Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Middletown vacation rentals

A row of houses with a stone wall and a sign for East Island Reserve.

1. 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, (87 reviews)
"convenient ;location"
United States
Lynn
The price is CA $211
CA $267 total
includes taxes & fees
Nov 10 - Nov 11
Cottages with easy access to Newport, beaches, nature trails and vineyards
A row of houses with a stone wall and a sign for East Island Reserve.

2. 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, (209 reviews)
"great hotel...clean, beautiful, and quiet."
United States
Daniel
The price is CA $211
CA $267 total
includes taxes & fees
Nov 10 - Nov 11
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
A wooden fence with a life preserver and a fish decoration.

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, (213 reviews)
"Great stay just outside of town and down town in minutes!"
United States
Janara D.
The price is CA $139
CA $350 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Beach Apartment, private entrance and parking spot . <br>
A deck with wicker furniture, including two chairs and a table, surrounded by lush greenery.

4. Charming Newport Cottage Near the Beaches - Sleeps 6

Charming Newport Cottage Near the Beaches - Sleeps 6
Middletown
9.8 out of 10, Exceptional, (88 reviews)
"The “cottage” is a duplex ranch. It was very clean and comfortable!!Close access to the beach ( 2nd beach was lovely!!Amenities in the kitchen are a bit sparse. We made pasta and there was no colander. But we made due with what they had and it was fine. The beds were super comfortable as was the air conditioning!"
United States
Karen W.
Charming Newport Cottage Near the Beaches - Sleeps 6
A modern kitchen with dark cabinets, a central island, and a dining area with a wooden table and white chairs.

5. Beach house walking distance to Second Beach

Beach house walking distance to Second Beach
Easton's Point
10.0 out of 10, Exceptional, (38 reviews)
"Ideal property to enjoy all Middletown & Newport have to offer!"
United States
kelly k.
The price is CA $126
CA $714 total
includes taxes & fees
Nov 18 - Nov 19
Beach house walking distance to Second Beach
Living room looking toward the dining area and deck

6. Water Views, Private Deck & Walk to the Beach | Pet-Friendly | RIBryan

Water Views, Private Deck & Walk to the Beach | Pet-Friendly | RIBryan
Middletown
9.6 out of 10, Exceptional, (21 reviews)
"Apartment was beautiful in a great location!!!"
United States
cathy g.
The price is CA $244
CA $619 total
includes taxes & fees
Nov 15 - Nov 16
Water Views, Private Deck & Walk to the Beach | Pet-Friendly | RIBryan
An outdoor patio with a dining table, chairs, string lights, and a grill.

7. 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 CA $353
CA $1,592 total
includes taxes & fees
Dec 1 - Dec 2
The Coral Rose Cottage
A two-story house with a stone chimney, a red front door, and a porch with white railings.

8. Hot Tub, Fenced Yard & Fire Pit | Sleeps 8 | Pet-Friendly | RIBryan

Hot Tub, Fenced Yard & Fire Pit | Sleeps 8 | Pet-Friendly | RIBryan
Middletown
9.6 out of 10, Exceptional, (19 reviews)
"Great house and easy ride to everything in Newport!"
United States
Terry S.
The price is CA $522
CA $1,004 total
includes taxes & fees
Nov 10 - Nov 11
Hot Tub, Fenced Yard & Fire Pit | Sleeps 8 | Pet-Friendly | RIBryan
A two-story house with a gabled roof, a front porch, and a number '718' on the door.

9. 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, (76 reviews)
"The house is beautiful and very clean. Great location. There is a beautiful winery nearby."
United States
Anne N.
The price is CA $479
CA $901 total
includes taxes & fees
Nov 10 - Nov 11
Newly remodeled home-Stay close to beach w/easy access to Newport
Kitchen island with stools and bright windows

10. 9 Private Acres, Hot Tub & Fire Pit | Sleeps 10 | Pet-Friendly | RIBryan

9 Private Acres, Hot Tub & Fire Pit | Sleeps 10 | Pet-Friendly | RIBryan
Middletown
10.0 out of 10, Exceptional, (17 reviews)
"Best stay "
United States
Justin R.
The price is CA $461
CA $966 total
includes taxes & fees
Nov 10 - Nov 11
9 Private Acres, Hot Tub & Fire Pit | Sleeps 10 | Pet-Friendly | RIBryan
A spacious living room with a white sofa, a coffee table, and a striped rug. There is a ceiling fan, a kitchen area with blue cabinets, and a dining table with chairs.

11. Electric Summer

Electric Summer
Middletown
8.6 out of 10, Excellent, (4 reviews)
"Just as seen on VRBO"
United States
David P.
The price is CA $523
CA $1,606 total
includes taxes & fees
Nov 10 - Nov 11
Electric Summer
A modern kitchen with a stainless steel refrigerator, wooden dining table, and light-colored flooring.

