Holiday rentals in Caldwell

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Caldwell

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

%{current} / %{total}1 / 1
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
4.91 out of 5 average rating, 32 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 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.
Flat in West Orange
4.98 out of 5 average rating, 40 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.

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, 326 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
Flat in Morristown
5 out of 5 average rating, 43 reviews

Trailside Morristown Apartment

This fully renovated 1-bedroom 1 bath apartment with a full kitchen, gas fireplace, washer/dryer, extra loft space and its own entrance is ideally located less than a mile from Morristown Memorial and just minutes from vibrant Downtown Morristown. Across the street is one of the areas most popular parks with miles of bike and walking trails. Whether you’re visiting for work, study, or to explore No. Central NJ, this inviting Airbnb offers the perfect blend of convenience and comfort.

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
4.82 out of 5 average rating, 78 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.

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, 169 reviews

Your own cozy Designer Cottage on historic estate

Relax in a cozy cottage set on a private historic estate outside of NYC (apx 20 miles)-walkable 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 nurses/md, tourists, visiting family , plus Metlife, Prudential Center, many nearby excursions hiking, golf, fishing. Guests love it.

Top 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.
Flat 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.

Superhost
Flat in Verona
5 out of 5 average rating, 4 reviews

Modern Verona Apt • Close to NYC & MetLife • 4plp

Modern and cozy 1-bedroom apartment in beautiful Verona, NJ — just a short drive from NYC and MetLife Stadium. Sleeps up to 4 guests with a comfortable queen bed and a sofa bed in the living room. Enjoy free Wi-Fi, fully equipped kitchen, and easy street parking. Located in a safe, quiet residential neighborhood close to shops, restaurants, and parks. Perfect for couples, families, or business travelers looking for comfort and convenience near New York City.

Superhost
A well-lit bedroom features floor-to-ceiling windows that provide expansive views of the surroundings. The spacious bed is adorned with crisp linens and accented by a decorative throw. A modern television is placed on a sleek console, complemented by a lamp on a bedside table.
Flat in East Orange
4.89 out of 5 average rating, 90 reviews

Amazing 1bed 1 bath with views | Free Parking

Step into the lap of luxury in this beautifully decorated 1 Bd 1 Ba apt in a premium building in the heart of East Orange. The sophisticated and chic interior boast plush furnishings, large windows, and elegant finishes throughout. The fully equipped kitchen and dining area is perfect for hosting intimate dinners. The beds have premium memory foam mattresses with 100% cotton sheets. Amenities include a gym, business center a lounge area, free WiFi & parking.

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.
Flat in Montclair
4.92 out of 5 average rating, 13 reviews

1 BR, clean, classy, convenient in Montclair

Fully renovated! Beautiful, boutique style, 3rd floor 1 bedroom apartment. 10 min walk to NYC train. One block from Bloomfield Ave, with theaters, great restaurants, and parks. Spacious, fully equipped kitchen with bar dining. The bedroom includes a queen size bed. Cozy living area, loads of storage. Dedicated home office area. Perfect for short or medium-term stays. Off-street free parking and on-site laundry. Super host, guest favorite, 5-star reviews.

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
4.95 out of 5 average rating, 156 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, 291 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.

Popular amenities for Caldwell holiday rentals

  1. Airbnb
  2. United States
  3. New Jersey
  4. Essex County
  5. Caldwell