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.)

FIFA World Cup | Lux Stay | Near MetLife| Sleeps 6

Relax in this modern 3-bedroom, 2-bath Montclair home spanning two levels. The main level features 2 spacious bedrooms, a luxurious bathroom with a marble double vanity, and a bright open-concept living area. The second level offers a 3rd bedroom, a private full bath & a den/office. Enjoy central air/heat, in-unit laundry, a fully equipped gourmet kitchen with a dishwasher. Less than 5 minutes to Train Station with quick access to New York and other parts of New Jersey. Mins to 5star restaurants

Designer Cottage on private Estate+Guest Favorite

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.

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.

Lovely is What They Call Me! by Toseb Design

**MONTHLY STAYS WELCOME** This oversized PET-FRIENDLY studio on the ground floor/basment unit offers a clean, comfy space, a spa bathroom, kitchen, smart TV & ample closet space. It also comes with a HUGE backyard equipped with a hammock, bonfire & dining/lounging areas. Client services are available too (see your Welcome Book once booked). Free private parking spot, easy check-in, 30 mins to NYC; 7 mins to trendy hot spots. Early/late check-in/out: $70 each. Pet fee: $100/pet.

Fragrance Free Home Away From Home Apt Near NYC

Escape to a peaceful, fragrance free, stylish garden apartment in West Orange! This sunny, lower-level oasis is perfect for a quiet remote work retreat or exploring the area. Features a fully equipped kitchen, dedicated 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.

The Montclair Modern

Enjoy European elegance and American comfort in this beautifully styled apartment in the heart of Montclair, NJ. Just 30 minutes by car or 35 minutes by direct train to NYC, the location offers a vibrant mix of restaurants, family activities, cultural spots, and nightlife. Set on a quiet, tree-lined street, the apartment includes a front and back yard, with parking for one car. Recently renovated, it features luxury finishes and modern sophistication.

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.

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.