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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
Camper/RV in Cumberland
5 out of 5 average rating, 43 reviews

Hot Tub/Pool/FirePit Near NFL Gillette/Xfinity/PVD

RV has running water, A/C & Heat! Fully loaded. Pool opens May 31 Glamp-n-Camp Hideaway is a private RV retreat in RI. It is tucked away on a dead-end corner lot, w/fire pit and private hot tub. Come relax! We take care of all! 25 mins from Gillette Stadium, Xfinity! Casinos, mall, restaurants, cinemas, and Downtown Providence. With modern amenities and optional private cook service, it's glamping at its best. LGBTQ+ community, people of all colors, religions, and ethnicities-all welcomed!

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, 7 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!

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, 191 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!

Guest favorite
A private pool area is surrounded by lounge chairs and umbrella-shaded dining. The two-story house, featuring a light-colored exterior, is complemented by greenery and a spacious deck. Clear blue skies and sunlight enhance the inviting atmosphere of the outdoor space.
Home in Middletown
4.93 out of 5 average rating, 69 reviews

Private POOL, Central AC, Walk to beach, king MBR

Summer 2025/2026 full weeks run SUNDAY to SUNDAY. Max capacity: 8 adults, 4 kids under 12. Spacious 4-5BD/2BA, close to downtown Newport, walk to beach, fully fenced private backyard and OWN POOL. Newly remodeled KITCHEN. King bed master BD. Great family neighborhood. Good fit for families, weddings/reunions, kids. CENTRAL AIR. Easy secure check in with private 4 digit code; No keys to lose! Minutes walk to the Atlantic Resort. Walk to Newport's best beaches and many restaurants.

Guest favorite
Apartment in Middletown
4.88 out of 5 average rating, 8 reviews

Bass Rocks Carriage House apartment

Bass Rocks Carriage House is located in a large Gilded Age carriage barn that was remodeled for 3 separate apartments with privacy in mind. This unit combines the best of antique details and modern amenities. 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 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
4.89 out of 5 average rating, 133 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
A sparkling blue pool is featured in the foreground, reflecting sunlight on its surface. Beyond the pool, a spacious outdoor deck is visible, furnished with lounge chairs, umbrellas, and shaded seating areas, surrounded by lush greenery.
Cottage in Jamestown
4.94 out of 5 average rating, 132 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.

Top 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
4.95 out of 5 average rating, 236 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. Quiet, tranquil, relax. 47 minutes from Gillette Stadium.

Top guest favorite
A light-filled living space features a curved beige couch, complemented by a green stool and decorative pillow. Lush indoor plants add vibrancy alongside wall art in frames. The cohesive color palette includes soft blues and natural wood accents, creating an inviting atmosphere near an open bathroom doorway.
Home in Middletown
4.93 out of 5 average rating, 118 reviews

Private Heated Pool • Upscale 4BR • 13 min 2 Beach

Enjoy a private heated salt-water pool, spacious living areas, and dining for ten — perfect for families and groups looking for comfort, privacy, and easy access to beaches, mansions, and downtown Newport. Relax in your own private oasis just minutes from Newport. Welcome to #ChiquitaCasita, a thoughtfully designed 4-bedroom home offering the space, comfort, and amenities guests want — without the congestion or parking challenges of downtown Newport.

Guest favorite
An outdoor swimming pool is surrounded by lounge chairs and umbrellas, with the resort's multi-story shingle-style building in the background. Soft evening light casts a serene ambiance, highlighting the pool's inviting blue water.
Apartment in Newport
4.88 out of 5 average rating, 8 reviews

Newport 2BR Long Wharf Waterfront Resort

The Long Wharf Resort managed by Wyndham is located on the picturesque waterfront bordering downtown Newport. Venture out from your suite and explore the vibrant Thames Street where you'll discover a wealth of coffee shops, antique stores, art galleries and live music entertainment. A variety of Newport attractions and things to do are within walking distance from this premier waterfront vacation resort in the heart of beautiful Newport.

Guest favorite
A newly built wooden deck features a dining table with four chairs and a lounge area with two cushioned chairs. An umbrella provides shade, while potted plants add greenery. A grill is visible in the foreground, with a glimpse of the pool in the background.
Townhouse in Middletown
4.98 out of 5 average rating, 59 reviews

Townhouse Close to Downtown Newport & Beaches

Two bedroom townhouse in residential neighborhood; 1 mile from historic/downtown Newport (shops/restaurants); 2 miles from Easton's Beach; 2 playgrounds within walking distance; above ground pool, fire pit, 20' furnished deck, grill; plenty of parking; WiFi & apps; central air. It's about a 7 minute uber ride to downtown Newport or Easton's Beach. Shaws/LQ/Starbucks/Dunkin are one mile away in the opposite direction.

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, 183 reviews

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

Welcome to the Heart of Somerset! Read our reviews & stay a while! 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. Grab a kayak, or sit back and relax and let the gentle sea breeze wash your worries away!

Popular amenities for Middletown rentals with a pool

When is the best time to visit Middletown?

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Avg. price€108€115€126€168€194€279€377€403€395€178€111€111
Avg. temp-2°C-1°C3°C8°C13°C18°C22°C21°C17°C11°C6°C1°C

Quick stats about vacation rentals with a pool in Middletown

  • Total vacation rentals

    Explore 430 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at €60 per night before taxes and fees

  • Verified guest reviews

    Over 5,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    240 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    430 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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