83 Portsmouth Holiday Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Portsmouth holiday rentals from 5 rental sites including HomeAway, Booking.com, TripAdvisor and more, ranging from $40 to $2785 a night.

Information about Portsmouth

About Portsmouth

For a city with a population of just over 20,000, Portsmouth definitely has a lot to offer visitors. From classic New England architecture positioned along the Piscataqua River to some of the best breweries in New Hampshire, Portsmouth has it all. Summer tourists love this city and its historic seaport and it’s easy to see why. Portsmouth houses the American Independence Museum, sandy beaches, a water park for the kids, and so many other attractions. There is definitely no shortage of things to do and see in historic Portsmouth.

Things to do in Portsmouth

If you’re traveling with children to Portsmouth, you and your kids are both in luck. For kids, Water Country is the place to go. It is the largest water park in New England, and is located just 3.5 miles from downtown Portsmouth. Your kids can enjoy the slides and water attractions within the park, and you can lounge and relax on your vacation. Then, take them to the American Independence Museum to explore museum and learn about New Hampshire’s role in the American Revolution. The museum even includes an original broadside of the Declaration of Independence and early drafts of the U.S. Constitution.

The Prescott Park Arts Festival has taken place every year since 1974. It offers family entertainment through music, art, theater and dance. Located along the banks of the Piscataqua River, Prescott Park is set on 3.5 acres and beckons locals and visitors to visit, especially in the summer months when entertainment is ongoing.

Breweries in the Portsmouth area are some of the best places to go to take in the atmosphere of this seaport city. Red Hook, a nationally recognized and loved brewery, has its annual Hookfest at the brewery every year in August, where live music and Red Hook beer are just the beginning of what the festival offers. The Portsmouth Brewery offers flights of its own beers, which include unique ales like its Killer B that’s made with 120 lbs. of honey. Liars’ Bench is a brand new brewery that opened just this summer. Its owners are passionate about every ingredient that goes into making each beer. Try a tasting flight of each beer and see for yourself!

Day Trips from Portsmouth

Hampton, New Hampshire, just a 20-minute drive from Portsmouth, has some of the best stretches of beach in the state. The beach is extremely wide, which draws many visitors in the summer time. The warm water doesn’t hurt either. Hampton Beach offers 80 free concerts throughout the summer and an annual Seafood Festival in September. A plethora of restaurants and shops dot the town’s boardwalk, so there is always a place to beat the heat if you don’t want to slip into the water. Along the boardwalk you’ll also find companies who specialize in whale watching expeditions and an arcade for kids (and adults) to enjoy. The perfect summer day trip awaits!

Portsmouth Accommodations

Tripping.com offers over 100 vacation rentals in Portsmouth. Visitors who would like to stay near downtown and within walking distance of the trolley should choose a rental near State or Congress Streets or along Market Street. Our site provides rentals in beautifully renovated historic homes, quiet homes on the outskirts of town with a view of the water, or even waterfront homes. Select the rental that suits your needs best.

Aside from all the great local breweries in Portsmouth, there are also some incredible places to dine and shop. The build your own burgers at Lexie’s Joint in downtown Portsmouth get great reviews by customers and Louie’s Italian restaurant pleases visitors and locals alike. Serendipity is a cute local shop selling women’s clothing, jewelry and swimwear, while Pickwick’s Mercantile is your stop for gifts and souvenirs to bring home from your vacation.

Transportation in Portsmouth

Portsmouth is best reached by flight, if coming from out of the area. Fly into Portsmouth International Airport at Pease and take a cab ride to downtown Portsmouth. Or, rent a car and drive the 4.5-miles yourself. Many hotels offer shuttle services, so check in with your accommodations provider to see what they provide.

The downtown trolley loop, provided by the City of Portsmouth, is a cheap $0.50 ride that will take you through historic Portsmouth to many main attractions. A car is only necessary if you plan to take a trip outside of the trolley’s route. Otherwise, enjoy the quaint trolley ride or walk around downtown for the complete Portsmouth experience.

Vacation Rentals in Portsmouth

Find the best Portsmouth vacation rentals with Tripping.com. Choose from 361 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $40 a night to $2785 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 288 of homes in Portsmouth offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 65 rentals with pool or jacuzzi, or relax with the family in one of the 264 homes with cable TV.

For all those dog lovers and cat lovers, Portsmouth offers 81 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 5 rental sites in Portsmouth where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 231 HomeAway rentals, 51 Booking.com short term rentals and 41 TripAdvisor vacation rentals.