Holiday rentals in Caldwell

*Fragrance Free-Cozy Clean Safe-Easy Commute NYC!

**The studio is private, entry is not private, it is through the hosts living area** (You will have your own keys and you and are free to come and go as early or late as you like) ***BEFORE REQUESTING TO BOOK*** please read my entire listing *As you can see by my photos, ratings and reviews this really is a lovely place to stay, I am an attentive host, but please indulge me and read on.... * I keep a fragrance free house and require that guests be fragrance free.

Unique Carriage House-on historic estate-near NYC

Experience an enchanting 3-bedroom carriage house approximately 20 miles from NYC. The house offers a unique blend of vintage rustic charm and modern comfort on a historic private estate, a one of a kind American gem. Conde Nast Traveler (2025) hailed it one of the "Best Airbnbs in New Jersey." Ideal for any occasion: “Fam Travel”, wedding base, corporate travelers, relocation, remodeling, traveling doctors,nurses, tourists sightseeing in NYC or events at MetLife "FIFA World Cup", plus.

Sunny and cozy apt near Montclair downtown and NYC

Happy Halloween 🎃 Newly renovated, sunny and cozy apartment in the heart of Montclair. Your hostess, Sandra lives upstairs. Perfect for solo travelers or couples, this pet friendly space features two bedrooms, a bathroom, a fully equipped kitchen, a spacious living room, a brand new washer and dryer, a beautiful wooden deck and a gated/fenced backyard with free parking. Conveniently located near Walnut Street train station to NYC and near downtown Montclair for restaurants and shops.

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

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.

Bright and Airy 6- Room Apartment

Spacious and bright, 2 separate bedroom 2nd floor apartment in Caldwell, NJ in a quiet and safe neighborhood with off-street parking for 1 car. Close to NYC transportation, restaurants and shopping. This is perfect for business travelers in need of a short term rental, such as, traveling nurses, those relocating to the area or who are in between homes due to construction, etc., as well as, those who want to go into NYC for a show but don't want to pay NYC hotel prices.

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.

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.

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

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.

Montclair Cozy Nook

What a lovely place. Come and enjoy our stylish cozy nook. Enjoy the comforts of peace and quiet, take a stroll through upper Montclair enjoying multiple delicious foods from various restaurants and in the end, tasty desserts from various ice cream shops. Small cozy place for your own personal comfort!

Lovely and newly constructed downtown studio

Enjoy a stylish experience at this centrally-located place. Cute little basement studio with every facility you can think of. Walking distance from night life, shopping area, MC hotel and bus to new your city. Across from Montclair museum, and Whole Foods market.

Cozy Studio Apartment

Live comfortably in this cozy studio apartment . This home is Central to so many cool areas. Less than a mile from Downtown Montclair and only a short walk to the Glen Ridge Train station for a 30 min train ride into NYC.