
Family-friendly vacation rentals in Hillside
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hillside
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Private Basement Apartment in Maplewood
You will be close to everything when you stay at this centrally-located 1-bedroom apartment. It is less than a mile to the NJ Transit train station with direct service to NYC, Newark or Hoboken. Restaurants and shops are within walking or quick driving distance. It is a 10 minute drive to Seton Hall University, a 15 minute drive to Newark International Airport, and a 20 minute drive to NJIT and Rutgers Newark. The Garden State Parkway and Rte 78 are are less than 10 minutes from your door.

Quaint Converted Barn
Terrific space with loads of light and openness. Overlooking golf course, hayloft converted into king bed with twin bunks in office nook and 1.5 baths. It's the perfect place to get away from it all. Barn converted into residence. Comfy, quiet and serene. First level has living room, dining room and a half bath with a spiral to the hayloft which is open to below and divided by closets that create the office nook but permit light over them. The barn is open, only the bathrooms have doors.

Cozy Cabin Style Apt In Montclair City Center
Must be at least 25 yrs old to book. *This is a quiet space as we live in the apartment below. Absolutely NO parties and a MAX of 2 people in the room at any time. This all wood, 3rd floor studio is right in the center of town. Tons of restaurants, bars, theaters, and super easy NYC transit (Train and Bus) are all just a few min walk away. The apt. is totally open, has a private entrance, private bathroom, amazing decor, parking and lovely touches throughout. ROMANTIC PACKAGES AVAILABLE.

Rosy Retreat w/ NYC View & Free Park|10%OFF 5 days
Step into this bright apt, where soft blush tones and warm neutrals create a cozy escape. Get to NYC in 30 min, or drive 15 min to Prudential Center for events. Arrive from the Airport in 15 min, and walk only 8 min to the train. Get to American Dream in 15 min. 🏋️♂️24/7 gym 🚘 Free parking 🌇 City Views 🛗 Elevator Access 🛏 King+ 2 Twins 🍳 Fully Equipped Kitchen 🍽 Dining for 5 📺 Smart TVs in Each Room 🛜Fast Wi-Fi 🪑 Work Desk 🧺 Washer/Dryer 🔥 Central Heat & A/C

The space Gemini 1
Gemini 1 is a cozy space located in a quiet and safe neighborhood. It’s a stylish and comfortable apartment designed to make you feel at home. Perfect for up to 4 guests, with a full kitchen, Wi-Fi, keypad entry, and free parking. Just 8 min walk to the train to 🗽 NYC and 2 min to Watsessing Park. Only 15–17 min drive to ✈️ Newark Airport, 🎢 American Dream Mall, 🏟️ MetLife Stadium, ⚽ Red Bull Arena, and 🏒 Prudential Center. 30–35 min to 🏙️ Times Square

2 Bed Apt | Quick Access to NYC
Step off the train and into luxury at AVE Union, your fully furnished two-bedroom, two-bathroom retreat in Union, NJ. Perfect for groups and families seeking comfort and space with the convenience of direct access into Manhattan via Union Station steps away. Both bedrooms feature a king bed and walk-in closet, with a full kitchen, in-unit laundry, and all utilities included. Resort-style pool, fire pit lounge, and 24-hour fitness center all on site.

Cute n cozy, minimalist studio
This meticulously curated Japandi-inspired studio is perfect for remote work or a peaceful retreat. The space features a cozy queen bed, small loveseat, and seating area. Enjoy high-speed internet, TV, and a writing desk for productivity. The suite includes a kitchenette with a fridge, microwave, and coffee maker. Located in a quiet, safe neighborhood, with access to a backyard fire pit for relaxation. Ideal for a calm, comfortable, and productive stay.

FIFA World Cup+3b/2b close NYC/EWR-Save +Parking
Feel right at home in this freshly renovated 3-bedroom, 2-bathroom unit conveniently located near major roads, Newark Airport, and Jersey Garden Mall. This beautifully styled home provides easy access to NYC via bus, train or car. Better than a hotel and a terrific value you won't find anywhere else in this area. The neighborhood has a wide variety of bars & restaurants a within 2 blocks. Convenient, centrally located in the neighborhood!

