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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Guest favourite
A spacious backyard features a heated pool surrounded by a stone patio, overlooking the scenic lake. Vibrant fall foliage adorns the landscape, and the serene water reflects the clear sky. A cozy home is visible, nestled against the lush greenery.
Home in Greenwood Lake
4.95 out of 5 average rating, 111 reviews

Luxury Villa w Lake View & Private Heated Pool

Greenwood Lake Outlook, top-rated luxury getaway - 1 hour from NYC. Newly renovated home, surrounded in serene nature with stunning lake views & many amenities. Kids & pets friendly. Close to ski resorts. Fun all seasons. A few guest review highlights: ✭✭✭✭✭ This was the best Airbnb we’d ever stayed in. ✭✭✭✭✭ Words can’t describe how beautiful the house and the views are. ✭✭✭✭✭ If I could give this place 10 stars, I would!!! ✭✭✭✭✭ This is a true vacation resort to enjoy to the fullest.

Superhost
The exterior of the house is set among lush greenery and features a large elevated deck that wraps around the structure. Large windows provide natural light, and the building is supported by a prominent boulder, blending harmoniously with the surrounding forest.
Home in Ossining
4.84 out of 5 average rating, 168 reviews

Lower Hudson Valley Idyllic Retreat

Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

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, 109 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.

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.
Flat 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

Top guest favourite
Feet are seen dangling over a gently flowing stream, with a snowy landscape surrounding the banks. The cabin is glimpsed in the background, its vibrant green color contrasting against the natural elements and the soft glow of early sunlight filtering through the trees.
Cabin in Vernon Valley
4.97 out of 5 average rating, 487 reviews

Serenity Cabin, the historic waterfall cabin!

Escape to a magical paradise where the sound of a babbling stream & chirping birds create a symphony of serenity. Nestled on 18 acres of pristine wilderness, this secluded retreat offers endless opportunities for exploration & adventure. Wander along the streams and discover hidden waterfalls, all while immersing yourself in the breathtaking beauty of nature. Located 5 minutes from Mountain Creek, Warwick drive-in, Appalachian trail, & activities like goat yoga, horse riding, & TreEscape adv.

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, 185 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.

Guest favourite
A spacious outdoor deck overlooking the lake is furnished with comfortable seating, including a sectional sofa and lounge chairs. Two large umbrellas provide shade, and a potted plant adds a touch of greenery, enhancing the tranquil lakeside setting.
Home in Andover
4.94 out of 5 average rating, 326 reviews

Stay at beautiful Leisure Lake Lodge

Leisure Lake Lodge is located on beautiful Lake Hopatcong just 1 hour from NYC. You'll fall in love w/ stunning lake views from all 3 levels of this large home, two massive decks over the lake & totally updated home easily sleeps 9. Fireplace, hot tub, sauna, foosball, ping pong, grill, 65" UHD TV, fully equipped newer kitchen, newer bathrooms, newer mattresses, 50 ft lake frontage w/ 80 ft dock, 32x20 ft boathouse w/ 400 SF deck over the lake & 19x12 ft 4-season game room with ping pong.

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, 493 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!)

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.
Flat in Montclair
4.98 out of 5 average rating, 132 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
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+Guest Favorite

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)

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, 218 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.

Top guest favourite
A spacious living area is highlighted by a sectional sofa, positioned near large windows that welcome natural light. A dining table set for six is visible, complemented by a stylish chandelier above. A staircase with wooden steps adds a unique architectural element to the space.
Apartment in Vernon Township
4.99 out of 5 average rating, 149 reviews

Skiiis N’ Tees • Mountain Views • Pet Friendly

Skiiis N’ Tees is a 3-bedroom, 2-bath, four-season getaway where mountain views and fresh air do wonders for the soul. Just a short drive from NYC, it’s perfect for couples, families, girls weekends, or guys’ golf trips. This stylish end-unit condo sits beside a 9-hole golf course and is just 5 minutes from the slopes. Hike, sip at vineyards, or go apple picking—there’s something for everyone. One dog stays free. Pack & Play available. Come for the views and stay for the vibes!

Popular amenities for Caldwell pet-friendly home rentals