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Best Vacation rentals and Airbnb offers in Portsmouth, VA
Portsmouth, VA
08/08 – 08/09
$180/nightfor 1 night
Charming Home
2 2
apartment , Portsmouth
This Portsmouth apartment rental is located in a quiet neighborhood, offering convenient access to Hampton Roads beaches, restaurants, and local attractions—distances to be confirmed. The two-bedroom, one-bathroom unit sleeps five guests and features a kitchen, air conditioning, internet access, and a private swimming pool with an on-site basketball hoop.
9.5 111 reviews
Portsmouth, VA
07/16 – 07/20
$299/nighttotal: $1196 (4 )
Walk To The Casino! Sleeps 8, Close To Everything
1 3
apartment , Portsmouth
This comfortable Portsmouth apartment is located in a quiet neighborhood within walking distance of the casino and close to the highway for easy access to Norfolk, Virginia Beach, and Chesapeake. It has earned excellent ratings for its location, cleanliness, and overall user experience. This spacious home has three bedrooms, two bathrooms, and can comfortably accommodate up to six guests. It offers a full kitchen, laundry facilities, a private backyard, and smart home features, along with four Roku TVs for entertainment and a security system for peace of mind.
9.0 30 reviews
Portsmouth, VA
07/16 – 07/20
$253/nighttotal: $1012 (4 )
Lake View
3 3
apartment , Hampton
This Hampton apartment rental boasts a convenient location near the Virginia Living Museum (11 miles), Busch Gardens (25 miles), and Newport News/Williamsburg International Airport (12 miles). This 1260-square-foot, three-bedroom unit comfortably sleeps nine guests and features a fully equipped kitchen, free Wi-Fi, a fitness center, parking, and air conditioning.
10 30 reviews
Portsmouth, VA
12/23 – 12/28
$175/nighttotal: $875 (5 )
Water View 1 Bed 1 Bath Retreat
1 2
apartment , Portsmouth
This cozy Portsmouth cottage, situated on the Elizabeth River near Bon Secours Maryview Medical Center, offers waterfront views and easy access to major hospitals, military bases, and downtown. The one-bedroom, one-bathroom rental sleeps two, features a full kitchen with dishwasher, in-unit laundry, a private garden with a propane grill and tree swing, and includes free off-street parking.
9.7 3 reviews
Portsmouth, VA
12/30 – 01/06
$182/nighttotal: $1274 (7 )
Cozy Condo Near Portsmouth Naval
3 2
house , Portsmouth
This 1100 sq ft vacation home in Portsmouth offers convenient access to the Portsmouth Naval Shipyard and is 9.4 miles from Norfolk Botanical Garden. This 3-bedroom property accommodates up to 10 guests and features air conditioning, a full kitchen with a dishwasher, complimentary WiFi, and free private parking.
8.6 37 reviews
Portsmouth, VA
12/30 – 01/06
$114/nighttotal: $798 (7 )
Park View Place - Apt 1 - Historic Olde Towne
1 2
apartment , Portsmouth
This apartment is in Olde Towne Portsmouth, right by Red Lion Park, making it easy to walk to the city's historic district, museums, and waterfront. It has excellent user, location, and cleanliness ratings. This charming home sleeps up to three guests and has a fully equipped kitchen, a 50" smart TV, and high-speed Wi-Fi. You can relax in the shared common space or enjoy the peaceful Red Lion Park right outside.
9.7 87 reviews
Portsmouth, VA
07/16 – 07/20
$300/nighttotal: $1200 (4 )
Quiet Churchland Gem
1 3
apartment , Portsmouth
This Portsmouth apartment is conveniently located near shopping, family activities, hospitals, and the new Rivers Casino, making it a great choice for travelers seeking a central location. This vacation rental has received excellent ratings for location, cleanliness, and overall user experience. This 3-bedroom, 1-bathroom home can comfortably accommodate up to 7 guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, parking, and internet access, ensuring a comfortable and enjoyable stay.
10 192 reviews
Portsmouth, VA
12/23 – 12/28
$281/nighttotal: $1405 (5 )
Gorgeous Olde Towne Historic Home - Modern Updates
1 2
apartment , Portsmouth
This charming 1880s home is located in Olde Towne Portsmouth, just a block from the Elizabeth River harbor and a short walk to the ferry and High Street's shops and restaurants. The house consistently receives excellent ratings for its location, cleanliness, and overall experience. This three-bedroom house comfortably accommodates up to seven guests. The home features a well-equipped kitchen, dining room, living room, and a private backyard with a patio. Amenities include air conditioning, a private driveway, and high-speed internet access, perfect for remote work or studying.
