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Holiday rentals in Hillside

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Top-rated holiday rentals in Hillside

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Flat in Union
4.89 out of 5 average rating, 457 reviews

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.

Superhost
Flat in Florham Park
4.92 out of 5 average rating, 36 reviews

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

Top guest favourite
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, 157 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.

Superhost
Flat in Irvington
4.9 out of 5 average rating, 92 reviews

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)

Top guest favourite
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.
Flat in Montclair
4.97 out of 5 average rating, 110 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 favourite
A spacious bedroom is presented with a comfortable bed equipped with dark pillows and a light coverlet. Two bedside lamps softly illuminate the space. Artwork adorns the walls, and natural light enters through a large window, creating a bright atmosphere.
Flat in Westfield
4.94 out of 5 average rating, 47 reviews

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!

Superhost
A cozy living room features a light-colored sectional sofa adorned with decorative pillows. A circular coffee table is positioned on a soft area rug. Natural light fills the space through the windows, highlighting the hardwood floors and the adjacent dining area with a modern light fixture.
Home in Millburn
4.9 out of 5 average rating, 40 reviews

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.

Top guest favourite
A well-kept two-story house is presented with a neatly manicured lawn and a pathway leading to the entrance. Large windows with dark shutters adorn the front, and a white garage door is visible on the right side. Decorative statues are placed near the entrance.
Flat in Union
5 out of 5 average rating, 55 reviews

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!

Superhost
The master bedroom showcases a spacious bed adorned with neutral bedding, complemented by accent pillows. Natural light filters through sheer curtains, illuminating the rich hardwood floor. Minimalist artwork decorates the walls, and a cozy chair sits nearby, enhancing the room's serene ambiance.
Flat in Weequahic
4.91 out of 5 average rating, 115 reviews

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.

Guest favourite
A modern living room features a gray sectional sofa and several armchairs arranged around a circular coffee table. A fireplace is positioned along one wall, while built-in shelves display books and artwork. Natural light filters through windows with colorful panes.
Home in Maplewood
5 out of 5 average rating, 18 reviews

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.

Guest favourite
An open living area showcases a light-filled space with modern decor. A spacious white sofa is arranged next to a contrasting armchair. The kitchen features stylish bar stools and a dining area with a wooden table, complemented by elegant lighting fixtures suspended above.
Flat in North Ironbound
4.97 out of 5 average rating, 196 reviews

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!

Superhost
A comfortable bedroom is presented, featuring a spacious bed with crisp white linens and multiple pillows. Natural light enters through two small windows, illuminating a colorful piece of wall art nearby. A closet is located behind the bed, adding to the room's functionality.
Flat in Hillside
4.77 out of 5 average rating, 61 reviews

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

When is the best time to visit Hillside?

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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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