Home away from home
Like having a home away from home feeling. Private entrance little to no interactions with anyone. Sub first floor basement apartment with bedroom plus separate room that can be used for office area to work with laptop or extra guest. Futon included in room. Gym equipment located on the exterior by the entrance of unit. Kitchen, washer, dryer all accessible. Keurig fully stacked.

Quiet Short Hills Retreat | Private Apartment
Peaceful, private apartment in beautiful Short Hills - ideal for visiting family, attending local events, or enjoying a comfortable stay. Updated 1-bedroom with full kitchen, 1.5 baths, and in-unit washer & dryer. Enjoy a private entrance, dedicated parking, and a calm, upscale neighborhood just a short walk to the train to NYC.

Minimalist Apartment Near Newark AirPort
A clean and simple design space. Few pieces of furniture but of high quality, neutral colors, and plenty of natural light. Ideal for those seeking a quiet retreat, yet with everything needed for a comfortable stay. A touch of contemporary art can be a nice detail. Enjoy the simplicity of this tranquil and central accommodation.

Private apartment 2 bedroom 1 bath
Near NYC – 2BR for World Cup stays ⚽” ⚠️ Please note: The second bedroom is only opened during select dates (such as the World Cup period) or for reservations of 3–4 guests. Bookings for 1–2 guests will have access to the primary bedroom only unless otherwise arrange
Popular amenities for Hillside family-friendly rentals
Family-friendly home rentals with a hot tub

Classy Loft! 2BR/2.5BA! NY skyline! 30 Min to NYC

Private Basement & Bath Near NYC/EWR/Outlet

2 Bedroom Guest Suite With Private Entrance

Charming Colonial Home | Games Attic | Large Yard

Luxury World Cup Loft | 20 Min to stadium & NYC

Unique RV near NYC w/Jacuzzi, Billiards, & Parking

Sun Drenched Penthouse with Million Dollar Views

Country Carriage House 9 miles to FIFA World Cup
Family- and pet-friendly home rentals

TOWNHOUSE🏠5BR/2BATH/2 FLOORS/ FREE PARKING/BBQ 🤩

Luxury Reno w/ Private Entry

Luxe 2 Bed | Near MetLife Stadium

The cozy studio apartment of Montclair

Charming 3BR Parkside Cottage in Maplewood

Updated private two bedroom in heart of Montclair

Private Studio Apt. by Newark Airport/NYC/NJ Mall

FIFA Fan Stay Near NYNJ Stadium, NYC, EWR+Parking*
Family-friendly home rentals with a pool

Views ! King Bed ! Free Parking ! 30 min to NYC !

4/20 friendly, Rated R,POLE, EWR -7min ,NYC 27 min

Easy Stay NJ Backyard Pool & 30 Min to Manhattan

Cozy apartment near NYC 15 min

Commuter's Dream | Resort Amenities

Chique Loft 10 Min from NYC with City View & Pool

LuxuryApt-Pool RWJ-Rutgers StPeter-FreePark-NYC316

39th St. Easy NYC-Modern fully furnished LTR +
When is the best time to visit Hillside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,813 GYD | G$33,467 GYD | G$34,513 GYD | G$35,558 GYD | G$37,023 GYD | G$37,650 GYD | G$39,533 GYD | G$37,650 GYD | G$37,441 GYD | G$38,278 GYD | G$38,696 GYD | G$44,971 GYD |
| Avg. temp | 0°C | 2°C | 6°C | 12°C | 17°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 3°C |
Quick stats about vacation rentals that are family-friendly in Hillside

Total vacation rentals
Explore 110 vacation rentals in Hillside

Nightly prices starting at
Hillside vacation rentals start at G$8,367 GYD per night before taxes and fees

Verified guest reviews
Over 4,180 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
110 of Hillside vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hillside rentals

4.6 Average rating
Hillside stays receive an average rating of 4.6 out of 5 from guests
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- Times Square
- Madison Square Garden
- New York City Center
- Central Park Zoo
- New York University
- Columbia University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Sesame Place
- Barclays Center
- Asbury Park Beach
- United Nations Headquarters
- Six Flags Great Adventure
- Jones Beach
- Rockefeller Center
- Empire State Building
- Manasquan Beach
- Citi Field
- Grand Central Terminal
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- Long Branch Beach





