Holiday rentals with a pool in Middletown Township

Guest suite in Middletown Township

A living room features a blue sectional sofa and a wooden coffee table placed on a patterned rug. A television is positioned on a low console, and a decorative chair with a welcoming cushion adds to the setting. Natural light filters through sheer curtains.

4.86 out of 5 average rating, 79 reviews

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!

ValueFamilyPets

5.0 out of 5 average rating, 50 reviews

Home in Monmouth Beach

Beach Summer Rental w/ Pool- 3 min walk from beach

Welcome to "Sulla Riva". This home has been professionally decorated to be your relaxing getaway with everything you need to truly come & unwind. No detail has been missed in this beach rental, fully furnished with all the amenities needed to just bring yourself & enjoy. Open layout with high ceilings and tons of natural light. Beautiful wood floors and high end furnishings. Large fenced in grass yard with heated pool and gas fire pit and grill. 2nd floor ocean views and 3 min walk to beach.

HospitalityLocationBeachCleanlinessDecorAmenitiesFamilyComfortKitchenIndoor spacesWalkabilityNearbyBackyardBathroomPoolViewSleep qualityAccuracyQuietCheck-inTVOutdoor spacesBarbecueParksLayoutHeatingValueBiking

4.95 out of 5 average rating, 218 reviews

A large outdoor pool is surrounded by a spacious patio and beautifully landscaped yard. The two-story house is visible in the background, featuring multiple windows and a covered porch. Lounge chairs and picnic seating create inviting spaces for relaxation.

Home in Allentown

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

FamilyValueParks

4.86 out of 5 average rating, 185 reviews

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

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.

FamilyLocationView

4.94 out of 5 average rating, 153 reviews

Condo in Seaside Heights

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🌊

FamilyLocationParking

Apartment in Franklin Township

4.86 out of 5 average rating, 180 reviews

Spacious 2 Bed | Clubhouse Amenities, Somerset

Settle into your two bedroom, two bathroom apartment, perfect for business trips, golf getaways, or a family visit to New Brunswick and Somerville. The apartment includes a full kitchen, dedicated work area, and a king bed in each bedroom. Unwind at our resort-style pool and fire pit lounge, with quick access to golf courses and NYC transit. AVE Somerset is a garden-style community featuring walk-up residences across three floors. Please note that our buildings do not have elevators.

LocationValueCheck-in

4.96 out of 5 average rating, 94 reviews

An inviting outdoor pool area is framed by the main house, which features multiple levels and balcony access. Two striped umbrellas provide shade over lounge chairs, while warm evening light casts a welcoming glow on the surrounding greenery.

Apartment in Highlands

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.

FamilyValueRiver

4.9 out of 5 average rating, 534 reviews

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

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.

HospitalityCleanlinessGetting aroundLocationComfortIndoor spacesAmenitiesAccuracyNearbyNoiseFamilyParkingSleep qualityPoolWalkabilityKitchenLong stayValueBathroomConditionQuietCheck-inLaundryAccessPetsOutdoor spacesLayoutBarbecueTVAir conditioningViewParksDecorCheckoutBreakfastEV chargingHeatingWi-FiShared spaces

4.97 out of 5 average rating, 115 reviews

A modern living area features a grey sofa with decorative pillows, positioned near a window that offers views of the outdoor greenery. A coffee table, adorned with a bowl of fruit, rests on a neutral area rug, creating a cozy atmosphere.

Home in Princeton

Princeton Gem: Dining, Activities & Campus Nearby

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.

LocationValueIndoor spaces

4.99 out of 5 average rating, 102 reviews

A large heated gunite pool and spa are featured in the backyard, accompanied by a spacious patio area. An umbrella provides shade over a seating area, with lush green grass surrounding the pool, creating a tranquil outdoor escape.

Home in Asbury Park

Heated gunite pool and spa with parking!

This grande home with large wrap around porch features all new stylish furnishings and a large open floor plan and two car PARKING. Renovated in 2022 this home offers 4 LARGE bedrooms (3 queen beds and 1 King) and two renovated baths and is close to the beach and downtown. *Pets/dogs allowed just select when booking. If more than one dog please let owner know. Pool and Spa open through October 2026. [STR# 26-00454]

FamilyLocationAccuracy

4.78 out of 5 average rating, 268 reviews

Condo in Seaside Park

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.

FamilyLocationParking

4.86 out of 5 average rating, 114 reviews

The bedroom features a queen bed with a plush gray blanket, framed by decorative wallpaper and accented with a crystal chandelier. A dance pole is positioned beside the bed, and large windows invite natural light into the space. A cozy seating area is included.

Apartment in Elizabeth

4/20 friendly, Rated R,POLE, EWR -7min ,NYC 27 min

This unique place has a style all its own. We just know you're going to love your stay at our Luxe Glass house 3 .Get a good nights rest on our Queen mattress. Walk into a custom mirror background including a beautiful crystal chandelier in the bedroom with plenty of fun!! . Full of entertainment, money wall , exotic dance pole & secret glow room !!! This room is not for children under 18

ValueLocationGetting around

Popular amenities for Middletown Township rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 24 reviews

Home in Ocean Township

Quiet Get Away

ValueFamilyDecor

4.98 out of 5 average rating, 40 reviews

Home in Neptune City

Corlies Estate 5bedroom on golf course w pool/spa

FamilyLocationBeach

4.92 out of 5 average rating, 48 reviews

A rectangular pool is bordered by a spacious patio laid with large stone tiles. Two large cantilevered umbrellas provide shade over lounge chairs, while a cozy seating area with a hanging chair is visible. Lush greenery and a white fence enclose the outdoor space.

Home in Neptune City

Hot tub vacation house!

LocationValueKitchen

5.0 out of 5 average rating, 10 reviews

An outdoor patio area features comfortable seating arrangements with grey wicker furniture. Two large umbrellas provide shade over the dining table, which is surrounded by chairs. The heated saltwater pool is visible in the background, along with a serene landscape of greenery.

Home in Asbury Park

Welcome to Anchor on 4th!

LocationFamilyIndoor spaces

Home in Hillsborough Township

The mountain house is presented under the night sky, with soft illumination emanating from the exterior lights. The snowy landscape reflects the warm glow from the structure, highlighting its inviting facade and the surrounding natural scenery.

4.97 out of 5 average rating, 72 reviews

Beautiful Mountain House.

LocationValueAir conditioning

4.73 out of 5 average rating, 108 reviews

A bi-level home features a stone facade combined with light blue siding. A front staircase leads up to the entrance with white railings, framed by green landscaping and flowering plants. The surrounding yard is spacious and well-kept, with a wooden fence providing privacy.

Home in Toms River

Cozy home close to seaside heights

LocationValueCondition

Home in Point Pleasant Beach

4.99 out of 5 average rating, 73 reviews

2 blocks to Beach /POOL fire-pit, linen sleeps 12

FamilyLocationBathroom

4.95 out of 5 average rating, 44 reviews

Home in West New York

Lush Townhouse with Pool and Parking.

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Condo rentals with a pool