A historic tower with a rounded top and arched windows.

Middletown Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Middletown vacation rentals

1. Ideal Beach Cottage - The Loveliest Little Property in Town!

Ideal Beach Cottage - The Loveliest Little Property in Town!
Middletown Township
9.8 out of 10, Exceptional, (6 reviews)
"The home is very clean and nice"
United States
Ernest A.
The price is CA $233
CA $459 total
includes taxes & fees
Oct 6 - Oct 7
Ideal Beach Cottage - The Loveliest Little Property in Town!

2. Downstairs of home 2-bedroom with AC, WiFi in Red Bank. Private entrance.

Downstairs of home 2-bedroom with AC, WiFi in Red Bank. Private entrance.
Red Bank
8.4 out of 10, Very good, (13 reviews)
"Owner allowed us to check in early. Was easy to communicate with. Property exactly as described. Thank you!!"
United States
Kathryn
The price is CA $191
CA $241 total
includes taxes & fees
Oct 18 - Oct 19
Downstairs of home 2-bedroom with AC, WiFi in Red Bank. Private entrance.

3. Charming 2-bedroom house in lovely Red Bank with WiFi, AC sleeps six

Charming 2-bedroom house in lovely Red Bank with WiFi, AC sleeps six
Red bank
8.8 out of 10, Excellent, (36 reviews)
"Great location."
United States
Judy P.
The price is CA $283
CA $529 total
includes taxes & fees
Oct 18 - Oct 19
Charming 2-bedroom house in lovely Red Bank with WiFi, AC sleeps six

4. 4-Bedroom Beach House Keansburg with AC, WiFi/Front WATERPARK

4-Bedroom Beach House Keansburg with AC, WiFi/Front WATERPARK
Keansburg
7.0 out of 10, Good, (9 reviews)
"Excellent Stay "
United States
Blaise L.
The price is CA $115
CA $688 total
includes taxes & fees
Oct 1 - Oct 2
4-Bedroom Beach House Keansburg with AC, WiFi/Front WATERPARK

5. Beachfront 4BR - 30ft to Sand •Near Amusement Park

Beachfront 4BR - 30ft to Sand •Near Amusement Park
Keansburg
9.0 out of 10, Wonderful, (13 reviews)
"Spacious and clean. Short walk over dunes to see beautiful views over water."
United States
Susan A.
The price is CA $328
CA $798 total
includes taxes & fees
Oct 1 - Oct 2
Beachfront 4BR - 30ft to Sand •Near Amusement Park

6. Seashore Town - quaint one bedroom apartment

Seashore Town - quaint one bedroom apartment
Highlands
9.8 out of 10, Exceptional, (26 reviews)
"Charming little apartment in lovely Highlands right across the bay from Sandy Hook. Walking distance to lots of stuff and Carla and Ken are great hosts!"
United States
Kathleen
The price is CA $354
CA $441 total
includes taxes & fees
Sep 30 - Oct 1
Seashore Town - quaint one bedroom apartment

7. 5 Min to Beach, Playground. Near Sandy Hook and NYC

5 Min to Beach, Playground. Near Sandy Hook and NYC
Keansburg
10.0 out of 10, Exceptional, (4 reviews)
"Everything was clean, easily accessible—extra little needed trinkets for small children and a very responsive owner. Will use again!"
United States
JENNIFER A.
The price is CA $376
CA $755 total
includes taxes & fees
Oct 12 - Oct 13
5 Min to Beach, Playground. Near Sandy Hook and NYC

8. Bayview Coastal Home •Steps to Shore+ Free Parking

Bayview Coastal Home •Steps to Shore+ Free Parking
Keansburg
8.6 out of 10, Excellent, (7 reviews)
"Beautiful home - we enjoyed staying here. The whole process was easy and our stay relaxing and comfortable. "
United States
Mark B.
The price is CA $361
CA $957 total
includes taxes & fees
Sep 30 - Oct 1
Bayview Coastal Home •Steps to Shore+ Free Parking

9. A Jersey Shore Vacation Getatway

A Jersey Shore Vacation Getatway
Highlands
9.8 out of 10, Exceptional, (214 reviews)
"Great host, location and accommodations. Awesome views from both decks."
United States
Rick G.
The price is CA $424
CA $642 total
includes taxes & fees
Oct 6 - Oct 7
A Jersey Shore Vacation Getatway

10. Beach House near NYC. 1 Block to Ocean. Sleeps 10

Beach House near NYC. 1 Block to Ocean. Sleeps 10
Keansburg
9.6 out of 10, Exceptional, (5 reviews)
"All the comforts of home. Dana was a pleasant to deal with. The property was located in a quite area of town. We would definitely stay again.Thank you for sharing your home."
United States
Daniel L.
The price is CA $396
CA $776 total
includes taxes & fees
Oct 1 - Oct 2
Beach House near NYC. 1 Block to Ocean. Sleeps 10

