Portsmouth holiday lettings

We found 4,022 holiday rentals — enter your dates for availability

Discover a selection of 65 homes, 16 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:3 Jul - 10 Jul

Image gallery for Family friendly beach house. Pool, hot tub, walk to beach. Dog friendly, fenced

Pool
10 out of 10, Exceptional, (38 reviews)
Exceptional
(38 reviews)

Family friendly beach house. Pool, hot tub, walk to beach. Dog friendly, fenced

Virginia Beach

8% off
Price is £10,854
for 7 nights, 1 home
£1,551 per night
includes taxes & fees
Family friendly beach house. Pool, hot tub, walk to beach. Dog friendly, fenced

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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)
  • Lamberts Point Golf Course (3.4 mi / 5.5 km)
  • Cypress Point Country Club (8 mi / 12.8 km)
  • Riverfront Golf Club (8.6 mi / 13.8 km)
  • Eagle Haven Golf Course (9.8 mi / 15.8 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)
  • Norfolk Beaches (8.5 mi / 13.6 km)
  • Ocean View Beach (8.7 mi / 14 km)
  • Mount Trashmore Park (9.8 mi / 15.7 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 is Olde Towne. This charming neighbourhood is known for its historic architecture and vibrant setting. You'll find a delightful mix of boutique shops, local eateries, and a strong sense of community. A top attraction in Olde Towne is the Portsmouth Naval Shipyard Museum, which offers fascinating insights into the city's maritime history. Additionally, the nearby waterfront provides lovely views and a pleasant space for leisurely strolls.

Another appealing option is the Crystal Lake area, which is superb for those who enjoy outdoor activities. Crystal Lake Park is a highlight, featuring walking trails and picnic areas, making it an ideal spot for families or anyone looking to unwind in nature. The number of properties available in these areas tends to be varied, offering options that cater to different tastes 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, the area around Virginia Beach offers some excellent options. This vibrant coastal city features a variety of holiday rentals along the waterfront, particularly near the popular Boardwalk area. Here, you can expect properties equipped with modern amenities such as ocean-view balconies, fully stocked kitchens, and access to communal pools or hot tubs, making them superb for families or groups seeking a beach getaway.

In addition, the stretch near First Landing State Park provides a more serene atmosphere, with beach houses located amidst natural surroundings. Many of these rentals come with features like outdoor patios, private gardens, and even access to nearby hiking trails, allowing guests to enjoy both beach activities and nature walks. This area is known for its proximity to the Chesapeake Bay, offering opportunities for kayaking and fishing.

Further along the coast, the North End of Virginia Beach is another ideal location, known for its quieter beaches and residential feel. Here, visitors can find charming beach cottages that often include amenities such as outdoor grills, bicycles for local exploration, and easy access to the sandy shores. The nearby local shops and restaurants enhance the convenience of this area, making it a delightful choice for those looking to immerse themselves in the beach lifestyle while enjoying the comforts of home.
Are there any houseboat rentals in Portsmouth?
In Portsmouth, Virginia, there are several houseboat rentals available, offering a unique way to experience the city's waterfront. These houseboats are typically docked in serene locations, providing stunning views of the Elizabeth River and easy access to nearby attractions like the historic Olde Towne district and the expansive waterfront parks.

Travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and outdoor decks or patios for enjoying the sunset. Some houseboats may also feature modern conveniences like Wi-Fi and air conditioning, making for a comfortable stay.
What is the most popular type of holiday rental accomodation in Portsmouth?
In Portsmouth, holiday houses are the most popular type of holiday rental, with around 204 available throughout the city. These homes often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups looking for a home-like experience. Additionally, there are about 40 apartments and 24 cottages, which provide a cozier atmosphere, typically including amenities like kitchen facilities and comfortable living areas. For those seeking a great experience, there are several houseboats and condos available as well.
Are there any family house rentals in Portsmouth?
In Portsmouth, Virginia, there are some family-friendly house rentals available, with around 28 options to choose from. The city offers a variety of welcoming neighbourhoods, such as Olde Towne, which is known for its historic charm and proximity to the waterfront. Here, families can find spacious homes that often come with amenities like fully equipped kitchens, ample living areas, and outdoor spaces great for children to play.

