
Holiday rentals with a pool in Portsmouth
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Portsmouth

Total holiday rentals
Explore 90 holiday rentals in Portsmouth

Nightly prices starting at
Portsmouth holiday rentals start at $168 SGD per night before taxes and fees

Verified guest reviews
Over 1,570 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
90 of Portsmouth holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Portsmouth rentals
Top-rated rentals with a pool in Portsmouth
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Perfect Coastal Escape close to Newport & Beaches!
Located in Portsmouth's desirable Lilac Lane neighborhood, and conveniently located between downtown Newport and Bristol, this beautiful home offers everything you're looking for! Enjoy the sunset as you relax and unwind in privacy on the back deck or by the pool. You'll be surrounded by landscaped gardens and sweeping picturesque farmlands. 6 miles from Historic Newport and Middletown beaches, 2.4 miles from Sandy Pt. Beach, 8 miles from Bristol, and a short drive to many local vineyards!

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.

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.

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.

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.

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.

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.

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!
Popular amenities for Portsmouth rentals with a pool
House rentals with a pool

Beautiful South Coast Entire House w/ Pool – MA

Lake Tiogue retreat

Hopeworth Homestead. Sleeps 10+ Pool, Beach, AC

Family-Friendly Beach Getaway

Minimal Modern Home Getaway

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

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

Vitamin Sea Pier Beach House POOL. Book Fall 2026!
Apartment rentals with a pool

Newport Oceanfront Resorts

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

Wyndham Long Wharf Resort |2BR King Suite

Timeshare Rental. 3rd floor Condo w/ water view

Seaside Escape – Marina, Dining & Fun

Newport Resorts

NEWPORT ONSHORE 2 BR Waterfront/Marina Views

Wyndham Inn on Long Wharf |1BR/1BA King Bed Suite
Other holiday rentals with a pool

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

Vineyards, Newport, Narragansett, In-Ground Pool

Beautiful historic house in the heart of Bristol

Modern, Bright, Private Studio w/POOL

The Denison Markham Carriage House

Private suite-2 bed/2 bath, pool/ hot tub access

Newport 3BR Long Wharf Waterfront Resort

3 Mi to Dtwn & Beach! Bristol Home w/ Patio
When is the best time to visit Portsmouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $528 SGD | $509 SGD | $517 SGD | $212 SGD | $295 SGD | $938 SGD | $1,079 SGD | $1,292 SGD | $222 SGD | $225 SGD | $168 SGD | $163 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 |
Destinations to explore
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- Rentals with pools Newport County
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- Rentals with pools United States
- Cape Cod
- Gillette Stadium
- Brown University
- Mohegan Sun
- Foxwoods Resort Casino
- East Matunuck State Beach
- Craigville Beach
- Onset Beach
- Charlestown Beach
- Ocean Beach Park
- East Sandwich Beach
- Duxbury Beach
- Bonnet Shores Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Easton Beach
- Roger Williams Park Zoo
- Point Judith Lighthouse
- Sandy Neck Beach
- Pinehills Golf Club
- Narragansett Town Beach
- Second Beach
- New Silver Beach
- The Breakers





