Holiday rentals in Caldwell

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Carriage House on historic estate "Best Airbnb NJ"

Relax in a 3-bedroom private carriage house on a historic estate appx 20 miles from New York City. This one-of-a-kind retreat blends rustic charm with modern comfort, offers privacy, outdoor gardens and a timeless vibe rarely found near NYC. Recognized by Condé Nast Traveler (2025) as one of the “Best Airbnbs in New Jersey,” ideal for families, corporate travelers, wedding, insurance relocation, traveling medical and tourists, #2026 FIFA Worldcup, walk to food/shops +Free Parking+ dog friendly

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.

Cozy Cabin Style Apt In Montclair City Center

Must be at least 25 yrs old to book. *This is a quiet space as we live in the apartment below. Absolutely NO parties and a MAX of 2 people in the room at any time. This all wood, 3rd floor studio is right in the center of town. Tons of restaurants, bars, theaters, and super easy NYC transit (Train and Bus) are all just a few min walk away. The apt. is totally open, has a private entrance, private bathroom, amazing decor, parking and lovely touches throughout. ROMANTIC PACKAGES AVAILABLE.

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

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

Spectacular Lake Views from Every Room & Garden

Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

Peaceful Fragrance Free Apartment Near NYC

Escape to a peaceful, fragrance free, stylish garden apartment in West Orange! This sunny, lower-level oasis is perfect for a quiet remote work retreat or exploring the area. Features a fully equipped kitchen, dedicated workspace, and a serene shared garden. Comfortably accommodates up to 4 guests in a private bedroom with a queen bed, a sofa bed in a semi-private area and a sofa bed in the livingroom. A clean, cozy, and calming home away from home awaits you.

Luxe 2 Bed | Near MetLife Stadium

Experience resort-style living in your two-bedroom, two-bathroom apartment in Clifton, perfect for groups and families visiting for events. Each bedroom features a comfortable king bed, plus a full kitchen, spacious living areas, and all utilities included. Relax at our resort-style pool, enjoy our 24-hour fitness center, and access direct transit to Manhattan, all while being minutes from MetLife Stadium for games, concerts, and FIFA World Cup™ events.

The space Gemini 1

Gemini 1 is a cozy space located in a quiet and safe neighborhood. It’s a stylish and comfortable apartment designed to make you feel at home. Perfect for up to 4 guests, with a full kitchen, Wi-Fi, keypad entry, and free parking. Just 8 min walk to the train to 🗽 NYC and 2 min to Watsessing Park. Only 15–17 min drive to ✈️ Newark Airport, 🎢 American Dream Mall, 🏟️ MetLife Stadium, ⚽ Red Bull Arena, and 🏒 Prudential Center. 30–35 min to 🏙️ Times Square

Cute n cozy, minimalist studio

This meticulously curated Japandi-inspired studio is perfect for remote work or a peaceful retreat. The space features a cozy queen bed, small loveseat, and seating area. Enjoy high-speed internet, TV, and a writing desk for productivity. The suite includes a kitchenette with a fridge, microwave, and coffee maker. Located in a quiet, safe neighborhood, with access to a backyard fire pit for relaxation. Ideal for a calm, comfortable, and productive stay.

Cozzy Get Away Priv.Apt/St Barnabas Hosp/ NYC/EWR

Near to RED BULL stadium Harrison 15 min and METLIFE stadium, Secaucus 30min. Private Apt/ Suite- attached to the house with a Private Entrance, 1 bedroom 2 beds, queen and a twin( please let me know in advance to prepare the twin bed) Kitchen, 1 Bathroom, & Sitting area, Television and Wi-Fi, it includes Refrigerator, Stove w/Oven, Toaster, Microwave, Coffee Maker and much more amenities. The Apt is located in the 2nd FL of the House.