Best Vacation Homes in Middletown
6 Guests
4 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $356/Night
For 7 Nights US $2,489
2012.85 ft²
12 Guests
3 Bedrooms
3 Bathrooms
House
- Hot Tub
- Fireplace/Heating
- Pool
US $934/Night
For 7 Nights US $6,536
US $144/Night
For 7 Nights US $1,006
835 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Ocean View
US $241/Night
For 7 Nights US $1,684
699.65 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $184/Night
For 7 Nights US $1,288
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $165/Night
For 7 Nights US $1,156
1800 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $287/Night
For 7 Nights US $2,007
1224 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $319/Night
For 7 Nights US $2,230
Middletown Luxury Rentals
14 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $2,087/Night
For 7 Nights US $14,612
2500 ft²
2 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,535/Night
For 7 Nights US $10,744
11 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pet Friendly
US $1,238/Night
For 7 Nights US $8,666
8 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,070/Night
For 7 Nights US $7,489
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Air Conditioner
- Internet
US $925/Night
For 7 Nights US $6,474
1399.31 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Apartment
- Private Beach
- Oceanfront
- Fireplace/Heating
US $863/Night
For 7 Nights US $6,043
9 Guests
4 Bedrooms
3 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $793/Night
For 7 Nights US $5,551
3196.88 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Free Cancellation
Villa
- Parking
- Air Conditioner
- Internet
US $769/Night
For 7 Nights US $5,382
Middletown Pet Friendly Vacation Rentals
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $152/Night
For 7 Nights US $1,066
1227.09 ft²
8 Guests
2 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- View
- Pet Friendly
US $242/Night
For 7 Nights US $1,694
4731 ft²
16 Guests
8 Bedrooms
6 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $464/Night
For 7 Nights US $3,248
1840.63 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Villa
- Oceanfront
- Ocean View
- Balcony/Terrace
US $210/Night
For 7 Nights US $1,470
1300 ft²
12 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $445/Night
For 7 Nights US $3,112
6 Guests
3 Bedrooms
1 Bathroom
Pet Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $400/Night
For 7 Nights US $2,802
9 Guests
4 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
US $253/Night
For 7 Nights US $1,773
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $661/Night
For 7 Nights US $4,626
Middletown Large Vacation Homes
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $605/Night
For 7 Nights US $4,232
1883.68 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Private Pool
- Fireplace/Heating
- Pool
US $644/Night
For 7 Nights US $4,508
11 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Kitchen
- Parking
US $747/Night
For 7 Nights US $5,232
4736.12 ft²
16 Guests
8 Bedrooms
7 Bathrooms
Family Friendly
House
- Pet Friendly
- Parking
- Internet
US $477/Night
For 7 Nights US $3,339
1800 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $650/Night
For 7 Nights US $4,550
2400 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $531/Night
For 7 Nights US $3,719
14 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
US $468/Night
For 7 Nights US $3,276
2016 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $532/Night
For 7 Nights US $3,726
Why Choose Rent By Owner for your Middletown Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Middletown Vacation Rentals
Where are the best neighborhoods to stay in Middletown?
When exploring neighborhoods to stay in Middletown, New Jersey, you’ll find a variety of charming areas that cater to different preferences. Whether you're looking for a quiet residential community or a lively locale close to local amenities, Middletown offers neighborhoods that provide convenient access to the best aspects of this vibrant region. Each neighborhood provides a unique atmosphere, making it easy to find a comfortable and enjoyable place to stay during your visit. By choosing a well-suited area within Middletown, you can experience the authentic charm of the location while enjoying seamless access to its many attractions and destinations.
Port Monmouth
Situated along the scenic waterfront, this neighborhood offers a peaceful retreat with easy access to the area's natural beauty. You’ll find that staying here provides a perfect balance of tranquility and convenience within your vacation experience.
