House holiday rentals in South Orange

Carriage House on historic estate near NYC

Relax in a 3-bedroom carriage house on a private historic estate appx 20 miles from New York City. A park like setting, oasis in a metropolis. This one-of-a-kind retreat blends rustic charm and modern comfort, offers privacy, gardens and a timeless vibe rarely found near NYC. Ideal for families, corporate travelers, wedding, relocation, traveling medical/nurses and tourists , #2026 FIFA Worldcup visitors, walk to food/shops +Free Parking+ dog friendly. Conde Nast Traveler 2025 -Best Airbnb NJ

South Orange Charming Home Walkable + Near NYC

Our home (with backyard) is a quiet, thoughtfully designed retreat, beautifully appointed and great for a small group to spend time together, with a renovated kitchen to cook and share meals. Ideal for families or visiting parents, and for weekend getaways and easy to get around. Centrally located, it’s walkable to parks, restaurants, grocery, downtown Maplewood and South Orange and both train stations for a quick 30 min trip to NYC. The area is quaint, culturally rich, diverse, and friendly.

2BR/2BA - Huge Patio |Private Parking-FIFA 22 mins

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 FIFA World Cup (MetLife Stadium) 🗽 35 mins to Midtown Manhattan 🏫 20 mins to Rutgers Newark

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.

Backyard Gazebo in Quiet NYC Suburban Stay

Welcome to our private split-level home with a fenced-in backyard! Enjoy this entire single-family home and never walk more than 8 steps between levels! This is a year-round perfect spot - enjoy the outdoor patio and indoor electric fireplace during your short term or midterm stay. We are located in Westchester County, just outside NYC. The house is 1.5 mi from 3 Metro-North stops and a 30-minute ride to Manhattan. Send us a message and we will let you know how far it is to your event.

Paragon Place | Near NYC | Free Parking Fast Wi-Fi

Escape to our newest beautiful 3-bedroom apartment in the heart of West Orange, perfectly designed for family trips, romantic getaways, and relaxing retreats. Unwind in style amidst modern comforts and elegant furnishings. Perfect for: - Friends and Families seeking a home away from home - Friends gathering for a weekend getaway - Business travelers needing a comfortable stay. Tourists, athletes visiting NYC and nearby places . Book now and make unforgettable memories in West Orange!

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

Superhost Stay • World Cup Home Base

Celebrate America’s 250th Independence Day in cool, quiet comfort. This modern 2BR/2BA suite features central air, free parking, and easy access to NYC’s historic Semiquincentennial events and fireworks. Whether you’re here for the World Cup, the July 4th celebrations, or both, you’ll return each night to a clean, peaceful, fully climate‑controlled space designed for real rest after a full day of festivities. Make this once‑in‑a‑generation holiday weekend unforgettable.

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.

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.

Stylish 3-bed home | central NJ gateway to NYC

Welcome to a beautifully updated 3-bedroom single-family house where comfort meets convenience. Whether you’re visiting for leisure, campus life, or work, this home offers a graceful and inviting setting for every kind of trip. For family travelers, imagine a relaxed morning at home before setting out to NYC, Phil or exploring the heart of New Jersey. For visiting Rutgers, enjoy a quick ride to campus and a peaceful retreat at day’s end.

Spacious Sunny Apt: Walk to Shop, Eat & NYC Train

-Stay in a beautifully maintained Montclair home offering the perfect blend of historic character and modern amenities. -Ideal for business travelers, families, groups, and short-term relocations, our home features fast Wi-Fi, spacious living areas, fully equipped kitchen, and premium linens. -Located steps from Montclair restaurants, shops, cultural attractions, and NYC transit, 216 Walnut is your home away from home in New Jersey.