Holiday rentals in Chatham Township

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Top-rated holiday rentals in Chatham Township

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

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Superhost
Flat in Lyndhurst
5 out of 5 average rating, 4 reviews

Luxury 5 min to MetLife & American Dream Near NYC

Experience a stylish and fully renovated 2-bedroom retreat just minutes from MetLife, American Dream, a short drive to NYC and EWR. World Cup, concerts, families, city explorers, this combines comfort, convenience, and luxury. Whether attending a game, shopping, exploring Manhattan, this puts you close to everything while offering a peaceful place to relax. ✔ 5 min MetLife ✔ 5 min American Dream ✔ 15 min NYC ✔ 15 min EWR ✔ Private Parking ✔ Fully Renovated Modern ✔ Fast WiFi ✔ Families, Groups

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, 44 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
A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.
Cottage in Warwick
4.99 out of 5 average rating, 127 reviews

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Guest favourite
An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.
Cottage in Greenwood Lake
4.98 out of 5 average rating, 385 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

Guest favourite
A modern kitchen is presented, featuring stainless steel appliances, including a spacious refrigerator and an oven with a blue accent. White cabinetry complements the light granite countertops, while a tiled backsplash adds texture. A doorway leads to another room, enhancing the kitchen's functionality.
Home in Union
4.89 out of 5 average rating, 72 reviews

Private Cozy Stay in Union, NJ + Easy NYC Access

Welcome to a peaceful and comfortable suburban retreat. Just 25 minutes from MET LIFE STADIUM, perfect for upcoming 2026 events without the high city prices. Only a 2-minute walk to a direct bus to NYC and easy street parking, getting around is simple. Enjoy a clean, comfortable space with a fully equipped kitchen and everything needed for a smooth stay. Surrounded by great food spots, cozy cafés, and local attractions, this is the perfect mix of convenience, comfort, and value.

Superhost
Flat in Florham Park
4.86 out of 5 average rating, 70 reviews

Commuter's Dream | Resort Amenities

Experience modern living in this one bedroom, one bathroom apartment in Florham Park, perfect for business travelers and NYC commuters. The bedroom features a king bed and ample closet storage. Enjoy cooking in the fully accessorized kitchen with cookware, dinnerware, silverware, and glassware. Relax in the spacious living area with smart TV. All utilities plus high-speed WiFi are included. Enjoy our resort style pool, 24/7 fitness center, and flexible coworking spaces.

Guest favourite
Home in Morristown
4.89 out of 5 average rating, 27 reviews

Check Into Charm. Stay for the Style.

For the price of a hotel room, you can have a beautiful house that sleeps 6 with a driveway that can fit three cars and spacious outdoors. The decor and renovation was deliberately created to feel like a spacious Retreat in Morristown. Enjoy the chic design and cozy comfort in this stylish 3-bed, 2-bath home with luxe touches, a bold kitchen, and sunlit lounge. Feels like a modern bed and breakfast without the hassle of the staff in your way.

Guest favourite
Guest suite in Livingston
4.86 out of 5 average rating, 620 reviews

Cozzy Get Away Priv.Apt/St Barnabas Hosp/ NYC/EWR

Near to RED BULL stadium Harrison 15 min and METLIFE stadium, Secaucus 30min. Private Apt/ Suite- attached to the house with a Private Entrance, 1 bedroom 2 beds, queen and a twin( please let me know in advance to prepare the twin bed) Kitchen, 1 Bathroom, & Sitting area, Television and Wi-Fi, it includes Refrigerator, Stove w/Oven, Toaster, Microwave, Coffee Maker and much more amenities. The Apt is located in the 2nd FL of the House.

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, 278 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.

Guest favourite
Flat in Scotch Plains
4.92 out of 5 average rating, 77 reviews

Near NYC • Private Apt • Free Parking • Sleeps 5

Relax in a clean, quiet, professionally maintained 1BR apartment in Scotch Plains. Professionally cleaned with a detailed checklist every stay. Fast, reliable WiFi—great for work or streaming. Includes full kitchen, cozy living space with pullout sofa, and quiet neighborhood setting. Easy access to NYC, Newark Airport, and major highways. Ideal for short stays, work trips, or temporary housing.

Superhost
A spacious living area is featured with a brown and beige sofa positioned beside a round glass table. A striped area rug lies on the wooden floor. Two framed artworks adorn the wall, and doors lead to the bedrooms and kitchen area.
Flat in Scotch Plains
4.67 out of 5 average rating, 114 reviews

Entire Apartment: Living/Kitchen + 2Bed +1Bath

This wonderful, spacious home is located in North New Jersey, and is a 30 min train ride from NYC, a short ride from Newark airport (EWR) and JFK airport in NYC. Quiet and safe neighborhood (wonderful park just two min away), the comfy beds, and open space. Good for couples, solo adventurers, business travelers, and families with kids. All people are welcome! All rooms upgraded on Aug 2024!

Guest favourite
The exterior of the unit showcases a blend of white and gray siding with large windows framing the entrance. A black door is set between stone accents at the base. Flower pots filled with various plants are arranged along the pathway, enhancing the welcoming appearance.
Guest house in Morristown
4.95 out of 5 average rating, 129 reviews

C&J Signature Stays Historic Renovated Apartment

Stay in your private, beautiful, bright two-bedroom unit with historical 1870s architectural details, including original brick walls, arched living room doorways, and stone kitchen walls. The unit was recently renovated to maintain its old charm while updating and modernizing the kitchen, living room, and two bedrooms. It is an excellent space for vacation or work. Fast Wi-Fi + Roku TV.

Popular amenities for Chatham Township holiday rentals