View 78+ Rentals in Port MonmouthBest Times to Visit Middletown
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can enjoy the region’s best amenities and scenery, making your vacation rental experience in Middletown, New Jersey, truly memorable.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences warm weather, making it ideal for outdoor activities and exploring nearby attractions.
Average Temperature Daytime: around 80-85°F - Nighttime: about 65-70°F
Fall (September to November)
Autumn brings cooler temperatures and vibrant foliage, attracting visitors seeking scenic views and comfortable travel conditions.
Average Temperature Daytime: approximately 70-75°F - Nighttime: roughly 50-55°F
Off-Season Highlights
Winter (December to February)
The winter season offers fewer crowds and a quieter atmosphere, with colder weather perfect for indoor leisure or off-season exploration.
Average Temperature Daytime: about 35-45°F - Nighttime: around 25-30°F
Early Spring (March to May)
In early spring, the region begins to awaken with mild temperatures and less tourist activity, providing a peaceful setting for your stay.
Average Temperature Daytime: roughly 50-60°F - Nighttime: around 35-45°F
Weekly Weather Forecast for Middletown
How to Book Your Middletown Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Middletown
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor space with a spacious yard for relaxation or outdoor activities.
- Make the most of warm weather with a fully equipped outdoor dining area or picnic spot.
- Take advantage of a barbecue grill to prepare meals while enjoying the fresh air.
- Unwind in a cozy patio or porch area ideal for morning coffee or evening gatherings.
- Discover outdoor recreational options like a swing set, play area, or sports court if available.
- Relax by a private pool or hot tub, perfect for unwinding after exploring the region.
- Utilize outdoor lighting features that enhance ambiance for evening enjoyment in the area’s pleasant climate.
Top Attractions Around Middletown
What attractions are nearby?
In this area, you can enjoy a variety of outdoor activities such as exploring scenic parks, engaging in recreational sports, or discovering local cultural sites that showcase the region's rich history and vibrant community.
Family Activities
- Keansburg Amusement Park: Enjoy a fun-filled day with the family at this lively amusement park, offering rides and attractions suitable for all ages in the region.
- Natural Historic Area: Explore outdoor trails and natural beauty perfect for hiking and picnicking, providing a relaxing escape close to your vacation rental.
- Henry Hudson Trail: Discover scenic biking and walking paths along this popular trail, ideal for active family adventures in the area.
- Sea Bright Beach: Spend a sunny day at this inviting beach, just a short drive away, where you can swim, build sandcastles, or simply unwind with loved ones.
Adult Activities
- Golf at Atlantic Golf Center: Enjoy a relaxing day on the greens at this popular golf course in the area, perfect for both beginners and seasoned players seeking leisure outside your vacation rental.
- Visit the Middletown Township Public Library: Explore local culture and immerse yourself in community events at this welcoming library, just a short drive from your accommodation.
- Explore the Hartshorne Woods Park: Discover scenic hiking trails and stunning views of the coastline, offering a peaceful retreat near your stay here.
- Enjoy craft beverages at local breweries: Sample regional beers at nearby breweries that provide a vibrant atmosphere ideal for unwinding after a day of exploring the region.
Other Places to Stay in Middletown, NJ
Deep Cut Gardens
Middletown Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take time to discover the region’s highlights, ensuring your stay is enriched with memorable experiences in this charming destination.
- Plan Your Transportation: Arrange reliable transportation options ahead of time to comfortably access key spots around this area without hassle.
- Choose the Right Vacation Rental: Select a thoughtfully located property that offers easy access to the sights and amenities you desire for a convenient stay here.
- Embrace the Local Cuisine: Savor authentic regional flavors at nearby eateries or specialty markets to get a true taste of the destination.
Transportation Options
- New Jersey Transit Bus Service: You can easily access local and regional destinations using the bus service that connects this area to surrounding towns and cities.
- NJ Transit Rail Line: The nearby train station offers convenient rail transportation, making it simple to explore the broader region from here.
