Holiday rentals in Caldwell

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Top-rated holiday rentals in Caldwell

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

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Guest favourite
A light grey sofa decorated with a variety of cushions sits against a dark wall. Two round wooden coffee tables are positioned in front, complemented by a textured area rug. A modern light fixture and a small plant add warmth to the inviting space.
Flat in East Orange
4.89 out of 5 average rating, 37 reviews

Luxe 1br~Rooftop View, Free Parking, King Bed~Gym

Great for visitors to American Dream, Prudential Ctr, NYC (30min Train ride) Your luxury 8th FL city view boutique 1br, designed to satisfy your crave for uniqueness. The all-black & neutrals aesthetic+ give you the best of both Peace when needed, the city when wanted ✅Free parking ✅King bed ✅Gym ✅Fast WiFi+Smart TV (Netflix) ✅Washer+Dryer (in-unit) ✅Rooftop ✅Dining table for 4 ✅Blackout curtains ✅Luggage drop-off ✅Coffee/tea 📍Train 5min walk ✈️ 15min away Top Spots 10-40min away

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
4.96 out of 5 average rating, 170 reviews

Your Cozy Designer Cottage -private Estate retreat

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
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.

Superhost
Flat in City of Orange
5 out of 5 average rating, 3 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 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
4.83 out of 5 average rating, 82 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

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, 106 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, 162 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 - Near NYC - Quiet, Safe Area

*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.

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.

Top guest favourite
A well-lit, open layout is displayed, featuring a modern kitchen with stainless steel appliances and sleek cabinetry. Four yellow bar stools are positioned at a kitchen island. A black sectional sofa sits in the living area, with natural light streaming through large windows.
Flat in Livingston
5 out of 5 average rating, 21 reviews

Your Happy place Away from Home

Kick back and relax in this just renovated, calm and stylish apartment on the second floor of a small apartment building. Conveniently located 35 minutes west of NYC and 20 minutes drive from Newark International Airport in a safe, nice and quiet residential area. Livingston is a picturesque suburb serving as a bedroom community for a variety of commuters.

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 Caldwell holiday rentals

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