Portsmouth vacation rentals

We found 4,021 vacation rentals — enter your dates for availability

Discover a selection of 64 homes, 22 apartments, and other vacation rentals in Portsmouth that are perfect for your trip. Vacation homes offer the best amenities for you and your friends, family, or even pets, such as a fireplace and garden. At the end of the day, you'll be sure to find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Portsmouth

Showing deals for:Jul 3 - Jul 10

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

9% off
Price is $1,759
$12,313 for 7 nights
All fees included
Family friendly beach house. Pool, hot tub, walk to beach. Dog friendly, fenced

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Find out more about Portsmouth

Why visit Portsmouth

  • Rich Historical Heritage: Portsmouth is home to historic churches and maritime museums that showcase its vibrant past.
  • Family-Friendly Activities: The city offers a variety of attractions suitable for families, ensuring fun for all ages.
  • Outdoor Recreation: Enjoy the fresh air at nearby beaches and urban parks, perfect for relaxation and exploration.
  • Cultural Experiences: Immerse yourself in the local culture through friendly neighborhoods and trendy spots.
  • Diverse Accommodation Options: Choose from cozy cottages to modern condos for a comfortable stay in this coastal gem.

Popular types of accommodation in Portsmouth

Explore the charm of Portsmouth with our diverse selection of vacation rentals. Whether you're seeking a cozy cottage, a spacious private home, or a modern condo, we have the ideal house rentals to suit your needs. Portsmouth vacation rentals offer transparency and savings, ensuring you find the perfect vacation home. Discover the best options for your getaway and make lasting memories in this beautiful coastal destination.

  • Houses: The top choice for travelers in Portsmouth, offering spacious accommodations ideal for families or groups.
  • Condos: A popular selection that combines comfort and convenience, perfect for couples or small families.
  • Cottages: Charming and cozy, these rentals provide a quaint atmosphere for a relaxing getaway.
  • Apartments: A practical option for solo travelers or those seeking a home-like experience during their stay.
  • Cabins: A unique choice for nature lovers, these rentals offer a rustic retreat near the outdoors.**

Top attractions in Portsmouth

Portsmouth, Virginia, is perfect for family, outdoor, and romantic getaways. Visitors can explore a variety of attractions, including urban parks, maritime museums, and historic churches. This charming city offers a blend of cultural experiences and outdoor activities that cater to all types of travelers, ensuring a memorable vacation filled with fun and discovery.

  • Portsmouth Naval Shipyard Museum: This maritime museum showcases the rich naval history of the area, featuring artifacts, exhibits, and interactive displays that highlight the significance of shipbuilding and maritime operations in Portsmouth.
  • Portsmouth City Park: A vibrant urban park perfect for families, offering scenic walking trails, picnic areas, and playgrounds, making it an ideal spot for outdoor activities and relaxation amidst nature.
  • Hill House Museum: This historic house provides a glimpse into the past, featuring period furnishings and exhibits that reflect the culture and lifestyle of 19th-century Portsmouth, enriching your understanding of local heritage.

Things to do recommended for couples

For a romantic getaway in Portsmouth, consider visiting the Broad Bay Country Club, just 14 miles away. Enjoy the luxury vibes while indulging in a round of golf or relaxing at the clubhouse. It's the perfect setting for couples seeking a serene and upscale experience together.

Things to do recommended for families

Families visiting Portsmouth can explore the Children's Museum of Virginia, filled with interactive exhibits, and enjoy a fun day at the picturesque Portsmouth City Park, featuring playgrounds and walking trails. Don't miss the Nauticus maritime museum, where kids can learn about nautical history and science.

Things to do recommended for groups

Groups visiting Portsmouth can enjoy a historic tour of the Naval Shipyard, explore the charming Olde Towne district with its unique shops and eateries, and take a scenic riverfront walk along the Elizabeth River. Don't miss a visit to the Portsmouth Art & Cultural Center for local art exhibits.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Portsmouth

When planning your trip, whether you're traveling with a group, family, pets, or seeking longer stays, it's important to prioritize your needs during the booking process. Here are some helpful tips for booking on Vrbo.

