Family-Friendly Vacation Rentals in Monticello, NY: Compare 10+ Sites & Save

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68 Best Family Vacation Rentals in Monticello (Starting from $195)

Queen Beds Fast Wi-Fi Free Parkng Casino/Waterpark
Queen Beds Fast Wi-Fi Free Parkng Casino/Waterpark
House
Monticello, New York, USA
1.1k from Monticello center

Pet Friendly, Balcony/Terrace, Parking, Air Conditioner, Child Friendly

1 Bedroom8 Guests
New to Booking
$1800
Average price / night
Check Availability
Hess Suite
Hess Suite
House
Monticello, NY, 12701, United States
0.5k from Monticello center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom2 Guests
9.4

Superb

3 reviews

$197
Average price / night
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Kiamesha Lake Home with Deck 4 Mi to Resorts World!
Kiamesha Lake Home with Deck 4 Mi to Resorts World!
House
Monticello, NY, USA
3.0k from Monticello center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms5 Guests
9.0

Fabulous

3 reviews

$195
Average price / night
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Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests
Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests
House
Monticello, NY, 12701, United States
1.4k from Monticello center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

12 Bedrooms46 Guests
6.8

Good

5 reviews

$972
Average price / night
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Sunset Estate in the Catskills
Sunset Estate in the Catskills
Villa
Monticello, New York, USA
3.7k from Monticello center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis, Places to stay

7 Bedrooms20 Guests
10.0

Exceptional

1 reviews

$601
Average price / night
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Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!
Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!
House
Kiamesha Lake, NY, 12751-5038, United States
3.0k from Monticello center

Free Parking, Kitchen, Microwave, No Smoking, Patio, Toys, TV

3 Bedrooms5 Guests
8.0

Good

2 reviews

$297
Average price / night
Check Availability
Southwoods Mountain Estate -private mansion, pool, hottub+ 15 acres
Southwoods Mountain Estate -private mansion, pool, hottub+ 15 acres
Villa
Monticello, NY, USA
5.2k from Monticello center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

9 Bedrooms36 Guests
9.3

Superb

3 reviews

$774
Average price / night
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Cozy 3BR 2BA Cottage - Your Perfect Catskills Family Getaway!
Cozy 3BR 2BA Cottage - Your Perfect Catskills Family Getaway!
House
Monticello, NY, 12701, United States
3.4k from Monticello center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$288
Average price / night
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Chic Catskills Farmhouse
Chic Catskills Farmhouse
House
Harris, NY, USA
6.1k from Monticello center

View, Fireplace/Heating, Laundry, Balcony/Terrace, Barbecue/Outdoor Cooking, Security/Safety, Internet

4 Bedrooms8 Guests
New to Booking
$429
Average price / night
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Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Villa
Monticello, NY, 12701, United States
3.5k from Monticello center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

8 Bedrooms28 Guests
9.4

Superb

36 reviews

$808
Average price / night
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Cozy Catskill Log Home
Cozy Catskill Log Home
Villa
Monticello, NY, USA
7.1k from Monticello center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

1 Bedroom8 Guests
10.0

Exceptional

1 reviews

$333
Average price / night
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Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
House
Monticello, NY, 12701, United States
3.6k from Monticello center

AC, Arcade, Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms26 Guests
8.2

Very Good

24 reviews

$813
Average price / night
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Bethel Woods Cabin
Bethel Woods Cabin
House
Mongaup Valley, NY, USA
7.6k from Monticello center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cabins, Cottages, Pet-friendly, Lodgings

2 Bedrooms6 Guests
9.6

Exceptional

6 reviews

$220
Average price / night
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5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
House
Monticello, NY, 12701, United States
5.4k from Monticello center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

9 Bedrooms36 Guests
9.6

Exceptional

51 reviews

$872
Average price / night
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Modern Chalet with Hot Tub and Lake Access
Modern Chalet with Hot Tub and Lake Access
Ski Chalet
Monticello, NY, USA
8.0k from Monticello center

Cheap, Accommodations, Parking, Cabins, Cottages, Lodgings, Jacuzzis, Places to stay, Family

