Holiday rentals with a pool in Middletown Township

Historic Cottage with Private Pond & Pool

Step back in time to 1760 with the old world charm of Colonial America. Pre-dating our country by over a decade, our beautifully renovated 260+ year old home sits on 5 acres with a detached studio and 2 separate water features. Experience the private pond teeming with koi, frogs, and other wildlife or take a dip in the refreshing pool just steps away. Whether you seek a relaxing getaway or a portal back to the days of our founding fathers, our historic home promises the ideal retreat.

Lovely OCEAN FRONT condo/pool/parking/beach badges

Make some memories at this unique and family-friendly beach place. Located right in front of the most beautiful beach in New Jersey, have a lovely day at the beach or go on the boardwalk, explore the most amazing seafood restaurants or have fun playing games. MUST BE 25 OR OVER TO BOOK. No exceptions. *Please note that the HOA association does not allow guest to bring any PETS or SERVICE ANIMALS. These are rules by the building we must follow.** Heated pool is open all summer.

Hidden Pond Farm Estates featuring a huge pool

Great setting for families!!! 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

Oasis with Pool, Firepit; Summer - Winter Rentals

Relax and enjoy with the whole family at this wonderful fully equipped home. Spend the morning at the beach then enjoy the afternoon in the backyard pool or hammock. Grill at the outdoor kitchen or make some smores and sit around the backyard firepit. The home also offers an outdoor shower, sunroom and covered front porch for morning coffee. 4 bedrooms, 1.5 baths. 5 beach badges, beach chairs and towels provided. Great for fall and winter also. Inquire about monthly rates.

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.

Stunning Beach Retreat - Entire Home

Welcome to this beautifully renovated well designed beach home! Just a short walk or bike ride down second Ave to the beach. This well curated home offers tempurpedic mattresses in all bedrooms for the perfect nights sleep and a Restoration Hardware sectional sofa for cozy nights at home. Whether it's a family get-a-way or a retreat with friends, you'll find our home is the perfect place to make new memories! Pool and spa open through September 2025

Pool paradise by the beach *Winter rental $3500pm

Our family beach house has 4 double bedrooms, a full size basement and an extra pool house. A 15 minute walk to Sea Girt beach or 5 minutes on the bikes. We leave some for you to use in the garage. But let’s face it with the beautiful pool and patio area with outside BBQ island some days you may just want to stay at the house. There is also a basketball hoop and ping pong in the garage the perfect place to relax and enjoy family time.

Englewood NJ Country Carriage House (15 min NYC)

Spacious eclectic luxurious renovated carriage house on 1 acre with a pool & hot tub, & a separate private 6 seat 60 jet hot tub, sauna, steam room, gas & wood burning fire pits, pool/ping pong table, trampoline & basketball court in a gorgeous quiet suburb of NYC. In 20 minutes you can be enjoying all that NYC has to offer & then come back for a sauna & steam. Great small reunion/intimate party space!

Vibrant Luxury Apt. w/ 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.