Portsmouth holiday lettings

We found 4,290 holiday rentals — enter your dates for availability

Discover a selection of 58 homes, 15 apartments and other holiday rentals in Portsmouth that are perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as parking and air conditioning. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Portsmouth

Showing deals for:16 Jan - 23 Jan

Image gallery for Beautiful beach location, on Back bay with dock. Just 2 blocks from ocean.

Adirondack seating with waterfront view of the canal from your personal deck.
9.8 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)

Beautiful beach location, on Back bay with dock. Just 2 blocks from ocean.

Virginia Beach, VA

7% off
Price is £1,658
for 7 nights, 1 cottage
£237 per night
includes taxes & fees
Beautiful beach location, on Back bay with dock. Just 2 blocks from ocean.

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Travel to historical Portsmouth

Take a holiday to Portsmouth and enjoy the area's museums, churches and monuments. Renowned for its boating, restaurants and riverfront, this city welcomes all visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Portsmouth

Are you hoping to discover attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Portsmouth a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Virginia Zoo (3.2 mi / 5.2 km)
  • Virginia Beach National Golf Club (13.5 mi / 21.7 km)
  • Cahoon Plantation Golf Course (7.6 mi / 12.3 km)
  • Cypress Point Country Club (8 mi / 12.8 km)
  • Chesapeake Golf Club (8.5 mi / 13.6 km)
  • Riverfront Golf Club (8.6 mi / 13.8 km)

Exploring the natural features in Portsmouth

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Portsmouth is a great spot to appreciate mother nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Town Point Park (0.8 mi / 1.3 km)
  • Chesapeake City Park (7.1 mi / 11.4 km)
  • Norfolk Botanical Garden (7.2 mi / 11.6 km)
  • Ocean View Beach (8.7 mi / 14 km)
  • Mount Trashmore Park (9.8 mi / 15.7 km)
  • Little Creek Beach (10.1 mi / 16.3 km)

Travelling to and around Portsmouth

The nearest airport is in Norfolk, VA (ORF-Norfolk Intl.), located 6.8 mi (10.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Newport News, VA (PHF-Newport News - Williamsburg Intl.), which is 23.1 mi (37.2 km) away.

Frequently asked questions

What is the best area to stay in Portsmouth when booking a holiday rental?
When considering a holiday rental in Portsmouth, Virginia, a popular area to stay in is Olde Towne. This historic neighbourhood is renowned for its charming cobblestone streets and beautifully preserved 18th- and 19th-century architecture. Olde Towne offers a delightful blend of quaint shops, galleries, and restaurants, making it a vibrant place to explore. A highlight in this area is the Portsmouth Naval Shipyard Museum, which provides fascinating insights into the city's maritime history. Additionally, the nearby waterfront offers stunning views and a lovely promenade ideal for leisurely strolls.

Another excellent choice is the Churchland area, which provides a more suburban atmosphere while still being close to various attractions. Here, you can enjoy the scenic beauty of the Elizabeth River and visit the Churchland High School Museum, which showcases local history and culture. This neighbourhood typically has a good selection of properties, suiting different preferences and budgets.
How much does it cost to rent a holiday home in Portsmouth?
Prices for holiday rentals in Portsmouth vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Portsmouth to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Portsmouth holiday house rentals?
You can find great discounts on house rentals in Portsmouth on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Portsmouth?
For renting a beach house in Portsmouth, Virginia, the prime location to consider is the area near the Chesapeake Bay. The waterfront properties along the bay often provide stunning views of the water and easy access to sandy beaches. Many of these homes come equipped with modern amenities such as spacious decks, outdoor grills, and fully stocked kitchens, making them ideal for families or groups looking to enjoy a seaside retreat.

Another excellent option is the neighbourhood surrounding the Elizabeth River. Here, you'll find charming rentals that often feature private docks, allowing guests to enjoy boating or fishing right from their backyard. Many properties in this area may also include amenities like hot tubs and fire pits, superb for relaxing evenings after a day at the beach.

