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Middletown vacation rentals

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Top-rated vacation rentals in Middletown

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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A wooden deck overlooks Johnson's Pond, with a table at the center surrounded by four chairs. Two red cushioned rocking chairs provide a comfortable seating option, and a vibrant red umbrella offers shade. Lush green trees frame the serene water view.

Home in Coventry

4.86 out of 5 average rating, 129 reviews

Awesome 3 bed vacation lake house. Great location!

Three bedroom house right on Johnson’s Pond with private water access right in the back yard. House features queen master with deck overlooking the pond. 2nd bedroom features a full bed with twin bunk bed above along with a stand alone twin bed. 3rd bedroom has a queen bed. Perfect for one or two couples to share. Full kitchen and laundry along with WiFi and streaming services. Use of 2 kayaks and pedal boat. Just two miles from I-95, so everything in southern New England is just minutes away!!

A spacious living area is furnished with a light-colored sofa and two woven chairs, arranged around a round coffee table. Large windows provide natural light and a view of the ocean, enhancing the inviting atmosphere of the room.

Townhouse in Middletown

4.96 out of 5 average rating, 116 reviews

5BR/4BA Spacious Beachside Oasis Steps to Beach!

Book your private beach paradise today! Steps from Newport’s Easton’s Beach, this NEW CONSTRUCTION town home ("Sea Side") features 5 bedrooms and 5 full bathrooms spanning 3 floors with 3200+ sqft and includes spacious living/entertainment spaces and large decks with gorgeous views of the Atlantic Ocean and Newport's famed Cliff Walk. This home is perfect for family vacations, get togethers, and wedding parties. The unit comfortably sleeps up to 10 adults (12yo+) and 6 children. #tidesnewport

A well-equipped kitchen features wooden cabinetry and a grey countertop. Stainless steel appliances, including an oven and microwave, are included. Glassware is neatly arranged on open shelves, while a small wine rack adds storage. A plant and utensils are placed on the countertop for convenience.

Apartment in South Kingstown

4.88 out of 5 average rating, 119 reviews

Converted Country Church By The Beach

Welcome to our country church by the beach. Get the benefit of being just minutes from the beach yet the privacy of seeing stars at night in a woodsy setting. You'll be able to sit on your private patio at night with a fire under the string lights. Try our favorite ice cream shop down the street or a short drive to downtown Wakefield. Take the morning to surf & the afternoon to lay on the beautiful beaches. This apartment is perfect for families or small groups. Easily accessible on one level.

Cottage in Oakland Beach

4.98 out of 5 average rating, 137 reviews

Renovated cottage w water views and walk to beach

This beautiful cottage has waterviews from most rooms. 1st floor has 4 season porch, Living room opens to white kitchen w quartz countertops, dining area , bedroom and 1/2 bath. 2nd floor has 2 bedrooms & full bath with laundry. Outdoor sitting at Small table in the front garden & Adirondack chairs in the backyard. 1/2 block to the beach, kayak, fishing, boat launch, cafe & 2 restaurants. Home has been renovated w love and caring. No parties. Please be considerate of cleaning person.

Condo in Newport

4.94 out of 5 average rating, 501 reviews

Newport unforgettable

My place is close to the beach, Mansions,restaurants and dining, nightlife, and family-friendly activities. You’ll love my place because of the comfy beds, the kitchen, the coziness, and the high ceilings.(been on third floor) My place is good for couples, solo adventurers, business travelers, families (with kids), 2 parking spaces available(in the back of the building) washer /drier; the home is on third floor via outside/inside stairs and may not be suitable for anyone with mobility issues.

Home in Newport

4.86 out of 5 average rating, 380 reviews

Central Downtown Newport House & Courtesy Parking

Location, location, location: Your luxurious and spacious vacation home in the center of historic downtown Newport - just steps to harbor and wharves, waterfront restaurants, wedding venues, the water taxi to the Jazz and Folk festivals at Fort Adams, Brick Market Place, Thames Street shops, cafes, Starbucks, museums, Jane Pickens Theater, Trinity Church, and a short stroll to Goat Island, trendy Broadway, Bellevue Avenue shopping and mansions, Tennis Hall of Fame, and summer farmers market.

Home in Narragansett

4.98 out of 5 average rating, 148 reviews

Walk to Seawall & Dining, Beach Passes included!

Welcome to our 6-bedroom 4-bath home in Narragansett's historic Pier neighborhood. Right off of Boon Street where you will find local restaurants, just three blocks from the ocean & one block from a park! Very walkable and bikeable neighborhood. Just renovated with high-end finishes. The home's large 2 bedroom attached in-law suite is complete with a private entrance. *Any outside guests, vendors, media, and photography use of the home must be approved by the owner prior to booking.

An expansive wooden deck features a large rectangular dining table surrounded by several chairs, suitable for outdoor gatherings. The space is bordered by greenery and offers a clear view of the surrounding landscape, creating an inviting area for relaxation.

Home in Middletown

4.85 out of 5 average rating, 26 reviews

Little Creek Retreat - RIBryan Property

Tranquil location near Pebble Beach, 3rd Beach, and Indian Ave, this 4-bedroom, 3-bath house offers privacy and seclusion on a 9-acre plot. It includes a master suite with an en-suite bathroom. The property is well-suited for families, featuring a hot tub, a fenced-in yard, and extra space available for children under 12. This home combines the comfort of expansive private grounds with the convenience of nearby coastal access, providing a peaceful retreat.

Apartment in Newport

4.99 out of 5 average rating, 326 reviews

The Peaceful Puffin

Great location, cleanliness and exceptional amenities are some of our strongest traits. This spotless apartment is located in a desirable part of the city, in walking distance to downtown, beaches, the mansions, restaurants, the harbor and Fort Adams! Fully equipped for a wonderful vacation! Central air & laundry in unit! 2 bedrooms, equipped with luxurious bedding, a spacious open living room with a beautifully updated kitchen and a large bathroom.

