Holiday rentals in West Caldwell

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Top-rated holiday rentals in West Caldwell

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

The exterior of the guest house is showcased, featuring a mix of brick and elegant architecture. A shaded pergola is visible above a seating area, surrounded by manicured landscaping and mature trees. The blue sky provides a vibrant backdrop to this tranquil setting.

Guest house in Montclair

Mountaintop Carriage House with Tennis Court

Take it easy at this unique and tranquil getaway nestled in Montclair’s estate section. Spread over two floors, you have plenty of space to relax in this beautifully renovated guest house. Outdoor space includes a spacious patio with a wood burning chiminea. This one of a kind home is located on a 1.2 acre property with views of NYC from the bedroom (!) as well as access to a private Har-Tru tennis court. Tennis rackets and balls available. (Tennis court may not be playable in winter months.)

4.94 out of 5 average rating, 49 reviews

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

Designer Cottage on private Estate+Top 1% near NYC

Relax in a one of a kind private designer cottage set on a historic estate appx. 20 miles to NYC. This cozy space is ideal for couples, business travelers, tourists, family visiting family, traveling nurses/doctors, plus seeking peace, style, and privacy. Guests love to stargaze, birdwatch, enjoy pond /garden in the quiet, self-contained cottage located on a park-like estate. A rare blend of style and charm and walkable to shops, restaurants, parks. Dog friendly +Free Parking(2)cars. A gem.

4.97 out of 5 average rating, 181 reviews

Top guest favourite

A comfortable living area is presented with a blue sofa accented by orange cushions and a matching chair. A coffee table sits in front, surrounded by light hardwood flooring. Decorative shelves in the background display books and woven baskets, providing a cozy atmosphere.

Flat in West Orange

Fragrance Free Peaceful Oasis 1 Br Apt Near NYC

***Please Read Entire Listing Before Booking*** Escape to a peaceful, fragrance free, stylish garden apartment in West Orange! This sunny, lower-level oasis is perfect for a remote work retreat or exploring the area. Features a fully equipped kitchen, 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.

4.98 out of 5 average rating, 159 reviews

Top guest favourite

The living room features a comfortable gray sofa adorned with decorative cushions. A TV sits on a blue stand, and light enters through a window beside the door. A round rug covers the hardwood floor, adding a cozy touch to the space.

Flat in Montclair

Private & Spacious 2 Bed Apt - Prime Montclair

⭐️Perfect Upper Montclair location! ⭐️Spacious 2-bed apartment on 1st floor of Victorian house. ⭐️Private entrance. ⭐️Off-street parking for 1-2 cars. ⭐️Fully stocked kitchen with gas stove, dishwasher, microwave, coffee maker, fridge-freezer. ⭐️Comfortable king-size beds. ⭐️Strong WiFi and TV with Netflix. ⭐️In unit washer and dryer. ⭐️Close to trains and bus to NYC, parks, grocery stores, cafes, restaurants, American Dream Mall, MetLife stadium. ⭐️Super friendly hosts who live on-site

4.96 out of 5 average rating, 359 reviews

Guest favourite

Flat in City of Orange

Elevated City Living•NEW 1BR•Gym• NYC Train 1block

Welcome to a brand-new modern 1-bedroom condo just 1 block from the NYC-bound train-reach Manhattan in 30 minutes. Ideal for couples, business travelers, & NYC visitors seeking comfort outside the city. •Walk to NYC train •Newark airport- 15min •Free indoor parking • Brand-new condo w. modern finishes •Gym, lounge (workspace-friendly) outdoor patio & grill •food/restaurants/markets nearby •Fully equipped kitchen, black out curtains •king pullout couch •Secure building- easy self check-in

4.97 out of 5 average rating, 39 reviews

Superhost

A two-story house is situated on a green lawn, with a welcoming entrance featuring a staircase leading to a front porch. Surrounding trees are visible against a colorful sunset sky, providing a serene backdrop to the home's exterior.

Home in Verona

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

5 min walk to Verona park! Quiet street!! Starter supplies. Games/puzzles, books in sunroom. 4 Smart TVs, 2 queen, 1 full, pull-out in sunroom w/ doors. Wi-Fi. 65” Roku tv in living room We don’t supply baby/safety gear, it's available to rent from babyquip Kitchen: blender, air fryer, Keurig 2.0 No street parking 12–6am. Space for 1–2 sedan cars. By booking, you accept risk and fines. Host not liable for fee 28+ day stays: Gas/electric capped at $200/month,water capped after 3+ mont

4.76 out of 5 average rating, 17 reviews

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

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

4.98 out of 5 average rating, 134 reviews

Guest favourite

Home in West Orange

Modern Glam Getaway 30 minutes from NYC

Welcome to your luxurious home away from home! This modern, glamorous 5-bedroom, 3-bathroom house in West Orange, New Jersey, offers the perfect blend of comfort, style, and convenience. Be greeted by a bright, open layout designed for relaxation and connection. With sleek modern finishes, high-end furnishings, and thoughtful touches throughout, this home easily accommodates up to 10 guests — ideal for families, groups, or business travelers seeking both space and sophistication.

5.0 out of 5 average rating, 9 reviews

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

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.

4.9 out of 5 average rating, 222 reviews

Superhost

Barn in Parsippany-Troy Hills

The Casita Cabin

Welcome to The Casita Cabin!! A cozy and relaxing gateway designed for peace,comfort,and quality time with family and loved ones. Surrounded by fresh air , this charming cabin is the perfect place to unwind and recharge your escape. Enjoy a warm and inviting space where you can relax,rest and feel right at home. Whether you are looking for a peaceful retreat, a romantic escape or a cozy family stay "The Casita Cabin" is where comfort,peace and cozy memories come together!

4.91 out of 5 average rating, 11 reviews

Guest favourite

An outdoor lounge area is framed by wooden beams, featuring dark seating arrangements around a small table. Soft lighting casts a warm glow over the scene, with landscaped greenery and vibrant flowers enhancing the ambiance. The resort-style pool is visible in the background, reflecting soft colors.

Flat in Union

2 Bed Apt | Quick Access to NYC

Step off the train and into luxury at AVE Union, your fully furnished two-bedroom, two-bathroom retreat in Union, NJ. Perfect for groups and families seeking comfort and space with the convenience of direct access into Manhattan via Union Station steps away. Both bedrooms feature a king bed and walk-in closet, with a full kitchen, in-unit laundry, and all utilities included. Resort-style pool, fire pit lounge, and 24-hour fitness center all on site.

4.9 out of 5 average rating, 537 reviews

Guest favourite

Guest suite in Livingston

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.

4.86 out of 5 average rating, 629 reviews