12. Spacious Private Cottage Close to Beaches & Newport

Spacious Private Cottage Close to Beaches & Newport
Middletown
9.6 out of 10, Exceptional, (4 reviews)
"One of the best VRBO properties we’ve ever stayed at!"
United States
jeffrey w.
The price is CA $603
CA $1,661 total
includes taxes & fees
Nov 10 - Nov 11
Spacious Private Cottage Close to Beaches & Newport
A modern kitchen with white cabinets, stainless steel appliances, and a dishwasher.

13. Allston Greens

Allston Greens
Middletown
10.0 out of 10, Exceptional, (14 reviews)
"Nice rental. Good location"
United States
David P.
The price is CA $506
CA $1,395 total
includes taxes & fees
Nov 22 - Nov 23
Allston Greens
A living room with a fireplace, two armchairs, a sofa, a coffee table, and a bookshelf.

14. Family-Friendly 4BR, Near Newport, Walk to Beach

Family-Friendly 4BR, Near Newport, Walk to Beach
Middletown
2.0 out of 10, (1 review)
The price is CA $634
CA $1,912 total
includes taxes & fees
Nov 10 - Nov 11
Family-Friendly 4BR, Near Newport, Walk to Beach
Dining

15. 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 CA $890
CA $1,353 total
includes taxes & fees
Nov 10 - Nov 11
Spacious 4-bed located 1 mile from Newport Beaches
A sunlit room with a wooden ceiling, large windows, and a stone floor.

16. Third Beach Road

Third Beach Road
Middletown
6.0 out of 10, (1 review)
"Renovated house, very cute. Kitchen was definitely a highlight as it was a good space for cooking and gathering together. Some amenities of house were not exactly as listed in description. Location of house was nice-close to beach and park with pickleball courts, easy access to Newport wharves and restaurants "
United States
Janet S.
The price is CA $795
CA $2,223 total
includes taxes & fees
Nov 10 - Nov 11
Third Beach Road
A modern kitchen with stainless steel appliances, a central island with bar stools, and light wood cabinetry.

17. Walk to beach corner lot, 5 bed large yard

Walk to beach corner lot, 5 bed large yard
Middletown
10.0 out of 10, Exceptional, (3 reviews)
"Awesome place. Clean and well kept"
United States
Michael G.
The price is CA $763
CA $1,981 total
includes taxes & fees
Nov 10 - Nov 11
Walk to beach corner lot, 5 bed large yard
A spacious living room with a dark blue sectional sofa, a white coffee table, and a patterned armchair.

18. Solo Fish - Family home, walk to beach and pool!

Solo Fish - Family home, walk to beach and pool!
Middletown
9.4 out of 10, Exceptional, (3 reviews)
"Good space. Fun backyard area."
United States
Rosie G.
The price is CA $843
CA $1,938 total
includes taxes & fees
Nov 10 - Nov 11
Solo Fish - Family home, walk to beach and pool!
A house with a blue door, white porch columns, and two white Adirondack chairs.

19. Spectacular View from Rooftop Deck | Sleeps 12

Spectacular View from Rooftop Deck | Sleeps 12
Easton's Point
8.0 out of 10, Very good, (3 reviews)
"Plenty of room, beautifully appointed. As advertised."
United States
Gerald L.
The price is CA $1,044
CA $2,449 total
includes taxes & fees
Nov 10 - Nov 11
Spectacular View from Rooftop Deck | Sleeps 12
A two-story house with a balcony, a stone foundation, and a well-maintained lawn.

20. Double lot walk to beach 5 bed 7 bath, large yard

Double lot walk to beach 5 bed 7 bath, large yard
Easton's Point
9.6 out of 10, Exceptional, (29 reviews)
"Excellent property in an excellent location. The host was great and very communicative. 10/10 would recommend!"
United States
Lynn J.
The price is CA $972
CA $2,256 total
includes taxes & fees
Nov 10 - Nov 11
Double lot walk to beach 5 bed 7 bath, large yard
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

A two-story house with a covered porch and a garage.
Admiral Sims' House

Admiral Sims' House

Admiral Sims' House
Top of the Hill

10/10 Excellent

Great Location!!!!!
Canada
Rolf
Reviewed July 27, 2026
Admiral Sims' House

Find out more about Middletown

Everything you need to know about Middletown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middletown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middletown vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middletown vacation rentals we have selected for you start as low as CA $125 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Middletown?

Yes, you can find vacation rentals in Middletown close to Prescott Farm, or you can select a more remote option if you're looking for extra privacy while you relax. 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 vacation rentals that Middletown has to offer?

Beautiful Newport Home - The Cottage At Restmere, South : This Middletown vacation home rental is located in the city center and has a patio, a garden, and a barbecue grill 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 vacation rentals are there in Middletown?

Expedia has 210 vacation 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 vacation rental in Middletown like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Middletown. Vacation rentals feature extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.