Holiday rentals with a pool in Middletown

4.99 out of 5 average rating, 161 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 Somerset

Beachfront W/ HotTub, 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!

4.95 out of 5 average rating, 197 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, 4 reviews

Apartment in Middletown

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.

4.96 out of 5 average rating, 45 reviews

The exterior of a spacious two-story home is showcased, with a white facade and blue shutters. A porch is visible at the front, while the lush green lawn leads towards the waterfront, seen in the background under a clear sky.

Home in Tiverton

Waterfront Oasis Pool EPIC Views

Welcome to Sakonnet Sunset Manor! This stunning 4BR/2BA home sleeps 6 - 8 guests and offers epic waterfront views. Featuring 40ft pool w/hot tub, three king-size beds, 2-in-1 trundle bed, laundry, & indoor and outdoor dining areas. Relax on the front and rear porches allowing the stress to melt away as you Savor breathtaking west-facing sunsets over the Sakonnet River! Just 0.4 mi from Grinnell's Beach, near Evelyn's Diner, Bridgeport Seafood, Coastal Roasters, Red Dory & Black Goose Cafe.

5 out of 5 average rating, 49 reviews

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.

Home in Middletown

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!

4.88 out of 5 average rating, 116 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.

4.9 out of 5 average rating, 20 reviews

Home in Middletown

Holiday Getaway Near Newport & Coastal Golf

Retreat to this radiant 5BR/3 full & 2 half BA coastal home in Middletown, ideal for family gatherings year-round. Whether you're lounging by the sparkling pool, grilling in the outdoor kitchen, or soaking up the summer sun, this spacious home is perfect for warm-weather fun. Explore Newport’s famed mansions and unparalleled dining scene, all just minutes away from this serene all-season escape. This home is the ultimate summer retreat! **HEATED SWIMMING POOL IS NOW OPEN**

4.96 out of 5 average rating, 55 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

Welcome to River's Edge Retreat! With captivating views of the Kickemuit River, our home promises a truly relaxing stay. Unwind in spacious, light-filled living areas, designed with utmost comfort in mind, and enjoy outdoor fun with the refreshing pool, an outdoor BBQ grill, and a cozy outdoor dining area. Located in historic Warren, River's Edge Retreat offers the perfect balance of tranquility, family bonding, and convenient amenities at our idyllic riverside haven.

4.94 out of 5 average rating, 127 reviews

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

Jamestown: Coastal Cozy Cottage in town pets OK

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.

Cottage in North Kingstown

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.

4.98 out of 5 average rating, 54 reviews

Vineyards, Newport, Narragansett, In-Ground Pool

Wickford area of North Kingstown , 5 minutes to Gooseneck Vineyards. Clean, Smoke Free Home w/room to spare! Large 4 bed/3 bath with pool and cabana, central a/c, 15 minutes from Narragansett, Newport. 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!

A scenic view of Newport Harbor showcases a collection of moored boats and yachts reflecting in the calm waters. The surrounding buildings feature a blend of coastal architecture, nestled against a clear blue sky.

5 out of 5 average rating, 4 reviews

2BR Newport Onshore Condo on Lovely Resort

Considered by many as the “Yachting Capital of the World,” Newport is New England's proud city-by-the-sea. The Newport Onshore Resort is situated right on the shores of the Newport Harbor, on Thames Street in the Newport city center. Guests are walking distance to the best museums, antique shops, restaurants, and art galleries. The harbor and marina are the perfect spot to watch beautiful boats gently float past or charter a sailboat for the day.

Popular amenities for Middletown rentals with a pool

Kitchen

Wi-Fi

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

HUGE family house. Sleeps 10+ Pool, Beach, AC

4.93 out of 5 average rating, 108 reviews

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

Private Heated Pool | Upscale Oasis Newport & Navy

Home in Narragansett Pier

A charming exterior of a single-story house is displayed, featuring muted blue siding and a centrally located front door framed by white columns. Lush green bushes are neatly trimmed on either side of the entryway, with a manicured lawn extending in front.

5 out of 5 average rating, 85 reviews

Pier Escape

5 out of 5 average rating, 11 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 North Providence

Minimal Modern Home Getaway

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

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

Home in Narragansett Pier

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.

5 out of 5 average rating, 15 reviews

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!

Condo rentals with a pool

A marina setting showcases a collection of boats docked beside a series of multi-story buildings. Balconies with railings are visible, and the water reflects the surrounding structures. Cloud patterns are observed in the bright sky above, enhancing the waterfront ambiance.

Wyndham Onshore 2 Bedroom

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

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.

4.9 out of 5 average rating, 10 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.

Timeshare Rental. 3rd floor Condo w/ water view

A scenic view showcases a marina lined with a variety of boats moored alongside wooden docks. The backdrop features a series of charming buildings nestled against a hillside, with trees and structures interspersed. Soft clouds drift across a clear sky, enhancing the coastal atmosphere.

4.89 out of 5 average rating, 9 reviews

Newport Resorts

An indoor swimming pool is featured, surrounded by large windows allowing natural light. A jacuzzi is positioned beside the pool. Several lounge chairs are arranged along the side, providing a relaxing area for guests. The space is clean and well-maintained.

4.84 out of 5 average rating, 49 reviews

1BR Condo w/ Bay Views + Jacuzzi Tub

A modern building is viewed from a wooden dock, surrounded by various boats moored in calm waters. Illuminated windows reflect the evening light, and an American flag flutters gently above. The atmosphere is serene, highlighting the waterfront location.

Ocean Front View! Wyndham Inn on Long Wharf Resort

An aerial view of the resort showcases its New England shingle-style architecture, with a circular driveway and lush landscaping. The backdrop features the harbor and sailing boats under a colorful sunset sky, creating a blend of historic charm and tranquil surroundings.

4.58 out of 5 average rating, 40 reviews

Shopping, Dining, Entertainment on Thames Street-W

Other holiday rentals with a pool

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

5 out of 5 average rating, 41 reviews

An aerial view captures the beautiful property surrounded by lush greenery and the Taunton River. The two distinct buildings are highlighted, with a small boat docked near the water, suggesting a serene outdoor area. The landscape features natural vegetation, enhancing the peaceful environment.

Farm stay in Berkley

River Front Farm Style Living

Apartment in Downtown Providence

A spacious living area is furnished with a comfortable sectional couch, accented by colorful throw pillows. A small coffee table is positioned on a light rug, with a modern floor lamp providing soft illumination. Natural light filters through large windows, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 62 reviews

CityView 1BR/Pool/Gym/Parking

New place to stay

Beautiful 2-story Apartment in Oceancliff

A large resort building is showcased, featuring distinctive shingle-style architecture with a rounded tower. Multiple pitched roofs and balconies create visual interest. The brick façade is complemented by green accents, while the surrounding lawn is neatly maintained and offers a welcoming entrance.

4.79 out of 5 average rating, 14 reviews

Cozy 2BR Long Wharf Resort

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