Holiday 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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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

4.83 out of 5 average rating, 6 reviews

Sleep 18! Free parking & only 30 min to 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 favourite

Flat in Kenilworth

4.97 out of 5 average rating, 29 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 favourite

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 favourite

Home in West Orange

4.95 out of 5 average rating, 21 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.

Guest favourite

Flat in Maplewood

5 out of 5 average rating, 14 reviews

Luxurious 2-BR/1 BTH Haven mins from Train Station

Welcome to our charming 2-bedroom, 1-bathroom nestled in the heart of Maplewood. Located in a vibrant suburban community just a stone's throw away from NYC, this cozy retreat offers the perfect blend of tranquility and convenience. "Enjoy community vibes with a splash! 🌟 Our place is just minutes away from the Maplewood, NJ community pool—5 min drive or a 15 min stroll. Opening June 14th! For our Airbnb guests, passes are available for purchase. Dive into fun and book your stay now!

Home in South Orange

5 out of 5 average rating, 3 reviews

Large & stylish 5 Bed home w/ POOL, 30 mins to NYC

Just 30-35 min direct train/car ride to NYC. Enjoy the day poolside, BBQng, playing ping pong outside, and in the many living spaces throughout the house. At night, eat under the stars, roast marshmallows over the firepit, and enjoy a night swim in the heated pool. Nearby towns: Maplewood, Millburn, Montclair, and New York City! Enough beds to comfortably sleep 10, but we also have 3 single trundle beds, 2 toddler mattresses (<6 yrs of age), and a couch in the primary bedroom.

Campervan/Motorhome in Newark

4.33 out of 5 average rating, 12 reviews

Quiet. Comfortable stay. Close to all.

Renovated Motorhome/RV. Immaculate. Sleeps 5 comfortably. 10,000SF secure, quiet property. 5 min walking from conveniences, laundry, supermarket. To NYC Public transportation (50 min) / Driving within 30 min. Includes: on site parking, fitness area - stability ball, jump rope, hand weights, battle rope and pull up bar, 32" smart monitor w/HDMI + remote. Pet friendly (additional $80 for cleaning). Basic needs provided for short term stay. All the best during your stay!

Guest favourite

Flat in Harrison

4.97 out of 5 average rating, 119 reviews

Peaceful 2 Bedroom Apartment in Amenity Building

Welcome to the home you'll never want to leave. You'll be staying in a comfortable and impeccably designed two-bedroom apartment with a huge living/kitchen area overlooking a lush courtyard. Both bedrooms have queen sized beds and built in closets. The primary bedroom has an en-suite bathroom for added privacy, and the bedrooms are separated by the living room, allowing for a peaceful nights sleep, even with a noisy travel buddy.

Guest favourite

Flat in Kearny

4.94 out of 5 average rating, 18 reviews

Vibrant Luxury Apt. w/ Pool+Deck

Enjoy a family friendly experience at this centrally-located apartment. This apartment includes an outdoor pool and deck perfect for a sunny summer day. Situated for a 20 min drive to NYC, 15 min drive to American Dream, Red Bull Arena, prudential center, and a 10 min drive to the nearby train station. A key location to direct access to major highways, restaurants, malls and entertainment centers.

Superhost

Flat in Union

4.9 out of 5 average rating, 309 reviews

Sparkling Clean | Onsite Team | Business Amenities

AVE Union is professionally managed with a service team on-site 7 days a week to support you during your stay! All apartments offer private balconies with pool or community views. Stay at the most convenient address in Northern New Jersey! Union Station is footsteps away – offering direct service to New York Penn and Newark Penn. You can also access a transfer to Hoboken or Jersey City.