Pet-friendly holiday rentals in Caldwell

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Caldwell

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1

Guest favourite

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

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

WalkabilityOutdoor spacesBathroom

4.89 out of 5 average rating, 141 reviews

Top Guest favourite

A living area features cozy seating with a wide daybed and a sofa adorned with colorful cushions. A lamp and a decorative piece add charm. Natural light filters in through a window, while a potted plant brings a touch of greenery to the space.

Guest suite in Maplewood

Private Basement Apartment in Maplewood

You will be close to everything when you stay at this centrally-located 1-bedroom apartment. It is less than a mile to the NJ Transit train station with direct service to NYC, Newark or Hoboken. Restaurants and shops are within walking or quick driving distance. It is a 10 minute drive to Seton Hall University, a 15 minute drive to Newark International Airport, and a 20 minute drive to NJIT and Rutgers Newark. The Garden State Parkway and Rte 78 are are less than 10 minutes from your door.

WalkabilityPetsCheck-in

4.97 out of 5 average rating, 186 reviews

Superhost

A cozy studio apartment features a queen bed with a floral duvet and soft pillows. A television is positioned on a wall, while a closet area provides hangers and storage. Natural light filters through blackout curtains, enhancing the tranquil atmosphere.

Apartment in City of Orange

Luxury Reno w/ Private Entry

Unique studio apartment completely renovated with private entry and self check in from electronic lock. Queen bed w/ Sealy pillowtop mattress and blackout curtains for the best sleep. Free laundry detergent! In unit laundry. Access to the backyard and BBQ grill. 420 friendly in backyard only. Central to highways, shopping, and restaurants. Easy 40 min commute to NYC via Orange NJ Transit station 7 mins walking. Minutes from Newark Airport, Prudential Center, American Dream & Metlife Stadium

WalkabilityPetsLong stay

4.89 out of 5 average rating, 128 reviews

Guest favourite

The living area features a comfortable gray sofa with patterned cushions, facing a television displaying various streaming options. A sleek black coffee table sits in front, accentuated by potted plants. In the background, a modern kitchen showcases stainless steel appliances and bright cabinetry.

Apartment in Bloomfield

Modern apartment near NYC, American Dream/MetLife

Step into this modern one-bedroom apartment, where style meets comfort! Enjoy an open layout with a spacious living room and a sleek all-white kitchen with stainless steel appliances, well equipped for all your cooking needs. Nestled on a tree-lined block, you’re minutes from NYC transport, parks, restaurants, and shops. With 1 dedicated parking spot, convenience is key! Prime Location: 15 min to AMERICAN DREAM/MetLife Stadium, 16 min to EWR Airport, and 30 min to NYC. City Permit# 24-0961

PetsWalkabilityAir conditioning

4.96 out of 5 average rating, 263 reviews

Top Guest favourite

A serene landscape features a large farmhouse set against a clear blue sky, with lush green grass surrounding a tranquil pond. Reflections of trees and the farmhouse are visible on the water's surface, complemented by a rustic barn in the background.

Home in Far Hills

Pickle Farm

Meticulously maintained private quiet gated enclave featuring a restored vintage 1800 historic farmhouse and pastoral land- 1 hour from NYC. Registered movie and film location, featured in movies, commercials, documentaries and photo shoots. Agent handles negotiations, Prices vary. Minutes to train, Hamilton Farm, Pingry , Gill & Willow schools. Willowwood Arboretum, Bamboo Brook, Natirar, Several well known golf courses surrounded by hundreds of acres of preserved open land and state park.

Outdoor spacesPetsHospitality

4.99 out of 5 average rating, 112 reviews

Guest favourite

A charming, two-story barn conversion features a blue exterior with yellow accents on the garage doors. A spacious deck overlooks the surrounding greenery. The property is enclosed by trees, providing a serene environment, while a well-maintained lawn enhances the inviting outdoor space.

Barn in West Orange

Quaint Converted Barn

Terrific space with loads of light and openness. Overlooking golf course, hayloft converted into king bed with twin bunks in office nook and 1.5 baths. It's the perfect place to get away from it all. Barn converted into residence. Comfy, quiet and serene. First level has living room, dining room and a half bath with a spiral to the hayloft which is open to below and divided by closets that create the office nook but permit light over them. The barn is open, only the bathrooms have doors.

