House holiday rentals in South Orange

3 Bedroom Carriage House- private estate-near NYC-

Relax in a 3-bedroom carriage house set on a private historic estate- appx 20 miles from NYC. Experience this one-of-a-kind “oasis in a metropolis” which blends rustic charm and modern comfort, offers privacy, garden and natural pond views, and a vintage vibe rarely found near NYC. Guests love to stargaze, relax by nature, birdwatch. Walkable to shops, restaurants, parks, wellness centers, gyms plus. Free Parking (2cars) +dog friendly. Conde Nast Traveler -“Best Airbnb NJ”. A Rare find Top home

Family · Location · Quiet

Luxury | Spacious | FREE Parking | Near NYC/EWR

Skip the crowds-stay close to the action! Our newly renovated 3-bedroom home offers quick access to NYC without the noise or high price. Perfect for families, groups, or business travelers, it’s a peaceful retreat after sightseeing or meetings. Wake up in a calm, friendly neighborhood, enjoy coffee in the beautiful kitchen then head to Times Square, Central Park, or the Statue of Liberty. Free driveway parking, fast Wi-Fi, air mattress, your ideal base for exploring NYC with comfort and ease.

Family · Location · Comfort

SFH 2BR/2BA - Near EWR Private Parking|Huge Patio

Stay in this stylish and private smart entire home centrally located on the main street of Maplewood, aka “Brooklyn West”. Mins walk to restaurants, cafes, brewery, park and public transportations. Chef’s kitchen, outdoor grill, outdoor dinning table and huge patio for a great time. Well-stocked kitchen & bathroom. 🚖 5 mins to Maplewood train station ✈️ 15 mins to Newark Airport ⚽️ 22 mins to MetLife Stadium/American Dream 🏫 20 mins to NJIT/Rutgers Newark 🗽 35 mins to Midtown Manhattan

Family · Value · Cleanliness

Private studio; MSU/SHU/St. Barnabas

Forget your worries in this spacious and serene space. This is great for any college students at Montclair State or Seton Hall University. This is also a fantastic location for anyone working at St. Barnabas Hospital! This is a private studio with its own private, full bathroom in a semi-basement. There is a dining room and kitchenette area — includes a fridge, microwave, electric kettle, coffee maker, filtered water and a sink. It is completely private from the rest of the basement & home.

Location · Quiet · Parking

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.

Location · Family · Access

Walkable Wonder in Maplewood to Downtown+NYC train

Come experience our recently renovated home, with brand new installed air conditioning, steps from our charmy downtown and direct train to NYC. Intentional Maximalist decor with tons of arts around the house. Blackout curtains in every room and TempurPedic memory foam mattress. 🌿The greenery here on every corner feels like a breath of fresh air. Thoughtfully styled, the home blends vintage charm with modern design touches, creating the ideal space for both relaxation and inspiration.

Location · Family · Quiet

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.

Location · Family · Getting around

Modern Glam Getaway 30 minutes from NYC

Welcome to your luxurious home away from home! This modern, glamorous 5-bedroom, 3-bathroom house in West Orange, New Jersey, offers the perfect blend of comfort, style, and convenience. Be greeted by a bright, open layout designed for relaxation and connection. With sleek modern finishes, high-end furnishings, and thoughtful touches throughout, this home easily accommodates up to 10 guests — ideal for families, groups, or business travelers seeking both space and sophistication.

Family · Location · Nearby

The Lennox Stay - Close to NYC ☆ Free Parking

Our space is a fully furnished and cozy home that is perfect for individuals, families and business travelers visiting Montclair, Bloomfield, & NYC. ★ 3-5 minute drive to train that will take you into NYC in under 30 minutes. ★ Less than 25 minutes from Newark Airport ★ Easy Access to Met Life Stadium, Prudential Center, Wellmont Theatre, Turtleback Zoo & NJPAC ★ Minutes away from Montclair's fine dining and shopping ★ Close to Mountainside Hospital & Clara Maass Medical Center

Value · Family · Getting around

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.

Location · Family · Outdoor spaces

Orange Queen LLC

Orange Queen LLC is a charming 1930s historic home in East Orange, NJ, perfect for families or groups. Features 5 bedrooms (3 Queens, 2 Singles) and 2 bathrooms. Just minutes from transport into NYC, it’s an ideal base for work or leisure. This spacious, well-maintained home offers modern comfort with classic character. Pet-friendly (fee applies). Enjoy a peaceful stay with easy access to North Jersey and Manhattan. A perfect blend of history and convenience!

Location · Family · Cleanliness

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.

Value · Family · Hospitality