Vacation rentals with a pool in Middletown

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.

4.96 out of 5 average rating, 85 reviews

Elegant Escape 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 & 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, & gatherings • Three fireplaces (seasonal) + bonus spaces with games

4.95 out of 5 average rating, 217 reviews

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. Quite, tranquil, relax. As of 1/1/26 booking rate will be $120 per day. Pool $20 seasonal.

5 out of 5 average rating, 5 reviews

Apartment in Middletown

Bass Rocks Upper Decks, special spring 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.

5 out of 5 average rating, 6 reviews

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

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!

A spacious dining area features a large circular table surrounded by white upholstered chairs. Natural wood walls and exposed beams create a warm atmosphere. A unique wooden horse sculpture adorns one wall, while a cozy sofa and armchairs provide additional seating.

5 out of 5 average rating, 56 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!

Apartment in Downtown Providence

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.

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!

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.

4.93 out of 5 average rating, 67 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.

4.88 out of 5 average rating, 130 reviews

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.

4.94 out of 5 average rating, 129 reviews

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: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.

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.

4.93 out of 5 average rating, 116 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.

4.98 out of 5 average rating, 58 reviews

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

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.

4.99 out of 5 average rating, 173 reviews

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 Brayton Point

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.82 out of 5 average rating, 33 reviews

A private in-ground pool is surrounded by a spacious deck featuring several lounge chairs and umbrellas. Lush greenery encircles the area, complemented by a well-maintained lawn. The view captures the relaxing atmosphere of the outdoor space, ideal for leisure and enjoyment.

Home in Bristol

Hopeworth Homestead. Sleeps 10+ Pool, Beach, AC

4.96 out of 5 average rating, 57 reviews

A two-story house is set against a sunset backdrop, showcasing a spacious deck with wooden railings. A circular pool is visible on the deck, surrounded by a grassy area and decorative fencing, creating a welcoming outdoor space.

Home in Warren

Cozy Coastal Escape in Warren | Dog Friendly

4.94 out of 5 average rating, 17 reviews

The exterior view of a two-story house showcases light-colored siding and a neatly landscaped yard. Two garages are visible, with a paved driveway leading up to the front entrance. Warm light shines from the windows, presenting a welcoming atmosphere.

Home in Fruit Hill

Minimal Modern Home Getaway

5 out of 5 average rating, 6 reviews

An outdoor gunite pool is surrounded by lush greenery and vibrant flowering shrubs. A water slide is positioned beside the pool area, while a shaded lounge area with a green umbrella offers seating. The pool is framed by a spacious lawn, creating a serene atmosphere.

Home in Tiverton

Mid-Cent Artist Cape, Pool, 3B, Beaches, 22 Acres

Home in Bristol

4.87 out of 5 average rating, 61 reviews

3 Mi to Dtwn & Beach! Bristol Home w/ Patio

5 out of 5 average rating, 18 reviews

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

Beach House in the Pier W/ POOL. Book for 2026!

The front of a charming white house is displayed, featuring a pointed roof and decorative trim. Two tall, white-framed windows flank a dark front door, which is adorned with a brass knocker. Lush green bushes border the entrance, complemented by a neatly maintained pathway.

Home in Wickford

4.7 out of 5 average rating, 37 reviews

Waterfront Historic Wickford Village Home!

An aerial view showcases a spacious property surrounded by lush greenery. A round pool is visible in the backyard, along with a deck and a small shed. The house features a well-maintained roof and neat landscaping, creating a serene outdoor setting.

Home in South Kingstown

4.71 out of 5 average rating, 7 reviews

private coastal getaway

Condo rentals with a pool

Club Wyndam Newport Onshore avail 8/14-25 only

Wyndham Onshore Waterfront 2/2 & Harbor Balconies!

A well-lit bedroom features a spacious bed with a blue accent pillow. Large windows provide a view of Newport Harbor and boats on the water. Sheer curtains allow natural light to fill the room, complemented by neutral-toned walls and a plush carpet.

5 out of 5 average rating, 5 reviews

August Newport Inn on Long Wharf, Waterfront Unit

A view of waterfront buildings reflects in the calm waters of the harbor. The structures, varying in height and design, feature a mix of stone and wood materials, with a collection of boats docked nearby. Soft light enhances the serene atmosphere of the scene.

4.92 out of 5 average rating, 13 reviews

Newport Onshore Resort Getaway

Superhost

An indoor hot tub is encircled by a textured stone area, featuring accessible steps for entry. Large windows allow natural light to illuminate the space, with comfortable seating arranged nearby. A relaxing atmosphere is created by the open layout, enhancing accessibility and enjoyment.

4.69 out of 5 average rating, 16 reviews

Wyndham Long Wharf Resort |2BR King Suite

The exterior of the Inn on Long Wharf is captured at dusk, showcasing a multi-story building with large windows reflecting the evening lights. A wooden boardwalk extends towards the harbor, lined with boats on either side, under a clear sky and gentle harbor breeze.

5 out of 5 average rating, 6 reviews

Timeshare Rental. 3rd floor Condo w/ water view

Seaside Escape – Marina, Dining & Fun

5 out of 5 average rating, 3 reviews

NEWPORT ONSHORE 2 BR Waterfront/Marina Views

Other vacation rentals with a pool

Apartment in Newport

4.58 out of 5 average rating, 40 reviews

Newport Condo/Timeshare Directly on the Water

A spacious and well-lit living area features two grey sofas and a glass coffee table. Large windows allow natural light to fill the room, and a ceiling fan is visible above. The open layout connects to a dining area and kitchen in the background.

Home in Narragansett

Beachhouse with Pool, Treehouse + 3 Seasons Room

Home in Dartmouth

5 out of 5 average rating, 8 reviews

Beautiful South Coast Entire House w/ Pool – MA

A spacious bed covered in a colorful, patterned quilt is positioned against a wooden headboard. Two bedside lamps flank the bed on matching nightstands. A striped bench adds seating at the foot of the bed, while the patterned carpet complements the room's decor.

Guest suite in Newport

Timeshare overlooking Narragansett Bay

4.9 out of 5 average rating, 10 reviews

A two-story house is situated on a slightly elevated lot, surrounded by well-maintained foliage. A mix of flowering shrubs and evergreen trees frame the entrance, leading up to a welcoming porch with white railings. A paved driveway is visible, providing access to the side of the home.

Home in Charlestown

Family-Friendly Beach Getaway

5 out of 5 average rating, 19 reviews

Apartment in Warwick

You're home away from home!

Home in North Kingstown

4.93 out of 5 average rating, 81 reviews

2-Acre Retreat w/ Firepit | Walk to Boston Train

Apartment in Newport