Pet-friendly holiday rentals in Caldwell

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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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Superhost
An open living area features a stone fireplace surrounded by natural light from large windows. A comfortable seating arrangement includes a light-colored couch and a wooden coffee table on a decorative rug. High vaulted ceilings enhance the spaciousness, with the kitchen visible in the background.
Home in Greenwood Lake
4.82 out of 5 average rating, 187 reviews

Aster Place

A beautiful and cozy home nestled in the Forest Hills section of Greenwood Lake, just over an hour outside of New York City. Boasting nearby activities in each season, including wineries, skiing and lake activities, this is a perfect year-round retreat. located 1/2 mile from our quiet community beach allows for a serene daily chill by the water. Town center is a short drive away, or 15 minutes from all that Warwick has to offer, you will enjoy this perfect setting for your lakeside getaway!

Guest favourite
A two-story beach house showcases a charming exterior with light siding and a covered front porch. The structure is elevated on pillars, providing a shaded parking area below. Nearby houses feature similar architectural styles, contributing to the neighborhood's residential feel.
Cottage in Sea Bright
4.89 out of 5 average rating, 137 reviews

1 block to BEACH near Town Center

Feel at home this summer or all winter! Beautifully renovated house - 1 block to beach or river with 3 bedrooms, 2 full baths, 2 front decks with great views, a large rear deck with bbq & seating, driveway for 2 cars, & all the amenities of home. **please note that the bunk room is accessed from the 2nd bedroom, only. Great layout for families! The space is ideal for up to two couples and two children. ***Town rules restrict rentals to a min of 7 days. Ask if you need a shorter term. ***

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, 177 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.

Top guest favourite
The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.
Cottage in Highland Lakes
4.97 out of 5 average rating, 364 reviews

The Mountaintop Lakehouse that Time Forgot.

Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.

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
4.97 out of 5 average rating, 174 reviews

Your own cottage on a private Estate -One of Kind

Relax in a private designer cottage set on a historic estate dating to c.1752, appx 20 miles NYC. This cozy, retreat is ideal for couples, solo travelers, visit family in the area, and work-from-anywhere stays seeking peace, style, and privacy. Guests enjoy a quiet, self-contained cottage experience within a nationally recognized historic property. A rare blend of privacy, design, and proximity to New York City. Dog Friendly+ Free Parking+ Walking to it all: Shops, Restaurants, gyms, plus.

Superhost
A modern living area features a black sectional sofa adorned with cushions in warm hues. A wooden coffee table with a decorative centerpiece is centered on a light area rug. Framed artwork hangs on the white walls, complemented by natural light coming from the window.
Flat in Fort Lee
4.9 out of 5 average rating, 183 reviews

Elegant 2BR Apt. near the George Washington Bridge

A newly renovated, Bohemian-inspired 2-bedroom apartment just across the Hudson River from Manhattan in Fort Lee, NJ. This central location places you near top-notch restaurants, shops, museums, and parks. The apartment offers clean, modern accommodations designed to exceed guest expectations. It's nestled in a safe, walkable, and serene neighborhood, making it perfect for strolls. And when you're ready to explore the city, it's just a 5-minute drive over the George Washington Bridge to NYC.

Guest favourite
A modern living area showcases a stylish blue couch adorned with yellow accent pillows, complemented by a circular ottoman. A sleek dining island with bar stools is visible, alongside a cozy cowhide rug on the refinished black oak floor, enhancing the inviting space.
Flat in Jersey City
4.88 out of 5 average rating, 104 reviews

Luxury 2BR: Prime Location, Smart Home, NYC Access

Welcome to our newly renovated 2BR/1BA apartment in Jersey City. Perfect for tourists, families, couples, and professionals. Situated in a quiet and safe neighborhood, it offers a stylish and spacious retreat. Features include 2 cozy queen beds, SS appliances (fridge, stove, dishwasher), and a GE washer/dryer. Nearby shopping centers and a 20-min drive to Lower NYC. Only 20 mins from Newark EWR. Easy access to NYC bus (5-min walk). Enjoy comfort and convenience in our Jersey City apartment.

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, 466 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
4.97 out of 5 average rating, 110 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 spacious two-story Colonial home is shown, featuring a light-colored exterior. The front porch is adorned with comfortable seating. Lush greenery surrounds the property, including trees and shrubs. A gravel driveway leads to the entrance, enhancing the welcoming appearance of the residence.
Home in Red Bank
4.95 out of 5 average rating, 106 reviews

Downtown Red Bank Home near Wedding Venues

Spacious Colonial 4BR/3 Bath in the heart of downtown Red Bank. Conveniently located in short walking distance of the train station, Molly Pitcher, Oyster Point, and the best restaurants and bars. Sleeps 9. Full kitchen open to dining room and bar area. Outdoor grill, fire pit, and seating area. 1st fl: 1BR, Full bath, Living RM, Day Bed RM w/trundle, Kitchen, Dining RM, W/D. 2nd fl: 2 BRs w/Queen beds. 1 BR w/twin bunk beds. 2 Full baths. Fast Fios wifi and cable. Front porch and yard.

Top guest favourite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Flat in Ossining
4.96 out of 5 average rating, 502 reviews

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

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
4.92 out of 5 average rating, 227 reviews

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!

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