Holiday houses in Short Hills

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Top-rated holiday rentals in Short Hills

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Top Guest favourite
A cozy seating area features a blue futon sofa and a matching chair with yellow accent pillows. A small coffee table sits on a decorative rug. A lighted lamp and artwork add charm, while a glimpse of the bedroom is visible in the background.
Guest suite in West Orange
4.99 out of 5 average rating, 299 reviews

Fragrance Free Guest Suite Near NYC World Cup

Welcome! I'd love to host you! I have made every effort to insure a clean, cozy stay with lots of amenities The Suite has been remodeled and decorated to create a peaceful space for you to return to after a long day or to work remotely. Spare time-books, games and Alex music. *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 as you like) I keep a fragrance free home and require that guests be fragrance free too

Guest favourite
A charming exterior view of the carriage house is presented, featuring dark-colored siding with bright red windows and door. Potted plants line the front, and a cozy seating area is positioned on the side, surrounded by greenery and sunlight filtering through the trees.
Home in West Caldwell
4.88 out of 5 average rating, 136 reviews

Carriage House on private estate "Best Airbnb NJ"

Relax in a 3-bedroom private carriage house on a historic estate appx 20 miles from New York City. This one-of-a-kind retreat blends rustic charm with modern comfort, offers privacy, outdoor gardens and a timeless vibe rarely found near NYC. Recognized by Condé Nast Traveler (2025) as one of the “Best Airbnbs in New Jersey,” ideal for families, corporate travelers, wedding, insurance relocation, traveling medical and tourists, #2026 FIFA Worldcup, walk to food/shops +Free Parking+ dog friendly

Guest favourite
Apartment in Florham Park
4.92 out of 5 average rating, 39 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

Guest favourite
Home in Union
4.88 out of 5 average rating, 58 reviews

Luxurious, newly renovated retreat near EWR, train

Modern, tranquil & centrally-located 10 minutes from Newark Airport, 15 minutes walk to Millburn train station to NYC and 15 minutes drive to Newark entertainment district. Playground on street or stroll to Millburn. Target/Whole foods is a 5 minute walk & dining options 5-10mins away, incl Shorthills Mall. Drive less than 5 minutes to major highways i.e Rt 24, 78 & NJ Turnpike. It’s newly renovated, luxurious, spacious with all amenities you need, including a private driveway & patio. Welcome!

Top Guest favourite
Guest suite in Maplewood
4.97 out of 5 average rating, 167 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.

Top Guest favourite
A serene landscape features a large farmhouse set against a clear blue sky, with lush green grass surrounding a tranquil pond. Reflections of trees and the farmhouse are visible on the water's surface, complemented by a rustic barn in the background.
Home in Far Hills
4.99 out of 5 average rating, 101 reviews

Pickle Farm

Meticulously maintained private quiet gated enclave featuring a restored vintage 1800 historic farmhouse and pastoral land- 1 hour from NYC. Registered movie and film location, featured in movies, commercials, documentaries and photo shoots. Agent handles negotiations, Prices vary. Minutes to train, Hamilton Farm, Pingry , Gill & Willow schools. Willowwood Arboretum, Bamboo Brook, Natirar, Several well known golf courses surrounded by hundreds of acres of preserved open land and state park.

Guest favourite
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.

Top Guest favourite
Home in Montclair
4.98 out of 5 average rating, 794 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.

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, 41 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.

Guest favourite
Apartment in East Orange
4.9 out of 5 average rating, 125 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

Top Guest favourite
The outdoor dining area features a glass-topped table accompanied by four cushioned chairs, shaded by a striped umbrella. Surrounding greenery adds a natural backdrop, enhancing the tranquil setting within the secluded patio.
Guest suite in West Orange
4.87 out of 5 average rating, 267 reviews

Pvt. studio close to the city

This private, family-friendly suite features a spacious living room that opens to a secluded patio with a fire pit and outdoor dining area—an ideal retreat for a small family or a couple seeking peace and quiet while staying close to the city. Inside, you'll find a cozy living space with a queen bed, an attached bathroom, a sofa bed, a TV, a writing desk, and a convenient kitchenette equipped with a fridge, microwave, and coffee maker.

Top Guest favourite
Guesthouse in Union
4.96 out of 5 average rating, 24 reviews

Private&cozy:2BR:10m-EWR, 35m-NYC, 22m-FIFAMetLife

Escape the noise and unwind in a peaceful, private spotless space designed for comfort and focus—perfect for a getaway or remote work. Enjoy two cozy bedrooms with queen/full beds and blackout curtains, a fully equipped kitchen, and a functional layout. The neighborhood offers great restaurants, cafés, supermarkets, and retail shops. Just 8 mins to Short Hills Mall, 10 mins to EWR, 35 mins to NYC, and 22 mins to MetLife Stadium.

Popular amenities for Short Hills holiday rentals

  1. Airbnb
  2. United States
  3. New Jersey
  4. Essex County
  5. Millburn
  6. Short Hills