Vacation rentals with a pool in Middletown

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Middletown

  • Total vacation rentals

    Explore 480 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at €70 per night before taxes and fees

  • Verified guest reviews

    Over 5,480 verified reviews to help you choose

  • Family-friendly vacation rentals

    270 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wi-Fi availability

    480 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

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
The serene outdoor pool area features a spacious heated pool and spa, surrounded by a gray stone patio. Numerous lounge chairs are evenly arranged around the pool, with green trees providing a natural backdrop. A gated fence surrounds the area, enhancing security and privacy.
Apartment in Tiverton

Boutique Luxury Waterfront w/Pool & Sunset Views

Experience unforgettable sunsets at Sakonnet Sunset Manor. This luxury boutique waterfront escape sleeps 6 in a private 2.5BR/1BA unit, offering panoramic views of Sakonnet River. Relax w/private access to the 40-ft pool & hot tub (Apr–Oct) enjoy outdoor dining on spacious rear deck, or unwind w/ coffee or cocktails on the charming front porch in six cushioned recliners. Snuggle into Two king beds, 2-in-1 trundle, cozy fireplaces after a day at Grinnell's beach. Search YT for walkthrough video.

4.97 out of 5 average rating, 68 reviews
Top guest favorite
The exterior of the home features a light gray wood-paneled façade complemented by a teal front door. A well-maintained yard showcases lush shrubbery and a stone pathway leading to the entrance. The sky is bright with scattered clouds, enhancing the inviting curb appeal.
Home in Narragansett

Vitamin Sea Pier Beach House POOL. Book Fall 2026!

After the family returns from Narragansett Town Beach only 1 mi away, make a drink in the spacious kitchen and chill out POOLSIDE w/ the gas firepit or Wood firepit. Backyard for games! Only 1 mile to Pier Marketplace the kiddos can get Nana's Ice Cream and browse quaint beach shops. 10 min to BI Ferry. 25 min to Newport Mansions. Half mile to shopping, Adventure Land, Mini Golf. Great restaurants. Bring bikes, paddle boards, etc. NOTE: Bring your own towels, sheets, pillow cases, blankets.

5.0 out of 5 average rating, 24 reviews
Superhost
An aerial view of a spacious vacation home features a large, inviting outdoor swimming pool surrounded by landscaped greenery. The home's exterior showcases a combination of wood and shingle siding, with multiple gabled roofs and well-maintained gardens. Seating areas are visible near the pool.
Home in Middletown

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

STAY proudly presents "Solo Fish." 4-bed, 4-bath + POOL vacation home centrally located to all. Our home features an outdoor swimming pool with bar, perfect for entertaining! The lower has a second living area complete with a queen-size bed and a convenient kitchenette. There is an abundance of space for the whole family to relax and have fun. Smart TVs, high-end furnishings and cozy fireplace in the main living. "Solo Fish" is a 10min walk to beach, ensuring an enjoyable escape for everyone.

4.89 out of 5 average rating, 9 reviews
Guest favorite
A clear blue sky enhances the private backyard featuring a salt-water inground pool. Surrounding the pool are patio chairs and a shaded table set, with manicured greenery and a stone fire pit adding to the serene environment.
Home in Jamestown

Island Escape with Salt Water Pool

Centrally located, within walking distance to the main village/beach/shops/restaurants! The home is set on a quiet street with private backyard equipped with a salt water inground pool. Spacious, open floor plan, fully renovated and newly furnished. This home sleeps 10 people. Situated on beautiful Jamestown Island! 10 minute drive to Newport or you can walk to the ferry and take it directly to Newport center. Heated pool opened from Memorial Day- 10/1 *security cameras on outdoor premises*

4.93 out of 5 average rating, 28 reviews
Guest favorite
Apartment in Middletown

Bass Rocks Upper Decks apartment

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.

4.91 out of 5 average rating, 23 reviews
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

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!

4.98 out of 5 average rating, 195 reviews
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

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.

4.93 out of 5 average rating, 76 reviews
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

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.

4.9 out of 5 average rating, 147 reviews
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

Jamestown: In town cottage near beach and Newport

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.

4.93 out of 5 average rating, 134 reviews
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

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.

4.95 out of 5 average rating, 263 reviews
Top guest favorite
A clean in-ground pool is surrounded by a spacious patio, offering ample room for relaxation. Lush greenery and mature trees frame the area, while a picnic table provides a space for outdoor dining. The house is visible in the background, featuring a light exterior.
Cottage in North Kingstown

Vineyards, Newport, Narragansett, In-Ground Pool

Close to Newport, Narragansett and the quaint Wickford Village, minutes to Gooseneck Vineyards. Clean, Smoke Free Home w/room to spare! Large 4 bed/3 bath with pool and cabana, central a/c. Short 5 minute ride to NK town beach. If you're not in the mood for the beach, relax in the in-ground pool. (Seasonal May-Sept)10 minutes from TF Green airport and Wickford Train station, 10 minutes to University of Rhode Island. In the middle of EVERYTHING!

4.98 out of 5 average rating, 60 reviews
Superhost
Apartment in Newport

Newport 1BR Long Wharf Waterfront on Lovely 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.

5.0 out of 5 average rating, 3 reviews

Popular amenities for Middletown rentals with a pool

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