Holiday rentals with a pool in Middletown

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!

Modern Home w/ Pool & Game Room | Mins to Newport

Escape to our stunning, upscale, renovated home in Middletown, RI! This property boasts a prime location with the beach & downtown Newport just minutes away! With sleeping space for 10 adults + kids, our home offers a private getaway for groups in town for a wedding or seeking a memorable vacation. Lounge by the pool, grill up some food, or snuggle up and watch a movie inside, this home has it all! Make memories that will keep you coming back year after year. Follow us on Insta: Searenity.House

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.

Newport 1BR Inn on Long Wharf Seaside Resort

Step back to the days when Newport, RI was a bustling port town and summer retreat for the country's elite. Inn on the Harbor managed by Wyndham is situated in the heart of the Historic Thames St. District, which is lined with unique waterfront shops, art galleries and restored colonial buildings. Visit the Brick Market Place for seaport shopping and dining. Unwind in this spacious one-bedroom resort suite that sleeps up to four guests. The Narragansett Bay is noted for its spectacular beauty.

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!

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.

5 bedroom house with pool

Enjoy the summer at our spacious home perfect for gatherings with family and friends. Enjoy the beautiful weather poolside or drive 5 to the local beach. We are also a 5 minute drive from the Greendale and Newport Wineries, a 7 minute drive from Newport Polo, and 15 minutes from downtown Newport! With 1 king bed, 2 queen beds, and 4 twin beds, this lovely property offers plenty of space for all guests. Pool open for Memorial Day weekend. 2-3 night minimum, discount for longer stays.

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.

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**

Jamestown in town family-friendly Cottage, 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.

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!