
Holiday rentals with a pool in Portsmouth
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Portsmouth
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

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.

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!

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!

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.

The Loft @ Beechwood. Private, comfy, coastal!
The Loft is a detached and private studio apartment with a private entrance, beautifully decorated with a coastal decor befitting nearby Padanaram Harbor & Village. The skylights and a 'really, really comfortable bed' will help you relax and enjoy all the area has to offer. Ideal for two guests, but able to accommodate a third, or two children, The Loft is a great home base to explore the local area or the Islands of Cuttyhunk, Martha's Vineyard & Nantucket.

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.

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 Portsmouth 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

Private POOL, Central AC, Walk to beach, king MBR

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

Waterfront Historic Wickford Village Home!
Apartment 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

Seaside Escape – Marina, Dining & Fun
Other holiday rentals with a pool

Beachhouse with Pool, Treehouse + 3 Seasons Room

1bd/1ba apt 15 mins from Gillette Stadium

Timeshare overlooking Narragansett Bay

Family-Friendly Beach Getaway

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

You're home away from home!

private coastal getaway

2-Acre Retreat w/ Firepit | Walk to Boston Train
When is the best time to visit Portsmouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 SGD | $163 SGD | $173 SGD | $209 SGD | $290 SGD | $924 SGD | $1,063 SGD | $1,273 SGD | $219 SGD | $222 SGD | $166 SGD | $160 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 10°C | 15°C | 20°C | 24°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about holiday rentals with a pool in Portsmouth

Total holiday rentals
Explore 100 holiday rentals in Portsmouth

Nightly prices starting at
Portsmouth holiday rentals start at $127 SGD per night before taxes and fees

Verified guest reviews
Over 1,530 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
100 of Portsmouth holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Portsmouth rentals
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- Cape Cod
- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Craigville Beach
- East Sandwich Beach
- Gillette Stadium
- Duxbury Beach
- Ocean Beach Park
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- The Breakers
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