Vacation rentals with a pool in Essex County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Essex County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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An open layout showcases a cozy living area featuring a dark sofa and minimalist dining table. A well-equipped kitchen is visible, highlighted by modern appliances. Soft blue lighting adds a serene touch, enhancing the atmosphere of the space.
Loft in West Orange
4.83 out of 5 average rating, 23 reviews

BEAUTIFUL SOPHISTICATED CHIC LOFT! HIDDEN GEM!!

Beautifully designed vintage loft with 20 ft ceilings & modern finishes is what makes this place so unique. You will love it here! The versatility makes it perfect for a single person, couples or small families. 7-10 min drive to Montclair & Newark. The finest restaurants in NJ are within a 5 mile radius. If you’re looking for comfort food & drinks there’s plenty of places to go in the area. Any vegans traveling? The vegan restaurants in the area are THE BEST! What more can I say? Book it now!

Home in East Orange
4.57 out of 5 average rating, 7 reviews

Sleep 16! Corporate & YouTuber’s favorite Near NYC

About the property: Dating back to the early 1900s, this Colonial Revival mansion features a careful restoration of its original hardwood details. Guests can dive into an authentic early 20th-century experience, marveling at the craftsmanship and ambiance of the time. The restoration captures the home’s original essence, providing a direct and vivid connection to its historical past. Amenities: Full kitchen, 2 bathrooms, 3 bedrooms, mini movie theater, Attic (With mattresses and stuffed toys)

Guest favorite
A cozy living room is featured with a comfortable gray sofa and a modern coffee table. A 55” smart TV is mounted on a wooden accent wall, accompanied by an electric fireplace with colorful lighting. Decorative items add a touch of warmth to the space.
Apartment in Kenilworth
4.96 out of 5 average rating, 48 reviews

Feels Like Home

Feel at home in our comfortable one-bedroom 1st floor apartment with spacious living room and full kitchen located on a private dead-end street. Enjoy a morning cup of coffee and relax in your outside private patio with grill and pool during summer months. Located 3 min. to the Cranford train station, 13 min. to Newark Airport, 15 mins. to Downtown Newark (NJPAC, Prudential, Penn Station), and quick rail access to NYC and just 45 min. to the Jersey Shore. On-site host to meet your every need.

Guest favorite
A spacious bathroom features a large jetted tub set against a neutral wall. A modern sink with a granite countertop is visible, alongside a toilet. Light reflects off the tiled floor, creating an open and airy feeling.
Townhouse in Springfield
5 out of 5 average rating, 5 reviews

Pristine Condition Longer term stay welcome too

Enjoy easy access & centrally located. Ideal if visiting NYC or NJ, need to say for work, study or internship. Walking distance from NYC bus. Well lit office space Included: -4 Air mattress, white bath towel, wipe cloths, toilet paper paper towel, hand wash, body wash, dinner set, hangers, basic table 4 chairs and 4 bucket chairs. -Free parking and garage -water softener, washer, dryer, hot water and dishwasher -Coffee Maker upon request Additional service for cost: Wi-Fi (time reqd)

Guest favorite
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, 182 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.

Guest favorite
A cozy sleeping area features a wooden bed frame with a light-colored patterned comforter. A bedside lamp and dresser are present, along with a full-length mirror on one wall. A textured wall adds a subtle warmth, and warm lighting enhances the space.
Home in West Orange
4.96 out of 5 average rating, 26 reviews

Private studio; MSU/SHU/St. Barnabas

Forget your worries in this spacious and serene space. This is great for any college students at Montclair State or Seton Hall University. This is also a fantastic location for anyone working at St. Barnabas Hospital! This is a private studio with its own private, full bathroom in a semi-basement. There is a dining room and kitchenette area — includes a fridge, microwave, electric kettle, coffee maker, filtered water and a sink. It is completely private from the rest of the basement & home.

Apartment in West Orange
New place to stay

Private poolside retreat/Cozy Studio Suite

Escape to a peaceful retreat tucked away in a beautiful residential neighborhood. This comfortable guest suite offers everything you need for a relaxing stay including private entrance, a cozy sleep area, bathroom, kitchenette, w/d, heated pool access, and free parking. Close to FIFA World Cup tournament at Metlife stadium, NYC, trains, American Dream Mall, Turtle Back Zoo, EWR, and much more. Perfect for a Couple or single person looking for a quiet oasis loaded with amenities.

A spacious swimming pool is surrounded by a paved patio, dotted with lounge chairs and greenery. The clear blue water reflects the sunlight, while a dramatic rock face rises in the background, providing a natural setting for relaxation.
Apartment in West Orange
4.56 out of 5 average rating, 9 reviews

Beautiful Renovated 1BR in West Orange - F11

Crest Ridge Apartments features a dramatic setting nestled on the side of a soaring 80 foot cliff, with well-planned promenades, grassy lawns and clusters of trees and flowers. This majestic hillside panorama offers sweeping views with the New York City skyline as the jewel in the crown. This private and countrified site is unparalleled for its beauty. In addition, Crest Ridge Apartments presents a cosmopolitan atmosphere with many big city conveniences “near-at-hand”.

Guest favorite
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.
Apartment in Union
4.9 out of 5 average rating, 508 reviews

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.

Guest favorite
Apartment in Clifton
4.89 out of 5 average rating, 135 reviews

Luxury 1 Bed | World Cup Homebase

Experience resort-style living in your one-bedroom, one-bathroom apartment in Clifton, perfect for business travelers and short-term stays. The bedroom features a comfortable king bed, plus a full kitchen, living area, and all utilities included. Relax at our resort-style pool, work from our 24/7 business center, and enjoy direct transit to Manhattan, all while being minutes from MetLife Stadium for games, concerts, and FIFA World Cup™ games.

Home in Belleville

World Cup HQ | Home Pool, Deck & Close to MetLife

Your FIFA 2026 HQ in Belleville, NJ! We're new hosts opening our own home to share in the excitement of the World Cup right in our backyard! 10 min to MetLife & 30 min train to NYC. Sleeps 8 across 2 bedrooms & a basement that transforms from a cozy movie lounge to a private suite. Fire up the grill, cool off in the pool & unwind on the covered deck. Full kitchen, WiFi, washer/dryer & parking included. Book early — dates go fast!

Apartment in Newark
5 out of 5 average rating, 6 reviews

Apartment in Newark '26 World Cup Metlife 11 miles

Stylish and fully furnished 3-bedroom apartment perfect for families, groups, or business stays. Enjoy a modern living space, comfortable beds, and a fully equipped kitchen. Includes high-speed Wi-Fi, smart TV, AC/heat, and self check-in for a seamless experience. Conveniently located near restaurants, shops, and transportation—everything you need for a comfortable and easy stay!

Popular amenities for Essex County rentals with a pool