Vacation rentals in Caldwell

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Top-rated vacation rentals in Caldwell

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

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Guest favourite
The living area features two comfortable armchairs and a bright yellow sofa, arranged around a central coffee table. Natural light fills the space through large windows dressed with white curtains, enhancing the room's welcoming ambiance.
Apartment in West Orange
4.97 out of 5 average rating, 36 reviews

Chic Family & Pet Friendly Apt by Toseb Design

*MONTHLY STAYS & PETS WELCOMED* 10% OFF Non-refundable stays. Spend time with the family at this peaceful 2BR apt. This peaceful 2nd fl unit is equipped with a designated workspace, fully stocked kitchen & more. Enjoy the hammock, the bonfire or dining/lounge areas in the HUGE yard. Client services are available upon request once booked. Comes with private parking & easy check-in. Just 30 mins to NYC; 5 mins to trendy hot spots. Early/late check-in/out is available for $70/ea. Pet fee $100/pet.

Superhost
Home in Fairfield
5 out of 5 average rating, 3 reviews

cozy home in Fairfield NJ, close to everything.

Relax with the whole family at this peaceful place to stay. Beautiful newly renovated luxurious home with all new furniture and appliances. Great backyard where you can enjoy family and friends gatherings for BBQ and grilled dinner. 1st floor features a cozy living room with 65" smart TV, sunroom with working space,master bedroom ,full bathroom and the kitchen. the 2nd floor: 2 bedrooms, half bathroom . the backyard is nearly an acre of land with dinning table , a swing and a complete privacy.

Guest favourite
A modern living area features a comfortable sofa adorned with decorative pillows, an enclosed television unit, and a stylish desk with a chair. Natural light is provided by windows with blinds, highlighting the sleek grey flooring and contemporary decor.
Apartment in Livingston
4.9 out of 5 average rating, 77 reviews

Home away from Home in Livingston NJ

Beautiful, private, modern and recently renovated 1 bedroom apartment conveniently located 20 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. Getting around from Livingston is easy with close proximity to I-280, I-80, the Garden State Parkway, New Jersey Turnpike and Rt 24 as well as public transit stations in neighboring towns.

Top guest favourite
A tranquil garden scene features a stone fountain surrounded by lush greenery and a variety of colorful flowers. The arrangement includes pink geraniums, purple blooms, and vibrant foliage, creating a peaceful outdoor space with a mix of textures and colors.
Loft in West Orange
4.99 out of 5 average rating, 281 reviews

*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.

Superhost
Apartment in Bloomfield
4.75 out of 5 average rating, 4 reviews

Brookdale Retreat · Walk to Parks/Cafés, 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.

Top guest favourite
A spacious bed is centered against a backdrop of exposed brick walls and rich wooden ceilings. Two bedside lamps provide soft lighting, enhancing the warm ambiance. Fresh towels are neatly arranged at the foot of the bed, and a small table with a candle adds a cozy touch.
Home in Montclair
4.98 out of 5 average rating, 756 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
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.
Apartment in Montclair
4.97 out of 5 average rating, 93 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

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, 165 reviews

Designer Cottage on historic estate-outside NYC

Relax in a cozy cottage set on a private historic estate outside of NYC (apx 20 miles)-walking distance to shops, restaurants, plus. "Oasis in a metropolis". Designed to inspire. This one of a kind unique space offers you a studio area, sleep area, eat in kitchenette, full bath and deck to relax. Great for corporate travel, a retreat from NYC, travel doctors/nurses, tourists visiting excursions NYC, Metlife, Prudential Center, plus many nearby excursions hiking, golf, fishing, plus.

Guest favourite
The living room features a comfortable sectional sofa with a throw blanket draped over one end. A glass coffee table sits in the center, surrounded by soft carpeting. Two lamps provide gentle light, and large windows allow natural light to fill the space. A map-themed artwork decorates one wall.
Apartment in Caldwell
5 out of 5 average rating, 120 reviews

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.

Guest favourite
A bright living area features a comfortable gray sofa paired with a light-colored armchair. A glass coffee table sits in the center, surrounded by a patterned rug. The open kitchen with bar seating is visible in the background, illuminated by recessed lighting.
Apartment in Montclair
5 out of 5 average rating, 7 reviews

1 BR, clean, classy, convenient in Montclair

Just renovated! Walk to train, restaurants & shops! Beautiful 1 bedroom apartment with parking, just 10 min walk to Bay St train station to NYC. One block from Bloomfield Ave, with Wellmont theatre, great restaurants, parks and entertainment. Spacious, fully equipped kitchen with bar dining. The bedroom includes a queen size bed. Cozy living area, loads of storage. Dedicated home office area. Off-street free parking and laundry included on site.

Guest favourite
The exterior of the guest house is showcased, featuring a mix of brick and elegant architecture. A shaded pergola is visible above a seating area, surrounded by manicured landscaping and mature trees. The blue sky provides a vibrant backdrop to this tranquil setting.
Guesthouse in Montclair
4.94 out of 5 average rating, 35 reviews

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.

Guest favourite
The outdoor dining area features a glass-topped table accompanied by four cushioned chairs, shaded by a striped umbrella. Surrounding greenery adds a natural backdrop, enhancing the tranquil setting within the secluded patio.
Guest suite in West Orange
4.86 out of 5 average rating, 237 reviews

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.

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