  • Traveling to Portsmouth with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Portsmouth with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Portsmouth: For many families, a vacation isn't truly enjoyable without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that your entire family feels comfortable and at home.
  • Planning for a long term stay visiting Portsmouth: If you’re in search of vacation rentals offering discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Portsmouth

Portsmouth, Virginia, offers a delightful mix of family-friendly activities, historical charm, and vibrant coastal living. Explore the city's rich heritage alongside nearby neighborhoods, where friendly locals and trendy spots invite you to unwind. Enjoy fresh air at nearby beaches, perfect for outdoor fun or romantic strolls. Whether you're seeking excursions or a relaxing getaway, Portsmouth promises a memorable travel experience for everyone.

  • Norfolk: Norfolk is a vibrant city located 1 mile away from Portsmouth, offering a rich blend of outdoor activities, family-friendly attractions, and romantic experiences. Visitors can enjoy the scenic waterfront along the boardwalk, which is perfect for leisurely strolls or biking. The city boasts a variety of shopping centers and educational venues, making it ideal for families and tourists alike. Norfolk's local highlights include beautiful beaches, a picturesque esplanade, and a lively tourist precinct, ensuring there's something for everyone to enjoy.
  • Chesapeake: Situated 5 miles from Portsmouth, Chesapeake is a family-oriented city that provides an array of outdoor and romantic activities. Known for its expansive parks and scenic waterways, it’s a great spot for nature lovers. Chesapeake features popular shopping centers and malls, making it convenient for those looking to indulge in retail therapy. The local attractions, including stunning beaches and an inviting esplanade, create a perfect backdrop for family outings or romantic getaways, making it a must-visit destination.
  • Downtown Norfolk: Just 1 mile from Portsmouth, Downtown Norfolk is a bustling neighborhood that offers a variety of family, outdoor, and romantic experiences. The area is known for its charming boardwalk, vibrant shopping centers, and educational venues. Local landmarks include a historic college university and a lively tourist precinct, offering a mix of culture and history. The esplanade provides a scenic spot for leisurely walks or picnics, making Downtown Norfolk a delightful area to explore during your vacation.

Best time to go to Portsmouth

If you're planning a trip to Portsmouth, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.0°F (5.0°C)Light RainMostly SunnyAverageModerately Low
February43.7°F (6.5°C)Light RainMostly SunnyAverageModerately Low
March49.3°F (9.6°C)Light RainMostly SunnyAverageModerately Low
April58.6°F (14.8°C)Light RainMostly SunnySlightly HighAverage
May67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
June75.2°F (24.0°C)Light RainMostly SunnySlightly HighModerately High
July79.7°F (26.5°C)Light RainMostly SunnySlightly HighModerately High
August78.4°F (25.8°C)Light RainMostly SunnyAverageModerately High
September73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
October64.0°F (17.8°C)Light RainMostly SunnySlightly LowAverage
November52.9°F (11.6°C)Light RainMostly SunnySlightly LowAverage
December46.4°F (8.0°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as this can lead to significant price differences. Also, extending your stay can result in fantastic savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly area where you can plan new trips, continue from where you last stopped, or manage your travel arrangements. You'll easily find your saved or booked properties organized into categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to historic Portsmouth

Take a vacation 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 accommodations with space to entertain friends and family, Vrbo 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 searching for attractions to visit in the city? Venture out of your vacation home and experience everything that makes Portsmouth a fun place to get away. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 an active traveler or just want to take in the scenery, Portsmouth is a great place to spend some time outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Town Point Park (0.8 mi / 1.3 km)
  • Portsmouth City Park (3.9 mi / 6.2 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)

Traveling to and around Portsmouth

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

Frequently asked questions

What is the best area to stay in Portsmouth, Virginia, United States of America when booking a vacation rental?
When considering a vacation rental in Portsmouth, Virginia, the Olde Towne neighborhood stands out as an excellent choice. This historic area is known for its charming cobblestone streets and beautifully preserved 18th and 19th-century architecture, offering a delightful ambiance for visitors. One of the top attractions in Olde Towne is the Nauticus maritime museum, where you can explore naval history and even board the USS Wisconsin, a decommissioned battleship. Additionally, the waterfront park provides a picturesque setting for leisurely strolls or picnics while enjoying views of the Elizabeth River.