Further along the coast, the nearby Virginia Beach area is well-known for its vibrant boardwalk and numerous attractions. Rentals here are plentiful and often include beach access, as well as conveniences like air conditioning, laundry facilities, and pet-friendly options. This area is great for those who want to blend beach relaxation with lively entertainment, with local shops, restaurants, and recreational activities just a short stroll away.
Are there any houseboat rentals in Portsmouth?
In Portsmouth, Virginia, you can indeed find houseboat rentals, with several available for those seeking a unique waterfront experience. These houseboats are typically located in scenic marinas, offering easy access to the Elizabeth River and views of the surrounding waterfront. Travellers can expect amenities such as comfortable sleeping quarters, fully equipped kitchens, and spacious living areas, allowing for a relaxing stay on the water. Many houseboats also feature outdoor decks, superb for enjoying the fresh air and picturesque sunsets.
What is the most popular type of holiday rental accomodation in Portsmouth?
In Portsmouth, holiday houses are the most popular type of accommodation, with around 44 available throughout the city. These houses often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for a cozy feel. Many of these properties also include outdoor spaces such as gardens or patios for relaxation. Additionally, there are approximately 12 apartments offered, typically located in convenient neighbourhoods close to local attractions. These apartments usually come with modern amenities, including kitchens and comfortable living spaces. For those seeking a great experience, several cottages and houseboats are available, providing a distinctive charm and connection to the waterfront.
Are there any family house rentals in Portsmouth?
In Portsmouth, Virginia, there are a variety of family-friendly house rentals available, with around 27 options to choose from. This charming city, rich in history and culture, offers properties in neighbourhoods such as Olde Towne and Cradock, which are great for families seeking a comfortable stay. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play.
Can I rent a holiday home with a pool or hot tub in Portsmouth?
In Portsmouth, Virginia, there are several holiday homes available for rent that feature pools and hot tubs. This charming city, located across the Elizabeth River from Norfolk, offers a variety of neighbourhoods where travellers can find suitable accommodations, including the historic Olde Towne area, known for its cobblestone streets and waterfront views.
Can I find long-stay holiday rentals in Portsmouth?
A long-stay holiday rental in Portsmouth is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Portsmouth?
In Portsmouth, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these rentals are situated in charming neighbourhoods, offering easy access to local parks and green spaces, which are great for leisurely walks and playtime with pets.

Properties in the area typically feature amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, ensuring a comfortable stay for both guests and their pets. Some homes may also include pet-friendly features like dog beds or pet gates, enhancing the convenience for pet owners.
Are there any remote work holiday rentals in Portsmouth?
In Portsmouth, Virginia, there are numerous remote work holiday rentals available, with around 49 options to choose from. This vibrant city offers properties that cater specifically to remote workers, featuring essential amenities such as high-speed Wi-Fi, designated office spaces, and comfortable desk chairs. Many of these accommodations also include laptop workspaces, computer monitors, and safes for added convenience and security. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Portsmouth holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Portsmouth with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Portsmouth?
In Portsmouth, popular rental amenities typically include kitchens equipped with essential cookware, dishware, and utensils, allowing guests to prepare their own meals. Most rentals also feature modern conveniences like microwaves, refrigerators, and stovetops, making it easy for travellers to enjoy home-cooked dining during their stay. These amenities cater well to families and groups seeking comfort and flexibility while exploring the local attractions and waterfront.
When is the best time to visit Portsmouth for a holiday rental?
July is the most popular time to visit Portsmouth, attracting holidaymakers seeking sun-soaked days and vibrant local culture. The peak season runs from May to July, with visitors flocking to enjoy the warm weather and a number of activities. During these months, Portsmouth comes alive with festivals, outdoor concerts, and a bustling waterfront, making it an ideal choice for those looking to soak in the local atmosphere.

Temperatures in July typically hover around the mid-30s Celsius, providing superb weather for exploring the area's picturesque parks and historic sites. Visitors can stroll along the waterfront, take in the scenic views, and enjoy various outdoor dining options that showcase the region's culinary delights.

For those who prefer a quieter experience, consider visiting in December, when you can enjoy the charming holiday decorations and events without the crowds. This month offers a unique perspective on the city, with opportunities for cosy indoor activities and seasonal festivities, making it a delightful alternative for a holiday rental.
How early should I book a Portsmouth holiday rental?
Book your Portsmouth holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Portsmouth?
In Portsmouth, visitors can explore several popular attractions that reflect the city's rich maritime history. The Historic Olde Towne district is a highlight, featuring beautifully preserved 18th and 19th-century architecture, quaint shops, and local eateries. Here, holiday rentals often provide convenient access to the picturesque waterfront and the bustling Portsmouth Marine Terminal.

The Norfolk Naval Shipyard is another significant point of interest, located nearby, where guests can learn about the naval history of the area. For those interested in art and culture, the Portsmouth Art & Cultural Centre showcases local artwork and hosts various exhibitions throughout the year.
Can I change or cancel my Portsmouth home rental booking on Vrbo?
To find Portsmouth holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Portsmouth holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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