Portsmouth, VA
07/02 – 07/05
$1139/nighttotal: $3417 (3 )
Contemporary 5 Br, 4ba, Over 3500 Sf Water Front
1 5
apartment , Portsmouth
This waterfront house in Portsmouth's Churchland area offers direct Chesapeake Bay access and is a 15-minute drive to the River Casino, with nearby shopping and dining. This 5-bedroom, 4-bathroom residence accommodates 14 guests and features a private boat dock, an expansive deck with a gas grill overlooking the Elizabeth River, an entertainment room with a pool and ping pong table, and complimentary Wi-Fi.
9.8 19 reviews
Portsmouth, VA
07/16 – 07/20
$348/nighttotal: $1392 (4 )
Retreat Away From Home
1 3
apartment , Portsmouth
This Portsmouth vacation rental is conveniently located near the water, offering easy access to downtown Portsmouth and the ferry to the Portsmouth Naval Shipyard, Strawbery Banke Museum, and Prescott Park. Sleeping up to 10 guests (9 adults plus an infant/toddler), this three-bedroom, one-bathroom house features a full kitchen with dishwasher, air conditioning, parking, and dedicated office space; nearby attractions include the Waterside District and the Portsmouth Music Hall.
10 23 reviews
Portsmouth, VA
07/16 – 07/20
$538/nighttotal: $2152 (4 )
Beautiful Home In Chesapeake
3 3
apartment , Chesapeake
This Greenbrier, Chesapeake rental is conveniently located near Greenbrier Mall, the Waterside District, and a short drive from Virginia Beach's attractions, including the Veterans United Home Loans Amphitheater and Ocean Breeze Waterpark. This 1,460-square-foot apartment sleeps seven, boasting three bedrooms, two bathrooms, a full kitchen with dishwasher, in-unit laundry, Wi-Fi, and free parking; a spa is also available on-site.
Portsmouth, VA
08/08 – 08/09
$616/nightfor 1 night
Adorable 4br W/ 2ba In A Well-loved Neighborhood
1 2
apartment , Portsmouth
This newly renovated 4-bedroom, 2-bathroom apartment offers a prime central location in Portsmouth, just minutes from Naval Station Norfolk, Norfolk Naval Shipyard, and the US Coast Guard base, with Rivers Casino also nearby. This accommodation features internet, air conditioning, and a full kitchen, accommodating up to 7 guests with easy access to Bonsecours, Sentara, and CHKD hospitals.
Top Vacation Rentals for Families in Portsmouth, VA
Ideal for family vacations, these Portsmouth, VA rentals or Airbnbs offer spacious layouts near top city attractions.
10 1 review
Portsmouth, VA
12/23 – 12/28
$284/nighttotal: $1420 (5 )
Cambridge Knights A 3 Bedroom Home Full Of Charm
3 2
apartment , Portsmouth
This Portsmouth vacation home is located near the beach, within a 3-mile radius of popular landmarks such as the Commodore Theatre and the Virginia Sports Hall of Fame and Museum. The house offers three bedrooms, two bathrooms, and can accommodate up to six guests. Amenities include a fully equipped kitchen, multiple bathrooms, laundry facilities, free WiFi, a Smart TV, a smoke-free environment, parking, and a spa.
9.6 169 reviews
Portsmouth, VA
12/23 – 12/28
$223/nighttotal: $1115 (5 )
5 Minutes To The Casino!family Sized Home 3 Bedroom With Patio And A Game Room
3 2
apartment , Portsmouth
This Portsmouth apartment is just four minutes from Rivers Casino and fifteen minutes from the Waterside District, making it ideal for exploring the city's entertainment and dining scene. The apartment has earned excellent ratings for its location, cleanliness, and overall experience. The apartment offers 1400 square feet of space, with three bedrooms and a capacity for eight guests. The apartment includes a fully equipped kitchen, a spacious living area, a game room, and an outdoor space with a fire pit, a grill, and a variety of activities, making it a perfect option for families or groups of friends.
9.6 4 reviews
Portsmouth, VA
08/08 – 08/09
$245/nightfor 1 night
Charming 1-bedroom In-law Suite With Functional Kitchen In Pleasant Portsmouth
1 2
apartment , Portsmouth
This one-bedroom, one-bathroom apartment in Portsmouth is located a 12-minute drive from Town Point Park and 25 minutes from Chesapeake Bay, offering convenient access to attractions like the Chrysler Museum of Art and the Children's Museum of Virginia. This pet-friendly accommodation accommodates up to three guests and includes Wi-Fi, air conditioning, on-site parking, and essential toiletries for a comfortable stay.
Portsmouth, VA
06/29 – 08/29
$191/nighttotal: $11651 (61 )
The Urbane Travel Experience
1 1
apartment , Norfolk
This spacious Norfolk house rental, located in a prime, unspecified neighborhood, offers easy access to various Norfolk attractions; precise distances depend on the exact location within the city. The 3,000-square-foot, three-story home features four bedrooms, four bathrooms, and sleeps eight, boasting a fully equipped kitchen, air conditioning, parking, high-speed internet, and convenient keypad entry.