Another great option is the Churchland neighborhood, which offers a more suburban feel while still being close to local attractions. Here, you can enjoy the scenic beauty of the nearby waterfront parks and engage in outdoor activities. The area is also close to the Virginia Sports Hall of Fame, superb for sports enthusiasts looking to learn more about the region's athletic history.

Both neighborhoods have a variety of vacation rental properties, giving you the flexibility to find accommodations that fit your needs and preferences.
How much does it cost to rent a vacation home in Portsmouth?
Prices for vacation 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 vacation 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 near the Chesapeake Bay provides excellent options. The waterfront along the Bay boasts scenic views and easy access to sandy beaches, making it an appealing choice for travelers seeking a coastal experience. Many properties in this area feature amenities such as spacious decks, outdoor grills, and private access to the beach, superb for families or groups looking to enjoy the sun and surf.

Additionally, the vicinity of Ocean View Beach offers a vibrant setting with a mix of local shops, eateries, and recreational activities. Rentals here often come with modern conveniences like fully equipped kitchens, air conditioning, and sometimes even private pools or hot tubs for relaxation after a day spent by the water.

For those looking to explore further, the nearby First Landing State Park presents opportunities for hiking, biking, and nature walks, with some properties offering easy access to the park's trails. Beach houses in this region typically emphasize comfort and convenience, making them ideal for a memorable beach getaway.
Are there any houseboat rentals in Portsmouth?
In Portsmouth, Virginia, travelers can find several houseboat vacation rentals available, offering a unique waterfront experience. These houseboats are typically located along the Elizabeth River, providing stunning views and easy access to local attractions. Guests can expect amenities such as fully equipped kitchens, cozy living areas, and outdoor decks for enjoying the fresh air and scenery. Some rentals may also feature multiple bedrooms and bathrooms, making them suitable for families or groups looking for a memorable stay.
What is the most popular type of vacation rental accomodation in Portsmouth?
In Portsmouth, vacation houses are the most popular type of rental, with around 51 available throughout the area. These houses often feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or larger groups. Many rentals also include outdoor spaces such as patios or gardens, superb for enjoying the pleasant Virginia weather. In addition to vacation houses, there are about 10 apartments available, which provide a more compact and convenient option for travelers, typically including necessary amenities like kitchen facilities and comfortable living spaces. Additionally, several cottages, condos, and houseboats can be found, offering unique stays for those looking for something different.
Are there any family house rentals in Portsmouth?
In Portsmouth, Virginia, there are numerous family-friendly house rentals available, with around 28 options spread throughout the city. Visitors can find accommodations in neighborhoods such as Olde Towne, known for its historic charm and proximity to waterfront parks and museums. Many of these homes feature spacious living areas, full kitchens for family meals, and outdoor spaces superb for children to play.

The city's amenities often include Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay for families. Additionally, Portsmouth is conveniently located near attractions like the Children's Museum of Virginia and the scenic Portsmouth Waterfront, which includes playgrounds and picnic areas for family outings.
Can I rent a vacation home with a pool or hot tub in Portsmouth?
In Portsmouth, Virginia, there are several vacation homes available for rent that feature pools and hot tubs, with around 10 options to choose from. This charming city, located across the Elizabeth River from Norfolk, offers a variety of neighborhoods where these properties can be found, including the historic Olde Towne area, known for its beautiful architecture and waterfront views.

Travelers can expect a range of amenities in these rentals, such as private pools and inviting hot tubs, great for unwinding after a day of exploring. Many homes also come equipped with fully stocked kitchens, spacious living areas, and outdoor patios or decks, ideal for gatherings and enjoying the mild Virginia climate.
Can I find long-stay vacation rentals in Portsmouth?
A long-stay vacation rental in Portsmouth is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Portsmouth?
In Portsmouth, there are numerous pet-friendly house rentals available, with a total of 18 options to choose from. Many of these properties feature amenities that cater to both travelers and their furry companions, such as spacious yards, outdoor seating areas, and fully equipped kitchens for comfortable living.

