Holiday rentals in Middletown Township

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Top-rated holiday rentals in Middletown Township

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Guest favourite
The image captures a scenic view of Highlands, NJ, featuring a waterfront scene with boats docked near the shore and a bridge in the foreground. Lush greenery adorns the hillside, while buildings line the coast. An American flag is visible atop a distant hill.
Flat in Highlands
4.92 out of 5 average rating, 154 reviews

Seashore town - QUAINT one bedroom apartment

1 bedroom apartment in a quaint, small, walkable waterfront community. Walk to NYC Ferry, NJ Transit & Academy Bus. Walk to Sandy Hook or local free beaches. Plenty of waterfront parks & green space. Enjoy our many hiking and biking trails; Hartshorne Woods, Popamora Park and Henry Hudson Trail. Visit National Landmark Historic Twin Lights and Sandy Hook Lighthouse. Highlands has great annual events, bicycle & boat rentals. Enjoy our great restaurants, shops and tiki bars. See highlandsnj.com.

Guest favourite
A well-lit bedroom features a spacious bed adorned with soft pillows and a cozy throw blanket. Large windows dressed with sheer curtains allow natural light to fill the room. A decorative plant and flowers are placed on a small table beside the bed, and a full-length mirror stands nearby.
Home in Sea Bright
4.88 out of 5 average rating, 102 reviews

Cozy Beach Block House w/ Rooftop Deck~Beach & Bar

Perfectly located 2 BDR 1.5 Btrm House just a 3 minute walk to the beach. You can park your car in the garage and walk to Sea Bright's popular amenities like the Local Bars & Restaurants along the beach. Enjoy the privacy in your backyard equipped with a BBQ Grill Take-in the breathtaking views of the water from your Rooftop Balcony! The house is fully equipped with amenities that will elevate your experience in Sea Bright. 7 night minimum stay! Please message me for any inquiries.

Top guest favourite
An exterior view of the second-floor apartment is displayed, featuring light-colored siding and a private entrance accessed by outdoor stairs. Lush greenery surrounds the path leading to the entrance, with a blooming tree nearby, creating a pleasant outdoor setting.
Flat in Red Bank
5 out of 5 average rating, 29 reviews

King Bed & Work From Home Space in Red Bank, NJ

The Red Bank Retreat is a cozy second-floor apartment just a 7 minute walk from downtown Red Bank’s shops, cafes, and restaurants. The space features a king bed in bedroom with a walk-in closet, a den with a standing desk and twin daybed, a full kitchen, and a relaxing bathroom with a tub. Enjoy a comfy living room with a smart TV. Note: Jersey Shore Beaches and Trains/Ferries to NYC are nearby. Train noise may be heard at night; no dishwasher, no washer/dryer, and no automatic ice maker.

Top guest favourite
A two-story cottage is visible, featuring a light exterior with a peaked roof. Lush green bushes line the front yard, and a concrete pathway leads to the entrance. Surrounding trees offer a natural backdrop, contributing to a serene neighborhood ambiance.
Cottage in Leonardo
4.93 out of 5 average rating, 165 reviews

Cozy Cottage Retreat on North Jersey Shore

Come and relax in our shore retreat cottage with private driveway and backyard a block from the sea. We are a retreat away from the hurly-burly of connected life, but we do have WiFi Internet. We are located in a safe quiet neighborhood 5-10 minutes walk from Leonardo state marina and beach, 2 miles from Atlantic Highlands with it's bustling main street and delightful harbor where you can take the Seastreak ferry to Manhattan; 15 minutes drive to Sandy Hook and the Atlantic Shore Beaches.

Top guest favourite
A spacious two-story Colonial home is shown, featuring a light-colored exterior. The front porch is adorned with comfortable seating. Lush greenery surrounds the property, including trees and shrubs. A gravel driveway leads to the entrance, enhancing the welcoming appearance of the residence.
Home in Red Bank
4.95 out of 5 average rating, 107 reviews

Downtown Red Bank Home near Wedding Venues

Spacious Colonial 4BR/3 Bath in the heart of downtown Red Bank. Conveniently located in short walking distance of the train station, Molly Pitcher, Oyster Point, and the best restaurants and bars. Sleeps 9. Full kitchen open to dining room and bar area. Outdoor grill, fire pit, and seating area. 1st fl: 1BR, Full bath, Living RM, Day Bed RM w/trundle, Kitchen, Dining RM, W/D. 2nd fl: 2 BRs w/Queen beds. 1 BR w/twin bunk beds. 2 Full baths. Fast Fios wifi and cable. Front porch and yard.

Top guest favourite
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.
Flat in Highlands
5 out of 5 average rating, 69 reviews

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.

Guest favourite
A cozy studio room features a spacious bed with a light quilt and decorative pillows. Two patterned chairs are positioned near a small table adorned with fresh flowers. Natural light filters through sheer curtains, enhancing the warm ambiance.
Guest suite in Highlands
4.89 out of 5 average rating, 148 reviews

Sandy Hook House - Newly renovated

Recently renovated bright comfy walk out studio apartment with private entrance. Right by the bridge, you can walk/bike to Sandy Hook or take your car (beach pass included). Close to many beaches, parks, bike trails, light house tours, historical sights, & concert venues. Plenty of restaurants & activities in town. Easy access from ferry. Watch the sunrise from the shared court yard, furnished with lounge & dining seating. Peaceful, well appointed, & comfortable.

