A marina with boats, a waterfront promenade, and residential buildings.

Middletown Holiday Rentals

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Our top choices for Middletown holiday rentals

1. Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Middletown
9.8 out of 10, Exceptional, (206 reviews)
"Very clean cottage and was just like we were home !"
United States
Christina
The price is NZ$303
includes taxes & fees
1 Nov - 2 Nov
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

2. Cottages with easy access to Newport, beaches, nature trails and vineyards

Cottages with easy access to Newport, beaches, nature trails and vineyards
Middletown
9.8 out of 10, Exceptional, (80 reviews)
The price is NZ$303
includes taxes & fees
1 Nov - 2 Nov
Cottages with easy access to Newport, beaches, nature trails and vineyards

3. Cozy Beach Apartment, private entrance and parking spot . <br>

Cozy Beach Apartment, private entrance and parking spot . <br>
Middletown
10.0 out of 10, Exceptional, (211 reviews)
"Great stay just outside of town and down town in minutes!"
United States
Janara D.
The price is NZ$613
includes taxes & fees
12 Oct - 13 Oct
Cozy Beach Apartment, private entrance and parking spot . <br>

4. Ellery Bungalow #51- Island Calm Near Newport

Ellery Bungalow #51- Island Calm Near Newport
Middletown
9.6 out of 10, Exceptional, (97 reviews)
The price is NZ$827
includes taxes & fees
12 Oct - 13 Oct
Ellery Bungalow #51- Island Calm Near Newport

5. Ellery Beach Bungalow #45- A Refined Island Escape

Ellery Beach Bungalow #45- A Refined Island Escape
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful area, walking distance to the beach and restaurants, nice clean house"
United States
Dana N.
The price is NZ$849
includes taxes & fees
13 Oct - 14 Oct
Ellery Beach Bungalow #45- A Refined Island Escape

6. Beach house walking distance to Second Beach

Beach house walking distance to Second Beach
Easton's Point
10.0 out of 10, Exceptional, (35 reviews)
"This is a hidden gem, off the beaten path, yet accessible to all the splendors of this beautiful area. The home is spacious and welcoming. The kitchen offers the opportunity to cook all meals comfortably if wanted. The fire pit is a definite bonus."
United States
Kelley
The price is NZ$1,142
includes taxes & fees
25 Oct - 26 Oct
Beach house walking distance to Second Beach

7. Townhouse Close to Downtown Newport & Beaches

Townhouse Close to Downtown Newport & Beaches
Middletown
10.0 out of 10, Exceptional, (11 reviews)
"The property was spotless and cozy, and just a quick drive from Newport’s Cliff Walk!"
United States
Igor
The price is NZ$1,097
includes taxes & fees
12 Oct - 13 Oct
Townhouse Close to Downtown Newport & Beaches

8. The Coral Rose Cottage

The Coral Rose Cottage
Middletown
10.0 out of 10, Exceptional, (9 reviews)
"The house is great we had a blast and the host are very nice."
United States
Maria G.
The price is NZ$2,144
includes taxes & fees
3 Nov - 4 Nov
The Coral Rose Cottage

9. Newport’s garden house near beach . Convenient

Newport’s garden house near beach . Convenient
Middletown
8.6 out of 10, Excellent, (19 reviews)
"Place was as described and would stay over again for future trips to Newport. Thanks"
United States
bob c.
Newport’s garden house near beach . Convenient

10. Newly remodeled home-Stay close to beach w/easy access to Newport

Newly remodeled home-Stay close to beach w/easy access to Newport
Middletown
9.8 out of 10, Exceptional, (72 reviews)
"Great stay "
United States
Terrence K.
The price is NZ$1,162
includes taxes & fees
13 Oct - 14 Oct
Newly remodeled home-Stay close to beach w/easy access to Newport

11. Easton View Retreat

Easton View Retreat
Middletown
9.8 out of 10, Exceptional, (16 reviews)
The price is NZ$1,110
includes taxes & fees
13 Oct - 14 Oct
Easton View Retreat