Outdoor spacesWalkabilityLaundry

4.86 out of 5 average rating, 187 reviews

Top Guest favourite

A charming log cabin is nestled among trees, featuring a stone patio with two green chairs. A wooden deck leads to a door, with a view of the lake in the background and a stone chimney adding character to the cabin exterior.

Cabin in Greenwood Lake

Cabinessence -on Greenwood Lake, NY #34370

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

PetsOutdoor spacesHeating

4.96 out of 5 average rating, 500 reviews

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

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

WalkabilityPetsCondition

4.98 out of 5 average rating, 135 reviews

Top Guest favourite

The tranquil lake reflects a vibrant sunset, showcasing shades of pink, purple, and orange across the water's surface. The scene is framed by distant wooded hills and includes a dock extending into the lake, providing a serene setting.

Home in Hopatcong

Lakeside Style and Luxury

Tastefully appointed home on highly desirable deep water Davis Cove with stunning views of Lake Hopatcong. Fully updated home offers spacious bedrooms, two bathrooms, premium furnishings, beautiful landscaping, 50 Ft dock, lakeside deck/seating, hot tub, wood burning fireplace, game room, fully equipped kitchen, large outdoor grill, swimming, fishing, boating. Quiet side-street neighborhood. Outstanding guest service from your host. Don't just stay anywhere... make it memorable!

WalkabilityOutdoor spacesAir conditioning

4.92 out of 5 average rating, 238 reviews

Superhost

A bright and inviting living area features a plush gray couch with accent pillows. Large windows draped with blue curtains provide natural light. A sleek flat-screen TV is mounted on the wall opposite, and light hardwood flooring complements the modern design.

Apartment in Bloomfield

Cozy 2 Bedrooms 2 designated parking near NYC

Enjoy a spacious, welcoming stay with plenty of room to relax and have fun. This comfortable home features a private entrance and a designated 2 parking spot for added convenience. Ideally located just a 5-minute drive to the NYC train and a short walk to supermarkets and shopping, it’s the perfect blend of comfort, accessibility, and everyday ease — your ideal home base for a great trip. MetLife Stadium 20Min Newark Airport 20min Dream Mall 20Min Manhattan NYC 30 min train/Car

PetsWalkabilityParking

4.86 out of 5 average rating, 335 reviews

Guest favourite

A living room features a cozy arrangement with a brown armchair and a matching chaise lounge. Natural light filters through partially draped windows, illuminating polished wooden floors. Decorative wall art and a potted plant add subtle touches to the inviting space.

Home in Boonton

Boonton Revival - A restored treasure in NJ

The Boonton Revival is an updated 100-year-old home within walking distance of historic Main Street, quaint restaurants, and unique shops. Sleep in luxury. We provide the finest, highest quality bed linens from Brooklinen. The nearby train and bus stations can connect to the NYC Port Authority (7th Ave) in one hour. Newark Liberty Airport is a 30-minute ride; you can be at the Jersey Shore in an hour! Guests are welcome to admire our pond and sample in-season vegetables.

Outdoor spacesWalkabilityHospitality

4.9 out of 5 average rating, 225 reviews

Superhost

The exterior of a two-story building is presented, featuring a white facade with architectural detailing. The front includes a set of stairs leading to a central entrance, flanked by neatly trimmed shrubs and landscaped areas. Large windows provide natural light to the interior.

Townhouse in East Orange

Historic Mansion | Up to 16 | Train to NYC + Park

<b>Welcome to The Joelle, the highest-rated Airbnb in the area for large groups.</b> This 6BR/3BA townhouse—once a historic town library—is now a beautifully styled retreat that accommodates up to 16 guests just minutes away from Manhattan, Newark Airport, MetLife Stadium, and Red Bull Arena. Whether you’re hosting a family reunion, bridal stay, friend trip, or remote work retreat, The Joelle delivers space, comfort, and style <b>for larger groups.</b>

WalkabilityPetsKitchen

4.87 out of 5 average rating, 136 reviews