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

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43 Best Family Vacation Rentals in Ulster County (Starting from $194)

Haven Retreat in Catskills w Hot Tub & Bar Hall
Haven Retreat in Catskills w Hot Tub & Bar Hall
House
Sundown, NY, USA
5.4k from Ulster County center

Security/Safety, Parking, Internet, Fireplace/Heating, Pet Friendly, Pool, Air Conditioner

2 Bedrooms6 Guests
7.0

Good

1 reviews

$240
Average price / night
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Ravenscliff - Ulster County beauty in Catskill National Park STR Permit # =22-10
Ravenscliff - Ulster County beauty in Catskill National Park STR Permit # =22-10
Cabin
Olivebridge, NY, 12461, United States
2.2k from Ulster County center

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

4 Bedrooms10 Guests
10.0

Exceptional

63 reviews

$667
Average price / night
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Epic architectural masterpiece views & hot tub
Epic architectural masterpiece views & hot tub
House
Accord, NY, USA
6.4k from Ulster County center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$753
Average price / night
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Catskills Family Hideaway
Catskills Family Hideaway
House
Olivebridge, NY, 12461, United States
2.2k from Ulster County center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

14 reviews

$425
Average price / night
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Relaxing Hudson Valley Getaway- 4BR Sauna 15 acres
Relaxing Hudson Valley Getaway- 4BR Sauna 15 acres
House
Stone Ridge, NY, USA
7.1k from Ulster County center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$679
Average price / night
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Cozy Home with Hot Tub, Lots of peace /quiet with Mountain views Near Woodstock!
Cozy Home with Hot Tub, Lots of peace /quiet with Mountain views Near Woodstock!
House
Olivebridge, NY, 12461, United States
2.9k from Ulster County center

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

3 Bedrooms8 Guests
9.0

Fabulous

17 reviews

$314
Average price / night
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Secluded Kerhonkson Retreat with Deck and Views!
Secluded Kerhonkson Retreat with Deck and Views!
House
Sundown, NY, USA
8.0k from Ulster County center

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

2 Bedrooms6 Guests
New to Booking
$371
Average price / night
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NEW LISTING! Modern Luxury Catskills Retreat
NEW LISTING! Modern Luxury Catskills Retreat
House
Olivebridge, NY, 12461, United States
2.9k from Ulster County center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$736
Average price / night
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Brand New House with Huge Patio
Brand New House with Huge Patio
House
Kerhonkson, NY, USA
8.1k from Ulster County center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms11 Guests
10.0

Exceptional

3 reviews

$379
Average price / night
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Spring Special:Relax, Save, Farmhouse 2hrs NYC
Spring Special:Relax, Save, Farmhouse 2hrs NYC
House
Kerhonkson,, NY, 12446, United States
3.1k from Ulster County center

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

3 Bedrooms6 Guests
New to Booking
$523
Average price / night
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SUNDOWN BB
SUNDOWN BB
House
Ulster County, New York, USA
8.1k from Ulster County center

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

3 Bedrooms6 Guests
9.6

Exceptional

8 reviews

$194
Average price / night
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High Point Mtn House ~ Celebrate Spring ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS
High Point Mtn House ~ Celebrate Spring ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS
House
Olivebridge, NY, 12461, United States
3.4k from Ulster County center

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

5 Bedrooms14 Guests
9.8

Exceptional

24 reviews

$595
Average price / night
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Schoolhouse No. 11 * Hudson Valley Upstate Getaway
Schoolhouse No. 11 * Hudson Valley Upstate Getaway
House
Stone Ridge, NY, USA
8.5k from Ulster County center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms6 Guests
9.8

Exceptional

25 reviews

$324
Average price / night
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Enjoy the peace & quiet on 40 private acres of secluded forest.
Enjoy the peace & quiet on 40 private acres of secluded forest.
House
Accord, NY, 12404, United States
4.5k from Ulster County center