- Taxi and Ride-Sharing Services: Reliable taxi companies and ride-sharing options are available for direct travel around the area or to larger transit hubs.
- Car Rental Services: Renting a vehicle provides the flexibility to explore the region at your own pace, with numerous rental agencies conveniently located nearby.
Local Customs Options
- Respect for Local Heritage: You will find that visitors and locals alike honor traditional customs that reflect the region's rich history and cultural identity in Middletown.
- Community Celebrations: Participating in seasonal festivals and parades is a common way to experience the area's vibrant community spirit during your stay.
- Dining Etiquette: It’s customary here to appreciate locally prepared dishes and follow dining manners that showcase respect for regional culinary traditions.
- Environmental Respect: Visitors are encouraged to practice eco-friendly habits, such as recycling and conservation, which are valued by residents here to preserve the area's natural beauty.
Middletown Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Middletown?
There are a lot of options in Middletown. If you plan on staying in the Middletown area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Middletown:
- Updated Downtown Red Bank Home 5 Mi to Beach!
- Pristine 3bed , 3bath 1 min walkto the beach water amusement park. Hot Tub 5 TVs
- Spacious home in Red Bank; great for groups. 15 mins to Sandy Hook or Sea Bright
- Walk to Beach: Keansburg Home w/Patio & Fire Pit!
- Welcome to Paradise! The perfect beach cottage!
- Oceanfront Villa Panoramic NYC Views +Luxury Home
- Welcome to Blue Haven: Comfort and Charm~Steps from the Beach!
- Comfortable 3-bedroom house in Red Bank, close to town, restaurants and beaches
- Fabulous 3-bedroom house with Garage Game Room ! 3 blks to Beach ! AC/Barbeque
- Seaside Cottage: 1 block to free beach w/NY Skyline. 30min to NYC.
2. How many vacation rentals have private pools in Middletown?
There are 4 vacation rentals with private pools near Middletown. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Middletown are best for families?
If you are looking for a family-friendly vacation home in Middletown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Middletown:
4. How many Rentbyowner vacation rentals are available in Middletown?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 142 in the Middletown area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Middletown.
5. What is the cancellation policy for vacation rentals in Middletown, New Jersey?
Cancellation policies vary by listing. To understand specific refund options and deadlines, please review the individual property listing details or contact the property owner directly.
6. Are pets allowed in vacation rentals here?
Pet policies differ depending on the rental property. You should check each listing’s pet policy section or reach out to the host for confirmation before booking.
7. How do I find the most accurate availability and rates for vacation rentals in the area?
Availability and prices are updated in real-time on each listing. For the most accurate information, consult the individual property page and consider contacting the owner if you have specific dates in mind.
8. What amenities can I expect in vacation rentals in this destination?
Amenities vary by property, so it’s best to review each listing’s amenities section. If you need specific features, contacting the owner for clarification is recommended.
9. Is there a minimum stay requirement for booking a vacation rental in the region?
Minimum stay requirements are set by individual hosts and can differ across listings. Be sure to check the minimum stay details on the property listing or contact the owner directly for more information.
Middletown Top Rated Vacation Rentals
US $191/Night
For 7 Nights US $1,336
236.81 ft²
4 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $189/Night
For 7 Nights US $1,323
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
US $109/Night
For 7 Nights US $764
326.95 ft²
1 Bathroom
Ocean View
Hotel
- Oceanfront
- Fireplace/Heating
- Pool
US $274/Night
For 7 Nights US $1,921
US $136/Night
For 7 Nights US $955
396.92 ft²
8 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $329/Night
For 7 Nights US $2,301
2400.35 ft²
12 Guests
1 Bedroom
3 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pool
- View
US $459/Night
For 7 Nights US $3,215
1797.57 ft²
6 Guests
2 Bedrooms
2 Bathrooms
House
- Pool
- Ocean View
- View
US $353/Night
For 7 Nights US $2,471
