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

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40 Best Family Vacation Rentals in Chelsea (Starting from $126)

Chateau Montreau on Hudson
Chateau Montreau on Hudson
Villa
Newburgh, NY, USA
2.1k from Chelsea center

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

7 Bedrooms16 Guests
New to Booking
$3499
Average price / night
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Philip Johnsons Wolfhouse - 1940s Landmark
Philip Johnsons Wolfhouse - 1940s Landmark
House
Newburgh, NY, 12550, United States
2.8k from Chelsea center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$795
Average price / night
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Hudson House
Hudson House
House
NY, USA
4.0k from Chelsea center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Jacuzzis

5 Bedrooms10 Guests
8.5

Very Good

2 reviews

$1374
Average price / night
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Beacon,Hudson Valley, 4bedroom 2bath, Sleeps 7, Pool, Hot Tub, Wifi,1.5m to town
Beacon,Hudson Valley, 4bedroom 2bath, Sleeps 7, Pool, Hot Tub, Wifi,1.5m to town
House
Beacon, NY, 12508, United States
3.8k from Chelsea center

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

4 Bedrooms7 Guests
9.8

Exceptional

10 reviews

$643
Average price / night
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Beacons Great Getaway Near hike, parks, shops and art
Beacons Great Getaway Near hike, parks, shops and art
House
Chelsea, New York, USA
4.2k from Chelsea center

Internet, Kitchen, Parking, Air Conditioner, Laundry, Hot Tub, Child Friendly

3 Bedrooms7 Guests
2.0

Review score

1 reviews

$235
Average price / night
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Once in a Lifetime Hudson River Views - 6 bedrooms, sleeps 12
Once in a Lifetime Hudson River Views - 6 bedrooms, sleeps 12
House
Wappingers Falls, NY, 12590, United States
3.9k from Chelsea center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms10 Guests
10.0

Exceptional

15 reviews

$1388
Average price / night
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Lux Apt
Lux Apt
Apartment
Beacon, NY, USA
4.4k from Chelsea center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
8.3

Very Good

9 reviews

$282
Average price / night
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Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY
Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY
House
Beacon, NY, 12508, United States
4.1k from Chelsea center

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

3 Bedrooms7 Guests
9.8

Exceptional

27 reviews

$375
Average price / night
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Lux Modern APT wash dryer dishwasher
Lux Modern APT wash dryer dishwasher
Apartment
Chelsea, New York, USA
4.4k from Chelsea center

Parking, Air Conditioner, Pet Friendly, Child Friendly

1 Bedroom2 Guests
New to Booking
$126
Average price / night
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Spectacular Log Home Estate North Wing Unit
Spectacular Log Home Estate North Wing Unit
Apartment
Marlboro, NY, 12542, United States
4.1k from Chelsea center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

50 reviews

$183
Average price / night
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Lux APT 2 BR with free parking washer dryer dishwasher
Lux APT 2 BR with free parking washer dryer dishwasher
Apartment
Chelsea, New York, USA
5.3k from Chelsea center

Pet Friendly, Wheelchair Accessible, Air Conditioner, Parking, Child Friendly

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$184
Average price / night
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Lower level unit in Spectacular Log Home Estate
Lower level unit in Spectacular Log Home Estate
Apartment
Marlboro, NY, 12542, United States
4.1k from Chelsea center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

18 reviews

$162
Average price / night
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4 Mi to Hudson River Cozy Newburgh Home!
4 Mi to Hudson River Cozy Newburgh Home!
House
Newburgh, NY, USA
5.4k from Chelsea center

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

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$330
Average price / night
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Hudson River Views meets Mid-Century Chic!
Hudson River Views meets Mid-Century Chic!
House
Newburgh, NY, 12550, United States
4.3k from Chelsea center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment

5 Bedrooms10 Guests
8.0

Good

1 reviews

$1501
Average price / night
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Deck View of Hudson River & Mt Beacon/Boho Suite
Deck View of Hudson River & Mt Beacon/Boho Suite
Apartment
Newburgh, NY, USA
5.7k from Chelsea center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.3

Superb

18 reviews

$261
Average price / night
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Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
House
Fishkill, NY, 12524, United States
4.4k from Chelsea center

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

3 Bedrooms8 Guests
9.4

Superb

62 reviews

$323
Average price / night
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MidCentury Mod Suite, Hudson River/Mt Beacon Views
MidCentury Mod Suite, Hudson River/Mt Beacon Views
Apartment
Newburgh, NY, USA
5.7k from Chelsea center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.4

Superb

7 reviews

$262
Average price / night
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Magnificent 4,400 sqft Beacon Urban Loft with home theatre
Magnificent 4,400 sqft Beacon Urban Loft with home theatre
House
Beacon, NY, 12508, United States
5.1k from Chelsea center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

5 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$605
Average price / night
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3 Bedroom Hilltop Escape with 5 Private Acres and Hot Tub
3 Bedroom Hilltop Escape with 5 Private Acres and Hot Tub
House
Marlboro, NY, USA
6.0k from Chelsea center

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

3 Bedrooms7 Guests
10.0

Exceptional

3 reviews

$274
Average price / night
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\"The Big House\" with Hudson River Views
\"The Big House\" with Hudson River Views
House
Newburgh, NY, 12550, United States
5.3k from Chelsea center

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

8 Bedrooms16 Guests
10.0

Exceptional

5 reviews

$2404
Average price / night
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Charming Beacon Apt with Fire Pit Near Hiking!
Charming Beacon Apt with Fire Pit Near Hiking!
Apartment
Beacon, NY, USA
6.0k from Chelsea center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom4 Guests
8.5

Very Good

9 reviews

$148
Average price / night
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Grant - A Tranquil One Bedroom Steps from River
Grant - A Tranquil One Bedroom Steps from River
Apartment
Newburgh, NY, 12550, United States
5.7k from Chelsea center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
9.6

Exceptional

42 reviews

$313
Average price / night
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Hudson Valley Hilltop Escape w/Hot Tub, 5private acres, near wine trail, orchard
Hudson Valley Hilltop Escape w/Hot Tub, 5private acres, near wine trail, orchard
House
Marlboro, NY, 12542, United States
5.7k from Chelsea center

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

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$358
Average price / night
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Modern Spacious Apartment
Modern Spacious Apartment
Apartment
Fishkill, NY, 12524, United States
5.8k from Chelsea center

AC, Balcony, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$217
Average price / night
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Charming studio cottage with private fenced yard in the heart of Beacon
Charming studio cottage with private fenced yard in the heart of Beacon
Cottage
Beacon, NY, 12508, United States
5.9k from Chelsea center

AC, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

10.0

Exceptional

13 reviews

$209
Average price / night
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complete privacy vacation home [private pool]
complete privacy vacation home [private pool]
House
Newburgh, NY, 12550, United States
6.4k from Chelsea center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms16 Guests
9.4

Superb

13 reviews

$1236
Average price / night
Check Availability
The Hen House - Cozy Hudson Valley Getaway Near Beacon & Newburgh Waterfront
The Hen House - Cozy Hudson Valley Getaway Near Beacon & Newburgh Waterfront
House
Newburgh, NY, 12550, United States
6.4k from Chelsea center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms5 Guests
8.0

Good

2 reviews

$311
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 Chelsea.

Stay Near Chelsea's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Chelsea Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 40 verified family-friendly vacation rentals in Chelsea. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Chelsea vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $126 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Chelsea 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 Chelsea 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 Chelsea often include amenities such as Child Friendly, Fireplace/Heating, 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.