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.

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Top Guest favourite

A historic home with white siding stands alongside a garage featuring dark blue and wooden elements. The structure is surrounded by lush greenery, with a pathway leading to the front door, offering a glimpse of the peaceful outdoor setting.

Home in Princeton

4.86 out of 5 average rating, 190 reviews

Historic Canal Home on Nature Preserve

Only 10 minutes from Princeton University, this quiet and beautifully restored historic home sits along the picturesque D&R Canal and borders a vast nature preserve—ideal for mountain biking, kayaking, and peaceful walks. The calming water views immediately set a weekend state of mind, while inside, guests are invited to explore the home’s many unique treasures, including a collection of antique arcade games. Outside, a charming fruit orchard and neighboring preserved land offer hours of wanderi

WalkabilityPetsLayout

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

4.97 out of 5 average rating, 179 reviews

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.

WalkabilityOutdoor spacesSleep quality

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

4.99 out of 5 average rating, 108 reviews

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.

WalkabilityPetsView

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

4.96 out of 5 average rating, 258 reviews

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

WalkabilityPetsCleanliness

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

4.86 out of 5 average rating, 184 reviews

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.

WalkabilityPetsQuiet

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

4.96 out of 5 average rating, 488 reviews

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!)

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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

4.98 out of 5 average rating, 131 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

WalkabilityPetsQuiet

Top Guest favourite

A charming garden surrounds the black cottage, featuring vibrant orange and purple flowers. A mix of lush greenery and decorative stones creates a serene atmosphere. The cottage, with a chimney, is partially obscured by trees and plants, enhancing the sense of privacy and tranquility.

Home in West Caldwell

4.97 out of 5 average rating, 181 reviews

Designer Cottage on private Estate+Top Rated

Relax in a private designer cottage set on a historic estate dating to c.1752, appx 20 miles NYC. This cozy, “guest favorite” retreat is ideal for couples, business travelers, tourists, family in the area, and work-from-anywhere stays seek peace, style, and privacy. Guests love the quiet, self-contained cottage located on a nationally recognized historic property in a park-like setting with nature views. A rare blend style and charm and walking to it all. Dog(s)+ Free Parking (2cars)

PetsOutdoor spacesHiking

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

4.89 out of 5 average rating, 217 reviews

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.

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Superhost

A neatly arranged loft space features a comfortable bed covered with a floral patterned quilt. A dark blue couch with throw pillows complements the wooden floor. A patterned area rug anchors the seating area, and a skylight brings in natural light.

Loft in Belleville

4.89 out of 5 average rating, 343 reviews

Lovely Attic LOFT unit near NYC w/free parking

Enjoy a stylish, affordable stay in this centrally located, just a 5-minute drive to the NJ Transit train with a quick 2-stop ride to Penn Station NYC. Featuring its own private entrance, this space offers comfort, convenience, and easy access to everything you need for a great trip. This place has 2AC units/heat, sink bathroom,fridge, microwave,coffee machine MetLife Stadium 20Min Branch Brook cherry blossom park 5m walk Newark Airport 20min American Dream Mall 20Min

PetsWalkabilityAir conditioning

Top Guest favourite

A charming house is framed by a well-maintained lawn and a variety of colorful flower beds. The entrance is highlighted by a set of stone steps leading to a welcoming door, flanked by large windows that invite natural light.

Home in Hackensack

4.96 out of 5 average rating, 103 reviews

2026 World Cup! Beautiful Colonial Near MetLife

• Only 6 miles and 10 minutes to MetLife Stadium — 2026 FIFA World Cup venue! • Ten miles from the heart of NYC • Six miles to American Dream Mall • 45 minutes to Hudson Valley, Angry Orchard, and City Winery • 45 minutes to the Poconos, the NJ Shore, and Woodbury Commons • 90 minutes to the Hamptons • Endless dining options within walking distance • Whole Foods, ShopRite, Aldi, and Target all within one mile • Every major retailer within five miles

PetsWalkabilityHeating

Guest favourite

An outdoor lounge area is framed by wooden beams, featuring dark seating arrangements around a small table. Soft lighting casts a warm glow over the scene, with landscaped greenery and vibrant flowers enhancing the ambiance. The resort-style pool is visible in the background, reflecting soft colors.

Apartment in Union

4.9 out of 5 average rating, 524 reviews

2 Bed Apt | Quick Access to NYC

Step off the train and into luxury at AVE Union, your fully furnished two-bedroom, two-bathroom retreat in Union, NJ. Perfect for groups and families seeking comfort and space with the convenience of direct access into Manhattan via Union Station steps away. Both bedrooms feature a king bed and walk-in closet, with a full kitchen, in-unit laundry, and all utilities included. Resort-style pool, fire pit lounge, and 24-hour fitness center all on site.

Outdoor spacesWalkabilityShared spaces