Holiday rentals in West Caldwell

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.)

Designer Cottage on private Estate+Top 1% near NYC

Relax in a one of a kind private designer cottage set on a historic estate appx. 20 miles to NYC. This cozy space is ideal for couples, business travelers, tourists, family visiting family, traveling nurses/doctors, plus seeking peace, style, and privacy. Guests love to stargaze, birdwatch, enjoy pond /garden in the quiet, self-contained cottage located on a park-like estate. A rare blend of style and charm and walkable to shops, restaurants, parks. Dog friendly +Free Parking(2)cars. A gem.

Fragrance Free Home Away From Home Apt Near NYC

***Please Read Entire Listing Before Booking*** Escape to a peaceful, fragrance free, stylish garden apartment in West Orange! This sunny, lower-level oasis is perfect for a remote work retreat or exploring the area. Features a fully equipped kitchen, workspace, and a serene shared garden. Comfortably accommodates up to 4 guests in a private bedroom with a queen bed, a sofa bed in a semi-private area and a sofa bed in the livingroom. A clean, cozy, and calming home away from home awaits you.

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.

Private & Spacious 2 Bed Apt - Prime Montclair

⭐️Perfect Upper Montclair location! ⭐️Spacious 2-bed apartment on 1st floor of Victorian house. ⭐️Private entrance. ⭐️Off-street parking for 1-2 cars. ⭐️Fully stocked kitchen with gas stove, dishwasher, microwave, coffee maker, fridge-freezer. ⭐️Comfortable king-size beds. ⭐️Strong WiFi and TV with Netflix. ⭐️In unit washer and dryer. ⭐️Close to trains and bus to NYC, parks, grocery stores, cafes, restaurants, American Dream Mall, MetLife stadium. ⭐️Super friendly hosts who live on-site

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

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

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.

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! .

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!

2 Bed Apt | Quick Access to NYC

Step off the train and into luxury at AVE Union, your fully furnished two-bedroom, two-bathroom retreat in Union, NJ. Perfect for groups and families seeking comfort and space with the convenience of direct access into Manhattan via Union Station steps away. Both bedrooms feature a king bed and walk-in closet, with a full kitchen, in-unit laundry, and all utilities included. Resort-style pool, fire pit lounge, and 24-hour fitness center all on site.

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.