
Holiday 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.

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.

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.

Barrington Oasis: Waterview with an Inground Pool!
You and your family will love our "Barrington Family Resort", complete with an inground pool, water access to the Palmer River (we provide three kayaks, a paddleboard and lifejackets for your use, or bring your own!), a fun and coastal atmosphere, all on a quiet, dead-end street. Kids will love the lower level playroom with ping-pong table, big comfy sectional sofa, TV & Wii, and exercise bike. Working from home? We have a dedicated office space for your use, too. Or just relax and enjoy!

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!

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!

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.

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.

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.

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.

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.

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!

Modern Home w/ Pool & Game Room | Mins to Newport
Escape to our upscale 5 bedroom home in Middletown, RI, just minutes from the beach and downtown Newport. Sleeps 10 comfortably and is perfect for weddings or group getaways. Enjoy the private pool, fire up the grill, challenge friends in the game room, or relax with a movie night. A prime location, plenty of space, and amenities designed for memorable stays year after year.
Popular amenities for Middletown rentals with a pool
House rentals with a pool

Hopeworth Homestead. Sleeps 10+ Pool, Beach, AC

Cozy Coastal Escape in Warren | Dog Friendly

Minimal Modern Home Getaway

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

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

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

Waterfront Historic Wickford Village Home!

Three bedroom home with pool, dogs considered
Condo rentals with a pool

Club Wyndam Newport Onshore avail 8/14-25 only

Wyndham Onshore Waterfront 2/2 & Harbor Balconies!

August Newport Inn on Long Wharf, Waterfront Unit

Newport Oceanfront Resorts

Newport Onshore Resort Getaway

Wyndham Long Wharf Resort |2BR King Suite

Timeshare Rental. 3rd floor Condo w/ water view

Wyndham Long Wharf Resort |2BR King Suite
Other holiday rentals with a pool

Newport Condo/Timeshare Directly on the Water

Beachhouse with Pool, Treehouse + 3 Seasons Room

Family-Friendly Beach Getaway

You're home away from home!

Charlestown Retreat | 2 Pools & Fire Pits

Ocean Cliff I, II May 17 to May 22

Newport RI waterfront property.

Grey Wulf Excursions / Spanish Mastiff Guard
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $184 AUD | $212 AUD | $224 AUD | $278 AUD | $321 AUD | $460 AUD | $621 AUD | $664 AUD | $651 AUD | $294 AUD | $184 AUD | $184 AUD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 22°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Quick stats about holiday rentals with a pool in Middletown

Total holiday rentals
Explore 430 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at $100 AUD per night before taxes and fees

Verified guest reviews
Over 5,130 verified reviews to help you choose

Family-friendly holiday rentals
240 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
430 of Middletown holiday 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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- Foxwoods Resort Casino
- Brown University
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