4 Bedrooms9 Guests
9.5

Superb

2 reviews

$804
Average price / night
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Luxurious & Newly Renovated Catskills Lakehouse
Luxurious & Newly Renovated Catskills Lakehouse
House
Monticello, NY, 12701, United States
5.5k from Monticello center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms20 Guests
New to Booking
$747
Average price / night
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Catskills Lakefront Escape with Hot Tub
Catskills Lakefront Escape with Hot Tub
Ski Chalet
Monticello, NY, USA
8.1k from Monticello center

Air Conditioner, Internet, Hot Tub, Sports/Activities, Wellness Facilities, Barbecue/Outdoor Cooking, Security/Safety

6 Bedrooms12 Guests
New to Booking
$1011
Average price / night
Check Availability
Sackett Lake House - waterfront
Sackett Lake House - waterfront
House
Thompson, NY, 12701, United States
5.6k from Monticello center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

6 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$1058
Average price / night
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Whimsical Lakefront Chalet
Whimsical Lakefront Chalet
Ski Chalet
Monticello, NY, USA
8.2k from Monticello center

Cheap, Accommodations, Parking, Cabins, Cottages, Lodgings, Places to stay, Family, Self-catering

4 Bedrooms8 Guests
9.7

Exceptional

3 reviews

$640
Average price / night
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Catskills Lakefront Getaway at Sackett Lake
Catskills Lakefront Getaway at Sackett Lake
House
Monticello, NY, 12701, United States
5.6k from Monticello center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms10 Guests
New to Booking
$395
Average price / night
Check Availability
Cozy Cottage with Hot Tub! Family Friendly
Cozy Cottage with Hot Tub! Family Friendly
House
Mongaup Valley, NY, USA
8.3k from Monticello center

Laundry, Internet, Parking, Air Conditioner, Balcony/Terrace, Hot Tub, Child Friendly

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$335
Average price / night
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Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
Cabin
Monticello, NY, 12701, United States
5.6k from Monticello center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

3 Bedrooms12 Guests
9.6

Exceptional

7 reviews

$642
Average price / night
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Serenity at Lake Joseph | Lakefront•Hot Tub•Ski
Serenity at Lake Joseph | Lakefront•Hot Tub•Ski
Ski Chalet
Forestburgh, NY, 12777, United States
6.3k from Monticello center

AC, Arcade, Barbecue, Crib, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms12 Guests
9.6

Exceptional

4 reviews

$649
Average price / night
Check Availability
Cozy Farmhouse in the Woods
Cozy Farmhouse in the Woods
House
South Fallsburg, NY, 12779, United States
6.4k from Monticello center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms7 Guests
New to Booking
$344
Average price / night
Check Availability
Escape to Luxury - Heated Pool, Hot Tub & Games
Escape to Luxury - Heated Pool, Hot Tub & Games
House
Fallsburg, NY, 12779, United States
7.7k from Monticello center

AC, Arcade, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

7 Bedrooms24 Guests
New to Booking
$2119
Average price / night
Check Availability
 Lakefront 7 Bedrooms! Private Dock Swim! Fish! Boat!
Lakefront 7 Bedrooms! Private Dock Swim! Fish! Boat!
House
Mongaup Valley, NY, 12762, United States
8.0k from Monticello center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

7 Bedrooms14 Guests
9.8

Exceptional

72 reviews

$927
Average price / night
Check Availability
 Private Lakefront,  Dock Kayaks, Hot Tub, Game Room -Never leave the house!
Private Lakefront, Dock Kayaks, Hot Tub, Game Room -Never leave the house!
House
Mongaup Valley, NY, 12762, United States
8.0k from Monticello center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

4 Bedrooms11 Guests
9.8

Exceptional

38 reviews

$782
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Monticello.

Stay Near Monticello's Top Attractions

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Monticello Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 68 verified family-friendly vacation rentals in Monticello. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Monticello vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $195 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Monticello offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Monticello are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Monticello often include amenities such as Child Friendly, Balcony/Terrace, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.