
Holiday rentals in Hillside
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Top-rated holiday rentals in Hillside
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2 Bed Apt | Quick Access to NYC
✨ 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.

Modern 2 Bed | Direct Transit to NYC
Ideal for professionals who value modern design and friendly service, valet dry cleaning & package acceptance. Soak up the sun at our seasonal resort-style pool or unwind by fire pit lounges. Enjoy grilling in our fully equipped outdoor kitchen. 🚆 Perfect for Commuters ~ Minutes from transit to NYC 🛋️ Spacious 2-Bedroom Retreats ~ HDTVs in living room & bedrooms 💼 Work From Anywhere ~ Ultra-high-speed WiFi throughout 💪 Resort-Style Amenities ~ 3,600 sq ft state-of-the-art fitness center

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.

Charming 1-Bedroom Apartment
Newly Renovated 1-bdrm apartment (2nd FL, stairs) on a quiet tree-lined street. Private entrance to your apartment. Private parking behind house. Quiet, Clean, Comfortable! Conveniently located next to Maplewood/Union/Irvington. 3 min walk: Dunkin Donuts Popeye’s Chicken Wine/Liquor Grocery Subway Sandwich Laundry/dryclean Dollar Store Bus Stop 20 min drive: Newark Airport MetLife Stadium Downtown Newark/Prudential Center Jersey Gardens Outlet Mall 45 min drive: NYC (Holland Tunnel)

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

Quiet location, private, spacious unit! -2
Enjoy a stylish experience at this centrally-located place. This 2 bed, 2 bath unit comes not only with ample space and numerous additional amenities. The quiet neighborhood location is steps from downtown Westfield and the moments to the train. A perfect alternative to a hotel! NO contact entry, secure building with common area, gym, and grilling area, this unit is waiting for you! A full kitchen, spacious living room, and an in-unit laundry room make family-friendly traveling a snap!

Turnkey Luxury & Comfort in the heart of Millburn
Our Millburn Cottage has everything you need for a peaceful and comfortable stay. This fully renovated and furnished English colonial boasts 4 bedrooms, 2 full, 2 half baths, & plenty of indoor and outdoor space to enjoy everything Millburn Short Hills has to offer. Steps from downtown Millburn, and a quick walk to the Millburn train station with direct train to NYC. IMPORTANT: No smoking/vaping, no animals, no parties. There is an extra guest charge after 5 guest, max 7 incl kids.

3 Bed Apt in Quiet Neighborhood
Beautifully maintained 3 bedroom apartment in peaceful neighborhood. Located 7 miles away from Newark Airport. 15 miles away from Midtown Manhattan NYC with bus 114 walking distance away. Metlife Stadium is located 13 miles away. Close to many restaurants and NJ famous malls like Short Hills/Jersey Gardens. Close to major highways in NJ including the Parkway, Turnpike and RT 78. Free Parking available on the driveway quiet and safe street. Great place to relax after exploring!

Hillside Haven: Serene 3BR Home Near NYC & EWR
Escape to our enchanting 3BR, 2BA Hillside Haven, an elevated retreat where elegance awaits just one level up. Immerse in the tranquility of spacious rooms bathed in natural light, a gourmet kitchen, and plush, peaceful bedrooms. Outside, a private patio with a fire pit and BBQ grill promises magical evenings. Ideally located near Newark Airport and minutes from NYC's vibrant heart, our home is a sanctuary designed for those seeking a blend of city excitement and suburban calm.

Charming 3BR Parkside Cottage in Maplewood
Enjoy all the charm Maplewood has to offer in our park-side bungalow. Our 3-bedroom home is a short walk to local favorites, including ice cream and cafe. The backyard gate opens directly to a beautiful park, with tennis courts, a playground, and open green space. Unwind by the fire pit and grill in summer or cozy up by the fireplace in cooler months. Close to trains with direct NYC service, MetLife Stadium and the Meadowlands for concerts and FIFA World Cup matches.

Taste the Culture of the Ironbound
Hi! We are mother-daughter duo Francesca & Francine, having both lived in The Ironbound for 20+ years, we still have yet to see everything this historic and cultured city has to offer. Being only walking distance from Newark Penn & Harrison Train Stations, Prudential Center, Red Bull Stadium, NJ PAC, and timeless restaurants, and bakeries, will have you never bored, never hungry and never wanting to leave! Come explore and taste your way through Brick City!