12. Spacious 4-bed located 1 mile from Newport Beaches

Spacious 4-bed located 1 mile from Newport Beaches
Middletown
9.8 out of 10, Exceptional, (11 reviews)
"Great space only a couple minutes from newport downtown and beaches. Made a great home base for a wonderful weekend."
United States
Matthew B.
The price is NZ$1,867
includes taxes & fees
13 Oct - 14 Oct
Spacious 4-bed located 1 mile from Newport Beaches

13. Ideally located, game room, finished basement, fenced yard, lawn games, coffee

Ideally located, game room, finished basement, fenced yard, lawn games, coffee
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Jordan was a fantastic host and this was a great property in a very convenient location!"
United States
Brian B.
The price is NZ$3,050
includes taxes & fees
17 Oct - 18 Oct
Ideally located, game room, finished basement, fenced yard, lawn games, coffee

14. Island House Newport

Island House Newport
4.0 star property
Bellevue Avenue Historic District
9.8 out of 10, Exceptional, (66 reviews)
The price is NZ$586
includes taxes & fees
25 Oct - 26 Oct
Island House Newport

15. Nice Private Space Short Walk To The Beach

Nice Private Space Short Walk To The Beach
Portsmouth
9.6 out of 10, Exceptional, (187 reviews)
"It was brief visit but very nice and would stay again"
United States
James C.
The price is NZ$302
includes taxes & fees
13 Oct - 14 Oct
Nice Private Space Short Walk To The Beach

16. The Newport Lofts – 543 Thames Street

The Newport Lofts – 543 Thames Street
4.0 star property
Downtown Newport
9.8 out of 10, Exceptional, (10 reviews)
"Attentive and helpful host, great location. "
United States
Todd
The price is NZ$1,015
includes taxes & fees
3 Nov - 4 Nov
The Newport Lofts – 543 Thames Street

17. Newport Lofts - 194 Thames Street

Newport Lofts - 194 Thames Street
4.0 star property
Downtown Newport
8.6 out of 10, Excellent, (20 reviews)
The price is NZ$686
includes taxes & fees
3 Nov - 4 Nov
Newport Lofts - 194 Thames Street

18. King with Kitchenette and Fireplace, Private Bath, Parking, Walk to all

King with Kitchenette and Fireplace, Private Bath, Parking, Walk to all
Top of the Hill
10.0 out of 10, Exceptional, (151 reviews)
"love this place. perfect location ! gorgeous huge deck , parking lot , super easy walk to town. LOVE"
United States
joanne b.
The price is NZ$405
includes taxes & fees
19 Oct - 20 Oct
King with Kitchenette and Fireplace, Private Bath, Parking, Walk to all

19. The Newport Lofts - 546 Thames Street

The Newport Lofts - 546 Thames Street
4.0 star property
Downtown Newport
9.6 out of 10, Exceptional, (9 reviews)
The price is NZ$1,080
includes taxes & fees
1 Nov - 2 Nov
The Newport Lofts - 546 Thames Street

20. Relax and still be close enough to the Newport Scene.

Relax and still be close enough to the Newport Scene.
Portsmouth
9.4 out of 10, Exceptional, (6 reviews)
"Thanks to Phil and Arlene for their comfortable home! just 15 minutes out of Newport proper this is a fantastic option to stay nearby the buzz! the backyard pool is magnificent!"
United States
James R.
Relax and still be close enough to the Newport Scene.
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.
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Top Middletown Hotel Reviews

Find out more about Middletown

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Middletown holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Middletown. 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 Middletown. 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 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 holiday 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 Middletown short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Middletown?

Yes, there are holiday rentals in Middletown close to Prescott Farm, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and popular beaches in Middletown. While you're here, grab a bite or have a drink at the top-notch restaurants.

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

Beautiful Newport Home - The Cottage At Restmere, South : This highly rated holiday home rental in Middletown is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other homes for rent in Middletown include Walk to beach, Huge deck off kitchen, roof-deck, king master, close to town and Walk to beach! Very large outdoor patio. Some Sept-Oct 2026 dates still open!.

How many holiday rentals are there in Middletown?

Expedia has 210 holiday rentals for your stay in Middletown.

What’s there to see and do in Middletown?

Atlantic Beach and Easton's Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Newport Vineyards and Second Beach are other places worth a visit.

What’s a holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family getaway.