Vacation rentals in Caldwell

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Caldwell

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

1 of 1 pages1 / 1
Guest favorite
A charming exterior view of the carriage house is presented, featuring dark-colored siding with bright red windows and door. Potted plants line the front, and a cozy seating area is positioned on the side, surrounded by greenery and sunlight filtering through the trees.
Home in West Caldwell
4.89 out of 5 average rating, 140 reviews

3 Bedroom Carriage House- private estate-near NYC-

Relax in a 3-bedroom carriage house set on a private historic estate- appx 20 miles from NYC. Experience this one-of-a-kind “oasis in a metropolis” which blends rustic charm and modern comfort, offers privacy, garden and natural pond views, and a vintage vibe rarely found near NYC. Guests love to stargaze, relax by nature, birdwatch. Walkable to shops, restaurants, parks, wellness centers, gyms plus. Free Parking (2cars) +dog friendly. Conde Nast Traveler -“Best Airbnb NJ”. A Rare find Top home

Top guest favorite
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, 49 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. (Tennis court may not be playable in winter months.)

Superhost
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
4.89 out of 5 average rating, 55 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
A two-story house is situated on a green lawn, with a welcoming entrance featuring a staircase leading to a front porch. Surrounding trees are visible against a colorful sunset sky, providing a serene backdrop to the home's exterior.
Home in Verona
4.76 out of 5 average rating, 17 reviews

1700sq ft spacious home-Park & downtown 5 min walk

5 min walk to Verona park! Quiet street!! Starter supplies. Games/puzzles, books in sunroom. 4 Smart TVs, 2 queen, 1 full, pull-out in sunroom w/ doors. Wi-Fi. 65” Roku tv in living room We don’t supply baby/safety gear, it's available to rent from babyquip Kitchen: blender, air fryer, Keurig 2.0 No street parking 12–6am. Space for 1–2 sedan cars. By booking, you accept risk and fines. Host not liable for fee 28+ day stays: Gas/electric capped at $200/month,water capped after 3+ mont

Guest favorite
Apartment in City of Orange
4.97 out of 5 average rating, 39 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 favorite
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
4.98 out of 5 average rating, 134 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 favorite
Home in West Orange
5.0 out of 5 average rating, 9 reviews

Modern Glam Getaway 30 minutes from NYC

Welcome to your luxurious home away from home! This modern, glamorous 5-bedroom, 3-bathroom house in West Orange, New Jersey, offers the perfect blend of comfort, style, and convenience. Be greeted by a bright, open layout designed for relaxation and connection. With sleek modern finishes, high-end furnishings, and thoughtful touches throughout, this home easily accommodates up to 10 guests — ideal for families, groups, or business travelers seeking both space and sophistication.

Superhost
Apartment in City of Orange
5.0 out of 5 average rating, 17 reviews

Garden State Haven Unit 2

This beautifully furnished 5-bedroom, 3-bath apartment on the second and third floor of the home has 2 full kitchens that offer a comfortable stay in a prime Orange location. There are 2 parking spaces in the driveway for guests. Just minutes from Downtown Newark and less than an hour to NYC, you'll have easy access to top attractions, dining, shopping, health and transit hubs. Bring the whole family to this great place with lots of room for fun.

Guest favorite
Guest suite in Livingston
4.86 out of 5 average rating, 629 reviews

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

Near to RED BULL stadium Harrison 15 min and METLIFE stadium, Secaucus 30min. 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.

Superhost
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, 283 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.

Top guest favorite
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.
Guest suite in West Orange
4.99 out of 5 average rating, 311 reviews

*Fragrance Free Serene Suite- 30 min to NYC/EWR

*Airbnb's 18% service charge is included in the nightly rate* The Suite has been remodeled and decorated to create a peaceful space to return to after a long day or space to work remotely. Spare time-books, games and Alex music. *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) I keep a fragrance free home and require that guests be fragrance free too

Top guest favorite
A charming three-story home with a welcoming front porch is set among lush greenery. The exterior is painted in soft yellow tones, with multiple windows arranged symmetrically. A concrete pathway leads to the entrance, framed by manicured lawns and mature trees.
Home in Upper Montclair
5.0 out of 5 average rating, 14 reviews

Elegant Upper Montclair Rental Stylish 3 Beds Home

Welcome to our newly renovated 3-bedroom home in Montclair! This spacious unit spans the 2nd and 3rd floors, offering comfort and privacy. Enjoy the convenience of 2 dedicated parking spots. You’ll be close to shops, dining, and transit. Ideal for families or groups seeking a peaceful stay with easy access to local attractions. Please No smoking, no pets, and no parties. We’d love to host you and create a memorable experience 💗

Popular amenities for Caldwell vacation rentals