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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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Top guest favorite
A spacious wrap-around porch is shown with comfortable seating, offering panoramic views of the waterfront. The warm glow of sunrise reflects on the water, and a distant bridge is visible under a clear sky. The setting invites relaxation and enjoyment of the serene environment.
Home in Somerset
4.99 out of 5 average rating, 164 reviews

Beachfront W/ Hot Tub, Sauna, Pool & Panoramic View

Welcome to the Heart of Somerset! Nestled at the very tip of Somerset on a private dead-end road, this coastal waterfront home is the perfect place for a family retreat, romantic getaway or friends seeking adventure Marvel at the panoramic views and dramatic colors from Sunrise to Sunset of the Braga Bridge, Mt. Hope Bridge & Bay, Bristol, Tiverton Rhode Island & the Fall River cityscape on the horizon. Grab a kayak or relax, soak up the sun & let the gentle sea breeze wash your worries away!

Guest favorite
A serene scene is captured as the in-ground saltwater pool reflects the evening sky. Lounge chairs are aligned beside the pool, while the house showcases warm lights glowing through large glass doors, offering a welcoming view of the outdoor entertaining area.
Home in Middletown
4.96 out of 5 average rating, 78 reviews

Secluded Oasis w/ Heated Salt Pool - 10 to Newport

Welcome to your Newport escape—an elegant, sun-filled retreat designed for elevated coastal living: • Heated saltwater pool (late May–Sept) set within our lush, manicured grounds • Beautiful, updated interiors with timeless finishes and thoughtful design • Minutes to 1st & 2nd Beach, Newport Harbor, boutiques, and dining • High-end kitchen ideal for entertaining • Outdoor veranda + deck for alfresco lounging, grilling, and gatherings • Three fireplaces (seasonal) + bonus spaces with games

Guest favorite
A spacious sleeping area features a canopy bed with an orange quilt. Surrounding the room are colorful artworks and wooden sculptures. Natural light enters through windows, highlighting the eclectic decor and greenery from nearby plants.
Home in Scituate
4.96 out of 5 average rating, 201 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. Quite, tranquil, relax. As of 1/1/26 booking rate will be $120 per day. Pool $20 seasonal.

Guest favorite
A single-story home is set back from the street, featuring light blue siding and white trim. A well-maintained lawn surrounds the house, with a variety of shrubs and ornamental plants. A small path leads to the front steps, enhancing the inviting entrance.
Home in Middletown
5 out of 5 average rating, 38 reviews

Close to Town, Beach & Vineyards! Pool!

Welcome to your ideal coastal retreat. This spacious 4-bedroom, 2-bath home comfortably sleeps up to 8 guests and blends modern amenities with an unbeatable location. Just minutes from wineries and local beaches, the home is perfect for relaxing and recharging. Enjoy a gated backyard featuring a private pool (open mid-Jun through mid-Sept), fire pit, and a beautiful deck with BBQ grill. Inside, you’ll find a well-equipped kitchen and generous living spaces designed for comfort and connection.

Guest favorite
A well-maintained pool area is shown, featuring a clear blue pool surrounded by sun loungers and tables with bright red umbrellas. A covered seating area is visible in the background, providing a shaded space for relaxation.
Home in Somerset
4.9 out of 5 average rating, 101 reviews

Campfires & Porch Swings, HotTub. Bring your Dog!

Get ready to soak up the sun and enjoy some fun at this Somerset vacation rental! This family and PET-friendly house features 5 bedrooms, 2 bathrooms, and a beautiful backyard you won't want to leave! Near the Rhode Island Border!! Fire up the grill and enjoy dinner al fresco before gathering around the fire pit or relaxing in the hot tub. The spacious kitchen has everything you need to prepare meals before a day of exploring Pierce Beach, hiking in Colt State Park, or Lizzie Borden history!

Superhost
Apartment in Middletown
5 out of 5 average rating, 4 reviews

Bass Rocks Upper Decks, special winter rates

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 into 3 apartments 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.

