Holiday rentals in North Caldwell

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Top-rated holiday rentals in North Caldwell

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

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Top guest favourite
The exterior of a cozy cottage features a dark exterior with large windows reflecting the outdoor scenery. A set of comfortable chairs is arranged on the deck, with a grill nearby for outdoor cooking. The backdrop includes trees and a sunset sky.
Home in West Caldwell
4.97 out of 5 average rating, 172 reviews

Cozy Cottage on a private Estate +free parking

Escape to your own private designer cottage set on a historic estate dating to c.1752, appx 20 miles NYC. This cozy, thoughtfully curated retreat is ideal for couples, solo travelers, and work-from-anywhere stays seeking peace, style, and privacy. Guests enjoy a quiet, self-contained cottage experience within a nationally recognized historic property. A rare blend of privacy, design, and proximity to New York City. Dog Friendly+ Free Parking+ Walking to it all: Shops, Restaurants, gyms, plus.

Guest favourite
Flat in Bloomfield
4.91 out of 5 average rating, 11 reviews

Brookdale Retreat ¡ Walk to Parks/CafÊs, Near NYC

Welcome to your Brookdale getaway — a freshly updated first-floor apartment in a quiet, walkable Bloomfield neighborhood. Perfectly located near NYC & Montclair, this inviting space blends modern comfort with local charm. Step inside to a bright, open layout featuring a fully equipped kitchen, cozy living room with smart TV, and two serene bedrooms designed for rest and relaxation. Enjoy morning coffee in the sun-filled sitting room, or unwind in the private outdoor area during warmer months.

Guest favourite
Loft in Kearny
5 out of 5 average rating, 18 reviews

NYC 20 Min Designer Loft | Gym, Desk & Parking

Welcome to The Lofts at Kearny - industrial-chic 1BR lofts just minutes from NYC, thoughtfully designed for longer stays. With high ceilings, exposed brick, and an open layout, the space offers classic loft character with modern comfort. Ideal for remote work or extended visits, it’s pet-friendly and equipped with fast Wi-Fi, a shared BBQ patio, fitness center, and free parking. Located in a quiet New Jersey neighborhood, you’ll enjoy the perfect balance of peaceful living and easy NY access.

Top guest favourite
Home in Montclair
4.98 out of 5 average rating, 773 reviews

Cozy Cabin Style Apt In Montclair City Center

Must be at least 25 yrs old to book. *This is a quiet space as we live in the apartment below. Absolutely NO parties and a MAX of 2 people in the room at any time. This all wood, 3rd floor studio is right in the center of town. Tons of restaurants, bars, theaters, and super easy NYC transit (Train and Bus) are all just a few min walk away. The apt. is totally open, has a private entrance, private bathroom, amazing decor, parking and lovely touches throughout. ROMANTIC PACKAGES AVAILABLE.

Top guest favourite
The living room features a comfortable gray sofa adorned with decorative cushions. A TV sits on a blue stand, and light enters through a window beside the door. A round rug covers the hardwood floor, adding a cozy touch to the space.
Flat in Montclair
4.95 out of 5 average rating, 331 reviews

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-sit

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
4.97 out of 5 average rating, 107 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

Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. Counter space is utilized for meal preparation, with a coffee maker and utensils visible. Natural light floods the room through a nearby window, illuminating the stylish tile flooring.
Home in Montclair
5 out of 5 average rating, 10 reviews

Cozy Home on Dead End St – Steps from the Park

Discover the perfect blend of comfort and tranquility in this charming 1BR/1BA retreat, nestled on a quiet dead-end street next to a beautiful park. Ideal for nature lovers and those seeking relaxation, yet just minutes from dining, shopping, and attractions. Enjoy a fully equipped kitchen, cozy furnishings, outdoor patio with a bbq, and a peaceful atmosphere. This charming space offers privacy, convenience, and tranquility. Book now and experience the perfect getaway!

Guest favourite
A bright studio space features a cozy queen bed with a textured blanket, complemented by neutral-toned walls. A small coffee table is positioned in front of the bed, while a TV is mounted on the wall opposite. A kitchenette with cabinetry and a fridge is visible in the background.
Home in West Orange
4.94 out of 5 average rating, 163 reviews

Cute n cozy, minimalist studio

This meticulously curated Japandi-inspired studio is perfect for remote work or a peaceful retreat. The space features a cozy queen bed, small loveseat, and seating area. Enjoy high-speed internet, TV, and a writing desk for productivity. The suite includes a kitchenette with a fridge, microwave, and coffee maker. Located in a quiet, safe neighborhood, with access to a backyard fire pit for relaxation. Ideal for a calm, comfortable, and productive stay.

Top guest favourite
A cozy seating area features a blue futon sofa and a matching chair with yellow accent pillows. A small coffee table sits on a decorative rug. A lighted lamp and artwork add charm, while a glimpse of the bedroom is visible in the background.
Loft in West Orange
4.99 out of 5 average rating, 293 reviews

* Fragrance Free - Quiet, Safe Area - NYC 30 min

*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 often, early, late) ***BEFORE REQUESTING TO BOOK*** please read the following rules and info. In your message, when you request to book, please confirm that you have read the rules and agree to honor them. I keep a fragrance free home and require that guests be fragrance free too.

Top guest favourite
The exterior of the apartment building is framed by lush greenery and flowering bushes, creating a welcoming entrance. A path leads to the porch, where intricate detailing in the architecture can be observed. Large windows are adorned with trim, inviting natural light into the space.
Flat in Montclair
4.85 out of 5 average rating, 337 reviews

Sunny 3rd Floor Apartment Near NYC with Parking.

* Quiet, 3rd-floor apartment * Easy self check-in * Separate entrance * Private small bathroom * Parking space * Eat-in kitchenette * Bedroom (queen bed) * Nook off living room with double bed upon request * Living room with comfortable couch * Laptop-friendly table in living room with WiFi * 48" Cable TV (ESPN, HBO, Showtime, +) * NYC direct train (8 min walk) * 5 min walk to renowned dining, nightlife, shopping

Guest favourite
A spacious bedroom features a queen bed with coral-patterned bedding and a decorative pillow. Nightstands with lamps are positioned on either side. A simple seating area with a love seat is visible, and bookshelves are located above the bed, providing additional storage.
Guest suite in Livingston
4.86 out of 5 average rating, 608 reviews

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.

Guest favourite
The living area features a comfortable sofa and a cozy armchair with an overhead ceiling fan. A wooden door leads to another space, while a shelf displays an array of books. Natural light enters through windows adorned with curtains, and a rug adds warmth to the space.
Flat in Montclair
4.91 out of 5 average rating, 116 reviews

Montclair Nest

Cozy 1 bedroom apartment. Third floor walk-up with full kitchen and private bathroom. Three blocks from trains and buses to New York City, Hoboken and Newark. Ten minute walk to downtown Montclair with restaurants, shopping, library, theater and more.

Popular amenities for North Caldwell holiday rentals

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  4. Essex County
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