A well-maintained grassy area is surrounded by various shrubs and trees. The view extends to a serene body of water framed by lush greenery, under a clear blue sky with scattered clouds.

Guesthouse in Dartmouth

4.89 out of 5 average rating, 125 reviews

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

Home in Smithfield

4.97 out of 5 average rating, 133 reviews

Luxury Home | Fire Pit | Beach | Grill | 2 Decks

Welcome to Stillwater.House - a custom built Airbnb. Our premier luxury home is situated overlooking a picturesque running river and 92 acre pond. Built in 2020, this beautiful 2,600 sq ft, five bedroom, four bath home boasts breathtaking views, nestled in the picturesque Georgiaville Village. Enjoy the views on TWO decks with plenty of outdoor seating, couches and a brand new gas grill! RE.02492-STR

A spacious deck is shown, featuring several white lounge chairs positioned for relaxation. The view includes a backdrop of gray clouds and an American flag gently waving in the breeze. The coastal home's shingled facade is visible, indicating a classic beach style.

Home in Narragansett

5 out of 5 average rating, 17 reviews

Sunset Sanctuary - Beachfront Vacation Home

Indulge in charming 2-bedroom property with a loft, accommodating up to 8 guests. Step onto the private deck for stunning ocean and sunset views. From coffee on the deck to beach activities, this coastal retreat offers bliss by the sea. Steps away from ocean views and exclusive beach access shared only between owners and guests.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Middletown vacation rentals

Laptop-friendly workspace

Stay near Middletown's top sights

Cliff Walk301 locals recommend

The Breakers151 locals recommend

Second Beach174 locals recommend

Easton's Beach163 locals recommend

Newport Vineyards126 locals recommend

Clarke Cooke House123 locals recommend

Other great vacation rentals in Middletown

An outdoor shower is enclosed with wooden panels and a clear curtain, offering privacy. The structure features a natural wood finish and is positioned near a wooden bench and grassy area. Steps lead down from the elevated deck to the yard.

Home in Narragansett

4.94 out of 5 average rating, 49 reviews

Allagash

An expansive deck is shown with a large dining table surrounded by chairs and several lounge seating arrangements. A fire pit is centered among comfortable seating, and large windows provide views into the interior of the home.

Home in Cranston

4.88 out of 5 average rating, 17 reviews

New Coastal Vibes House Pawtuxet Village Cranston

An outdoor fire pit is surrounded by several white Adirondack chairs, set on a gravel surface. A blue house is visible in the background, alongside a grill and planters with flowers. The area is enclosed by a low stone border, creating a cozy gathering space.

Home in Narragansett

4.97 out of 5 average rating, 38 reviews

Vacation ranch home, near beaches/river.

An outdoor deck is featured, complete with wooden seating arrangements surrounding a central propane fire pit. The tranquil water reflects the colors of the sunset, while trees outline the scene, providing a natural backdrop to the peaceful setting.

Home in Warwick

4.93 out of 5 average rating, 74 reviews

Home on wildlife rfge w water access views sunsets

Home in Narragansett

4.9 out of 5 average rating, 60 reviews

Charming Bonnet Shores Retreat - Walk to Beach

A three-season porch is filled with comfortable wicker seating and decorative cushions, surrounding a central coffee table. Large windows provide ample natural light and views of the surrounding greenery.

Home in Narragansett

5 out of 5 average rating, 19 reviews

Stylish Modern Family Home near the beach

The exterior view of a spacious home is presented, featuring a large deck with wooden railings. A stone wall borders the house, and colorful towels are seen hanging to dry. The sky is clear and blue, complementing the natural surroundings.

Home in Westport

4.85 out of 5 average rating, 104 reviews

Beach Home – Family Friendly - Solar Powered

A two-story, light blue house is shown, featuring a well-maintained landscape with shrubs and small trees. A stone wall borders the property, and a concrete walkway with steps leads to a wooden deck at the entryway.

Apartment in North End

5 out of 5 average rating, 4 reviews

Modern and spacious lovely home

Quick stats about vacation rentals in Middletown

Total rentals
1.6K properties
Total number of reviews
71K reviews
Family-friendly rentals
920 properties are a good fit for families
Pet-friendly rentals
350 properties allow pets
Rentals with a pool
360 properties have a pool
Rentals with dedicated workspaces
770 properties have a dedicated workspace

Frequently Asked Questions

Where should I stay in Middletown?
Make yourself at home in Middletown by choosing from our most frequently booked neighborhoods. We have over 1,980 vacation rentals in Memorial Boulevard, over 1,510 vacation rentals in Lawtons, over 440 vacation rentals in South Portsmouth, and over 360 vacation rentals in Purgatory.
Are there vacation rentals with a dedicated workspace in Middletown?
Yes! Work meets play with ease at over 770 vacation rentals in Middletown featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Middletown?
Four-legged friends are welcome in Middletown. Choose from more than 350 vacation rentals for guests traveling with pets.
Are there Middletown vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 360 vacation homes with pools in Middletown, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in hotel rentals in Middletown?
Experience the best of Middletown with our hotel rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do loft rentals in Middletown have wifi?
Absolutely! We offer over 10 loft rentals with wifi in Middletown. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Middletown have self check-in?
Absolutely! We offer over 20 hotel rentals with self check-in in Middletown. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Middletown have a bbq area?
Absolutely! We offer over 20 cottage rentals with a bbq area in Middletown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middletown have a gym?
Absolutely! We offer over 30 house rentals with a gym in Middletown. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly hotel rentals in Middletown?
Middletown has more than 30 family-friendly hotel rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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