to select the number of bedrooms and amenities that you need, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday homes in Monticello?
Yes. There are. You'll have a choice of three holiday homes that cater to pets in Monticello. Lots of our pet-friendly holiday homes even come with an outdoor area for your four-legged friend to have fun in, dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find your place on Bookabach.
What are popular home amenities in Monticello?
A firepit, a garden and a lake view rank as the most popular home amenities in Monticello. Whether you're planning to travel solo, with a partner or as a family, Bookabach can help you find a holiday home that fits your style with all the options you need.
Are there large group holiday homes in Monticello?
Yes, there are three holiday homes in Monticello that can host five or more people. From family reunions to special occasions, these stays have ample space to gather with the people you love.
Are there holiday homes in Monticello that welcome kids?
With three family-friendly holiday properties to choose from in Monticello, there's never been a better time to introduce the kids to the magic of travel. Check our "Properties good for families" filter to browse stays loaded with amenities perfect for holidaying families, such as extra bedrooms, private pools, entertainment units and bunk beds.
What are the top attractions for families in Monticello?
Wayne County Historical Museum will keep the kids amused during your Monticello holiday. This family-friendly attraction is situated near the centre.
How can I find holiday homes with air conditioning in Monticello?
You can choose from three Bookabach holiday homes with air conditioning in Monticello giving you that cooling breeze and extra touch of comfort. Enter your dates of travel and then make use of our filter tool to look for properties with air conditioning.
How old do you have to be to rent a holiday home in Monticello?
The minimum age can differ across properties on Bookabach, so be sure to look at the rules of the holiday home in Monticello you're considering. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Monticello for?
The amount of time you can book a Monticello holiday home for is up to the property. Just tap in your travel dates to see options offering longer term stays. They include all the things you need to make your extended break more enjoyable and comfortable, like kitchens and air conditioning. Some Bookabach holiday homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.