
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.

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!

The Wine & Wilderness Hideaway [Cal King •1hr NYC]
*COZY UP IN OUR SPRING OASIS NOW! Nature’s haven, indulge in seamless spacious single-level living! Minutes away from Mountain Creek Spa & Water park, Warwick wineries, breweries, creameries & apple picking, scenic hiking trails, serene lakes, enchanting parks, & indulgent restaurants. Open concept, Chef's kitchen, Dishwasher, Washer & Dryer, 2 BR, 2 Bath, Cal King bed w primary BR attached to private Bath w soaking tub a retreat to relaxation. Huge patio & fireplace create everlasting memories

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.

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

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.

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.

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!)

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

Rustic Chic Lake view cottage 50 miles from NYC
Cozy lake view cottage 50 miles from NYC. Nestled in nature with swimming, fishing , hiking and biking with beautiful lake views. 5 beaches to choose from. Lovely walking or jogging around the lake, Appalachian trail nearby. Highland Lakes is a very scenic, peaceful area easily accessible. 3 of the best golf courses in the US , Mountain Creek water park and resort minutes away.Apple and pumpkin picking comes fall. Beautiful village of Warwick NY is nearby with restaurants and shopping .

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. $19 cleaning with or without pets.

Beautiful 1 Bedroom Apartment Entire Unit near NYC
A quick getaway with your partner at a cozy place. 5 min drive away from the train station to go to NYC, 5 min away from a supermarket/shopping center Private entrance plenty of free parking This place has AC/heat, full kitchen, bathroom,fridge, microwave coffee machine, and wifi Very safe/quiet neighborhood, and near major attractions Branch Brook cherry blossom park 5 min walk Newark Airport 20min MetLife Stadium 20Min American Dream Mall 20Min Garden State Plaza Mall 30Min

Skiiis N Tees • Mountain Views, Cozy Vibes
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
Pet-friendly house rentals

Hoboken Brownstone - parlor and upper level

Lower Hudson Valley Idyllic Retreat

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

Hudson Valley GW Lake House | Hot Tub | Pets | Ski

Spacious 1 Bedroom w/parking in Canarsie Brooklyn

Pickle Farm

Roomy 3BD minutes to NYC EWR Met Life w/parking

2 bed near NYC train with in-unit laundry & yard
Pet-friendly home rentals with a pool

The Hilltop • Fenced 8-Acre Dog-Friendly Retreat

Luxury 1 Bed | World Cup Homebase

2 Bed Apt | Quick Access to NYC

Views ! King Bed ! Free Parking ! 30 min to NYC !

E and T Getaway LLC

Group Spring Retreat | Fun Games & Gourmet Kitchen

Commuter's Dream | Resort Amenities

Mountain Luxury: Pool, Theater & Outdoor Kitchen
Private, pet-friendly home rentals

Gorgeous Suite w/ Private Entrance

Luxury Stay for Groups Near NYC - Gym & Patio

Lakeside Lux and Laughs!

Lakeview House ~ Hot Tub, Firepit, Stunning Views

Nyc skyline view/ 17m- Manhattan/ Prime location

Stunning Lakefront Dream Home!

3 Bed Apt in Quiet Neighborhood

Modern apartment near MetLife!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Times Square
- Madison Square Garden
- New York City Center
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Mountain Creek Resort
- Bronx Zoo
- Brooklyn Bridge
- Yankee Stadium
- Rockefeller Center
- Asbury Park Beach
- United Nations Headquarters
- Jones Beach
- Six Flags Great Adventure
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Radio City Music Hall
- Statue of Liberty
- Bushkill Falls
- USTA Billie Jean King National Tennis Center
- The Metropolitan Museum of Art




