Holiday houses in West Caldwell

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Top-rated holiday rentals in West Caldwell

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Top Guest favourite
A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.
Cottage in Warwick
4.99 out of 5 average rating, 116 reviews

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.

Guest favourite
The living area features two comfortable armchairs and a bright yellow sofa, arranged around a central coffee table. Natural light fills the space through large windows dressed with white curtains, enhancing the room's welcoming ambiance.
Apartment in West Orange
4.94 out of 5 average rating, 47 reviews

Chic Family & Pet Friendly Apt by Toseb Design

*MONTHLY STAYS & PETS WELCOMED* 10% OFF Non-refundable stays. Spend time with the family at this peaceful 2BR apt. This peaceful 2nd fl unit is equipped with a designated workspace, fully stocked kitchen & more. Enjoy the hammock, the bonfire or dining/lounge areas in the HUGE yard. Client services are available upon request once booked. Comes with private parking & easy check-in. Just 30 mins to NYC; 5 mins to trendy hot spots. Early/late check-in/out is available for $70/ea. Pet fee $100/pet.

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
4.87 out of 5 average rating, 179 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
Home in West Caldwell
4.97 out of 5 average rating, 174 reviews

Your own cozy designer cottage on a private Estate

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.

Top 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, 321 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
Home in Montclair
4.98 out of 5 average rating, 783 reviews

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.

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, 467 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
An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.
Cottage in Greenwood Lake
4.98 out of 5 average rating, 379 reviews

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

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
4.97 out of 5 average rating, 112 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 small outdoor table with two black chairs is positioned on a patio. A vibrant pot of pink and orange flowers sits at the center, with a backdrop of lush green foliage and a staircase partially visible in the distance.
Apartment in West Orange
4.98 out of 5 average rating, 140 reviews

Fragrance Free-Near NYC/World Cup-Cozy Apartment

Welcome to your "Home Away From Home"! I take great pride in airbnb hosting. I have made every effort to insure a wonderful, comfy cozy stay. I've tried to provide just about anything that you might while here. I have remodeled and decorated the apartment to create a peacful, calming space for you to return to after a long day or to work remotely during your time in West Orange. For your spare time I have added interesting books to read, games to play and Alex dots for music.

Top Guest favourite
A view of the exterior of the property is framed by lush greenery, featuring a stone wall with a potted plant. Beyond, expansive views of the lake and surrounding mountains are visible beneath a clear sky.
Home in Greenwood Lake
5 out of 5 average rating, 209 reviews

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.

Guest favourite
A light-colored sectional sofa is arranged in a cozy living area, accompanied by a round wooden coffee table. A patterned rug lies beneath, while a potted plant and decorative vase with flowers add a touch of greenery. A world map decorates one wall, enhancing the space's ambiance.
Apartment in East Orange
4.91 out of 5 average rating, 118 reviews

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

Popular amenities for West Caldwell holiday rentals

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  4. Essex County
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