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

1 Bedroom4 Guests
10.0

Exceptional

30 reviews

$294
Average price / night
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Modern Chalet w/Firepit, BBQ, Fast Wi-Fi, Dogs OK
Modern Chalet w/Firepit, BBQ, Fast Wi-Fi, Dogs OK
Ski Chalet
Kerhonkson, NY, USA
9.0k from Ulster County center

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

3 Bedrooms6 Guests
9.7

Exceptional

4 reviews

$670
Average price / night
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A Retreat @ Hudson Woods With Main & Guest House
A Retreat @ Hudson Woods With Main & Guest House
House
Kerhonkson, NY, 12446, United States
4.7k from Ulster County center

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

6 Bedrooms12 Guests
7.0

Good

2 reviews

$2016
Average price / night
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Serene Hudson Valley Retreat – Perfect for Families, Pets & Longer Stays
Serene Hudson Valley Retreat – Perfect for Families, Pets & Longer Stays
House
Accord, NY, 12404, United States
5.0k from Ulster County center

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

3 Bedrooms8 Guests
New to Booking
$341
Average price / night
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Cozy woodsy family-friendly cabin retreat
Cozy woodsy family-friendly cabin retreat
Cabin
Kerhonkson, NY, 12446, United States
5.1k from Ulster County center

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

2 Bedrooms7 Guests
10.0

Exceptional

4 reviews

$246
Average price / night
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Kripplebush Hollow: Stone Ridge | Water View
Kripplebush Hollow: Stone Ridge | Water View
House
Accord, NY, 12404, United States
5.6k from Ulster County center

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

3 Bedrooms6 Guests
8.6

Fabulous

4 reviews

$395
Average price / night
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Black Barn:Pool, Firepit, Sauna, Gym, Cold Plunge
Black Barn:Pool, Firepit, Sauna, Gym, Cold Plunge
House
Kerhonkson, NY, 12446, United States
5.7k from Ulster County center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater

3 Bedrooms6 Guests
New to Booking
$1506
Average price / night
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Secluded  Home with Fireplace in Bucolic Stone Ridge, NY
Secluded Home with Fireplace in Bucolic Stone Ridge, NY
House
Stone Ridge, NY, 12484, United States
5.7k from Ulster County center

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

3 Bedrooms5 Guests
10.0

Exceptional

23 reviews

$381
Average price / night
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Classic Cottage w/Beautiful Catskill View, on\n5 peaceful acres. Weekly discount!
Classic Cottage w/Beautiful Catskill View, on\n5 peaceful acres. Weekly discount!
Cottage
Stone Ridge, NY, 12484, United States
5.7k from Ulster County center

AC, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

55 reviews

$313
Average price / night
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BoHo Farm House with heated pool
BoHo Farm House with heated pool
House
Accord, NY, 12404, United States
5.7k from Ulster County center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1592
Average price / night
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Cozy modern home on 14 acres of woods
Cozy modern home on 14 acres of woods
House
Accord, NY, 12404, United States
6.2k from Ulster County center

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

3 Bedrooms8 Guests
9.8

Exceptional

10 reviews

$375
Average price / night
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Upstate Supreme Style and Comfort!
Upstate Supreme Style and Comfort!
House
Stone Ridge, NY, 12484, United States
6.5k from Ulster County center

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

3 Bedrooms8 Guests
New to Booking
$1187
Average price / night
Check Availability
Spacious House on Land, Water Access, Porch, Patio, Water Fall
Spacious House on Land, Water Access, Porch, Patio, Water Fall
House
Accord, NY, 12404, United States
6.5k from Ulster County center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.8

Exceptional

24 reviews

$472
Average price / night
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Private Kerhonkson cottage on 3 acres with hot tub, pure coziness.\n\n\n\n\n\n\n
Private Kerhonkson cottage on 3 acres with hot tub, pure coziness.\n\n\n\n\n\n\n
Cottage
Kerhonkson, NY, 12446, United States
6.6k from Ulster County center

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

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$346
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 Ulster County.

Ulster County Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 43 verified family-friendly vacation rentals in Ulster County. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Ulster County vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $194 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Ulster County 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 Ulster County 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 Ulster County often include amenities such as Child Friendly, Fireplace/Heating, and Balcony/Terrace. 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.