Top guest favourite
A cozy living area features a gray sofa with a woven throw, complemented by a round coffee table at its center. A painting of a sandy beach adorns the wall, while a decorative plant adds a touch of greenery. Natural light filters in through nearby windows.
Home in Keansburg
4.97 out of 5 average rating, 39 reviews

Easy walk to the Beach! Bay Breeze Bungalow

Welcome to Bay Breeze Bungalow! Our little one bedroom home is tucked into a quiet residential neighborhood, a perfect getaway that’s a few blocks from the beach and steps from the tranquil bay. Whether you’re looking for a relaxing retreat, a family-friendly escape, or a fishing adventure by the shore, our cozy bungalow offers everything you need for a memorable stay. Our bungalow features 1BR with a queen bed, and and two pull out queen beds. Registration #3640

Top guest favourite
An open living space features a comfortable sofa and armchair, set on a patterned area rug. A modern kitchen island with bar stools provides seating, while stainless-steel appliances complement the light cabinetry. Natural light fills the room through two windows.
Apartment in Highlands
4.96 out of 5 average rating, 122 reviews

2BR Oceanview Shore House, walk to beach/nightlife

** Beautiful renovated 2 bedroom that is walking distance from the NYC ferry, numerous bars and restaurants with live music, and steps away from the beach. Come explore the Highlands, where small town charm meets the Jersey shore. Everything is walking distance in this 1 square mile town. Enjoy waterfront restaurants , night life, tiki bars, fishing, kayaking, biking on the Henry Hudson Trail, hiking in Hartshorne Woods Park, and of course Sandy Hook Beaches.

Top guest favourite
A sandy beach area features a striped blue and white umbrella, surrounded by various seating options including a picnic table and several lounge chairs. A gentle water view extends into the distance, complemented by lush greenery and rustic decor elements along the shore.
Flat in Highlands
4.99 out of 5 average rating, 106 reviews

SPECTACULAR OCEAN VIEW BEACHFRONT RENOVATED 2BR

The Beachhouse is the ultimate beach front retreat summer getaway .The apartment has spectacular sweeping water views overlooking sandy hook beaches. Historic Highlands is truly a unique town that has kept its charm throughout the years . You will enjoy everything that highlands has to offer from top notch restaurants , night life, tiki bars, fishing, biking trails (henry hudson trail) hiking/walking , (Hartshorne woods park) beaches (sandy hook)

Top guest favourite
The exterior showcases a modern two-story building with a spacious deck and multi-level stairs leading to the backyard. The white railing and steps contrast with the soft-colored siding, while lounge furniture sits invitingly on the upper deck, providing a welcoming outdoor space.
Flat in Highlands
4.98 out of 5 average rating, 136 reviews

NJ Shore/Waterview/Beach Escape/Sandy Hook

Private waterview apartment with backyard near Sandy Hook where the NJ Shore begins in the quaint and charming town. Make this your summer getaway. The apartment is just 1 hour from New York City by car or ferry. It's a 10-minute walk to Sandy Hook, a popular 7-mile beach or 3 minute drive. Note: We've always made cleanliness a top priority. NO PETS ALLOWED - A $500 CHARGE WILL BE INCURRED IF YOU BRING A PET ON THE PROPERTY

Guest favourite
A light blue entry room features a small round table with a green plant centerpiece. A microwave and mini fridge are placed beside the table. Through an archway, a neatly made bed is visible, surrounded by floral-patterned curtains and soft natural lighting.
Guest suite in Highlands
4.94 out of 5 average rating, 195 reviews

HighlandsBeachEscape, Steps to Beach/NY ferry

Private entrance guest suite overlooking lawn, Steps to bay beach. 8/10 mile to Atl. Ocean. Peaceful & centrally located to town. Walk/bike along scenic bay & ocean. Cafes, parks, dining Al fresco all walking distance. NYCferry 7min walk. Cruises/live music on beach May-Oct. 2 beach chairs, Patio,Keurig, blender, mini fridge, micro. No TV or cooking appliances. *No animals due to allergies *M-F Sept-June 4pm check in.

Popular amenities for Middletown Township holiday rentals

When is the best time to visit Middletown Township?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Middletown Township?

    Middletown Township has more than 220 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in guesthouse rentals in Middletown Township?

    Experience the best of Middletown Township with our guesthouse rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Middletown Township?

    Four-legged friends are welcome in Middletown Township. Choose from more than 120 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Middletown Township?

    Yes! Work meets play with ease at over 190 vacation rentals in Middletown Township featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Middletown Township house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in Middletown Township, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Middletown Township?

    Make yourself at home in Middletown Township by choosing from our most frequently booked neighborhoods. We have over 70 vacation rentals in Leonardo, over 30 vacation rentals in Port Monmouth, and over 400 vacation rentals in Little Silver.

  • Do apartment rentals in Middletown Township have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Middletown Township. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Middletown Township have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in Middletown Township. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Middletown Township have wifi?

    Absolutely! We offer over 20 cottage rentals with wifi in Middletown Township. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Middletown Township have free parking?

    Absolutely! We offer over 200 house rentals with free parking in Middletown Township. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Middletown Township

  • Total holiday rentals

    Explore 320 holiday rentals in Middletown Township

  • Nightly prices starting at

    Middletown Township holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 12,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wifi availability

    310 of Middletown Township holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Middletown Township rentals

  • 4.9 Average rating

    Middletown Township stays are highly rated by guests – averaging 4.9 out of 5!

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