Holiday rentals with a pool in Middletown Township

Modern 3 Bedroom Apartment Oasis PRIME Location

Stunning modern 3 bedroom / 2 bathroom space in PRIME location! JFK only 20 mins away - LaGuardia 30 mins away! Guests would enjoy a fully stocked kitchen including Keurig coffee machine w/ all the coffee you desire, spacious space (all of 2nd floor), tranquil/peaceful backyard w/ in ground pool! Located in tranquil serene family friendly neighborhood with beautiful parks nearby, beautiful park across street and Hempstead State Park 5 mins drive! Guests will feel right at home away from home!

Private 2-Bedroom with large patio

This is a private 2-bedroom unit with a full kitchen, living room and bathroom. There is a large deck space for outdoor dining and grilling, as well as a 36 ft. x 18 ft. pool that guests could use in the summer months The house is located within walking distance to NY Waterway Terminal and Bayshore Waterfront Park; 10-minute drive to Keansburg Amusement Park and Waterpark; and 15-minute drive to Sandy Hook & Sea Bright beaches! We have bikes and you are welcome to use them to explore the area!

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.

Bayside bungalow only a few blocks from the beach

Peaceful and relaxing condo on the bay. Great for a family vacation or a romantic getaway. Just a short walk to the beach, playground, tennis, pickle ball and basketball courts. Plenty of restaurants and shopping nearby. On-site heated pool for your use. Paddle board/kayak ramp located on property along with several char-grills overlooking the bay. Relax with the whole family at this peaceful place to stay. Two bedroom two bath loft condo With outside deck overlooking beautiful bay sunset.

Hidden Pond Farm Estates featuring a huge pool

Great setting for families!!! Super clean - country style house located on grassy plot of land featuring an oversized outdoor pool, 4 bedrooms and 2 full baths upstairs, 1 full bathroom downstairs, washer/dryer, plenty of parking, come and relax or take advantage of all the location has to offer (see Neighborhood section below) Surrounded by Green Acres, area amenities include wineries, brewery, golf, Horse Park of NJ, Six Flags, walking trails, shopping, historical downtown, and much more

Cozy Poolside Hideaway 2 Blocks to Beach

Welcome to Cozy Poolside Hideaway—a charming 2-bed, 1-bath condo, just 2 blocks from the beach and 1 block from the bay. With a bright, airy interior, a spacious private deck, and a seasonal pool, this updated retreat sleeps up to 4 guests—perfect for families seeking a relaxing Jersey Shore escape. ✔ In-Ground Pool ✔ Private Deck w/Eating Area ✔ 4 Beach Badges ✔ Off-Street Parking ✔ Fresh Linens & Towels ✔ Beach & Pool Gear ✔ The Jersey Shore, Hosted Better by Michael's Seaside Rentals🌊

Highlands Hillside Hideaway w/Pool. beach, ferry

The guest apartment is located on the lower level of the main house on a beautiful, quaint hillside street. The 600 sq. ft. apartment is remodeled to provide a relaxed, beach getaway ambiance so you could enjoy a care free getaway. After waking from a restful slumber in the king-size bed, enjoy a beautiful oceanside morning walk to get your coffee at the local bakery or the local coffee shop. After you’ve grabbed your coffee, explore all that highlands has to offer.

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.

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.

Modern Princeton Retreat with Pool

You’ll love the unbeatable location, luxury furnishings, and premium amenities of this beautiful, updated retreat. Inside, you'll find smart TVs, high-end appliances, and a crisp climate-controlled AC system. Enjoy the backyard oasis with a pool and over 2 acres of beautiful outdoor space to explore or unwind in every season. Best of all, you are located very close to all the dining, shopping, and historic charm Downtown Princeton has to offer.

Luxury 2 Bed | Resort-Style Pool

Experience comfort and flexibility at AVE Somerset, a furnished, pet-friendly apartment community ideal for extended stays near Rutgers University and Downtown New Brunswick. Enjoy spacious two-bedroom layouts, resort-style amenities, and award-winning service. AVE Somerset is a garden-style community featuring walk-up residences across three floors. Please note that our buildings do not have elevators.

OCEAN FRONT condolPool lparkingl beachbadges

Make memories at this unique, family-friendly beach getaway! Located across from one of New Jersey’s most beautiful beaches, and boardwalk enjoy relaxing beach days, the boardwalk, seafood restaurants, and nearby games and attractions. The heated pool is open all summer for guests to enjoy. Must be 25 or older to book. No exceptions. Please note: Per HOA rules, pets are not permitted in rental units.