Holiday rentals with a pool in Middletown

4.96 out of 5 average rating, 51 reviews

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.

5 out of 5 average rating, 7 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!

5 out of 5 average rating, 67 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, 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!

4.93 out of 5 average rating, 70 reviews

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.

4.9 out of 5 average rating, 134 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, 133 reviews

An inviting outdoor pool glistens under clear blue skies, with surrounding wooden deck areas featuring multiple shaded seating options. The cottage is visible in the background, surrounded by greenery. A bright umbrella adds a pop of color to the relaxing space.

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.

4.95 out of 5 average rating, 239 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. Quiet, tranquil, relax. 47 minutes from Gillette Stadium.

4.93 out of 5 average rating, 121 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 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.

4.83 out of 5 average rating, 6 reviews

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.

Apartment in Newport

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.

4.97 out of 5 average rating, 62 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, 185 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/ 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

Home in Coventry

5 out of 5 average rating, 4 reviews

Lake Tiogue retreat

Home in Dartmouth

Beautiful South Coast Entire House w/ Pool – MA

4.91 out of 5 average rating, 64 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

4.76 out of 5 average rating, 25 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

Home in Bristol

4.88 out of 5 average rating, 65 reviews

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

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

5 out of 5 average rating, 20 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

Vitamin Sea Pier Beach House POOL. Book Fall 2026!

4.67 out of 5 average rating, 3 reviews

A well-maintained swimming pool is surrounded by lush greenery, with tall hedges providing privacy. A red umbrella offers shade over a seating area, while the landscaped yard includes flowerbeds and a stone feature, creating a serene outdoor space for relaxation.

Home in South Kingstown

Three bedroom home with pool, dogs considered

Condo rentals with a pool

4.88 out of 5 average rating, 41 reviews

Newport Oceanfront Resorts

An aerial view showcases the resort's modern architecture along the waterfront. Boats are docked at a marina, with a boardwalk leading to the buildings. The surrounding area features greenery and other structures, reflecting a vibrant coastal atmosphere.

4.86 out of 5 average rating, 29 reviews

Wyndham Inn on Long Wharf |1BR/1BA King Bed Suite

Two bedroom, two bath, Long Wharf Resort, Newport

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.

4.72 out of 5 average rating, 18 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

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

NEWPORT ONSHORE 2 BR Waterfront/Marina Views

Other holiday rentals with a pool

Campervan/RV in Cumberland

5 out of 5 average rating, 48 reviews

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

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, 57 reviews

Vineyards, Newport, Narragansett, In-Ground Pool

4.6 out of 5 average rating, 5 reviews

The exterior of a multi-story building is showcased, featuring a shingle-style architecture with a distinctive round tower. Balconies and large windows highlight the structure, complemented by landscaped green areas in front and a clear blue sky above.

Apartment in Newport

Superior 1BR suite @ Wyndham Long Wharf Resort

The resort is situated in a traditional shingle and brick building, showcasing a unique architectural design. Surrounding greenery complements the structure, with the docks of Newport Harbor visible in the background and sailboats gently floating in the water at dusk.

Guest suite in Newport

4.7 out of 5 average rating, 482 reviews

NEW ENGLAND SEAPORT ESCAPE in our 2 Bedroom Deluxe

4.92 out of 5 average rating, 107 reviews

Loft in Warren

Modern, Bright, Private Studio w/POOL

4.97 out of 5 average rating, 63 reviews

A charming yellow exterior of a house is framed by leafy green trees and well-maintained shrubs. The entrance features a wooden door with a decorative lantern, complemented by vertical bamboo accents positioned alongside the driveway.

Cottage in Cranston

The Denison Markham Carriage House

The exterior of the well-maintained condo property is featured, showcasing a distinctive architectural design with a round turret and multiple windows. Lush greenery surrounds the building, and a curving pathway leads to the entrance, with distant views of the harbor in the backdrop.

Apartment in Newport

Newport Long Wharf Resort 7/31/26-8/7/26