Holiday rentals in West Caldwell

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Top-rated holiday rentals in West Caldwell

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

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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
4.89 out of 5 average rating, 140 reviews

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

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
4.94 out of 5 average rating, 49 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.)

Superhost
The living area features a modern orange sofa flanked by two soft white armchairs. A round coffee table sits at the center, with neutral decor placed atop it. Natural light filters in through the windows, enhancing the inviting layout.
Home in Montclair
4.81 out of 5 average rating, 80 reviews

Modern Home Close to NYC!

Welcome to our charming home, nestled in the heart of one of New Jersey's vibrant communities & close to NYC! You'll find everything you need for a fun and relaxing vacation, including an awesome game room, spacious backyard and parking. Relax in comfortable bedrooms, cook a meal in the fully equipped kitchen, fire up the grill (or fire pit!) in the backyard, and enjoy family time in the open concept living spaces. Your oasis awaits, book now! Message us for last minute same day bookings!

Guest favourite
Flat in City of Orange
4.97 out of 5 average rating, 39 reviews

Elevated City Living•NEW 1BR•Gym• NYC Train 1block

Welcome to a brand-new modern 1-bedroom condo just 1 block from the NYC-bound train-reach Manhattan in 30 minutes. Ideal for couples, business travelers, & NYC visitors seeking comfort outside the city. •Walk to NYC train •Newark airport- 15min •Free indoor parking • Brand-new condo w. modern finishes •Gym, lounge (workspace-friendly) outdoor patio & grill •food/restaurants/markets nearby •Fully equipped kitchen, black out curtains •king pullout couch •Secure building- easy self check-in

Top guest favourite
A quiet front porch features a comfortable seating area with plush cushions. Hanging plants and string lights add a touch of charm. The view includes a tree-lined street, with parked cars visible in the soft glow of evening light.
Flat in Montclair
4.98 out of 5 average rating, 134 reviews

Updated private two bedroom in heart of Montclair

A complimentary bottle of red wine is included with each stay by default. The space is quiet for Montclair yet centrally located. Our cleaner Mikki is responsible for cleaning and preparing the space. She takes great pride in her work, and we’re lucky to have her. The entire cleaning fee goes to her. I travel almost exclusively using AirBnb. If you value a space to be exclusively yours, as I do, this is likely the AirBnb for you. It would be a privilege to host you 🙂. Cheers, Alex

Top guest favourite
A cozy sleeping area features a neatly made bed with light bedding and a textured throw. Above the bed, three decorative prints hang on the wall. A mirrored closet reflects the space, creating an open feel, while soft lighting enhances the peaceful ambiance.
Guest house in Montclair
4.86 out of 5 average rating, 125 reviews

The cozy studio apartment of Montclair

“Take care of this space—a beautiful, cozy underground studio that feels like a little retreat. It’s truly a gem. It’s not just warm and charming—it’s a kind of warmth that radiates style.” Relax and enjoy this underground Studio. Please read the house manual and house rules before booking for check restrictions. This space is intended for rest and sleep. It is suitable for a quick stay and fit the needs, but may not be ideal for guests seeking comfortable and pleasure stay. NO PARKING

Guest favourite
Home in West Orange
5.0 out of 5 average rating, 9 reviews

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.

Top guest favourite
Home in Boonton
5.0 out of 5 average rating, 23 reviews

Boonton Revival II - A restored treasure in NJ

The Boonton Revival II is an updated 100-year-old home within walking distance of historic Main Street, quaint restaurants, and unique shops. We are avid gardeners who enjoy raising beautiful koi fish. Guests are welcome to admire our KOI pond and help yourself to in-season vegetables The nearby train and bus stations can connect to the NYC Port Authority (7th Ave) in one hour. Newark Liberty Airport is a 30-minute ride; you can be at the Jersey Shore in an hour! .

Superhost
Barn in Parsippany-Troy Hills
4.92 out of 5 average rating, 13 reviews

The Casita Cabin

Welcome to The Casita Cabin!! A cozy and relaxing gateway designed for peace,comfort,and quality time with family and loved ones. Surrounded by fresh air , this charming cabin is the perfect place to unwind and recharge your escape. Enjoy a warm and inviting space where you can relax,rest and feel right at home. Whether you are looking for a peaceful retreat, a romantic escape or a cozy family stay "The Casita Cabin" is where comfort,peace and cozy memories come together!

Guest favourite
Flat in Florham Park
4.93 out of 5 average rating, 44 reviews

2 Bed | Resort & Business Amenities, Morristown

Experience modern living in this two-bedroom, two-bathroom apartment in Florham Park, perfect for families and business travelers. Each 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 included. Enjoy our resort style pool, 24/7 fitness center, and coworking spaces.

Superhost
Flat in City of Orange
5.0 out of 5 average rating, 17 reviews

Garden State Haven Unit 2

This beautifully furnished 5-bedroom, 3-bath apartment on the second and third floor of the home has 2 full kitchens that offer a comfortable stay in a prime Orange location. There are 2 parking spaces in the driveway for guests. Just minutes from Downtown Newark and less than an hour to NYC, you'll have easy access to top attractions, dining, shopping, health and transit hubs. Bring the whole family to this great place with lots of room for fun.

Guest favourite
Guest suite in Livingston
4.86 out of 5 average rating, 629 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.

Popular amenities for West Caldwell holiday rentals