Charming & Luxurious apartment
Reconnect with loved ones in this family-friendly place. The space is located in a basement. It includes a full kitchen, dining room, living room, full bathroom & separate bedroom. The laundry room provided & bathroom in the laundry room is a shared space, in which other people will use as well. You are more than welcome to use the washer & dryer when it is avaliable. For an extra guest apart from the 3 guests included: $20/per night per guest
Popular amenities for Hillside holiday rentals
Other great holiday rentals in Hillside

Stylish Staten Home – Easy NYC Access

Lovely Home, cozy rm, great location near EWR

Apartment in Historic Brownstone • Garden Level

Modern house in Staten Island

The Blue Flamingo: One Full Bedroom

Bloy st apartment 2

Retro Room Minutes from Newark Airport and NYC

The Sun Gate
When is the best time to visit Hillside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £40 | £37 | £38 | £40 | £41 | £42 | £41 | £41 | £41 | £42 | £40 | £44 |
| 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 |
Frequently Asked Questions
What are the best places to stay in Hillside?
Vacation rentals in quiet residential areas, near neighborhood parks, or within the town center are frequently suggested for convenience and charm. Many homes have amenities suited for families and groups.
What are the best things to do in Hillside with kids?
Families can explore local parks, playgrounds, and community recreation centers in Hillside. Seasonal events and nearby educational attractions also make for enjoyable outings with children.
What are some of the best things to do in Hillside?
Explore Evergreen Cemetery’s historic grounds, sample diverse cuisine at local restaurants, and enjoy community events. Parks and arts programs provide options for leisurely and cultural activities.
How is the weather in Hillside?
Hillside experiences cold winters with temperatures near 26–43°F (-4–6°C), and warm, humid summers at 64–87°F (18–31°C). Rain is frequent throughout the year, so packing for varying conditions is useful.
When is the best time to visit Hillside?
Late spring through early autumn is often recommended for comfortable temperatures ranging from about 54–82°F (12–28°C). Festivals and outdoor events are more frequent during these seasons.
What are the best places to visit in Hillside?
Hillside has historical landmarks, such as the Evergreen Cemetery, and green spaces for outdoor activities. Locally rooted restaurants and community centers also often draw visitors.
What are some hiking trails in Hillside?
Hillside has walking paths in neighborhood parks and green spaces suitable for easy hikes. For more extensive nature trails, nearby regional parks provide forested routes and picnic areas.
What are some family activities we can do in Hillside?
Gather at local parks for picnics, join seasonal festivals, or visit community recreation centers for sports and crafts. Educational outings to nearby museums and libraries are also often enjoyed by families.
What are some of the best day trip ideas from Hillside?
Explore nearby cities with museums, botanical gardens, or waterfront parks. Cultural festivals, art scenes, and historic neighborhoods in the region are frequently suggested for day trips.
Are there any pet friendly accommodations available in Hillside?
Hillside has pet-friendly vacation rentals, particularly in residential neighborhoods and homes with outdoor spaces. When booking, check property details to confirm policies regarding pets.
What are some local tips for visiting Hillside?
Greet locals with respect and explore markets for authentic fare. Walking through the town center reveals historic architecture, and carrying cash can be helpful for small businesses.
What is Hillside known for?
Hillside is known for its multicultural community, neighborhood parks, and historical landmarks. The town’s locally rooted eateries and active civic organizations also shape its character.
What are the best hidden gems to explore in Hillside?
Hillside has locally owned shops, murals, and corners reflecting its diverse community. Exploring smaller parks and neighborhood bakeries can reveal unique experiences known mostly to residents.
What are the best foods to try in Hillside?
Explore Hillside’s diverse cuisines, including Caribbean, Italian, and Latin American flavors. Local bakeries and family-run restaurants are often suggested for fresh breads, pastries, and savory meals.
What should I bring for a trip to Hillside?
Pack comfortable walking shoes, a light jacket, and an umbrella, as Hillside’s weather can be variable. You might want a reusable water bottle and layers, especially in spring or autumn.
What is the nightlife in Hillside like?
Nightlife in Hillside centers around casual lounges, neighborhood bars, and venues hosting local music. The atmosphere is relaxed, and nearby cities have additional options for varied nightlife experiences.
What are the most popular events or festivals in Hillside?
Community festivals, cultural celebrations, and parades are frequently held, especially around major holidays like Labor Day weekend. These events often showcase music, food, and local traditions.
Are there family friendly vacation rentals in Hillside?
Hillside has family-friendly vacation rentals, often including homes with multiple bedrooms and outdoor spaces. Neighborhoods near parks and schools are frequently chosen by families.
Quick stats about holiday rentals in Hillside

Total holiday rentals
Explore 520 holiday rentals in Hillside

Nightly prices starting at
Hillside holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 15,430 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
340 properties have a dedicated workspace

Wifi availability
510 of Hillside holiday rentals include wifi access

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