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, 456 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.

Top guest favourite
The exterior of the guest house is showcased, featuring a mix of brick and elegant architecture. A shaded pergola is visible above a seating area, surrounded by manicured landscaping and mature trees. The blue sky provides a vibrant backdrop to this tranquil setting.
Guest house in Montclair
4.95 out of 5 average rating, 41 reviews

Mountaintop Carriage House with Tennis Court

Take it easy at this unique and tranquil getaway nestled in Montclair’s estate section. Spread over two floors, you have plenty of space to relax in this beautifully renovated guest house. Outdoor space includes a spacious patio with a wood burning chiminea. This one of a kind home is located on a 1.2 acre property with views of NYC from the bedroom (!) as well as access to a private Har-Tru tennis court. Tennis rackets and balls available. (Tennis court may not be playable in winter months.)

Top guest favourite
The sleeping area features a spacious bed adorned with layered blankets and decorative pillows. A painting is displayed above the bed, while warm lighting is provided by bedside lamps. A potted plant and white curtains add a touch of softness to the room.
Flat in Elizabeth
4.97 out of 5 average rating, 30 reviews

Stylish Stay Near NYC & Airport

Welcome to this stylish, newly renovated space designed for comfort and convenience! Whether a quick layover, business trip, or an exciting visit to New York City, our Airbnb offers everything you need for a seamless stay. Prime Location: • 5-minute drive to Newark Liberty International Airport (EWR) • Direct access to New York City & Metlife Stadium – 3-minute walk to the train, so you're in the heart of NYC in 30 min. • Amazing restaurants • Off-street parking – A rare find in this area!

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, 156 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 favourite
A modern seating area is highlighted by a gray sofa adorned with decorative yellow pillows. A round coffee table sits in the center, surrounded by a patterned rug. A small desk with a chair and a plant is positioned to one side, while the wall displays framed photographs.
Home in Bayonne
4.97 out of 5 average rating, 128 reviews

Cozy Apartment with Max Comfort

A comfortable stay awaits you! Close to the city and Newark Airport! This unit is equipped with a queen memory foam bed, walk-in shower with tub, and a working desk for your convenience. The unit has fast wifi (over 950 mbps) and dedicated work space perfect for remote work, with a Roku TV in the living room and bedroom. the kitchen comes fully equipped, including knives, a coffee maker, baking sheets, pots, pans, cups, dish washer and more. The apartment comes with a private driveway.

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, 114 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
Flat in Dayton - Weequahic Park
4.93 out of 5 average rating, 57 reviews

Luxury 1 bedroom unit. Living room and kitchen

Experience Luxury 1-bed Living in Elizabeth! Just 7 minutes from Newark Airport. 5 minutes walk to the train station to New York City. 6 minutes from premier shopping, dining, and entertainment. Step into a beautifully designed space featuring a full bed, living room, kitchen, and a Smart TV for your favorite streaming shows. Your perfect luxury getaway starts here—whether you’re traveling for business or leisure, this refined retreat is your home away from home

Guest favourite
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
4.94 out of 5 average rating, 170 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.

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

Guest favourite
An outdoor lounge area is set with comfortable seating and a circular table, overlooking a sunset view. Statuesque greenery and the harbor line the background, with the Statue of Liberty visible in the distance under a golden sky.
Campsite in Governors Island
5 out of 5 average rating, 5 reviews

Secluded Glamping | Open Dining | Harbor Sunsets

🌟 Ranked #1 in Travel + Leisure’s “Best Places to Go Glamping in New York” Just 8 minutes from Manhattan, this hidden island escape delivers Statue of Liberty views, skyline sunsets, and zero city crowds. Sip cold brew, lounge in hammocks, and toast s’mores by the fire. By day, explore leafy trails or join island yoga. By night, it’s wine, stargazing, and harbor breezes. This isn’t camping—it’s glamping reimagined.

Superhost
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
4.91 out of 5 average rating, 415 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.

Guest favourite
Flat in Hillside
4.9 out of 5 average rating, 20 reviews

Modern Cozy • 2BR • 8 Min from EWR

Relax in this bright 2BR apartment just 8 minutes from Newark Airport (EWR). Located in a safe, walkable neighborhood with easy access to shops, restaurants, and public transit. Features include a fully equipped kitchen, fast WiFi, radiant heating, and free parking. Perfect for business travelers, layovers, and extended stays. Book now for a comfortable, hassle-free visit!

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 ÂŁ8 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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