Best Portsmouth, VA vacation rentals with parking
10 10 reviews
Portsmouth, VA
12/23 – 12/28
$383/nighttotal: $1915 (5 )
Hidden Gem A Comfortable 4bedroom Home With A Fenced-in Yard.
4 2
apartment , Portsmouth
This Portsmouth vacation home is conveniently located near Portsmouth City Park, Chesapeake Square Mall, and Rivers Casino Portsmouth, all within 3 miles, offering easy access to local attractions. This 1720-square-foot house features 4 bedrooms, 2 bathrooms, sleeps 8 guests, includes a fully equipped kitchen, a patio, a garden, and free Wi-Fi.
8.0 1 review
Portsmouth, VA
06/29 – 08/29
$99/nighttotal: $6039 (61 )
Gorgeous 1 Bedroom With Free Wifi & Street Parking
1 1
apartment , Chesapeake
This one-bedroom apartment is conveniently located in Western Branch North, just a short drive from Chesapeake Square Mall and several healthcare facilities. You can also easily reach Portsmouth City Park and Riverfront Golf Club for outdoor activities. The apartment comfortably sleeps two guests and includes a kitchen with a refrigerator and microwave, a private patio, and a spa tub for relaxation. You'll also enjoy free Wi-Fi, a Smart TV, a coffee maker, and access to a garden.
9.2 7 reviews
Portsmouth, VA
07/16 – 07/20
$418/nighttotal: $1672 (4 )
Walkable To The Casino And Family Friendly! 3 Bd/2 Ba, Full House, Sleeps 8
4 3
apartment , Portsmouth
Located 0.9 miles from Rivers Casino Portsmouth, this house is ideal for travelers seeking a convenient location to explore the city's landmarks. With an excellent user rating, this 3-bedroom, 2-bathroom vacation home is perfect for groups of up to 6 people. The house boasts a spacious 1000 square feet of floor area, a fully equipped kitchen, and a garden where guests can relax and unwind. Additional amenities include air conditioning, a terrace/balcony, parking, and free WiFi, ensuring a comfortable and enjoyable stay.
Portsmouth, VA
12/23 – 12/28
$278/nighttotal: $1390 (5 )
Modern Portsmouth Apartment: Walk To Norfolk Ferry
2 2
apartment , Portsmouth
This modern Portsmouth apartment rental is conveniently located near the Norfolk Ferry, 8.7 miles from Norfolk International Airport, and a short drive from Virginia Beach attractions. This 1250-square-foot unit features two bedrooms, one bathroom, and can comfortably accommodate up to 11 guests, boasting a fully equipped kitchen with a dishwasher, microwave, and fridge, plus free Wi-Fi, parking, and air conditioning.
Frequently Asked Questions about vacation rentals in Portsmouth, VA
What are the top family-friendly attractions in Portsmouth, VA?
The Children's Museum of Virginia is a big hit with families. The Portsmouth Naval Shipyard Museum is also really interesting, especially for kids who love ships and history. The Virginia Aquarium & Marine Science Center is just a short drive away in Virginia Beach, and it's a great place to see all kinds of marine life.
What are the best Airbnb and vacation rentals in Portsmouth, VA?
When is the best time to book a vacation rental in Portsmouth, VA?
The best time to book a vacation rental in Portsmouth is during the spring or fall. The weather is usually mild, and there aren't as many crowds as during the summer. You can also find some good deals during these times.
What are the most popular Airbnbs in Portsmouth, VA?
What events or festivals should visitors check out in and around Portsmouth, VA?
The Portsmouth Seafood Festival is a big deal in September. There's also the annual Chowder Cook-Off in October, which is a lot of fun. The Virginia International Tattoo, held in the spring, is a great event with music and marching bands from all over the world.
What are the best vacation rentals with a pool in Portsmouth, VA?
What are the best restaurants with local dishes in Portsmouth, VA?
The Lighthouse Restaurant is a classic choice with great seafood. The Blue Parrot has some fantastic local dishes, and it's a fun atmosphere. For something a little different, try the Portsmouth Brewery, which has a great selection of craft beers and local ingredients.
What are the best rentals for families and kids in Portsmouth, VA?
Are there pet-friendly attractions in Portsmouth, VA?
The Children's Museum of Virginia is pet-friendly, and they even have a special dog park area. The Portsmouth Naval Shipyard Museum is also pet-friendly, but they ask that you keep your dog on a leash.
What are the best rentals or Airbnbs with a jacuzzi in Portsmouth, VA?
Best Vacation Rentals with Balconies in Portsmouth, VA
Enjoy your own private terrace with city skyline views at these vacation rentals in Portsmouth, VA.