Guest favorite
A serene view of the sparkling water is captured, framed by bare trees and lush greenery. The scene is complemented by a well-maintained driveway leading down to the waterfront, inviting tranquility and relaxation.
Home in Portsmouth
5 out of 5 average rating, 6 reviews

Oyster Hill

Fall in love with the Ocean State from this gorgeous 4-bedroom, 3-bath vacation home. Situated close to all that Aquidneck Island is known for — Steps from the Glen Manor Mansion, walking distance to Newport Polo, 15 minutes to downtown Newport, the Cliff Walk, and numerous beaches — this home away from home is ideal for who love life by the sea. After exploring, curl up with a good book in the sitting room or work remotely from the home office. Most rooms come with sparkling ocean views!

Top guest favorite
The exterior of the farmhouse is showcased, highlighting its rustic wooden facade against lush green landscaping. Large windows allow natural light to brighten the interior spaces, while boulders and extensive grass areas provide a natural setting, enhancing the serene ambiance.
Home in Middletown
5 out of 5 average rating, 52 reviews

Stunning Farmhouse - Private Pool & Vintage Arcade

Escape to your perfect Coastal Country Retreat: Luxury Farmhouse with Pool and Vintage Arcade! This spacious 3+ bedroom, 4-bath home can accommodate up to 6 overnight Adult guests and up to 4 children 12 or under for a total of 10 guests. These limits are governed by the Middletown ordinances and they must be adhered to. Please read our full descriptions and house rules before requesting a booking to make sure the home is a great fit for your stay !! We look forward to hosting you!

Top guest favorite
A cozy living area is presented, featuring a spacious sectional sofa adorned with decorative pillows. A coffee table sits in front, accompanied by wine glasses. A large television is positioned against the wall, with soft natural light filtering in through sheer curtains covering the nearby window.
Apartment in Downtown Providence
4.98 out of 5 average rating, 189 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 a fitness center, heated lap pool, BBQ & picnic area, a concierge, resident lounge & covered parking. No car needed, we are just a short walk to all shops, restaurants, the mall & amazing Waterfire!

Superhost
A rustic cabin with a stone chimney is set against a backdrop of lush trees and a warm sunset. The wraparound porch features wooden railings and is complemented by neatly landscaped areas. A stone wall borders the driveway, leading to the cabin's entrance.
Cabin in Glocester
4.88 out of 5 average rating, 120 reviews

Get comfy in the country!

This special place is close to everything, making it easy to plan your visit. Just 10 minutes away from town. Secluded cabin on a 57-acre farm outlooking a large paddock with 4 highland cows. This beautiful property has a neighboring golf course and trails connecting to Heritage Park. Pool. Fireplace. Amazing sunsets! Who wouldn’t want to live like Yellowstone for a little? Home of Welcome Pastures, a Nonprofit 501(c)3 organization. Portion of proceeds go towards the foundation.

Guest favorite
An aerial view captures a renovated home surrounded by lush greenery. A spacious deck with seating and a dining area adjoins a clear swimming pool, highlighting the outdoor space. The property is bordered by mature trees, creating a serene environment.
Home in Middletown
4.93 out of 5 average rating, 164 reviews

Modern Home w/ Pool & Game Room | Mins to Newport

Here’s a tightened, natural version under 500 characters with the game room woven in smoothly. Escape to our upscale 5 bedroom home in Middletown, RI, just minutes from the beach and downtown Newport. Sleeps 10 comfortably and is perfect for weddings or group getaways. Enjoy the private pool, fire up the grill, challenge friends in the game room, or relax with a movie night. A prime location, plenty of space, and amenities designed for memorable stays year after year.

Guest favorite
A hot tub is situated on a private outdoor deck, featuring soft blue lighting. A set of steps leads up to the hot tub, which is covered with a protective lid. Nearby, a pool and a fenced area are visible, complementing the relaxing space.
Cottage in Jamestown
4.94 out of 5 average rating, 127 reviews

Jamestown:Coastal Cottage in town near beach/Nwp

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.

Popular amenities for Middletown rentals with a pool

When is the best time to visit Middletown?

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Avg. price€ 111€ 128€ 135€ 167€ 193€ 277€ 374€ 400€ 393€ 256€ 165€ 123
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Quick stats about vacation rentals with a pool in Middletown

  • Total vacation rentals

    Explore 410 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at € 52 per night before taxes and fees

  • Verified guest reviews

    Over 4,830 verified reviews to help you choose

  • Family-friendly vacation rentals

    230 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    410 of Middletown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Middletown rentals

  • 4.7 Average rating

    Middletown stays receive an average rating of 4.7 out of 5 from guests

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