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.

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Top guest favorite
A living area features cozy seating with a wide daybed and a sofa adorned with colorful cushions. A lamp and a decorative piece add charm. Natural light filters in through a window, while a potted plant brings a touch of greenery to the space.
Guest suite in Maplewood
4.97 out of 5 average rating, 169 reviews

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.

Guest favorite
A charming, two-story barn conversion features a blue exterior with yellow accents on the garage doors. A spacious deck overlooks the surrounding greenery. The property is enclosed by trees, providing a serene environment, while a well-maintained lawn enhances the inviting outdoor space.
Barn in West Orange
4.86 out of 5 average rating, 182 reviews

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.

Guest favorite
A well-maintained two-story building is depicted, featuring beige siding and a welcoming porch. The front yard is landscaped with neatly trimmed shrubs, and a paved driveway leads to a gated area. A clear blue sky with wispy clouds enhances the serene setting.
Apartment in Roselle
4.9 out of 5 average rating, 99 reviews

Cozy Private Studio - Near NYC & EWR

Cozy, newly renovated studio on a quiet street in Roselle, NJ! Perfect for solo travelers or couples. Features a full bed, private bath, Wi-Fi, mini kitchen, smart TV, closet space, private entrance, smart lock, and an outdoor BBQ area. Conveniently located near the train, shops, restaurants, and major venues like Red Bull Arena, Prudential Center, and MetLife Stadium. Enjoy a quick train ride into NYC and Madison Square Garden. Private parking included. Cozy vibes in a great location!

Top guest favorite
Home in Montclair
4.98 out of 5 average rating, 799 reviews

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.

Top guest favorite
A quiet front porch features a comfortable seating area with plush cushions. Hanging plants and string lights add a touch of charm. The view includes a tree-lined street, with parked cars visible in the soft glow of evening light.
Apartment in Montclair
4.97 out of 5 average rating, 118 reviews

Updated private two bedroom in heart of Montclair

A complimentary bottle of red wine is included with each stay by default. The space is quiet for Montclair yet centrally located. Our cleaner Mikki is responsible for cleaning and preparing the space. She takes great pride in her work, and we’re lucky to have her. The entire cleaning fee goes to her. I travel almost exclusively using AirBnb. If you value a space to be exclusively yours, as I do, this is likely the AirBnb for you. It would be a privilege to host you 🙂. Cheers, Alex

Guest favorite
Apartment in City of Orange
4.94 out of 5 average rating, 134 reviews

Opulence in Olive w/ Free Park|2Bath+10%OFF 5 Days

Relax & unwind at this modern 2BR 2Bath apt in Orange, NJ. Its prime location allows you to walk 15 min to the train & venture into NYC or enjoy all local attractions. Arrive from EWR airport in 17 min Enjoy the 24/7 gym. Comfy & suitable for both business & leisure travelers 🚘Free Parking 🚘Free Additional Street Parking ✔️Secure Bldg w/ Elevator ✔️1 King Bed ✔️2 Queen Beds ✔2 Twin Beds ✔Comfy Sofa ✔Fully Equipped Kitchen ✔Smart TVs ✔Fast Wi-Fi ✔6 Dining Seats See more below!

Guest favorite
The living area features exposed brick walls and a cozy sofa arrangement, complemented by a coffee table and a decorative fireplace. A stylish painting adds character, while a smart TV is mounted on the wall. Light filters through the windows, enhancing the inviting space.
Apartment in Park Slope
4.94 out of 5 average rating, 111 reviews

New: Studio Living, The Brooklyn Way!

Experience the tranquil and chic ambiance of this newly renovated studio apartment in South Slope, south of Park Slope. A queen size bed & sofa bed, accommodating up to four (4) guests. The unit is fully equipped with modern conveniences such as a smart TV, split A/C system, washer/dryer, and a stylish kitchen. The charming design of the apartment features exposed brick walls, high ceilings, and a neighborhood that perfectly complements the space, evoking the essence of old Brooklyn.

Superhost
A well-lit bedroom features floor-to-ceiling windows that provide expansive views of the surroundings. The spacious bed is adorned with crisp linens and accented by a decorative throw. A modern television is placed on a sleek console, complemented by a lamp on a bedside table.
Apartment in East Orange
4.85 out of 5 average rating, 109 reviews

Amazing 1bed 1 bath with views | Free Parking

Step into the lap of luxury in this beautifully decorated 1 Bd 1 Ba apt in a premium building in the heart of East Orange. The sophisticated and chic interior boast plush furnishings, large windows, and elegant finishes throughout. The fully equipped kitchen and dining area is perfect for hosting intimate dinners. The beds have premium memory foam mattresses with 100% cotton sheets. Amenities include a gym, business center a lounge area, free WiFi & parking.

Superhost
A light-colored sectional sofa is arranged in a cozy living area, accompanied by a round wooden coffee table. A patterned rug lies beneath, while a potted plant and decorative vase with flowers add a touch of greenery. A world map decorates one wall, enhancing the space's ambiance.
Apartment in East Orange
4.9 out of 5 average rating, 129 reviews

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

Guest favorite
An outdoor lounge area is framed by wooden beams, featuring dark seating arrangements around a small table. Soft lighting casts a warm glow over the scene, with landscaped greenery and vibrant flowers enhancing the ambiance. The resort-style pool is visible in the background, reflecting soft colors.
Apartment in Union
4.9 out of 5 average rating, 504 reviews

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.

Guest favorite
A bright studio space features a cozy queen bed with a textured blanket, complemented by neutral-toned walls. A small coffee table is positioned in front of the bed, while a TV is mounted on the wall opposite. A kitchenette with cabinetry and a fridge is visible in the background.
Home in West Orange
4.93 out of 5 average rating, 199 reviews

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.

Guest favorite
A cozy sleeping area is presented with a wooden bed featuring a patterned comforter and neatly arranged pillows. A rustic stone accent wall adds texture, and a sliding barn door leads to a separate space. Soft lighting enhances the comfort of the room.
Home in Irvington
4.9 out of 5 average rating, 442 reviews

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.

Popular amenities for Hillside family-friendly rentals

When is the best time to visit Hillside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$36,808 GYDG$33,462 GYDG$34,508 GYDG$35,554 GYDG$37,017 GYDG$37,645 GYDG$39,527 GYDG$37,645 GYDG$37,436 GYDG$38,272 GYDG$38,691 GYDG$44,965 GYD
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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$8,366 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