11. 2-bedroom apartment in Long Branch 1 block to Pier Village and the beach

2-bedroom apartment in Long Branch 1 block to Pier Village and the beach
Long Branch
9.0 out of 10, Wonderful, (7 reviews)
"Proximity to pier village was excellent"
United States
Shani C.
The price is CA $240
CA $514 total
includes taxes & fees
Oct 1 - Oct 2
2-bedroom apartment in Long Branch 1 block to Pier Village and the beach

12. Coastal Escape - New Build w/ Patio & Yard

Coastal Escape - New Build w/ Patio & Yard
Keansburg
The price is CA $449
CA $1,125 total
includes taxes & fees
Sep 30 - Oct 1
Coastal Escape - New Build w/ Patio & Yard

13. Lovely 2 Bedroom Unit in Long Branch, close to the beach, and NJ Transit.

Lovely 2 Bedroom Unit in Long Branch, close to the beach, and NJ Transit.
Long Branch
10.0 out of 10, Exceptional, (13 reviews)
"The hosts were wonderful, check-in was easy, the place was clean and located within walking distance of the beach. Perfect for my family's weekend stay!"
United States
Anonymous traveller
The price is CA $318
CA $668 total
includes taxes & fees
Oct 5 - Oct 6
Lovely 2 Bedroom Unit in Long Branch, close to the beach, and NJ Transit.

14. Private room 5 blocks from the beach

Private room 5 blocks from the beach
Asbury Park
10.0 out of 10, Exceptional, (35 reviews)
"Perfect alternative to grabbing a hotel room. Great location and Danny was a great host to deal with."
United States
Pat M.
The price is CA $205
CA $320 total
includes taxes & fees
Sep 30 - Oct 1
Private room 5 blocks from the beach

15. Ocean Grove Renovated 1BR 2 Blocks to Beach & Main Ave | Near Asbury Boardwalk

Ocean Grove Renovated 1BR 2 Blocks to Beach & Main Ave | Near Asbury Boardwalk
Neptune Township
9.6 out of 10, Exceptional, (8 reviews)
"Nice place to stay, great for a girls trip! Beautiful town and has a great vibe!"
United States
Cadence W.
The price is CA $146
CA $347 total
includes taxes & fees
Sep 30 - Oct 1
Ocean Grove Renovated 1BR 2 Blocks to Beach & Main Ave | Near Asbury Boardwalk

16. Near NYC • Refreshing Double Suite • Sleeps 4 • Pet Friendly

Near NYC • Refreshing Double Suite • Sleeps 4 • Pet Friendly
West Carteret
10.0 out of 10, Exceptional, (4 reviews)
"Convent to the job site the hotel has a restaurant which is a plus"
United States
Marty B.
The price is CA $98
CA $185 total
includes taxes & fees
Sep 30 - Oct 1
Near NYC • Refreshing Double Suite • Sleeps 4 • Pet Friendly

17. Near NYC • Serene Double Suite • Sleeps 4 • Prime Location

Near NYC • Serene Double Suite • Sleeps 4 • Prime Location
West Carteret
8.0 out of 10, Very good, (3 reviews)
"Nice place"
United States
Stephen M.
The price is CA $95
CA $182 total
includes taxes & fees
Sep 30 - Oct 1
Near NYC • Serene Double Suite • Sleeps 4 • Prime Location

18. Park View Room 1 Block to Beach & Asbury | Cozy & Romantic | 1000 Mbps WiFi

Park View Room 1 Block to Beach & Asbury | Cozy & Romantic | 1000 Mbps WiFi
Neptune Township
8.4 out of 10, Very good, (8 reviews)
"Perfect getaway at a clean, friendly, fabulously located property!"
United States
Denise P.
The price is CA $109
CA $218 total
includes taxes & fees
Sep 30 - Oct 1
Park View Room 1 Block to Beach & Asbury | Cozy & Romantic | 1000 Mbps WiFi

19. Vacation Rental Home beaches House!

Vacation Rental Home beaches House!
Neptune City
9.6 out of 10, Exceptional, (4 reviews)
"The place was very clean!"
United States
Whitney S.
The price is CA $247
CA $1,246 total
includes taxes & fees
Sep 30 - Oct 1
Vacation Rental Home beaches House!

20. 2BR apt near EWR 6b9v

2BR apt near EWR 6b9v
Elizabeth
10.0 out of 10, Exceptional, (1 review)
"great place to stay for an extended work trip."
United States
chris d.
2BR apt near EWR 6b9v
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Middletown Hotel Reviews

Find out more about Middletown

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middletown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Middletown?

Yes, we have vacation rentals close to popular sights in Middletown, or you can select a more remote option if you'd like a relaxing place to stay. Middletown is known for its beaches and restaurants. Make sure you have time to check out the shopping while you're in the area.

What are some of the best vacation rentals that Middletown has to offer?

Spacious 3 bed 2 bath with free parking and easy NYC transportation: Visitors like this Middletown vacation home rental. It is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Middletown?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Middletown stay.

What’s there to see and do in Middletown?

Keansburg Beach and Deep Cut Gardens are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Cape Liberty Cruise Port and Count Basie Theater.

What’s a vacation rental in Middletown like?

A vacation rental is a private property you can book for a few weeks or just a few days in Middletown. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family gatherings.