
Family-friendly holiday 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.

Opulence in Olive w/ Free Park|2Bath+20% OFF 5Days
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 + EV charging 🚘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!

Union 2BR Resort-Style Apt – Easy NYC Transit
✨ Urban Luxury next to Union Station ✨ Welcome to AVE Union, where premium living meets 24/7 service with an award-winning team.🏆 Community has a resort-style pool, outdoor kitchen, fire pit lounges, and outdoor gaming areas. 🚆 Perfect for Commuters - Easy NYC access via Secaucus or PATH - Minutes to Newark Airport & Short Hills Mall - Minutes from Newark Liberty International Airport 🛋️ Private Balconies. 💼 Productivity Center 💪 Performance & Wellness 🏡 Professional Environment.

NYC Adjacent Oasis: 3bd 2bth, near LightRail/Bus.
Modern comfort, and all the amenities to feel like home. Hi-end appliances, fully stocked kitchen, private W/D in unit, and 2 baths ! King size bed in master, queen in 2nd. 3rd bedroom has office space with modular standup desk, and foldout sleeper sofa. Private gigabit WIFI, work while away! This place has it all. Conveniently located next to the NJ Hudson-Bergen LightRail and buses to NYC. Walking distance to shops, restaurants. Free Parking +EV charge, Lvl2 Tesla/Universal. Legal STR License.

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.

Private Studio Apt. by Newark Airport/NYC/NJ Mall
Private Studio Apt.- Ground Level incl. Backyard with *Parking. Includes Queen Bed, Full Sofa Bed, Private Full Bath, Kitchenette, Table & Chairs, Wardrobe Closet, Microwave, Coffee Maker, Toaster Oven, Refrigerator, Blow Dryer, Smart TV, Wi-Fi, Heat, A/C. Newark International Airport, Jersey Garden Mall & 10 minute drive. NYC 30 minutes. SHORT WALK to: Train Station, Kean University, I-HOP, Wendy’s, Taco Bell, DD, Family Dollar, etc. *Parking spot: Passenger Car & SUV. Also Street Parking.

Contemporary Private Guest Studio close to NYC
Welcome to The Urban Guest Studio, a refined and modern retreat in vibrant Sayreville, NJ. Ideally located just off the Garden State Parkway and Routes 9 & 35, it’s a 40-minute drive to NYC and 30 minutes to Newark Airport. Enjoy quick access to the South Amboy Ferry, upscale shopping, top hospitals, Rutgers University, and New Brunswick’s cultural hub. Only 7 minutes from the iconic Starland Ballroom and 20 minutes to the PNC Bank Arts. Experience comfort, style, and effortless convenience.

*DISCOUNT* Eclectic Apartment-- EWR/trains to NYC!
--UPDATED/RENOVATED**- Lovingly curated and warm eclectic apartment with a modern edge, and updated washer/dryer alcove for a super convenient stay. Close to "trifecta" of hip + trendy towns (Maplewood, South Orange, Montclair). DRIVE: 15 min. to NEWARK AIRPORT! 35 min. to NYC! TRAIN: ~30 MIN. to NYC! (station 5 min. away) Major Highways: I-78 Rt. 22 GS Pkwy US-95 Notables: Jersey Gardens. Short Hills Mall NJPAC Merck- (For my business travelers) Prudential Center Baltustrol GC

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.

* Fragrance Free - Near NYC - Quiet, Safe Area
*The studio is private, entry is not private, it is through the hosts living area* (You will have your own keys and you and are free to come and go often, early, late) ***BEFORE REQUESTING TO BOOK*** please read the following rules and info. In your message, when you request to book, please confirm that you have read the rules and agree to honor them. I keep a fragrance free home and require that guests be fragrance free too.

Cozy & Modern -2 BR near NYC, American Dream.
This stylish place to stay is perfect for group trips. We are about 8 minutes away from Newark Penn Station, which is then a 20 minute train ride from Manhattan (New York Penn Station). If you choose to uber, it is a 28 minute ride to Manhattan. The other alternative is the PATH train at Newark Penn Station, which will take you to the Freedom Tower in Manhattan in 20 minutes as well. 20 minutes from American Dreams.

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.

Private 1 bedroom apartment with separate entrance
Comfortable and spacious one bedroom apartment with separate entrance located on the ground (basement) level of our historic home in South Orange, New Jersey. South Orange is a vibrant commuter town located 25 minutes by train from New York Penn Station and 15 minutes from Newark Airport. Located 1 block from Seton Hall University. Off street parking is available.
Popular amenities for Hillside family-friendly rentals
Family-friendly home rentals with a hot tub

Private Basement & Bath Near NYC/EWR/Outlet

Private Oasis | Hot Tub, Grill, Arcade, EWR 10 min

2 Bedroom Guest Suite With Private Entrance

Charming Colonial Home | Games Attic | Large Yard

Converted Historic Button Factory w/ Modern Style!

Posh Couple's Suite-Private Patio w/jacuzzi

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

Low cleaning fee, pool,swing, EWR 7min , NYC 27min
Family- and pet-friendly home rentals

Private Guest House

Stylish Retreat with Garden, Deck & Private Entry

Mint House at 70 Pine: Premium Studio Suite

Gorgeous Rennovated Apartment

Updated private two bedroom in heart of Montclair

Cozy Stylish retreat - NYC & NWK w/free parking

Excellent 2BDR Lincoln Park JC!

Lovely Attic LOFT unit near NYC w/free parking
Family-friendly home rentals with a pool

Private, cozy, one bedroom apartment close to NYC!

Quaint Converted Barn

Private studio; MSU/SHU/St. Barnabas

Cozy apartment near NYC 15 min

Ideal Location | Resort Amenities | AVE Living

Luxury Queen Studio- Minutes To NYC, EWR & MetLife

New York City Masterpiece

2BR/2BA Near EWR • Long Stays • Fast WiFi
When is the best time to visit Hillside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £128 | £127 | £117 | £127 | £132 | £134 | £141 | £134 | £134 | £132 | £140 | £150 |
| 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 holiday rentals that are family-friendly in Hillside

Total holiday rentals
Explore 100 holiday rentals in Hillside

Nightly prices starting at
Hillside holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 3,680 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Hillside holiday rentals include wifi 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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