The historic Olde Towne neighborhood offers charming homes that reflect the area's rich heritage, and many are located within walking distance of parks like the waterfront park along the Elizabeth River, which is superb for leisurely strolls with pets. Additionally, the nearby Portsmouth City Park provides ample green space and trails for outdoor activities, making it a great spot for pet owners.

In the surrounding neighborhoods, visitors can expect a mix of modern and traditional accommodations, often equipped with convenient amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay. See all pet-friendly rentals in Portsmouth.
Are there any remote work vacation rentals in Portsmouth?
In Portsmouth, Virginia, there are numerous remote work vacation rentals available, with around 60 options to choose from. These rentals are well-suited for professionals needing a productive environment, featuring amenities such as dedicated work desks, comfortable chairs, and reliable high-speed internet access. Many properties also offer free Wi-Fi, ensuring a seamless connection for remote work tasks.

Travelers can expect a variety of accommodations, from cozy apartments in historic buildings to modern homes with spacious layouts. The downtown area is particularly appealing, with its charming waterfront, local shops, and dining options that provide a vibrant setting for breaks between work sessions. Portsmouth is also conveniently located near attractions like the Naval Shipyard Museum and the picturesque Elizabeth River, offering opportunities for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Portsmouth vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Portsmouth with parking available—perfect for families or travelers 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 vacation rental amenities include kitchens, which allow travelers to prepare their own meals and enjoy a home-like experience. Onsite parking is also commonly available, providing convenience for those exploring the area by car. Many rentals come equipped with coffee and tea makers, ensuring guests can enjoy their morning brew without having to venture out. For those needing to catch up on work or plan their day, a desk is often included. Additionally, many properties feature decks or patios, providing lovely outdoor spaces to relax and take in the local atmosphere.
When is the best time to visit Portsmouth for a vacation rental?
July is the most popular month to visit Portsmouth, Virginia, as it falls within the peak season from May to July. During this vibrant time, the city comes alive with tourists eager to experience the warm summer weather and engage in a variety of outdoor activities. With average temperatures ranging from the mid-70s to the low 90s Fahrenheit, visitors can comfortably explore the historic waterfront, enjoy scenic parks, and indulge in the local dining scene.

As the summer unfolds, Portsmouth offers an array of events and festivals that cater to diverse interests. Whether you're strolling through the charming Olde Towne district or taking a leisurely cruise along the Elizabeth River, you'll find plenty to keep you entertained. This is also an ideal time for families looking to enjoy beach outings or participate in exciting water sports.

If you're seeking a budget-friendly option, consider planning your visit in December. While this month is quieter, it provides a unique opportunity to experience the city's festive holiday decorations and events without the crowds. You can enjoy a more relaxed pace, with opportunities for cozy dining and local shopping during the holiday season.

Ultimately, the best time to book a vacation rental in Portsmouth depends on whether you prefer the lively summer atmosphere filled with activities or the more tranquil charm of a winter visit.
How early should I book a Portsmouth vacation rental?
Book your Portsmouth vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Portsmouth, Virginia, United States of America?
In Portsmouth, Virginia, visitors can explore a variety of attractions that highlight the city's rich history and waterfront charm. The historic Olde Towne district features beautifully preserved 18th and 19th-century homes, quaint shops, and local eateries, making it a great area for those looking to immerse themselves in the city's heritage. The Portsmouth Naval Shipyard Museum provides insights into the city's naval history and showcases artifacts related to the U.S. Navy.

Nearby, the Elizabeth River offers scenic waterfront views and opportunities for leisurely walks along the waterfront park, where visitors can enjoy the sights of passing ships and the vibrant setting. The Virginia Sports Hall of Fame is also located in this area, celebrating the achievements of local athletes and sports history.

For outdoor enthusiasts, the nearby Hoffler Creek Wildlife Preserve offers trails and nature viewing opportunities, while the picturesque parks along the water provide spots for relaxing picnics or enjoying outdoor activities.
Can I change or cancel my Portsmouth home rental booking on Vrbo?
To find Portsmouth vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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