Vacation rentals with a pool in Middletown

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Middletown

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite

Apartment in Providence

4.99 out of 5 average rating, 159 reviews

Dwntwn 1BR/Pool/Gym/Parking/Hi-Speed WiFi/King Bed

Just steps away from everything that downtown Providence has to offer is our beautifully furnished upscale apartment with a view of the city & courtyard. This space offers a large fully equipped kitchen, king size bed, high speed internet, 55" smart TV w/Disney+ & Netflix. The building has 24 hour fitness center, heated lap pool, BBQ & picnic area, 24 hr concierge, resident lounge & covered parking. No car needed, we are just a short walk to all shops, restaurants, the mall & amazing Waterfire!

Dec. 6 – 13

$314 CAD per night

Guest favourite

Home in Scituate

4.95 out of 5 average rating, 22 reviews

Artist studio in the woods

Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Spend some time with the resident artist, talk maybe easy drawing. Quite, tranquil, relax.

Jun. 30 – Jul. 7

$142 CAD per night

Guest favourite

Home in Middletown

4.9 out of 5 average rating, 63 reviews

5 Bedroom Home, Private Pool,10 minutes to Newport

Escape to our stunning, upscale, renovated home in Middletown, RI! This property boasts a prime location with the beach & downtown Newport just minutes away! With sleeping space for 10 adults + kids, our home offers a private getaway for groups in town for a wedding or seeking a memorable vacation. Lounge by the pool, grill up some food, or snuggle up and watch a movie inside, this home has it all! Make memories that will keep you coming back year after year. Follow us on Insta: Searenity.House

Dec. 27 – Jan. 3

$1,420 CAD per night

Guest favourite

Apartment in Bristol

4.96 out of 5 average rating, 135 reviews

Cozy, Peaceful One Bedroom Apartment in Bristol

Cozy peaceful one bedroom apartment centrally located in picturesque Bristol. Located on a dead end street. Just a 20 minute walk to downtown, Colt State Park and waterfront. Centrally located between Providence and Newport and Boston and the Cape. Enjoy amenities such as; pool, private deck, espresso and tea bar, and Netflix . Enjoy all Bristol has to offer: museums, Saturday market, fantastic restaurants, boating, beach, quaint shops and of course the oldest continuous 4th of July Parade!

Jan. 22 – 29

$185 CAD per night

Superhost

Home in Exeter

4.89 out of 5 average rating, 109 reviews

Nature's Nook

Beautifully decorated 4-bedroom, 2.5 bath house with views of nature from every window. This airy modern house on 5-acres offers: privacy, fire pits, picnic tables, a swimming pool, volleyball/badminton, basketball, corn hole and giant outdoor Jenga games. Open floor plan for socializing & board games, with TV, internet & movies. Nearby hiking trails, large lake, & ski area. Wake up to the chatter of birds, breakfast on the deck and escape the constant noise & distractions of daily life.

Nov. 8 – 15

$461 CAD per night

Guest favourite

Apartment in Middletown

4.93 out of 5 average rating, 14 reviews

Bass Rocks Upper Deck loft w/ pool, spa, fire pit

With 10+ years of STR history with a 5 star rating, Bass Rocks Upper Deck is new to Airbnb. This spacious loft is located in a large historic carriage house that was remodeled for 3 separate units, with privacy in mind. Just 5 minutes' drive to downtown Newport and a short walk to Sachuest (Second) Beach, it has one of the best locations in the Northeast! The beautiful mile of public beach only 1500 feet away is the best in town for sun bathing, swimming, or surfing at legendary Surfer's End.

Dec. 25 – Jan. 1

$1,591 CAD per night

Guest favourite

Guest suite in North Kingstown

4.83 out of 5 average rating, 611 reviews

Morgan Cottage

We Know it's Winter and it's cold outside but you will love our cozy, relaxing, self contained one bedroom apartment, with its private access. Get away for a day or two or more for an invigorating forest or beach walk or explore the scenic south county or hang out in one of the funky bars and restaurants that are found from East Greenwich to Newport. And we are just a 10 minute stroll to the historic village of Wickford with its quaint shops and 18th Century seaside charm.

Dec. 24 – 31

$254 CAD per night

Guest favourite

Cottage in Jamestown

4.94 out of 5 average rating, 112 reviews

Jamestown: Cozy Cottage in town sleeps 6

The cottage is a perfect getaway in the Ocean State. It is an ideal location within walking distance of restaurants, shops, local beaches & parks. The renovated chef's kitchen is an entertainer's delight. This 3/2 home has two living rooms and high-speed internet allowing for ample work and play. The private outdoor deck features a hot tub (open during the winter), pool, fire pit, BBQ, gazebo, multiple seating areas, and a backyard for additional recreational space.

Oct. 5 – 12

$844 CAD per night

Guest favourite

Home in Burrillville

4.83 out of 5 average rating, 132 reviews

Great country getaway

Quiet country victorian living.House is in a small neighborhood on a main road across from a cemetery. Several small family owned wineries nearby and a newly opened micro brewery within a half mile . 20 min to major highway. Small village area with restaurants and groceries. Within 30 min from Bryant University and CVS Corporate. About one hour from Newport, Boston and beaches.Great spot to day-trip southern New England. Hosts live two houses away.

Jan. 11 – 18

$301 CAD per night

Guest favourite

Home in Middletown

4.94 out of 5 average rating, 48 reviews

Private Heated Pool | Upscale Newport & Navy Oasis

#ChiquitaCasita has been thoughtfully designed to provide a relaxing homebase for adventure. Enjoy local wineries & breweries, surfing, and 3 beaches all just a couple miles away. Between May 1 and Oct 30 the heated in-ground salt water pool is the perfect hangout spot. Situated in a quiet residential neighborhood, this spacious 4 bedroom and 2.5 bath home provides families and friends with everything you’ll need to enjoy an unforgettable vacation.

Mar. 2 – 9

$605 CAD per night

Superhost

Guest suite in Newport

4.88 out of 5 average rating, 401 reviews

★2 BEDROOM SUITE★ Wyndham Newport Onshore Resort!

Bundled between the majestic waters of Newport Bay and Historic Thames St. shopping, dining, and drinking, the Newport Onshore Resort will be the ideal New England stay. With Newport as the "Yatching Capital of the World," it is the perfect place to experience all types of boating activities, so once you charter your boat for the day, you can come back and unwind in one of the many pools or sweat it out in the fitness center located on site.

Feb. 19 – 26

$259 CAD per night

Guest favourite

Home in Middletown

4.94 out of 5 average rating, 48 reviews

Secluded Oasis Minutes from Newport & Beaches

Get away from it all! Enjoy incredible privacy from this centrally located oasis surrounded by mature landscaping. Minutes from all of the beaches and the hustle and bustle of the Newport and Portsmouth shops and restaurants, this bright and sun filled home is here for your comfort and enjoyment. Keypad entrance, local guidebooks / information provided, high-speed internet, and beach towels / chairs included.

Oct. 19 – 26

$1,275 CAD per night