Additionally, properties in the vicinity of the Naval Shipyard are appealing, as they provide easy access to local attractions such as the Children's Museum of Virginia and the picturesque waterfront parks. Visitors can also enjoy a short drive to nearby Norfolk, where further family-friendly activities await, including the Virginia Zoo and the Nauticus maritime museum.
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 or hot tubs, with around 10 options to choose from. The city offers a variety of neighbourhoods where these properties can be found, including the historic Olde Towne area, known for its charming cobblestone streets and waterfront views, as well as the more suburban settings in the surrounding areas.

Travellers can expect a range of amenities in these rentals, such as private swimming pools, relaxing hot tubs, spacious outdoor seating areas, and fully equipped kitchens, great for enjoying meals together. Some properties may also include features like barbecue grills and beautiful gardens, adding to the outdoor enjoyment.
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, Virginia, there are several pet-friendly house rentals available, offering a welcoming environment for both travellers and their furry companions. Many of these holiday homes come with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, allowing for a relaxing stay.

The neighbourhood is conveniently located near various parks and recreational areas, making it easy to enjoy outdoor activities with pets. For instance, the nearby Waterside District features scenic waterfront views and is superb for leisurely strolls. Additionally, the Portsmouth City Park offers expansive green spaces and walking trails, ideal for exercising pets or enjoying picnics.
Are there any remote work holiday rentals in Portsmouth?
In Portsmouth, Virginia, there is a good selection of remote work holiday rentals available, with around 240 options for travellers looking to combine work and leisure. Many of these properties are equipped with essential amenities such as free Wi-Fi, dedicated workspace, and comfortable desks to ensure a productive environment.

The downtown area offers a vibrant setting with easy access to cafés and local eateries, great for breaks or informal meetings. Additionally, properties in the historic Olde Towne neighbourhood often feature charming architectural details, and many come with cozy living spaces and kitchen facilities, making it easy to settle in. 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 include well-equipped kitchens, which allow guests to prepare their own meals during their stay. Many properties also feature onsite parking, making it convenient for those travelling with vehicles. For added comfort, you'll often find coffee and tea makers available, great for enjoying a warm beverage at any time. Additionally, rentals commonly provide desks, suiting visitors who may need to work or study while away. Outdoor spaces, such as decks or patios, are also frequently included, offering a pleasant area to relax and enjoy the surroundings.
When is the best time to visit Portsmouth for a holiday rental?
The peak season for visiting Portsmouth, Virginia, spans from May to July, with July being the most popular month for holiday rentals. During this time, visitors flock to the area to enjoy the vibrant waterfront, delightful historical sites, and an array of outdoor activities, all under the warm Virginia sun.

Temperatures in Portsmouth during the summer typically range from the mid-teens to high 30s Celsius, making it ideal for beach outings and exploring the charming downtown area. The summer months also host numerous local events and festivals, offering a lively option that enhances the experience for travellers seeking adventure and cultural enrichment.

If you're looking for a more budget-friendly option, consider visiting in December. While it's quieter, this month offers a unique charm with festive decorations and holiday events, as well as a chance to experience Portsmouth's history without the crowds.

Ultimately, the best time to book a holiday rental in Portsmouth depends on whether you prefer the bustling energy of summer or the tranquil, festive vibe of December.
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, Virginia, visitors can explore a range of attractions that showcase the city's rich history and waterfront charm. The Olde Towne district is particularly top, featuring cobblestone streets and historic buildings, including the beautifully preserved Portsmouth Naval Shipyard Museum. Here, holiday rentals often provide easy access to local shops and restaurants, allowing guests to immerse themselves in the area's vibrant setting.

Another key attraction is the Virginia Sports Hall of Fame and Museum, located near the waterfront, which celebrates the achievements of local athletes and offers interactive exhibits. For those interested in outdoor activities, the waterfront parks along the Elizabeth River provide scenic views and walking paths, superb for leisurely strolls or picnics.

Nearby, the Portsmouth City Park offers expansive green spaces, a fishing pier, and playgrounds, making it a great spot for families.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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