10 1 review
Portsmouth, VA
07/16 – 07/20
$572/nighttotal: $2288 (4 )
Sojourn's Harborage # 5
2 3
apartment , Norfolk
This East Ocean View apartment rental is less than half a mile from Norfolk Beaches, and within three miles of Little Creek and Ocean View Beaches. The 800-square-foot unit features two bedrooms, one bathroom, and accommodates four guests, offering a private balcony, free Wi-Fi, on-site parking, and a fully equipped kitchen with a refrigerator, microwave, oven, and stovetop.
Portsmouth, VA
06/20 – 06/27
$276/nighttotal: $1932 (7 )
Historical Section Of Chesapeake. Propertie Nice And Groomed Quiet Neighborhood.
1 2
apartment , Chesapeake
This Chesapeake apartment is located just a short distance from the Norfolk waterfront and a 20-minute drive from Virginia Beach, offering easy access to both urban amenities and coastal attractions. The surrounding area is peaceful and quiet, perfect for a relaxing getaway. This one-bedroom, one-bathroom apartment can comfortably accommodate up to four guests. It features free curbside parking, a front porch for enjoying the outdoors, and amenities such as air conditioning, internet access, and a washer and dryer.
9.0 4 reviews
Portsmouth, VA
07/16 – 07/20
$694/nighttotal: $2776 (4 )
Sojourn Bayview Sanctuary Home Sleeps 6
3 3
apartment , Norfolk
This South Norfolk vacation rental is conveniently located in the South Bayview neighborhood, 1.4 miles from an Aldi and close to local parks, schools, and shopping centers with easy access to major roads and public transportation like HRT buses and The Tide light rail. This spacious 1600-square-foot ranch-style home features three bedrooms (one king, two queen beds), two bathrooms, a family room with darts and foosball, a backyard, and parking for two cars, comfortably accommodating up to six guests and offering in-unit laundry and contactless self check-in.
9.4 3 reviews
Portsmouth, VA
07/16 – 07/20
$522/nighttotal: $2088 (4 )
Sojourn's Harborage Coral Suite
2 3
apartment , Norfolk
This East Ocean View rental is less than half a mile from Norfolk Beaches and within three miles of Community Beach and Ocean View Beach, offering easy access to Sarah Constant Shrine Beach and Oceanview Fishing Pier (within six miles). This 800-square-foot, two-bedroom, one-bathroom apartment sleeps four and includes a fully equipped kitchen, private balcony, free Wi-Fi, on-site parking, and a TV.
Best Portsmouth, VA vacation rentals with air conditioning
10 689 reviews
Portsmouth, VA
12/30 – 01/06
$136/nighttotal: $952 (7 )
Private Guesthouse, Ghent/downtown Near Odu, Evms
1 2
house , Norfolk
This European-style guesthouse is located in Norfolk, a short walk from the Chrysler Museum of Art and Town Point Park, and 15 minutes from the ocean. The property has received excellent ratings for location, cleanliness, and user experience. This cozy apartment is perfect for two guests and features a queen-sized bed, a flat-screen TV, and a private patio with seating and a propane heat lamp. Guests can enjoy amenities such as a kitchenette with a cooktop, sink, microwave, coffee maker, fridge, WiFi, separate HVAC, bathroom, and free laundry access.
9.6 84 reviews
Portsmouth, VA
12/23 – 12/28
$227/nighttotal: $1135 (5 )
Waterfront Fun: Kayaks, Fishing, Gaming + Theatre
1 2
apartment , Portsmouth
This waterfront townhome in Portsmouth offers private dock access to the lake and is a short distance from local attractions and landmarks. The apartment has received excellent ratings for its cleanliness, location, and overall experience. This two-bedroom, one-bathroom home can accommodate up to six guests. The apartment provides kayaks, life jackets, fishing rods, and tackle for your enjoyment on the lake, as well as a home theater experience with a 120" screen and a selection of movies.
9.3 58 reviews
Portsmouth, VA
07/16 – 07/20
$207/nighttotal: $828 (4 )
A Touch Of Historic Olde Town
1 3
apartment , Portsmouth
This Old Town Portsmouth apartment is conveniently located near the Elizabeth River Walk, Portsmouth Naval Hospital, and High Street's restaurants and bars. This three-bedroom, two-bathroom rental sleeps six guests and features a fully equipped kitchen with a refrigerator, air conditioning, and free internet access.
10 21 reviews
Portsmouth, VA
12/23 – 12/28
$142/nighttotal: $710 (5 )
The Liberty Flat
1 2
apartment , Portsmouth
This Olde Town Portsmouth apartment, located within walking distance of historic sites and restaurants, offers easy access to Norfolk via a short ferry ride. The two-bedroom, one-bathroom unit sleeps four and includes a kitchen, internet, and a soon-to-be-installed stackable washer/dryer; nearby attractions include Virginia Beach, Williamsburg, and Yorktown.