Compare Vacation Rentals & Airbnb in Portsmouth, VA
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391 Rentals and Airbnb in Portsmouth, VA
9.2 28 reviews
Portsmouth, VA
23/12 – 28/12
$236/nighttotal: $1180 (5 )
Charming 2 Bedroom, 2 Bath Townhome Located In Portsmouth, Simple And Elegant!!
2 2
apartment , Portsmouth
This Portsmouth townhouse, centrally located in Hampton Roads, offers easy access to the Rivers Casino (distance unspecified) and Virginia Beach Boardwalk (driving distance unspecified). The 84-square-metre (904 sq ft) property sleeps four guests in two bedrooms with queen-size beds and smart TVs, and includes a fully equipped kitchen, private garden, parking, and excellent Wi-Fi.
9.7 13 reviews
Portsmouth, VA
29/06 – 29/08
$137/nighttotal: $8357 (61 )
Cozy Studio With Extra Storage
1 1
apartment , Norfolk
This Norfolk studio apartment is conveniently located in a quiet neighbourhood, within walking distance of local parks, waterways, and a selection of bars and restaurants. The self-contained unit, sleeping up to two guests, offers a private kitchen with fridge, freezer, and microwave, a private bathroom, air conditioning, and access to a shared garden and on-site laundry facilities.
9.4 61 reviews
Portsmouth, VA
29/06 – 03/08
$106/nighttotal: $3710 (35 )
#2 Rent Green In Ghent (Flexible Dates)
1 2
apartment , Norfolk
This studio flat is located in Ghent, a lively neighbourhood in Norfolk, within walking distance of restaurants, shops, museums, parks, waterways, and EVMS. The property has received excellent ratings for location, cleanliness, and overall experience. The flat is well-appointed and suitable for one or two people. It features a private outdoor area, bike storage, shared laundry facilities, and a collection of board games.
9.9 222 reviews
Portsmouth, VA
30/12 – 06/01
$232/nighttotal: $1624 (7 )
Spring Hill Guest Cottage - Portsmouth
1 2
house , Portsmouth
This charming guest house is situated just outside Portsmouth, within easy reach of the city centre, Norfolk and Virginia Beach, all within a 40-50 kilometre drive. It has consistently received excellent ratings for its cleanliness, location and overall experience. The self-catering property features two rooms, a full bathroom, a half bathroom, a kitchenette and a sitting room, comfortably accommodating up to three guests. Guests can enjoy a private pool and jacuzzi, a spacious garden and parking, as well as modern amenities including air conditioning and internet access.
8.5 21 reviews
Portsmouth, VA
29/06 – 29/08
$208/nighttotal: $12688 (61 )
Creek-side Captain's Retreat
1 1
apartment , Portsmouth
The Captain's Retreat is a three-bedroom house situated in a central Portsmouth location, offering easy access to the city's attractions. This creek-side property sleeps six, boasts a fully equipped kitchen with fridge, freezer, and dishwasher, plus air conditioning, a garden, parking, and excellent guest reviews; pets are welcome.
Portsmouth, VA
29/06 – 03/08
$113/nighttotal: $3955 (35 )
Serene Retreat - Hot Tub, Private Dock & Fire Pit
1 2
apartment , Portsmouth
This private, fully furnished flat, with its own entrance, is located in a peaceful residential area of Portsmouth, offering waterfront views and direct access to a private dock. This accommodation comfortably sleeps two, features a separate bedroom, a living room with a convertible sofa, a breakfast bar, air conditioning, a hot tub, and parking, making it ideal for a relaxing stay.
9.6 169 reviews
Portsmouth, VA
23/12 – 28/12
$311/nighttotal: $1555 (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 conveniently located just four minutes from Rivers Casino and fifteen minutes from the Waterside District, offering easy access to a range of attractions. It has consistently received excellent ratings for location, cleanliness, and overall user experience. The three-bedroom flat, spanning 130 square metres, comfortably sleeps up to eight guests. It boasts a fully equipped kitchen, a garden, a spa, a tennis court, and a range of entertainment options, including a pool table, darts, and a fire pit.
9.7 246 reviews
Portsmouth, VA
23/12 – 28/12
$207/nighttotal: $1035 (5 )
Best Price Condo In Downtown Norfolk
1 2
apartment , Norfolk
This stylish flat is situated in the heart of Downtown Norfolk, just a kilometre from restaurants, bars, live entertainment venues, the mall, Waterside, Nauticus, and other attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment has one bedroom and one bathroom, comfortably accommodating two guests. It comes equipped with a kitchen, air conditioning, parking, and internet access, making it perfect for a relaxing stay in the city.
Portsmouth, VA
26/06 – 24/07
$526/nighttotal: $14728 (28 )
A Comfortable Space
1 1
apartment , Portsmouth
This Portsmouth apartment is conveniently located within easy reach of the city's attractions, including the Historic Dockyard, Spinnaker Tower, and Southsea Beach, offering a peaceful retreat from the city centre. The surrounding area is quiet, making it ideal for families seeking a relaxing getaway. This three-bedroom home sleeps up to five guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. The apartment also boasts air conditioning, a garden, and parking, making it a comfortable and convenient choice for your Portsmouth stay.
Portsmouth, VA
29/06 – 29/08
$131/nighttotal: $7991 (61 )
Cozy Studio Getaway
1 1
apartment , Portsmouth
This studio flat is located in the Port Norfolk subdivision of Portsmouth, offering a peaceful retreat. This accommodation allows pets and features a kitchenette, Wi-Fi, and air conditioning for up to three guests.
Portsmouth, VA
29/06 – 29/08
$267/nighttotal: $16287 (61 )
The Urbane Travel Experience
1 1
apartment , Norfolk
This spacious Norfolk house, sleeping eight, is centrally located in a desirable neighbourhood; precise distances to Norfolk landmarks depend on the exact location within the city. The 279-square-metre, three-storey property boasts four bedrooms, four bathrooms, a fully equipped kitchen with dishwasher, air conditioning, parking, and high-speed internet access.
10 95 reviews
Portsmouth, VA
23/12 – 28/12
$517/nighttotal: $2585 (5 )
Hidden Gem.4/bedroom Cozy Home Fenced In Yard
1 2
apartment , Portsmouth
This spacious Portsmouth house, located in a quiet neighbourhood 13.7km from the Portsmouth Waterside District and 27.4km from Portsmouth's city centre, offers easy access to local attractions including the Rivers Casino (4.7km away). The four-bedroom, two-bathroom property sleeps eight guests and boasts a fully equipped kitchen, dedicated entertainment room with a 65-inch TV, private fenced backyard with deck and charcoal grill, three-car driveway, and in-house laundry facilities; pets are welcome.
Best family friendly Portsmouth, VA vacation rentals
Among the 391 accommodations in Portsmouth, VA, here are the 4 best family friendly rentals
9.9 85 reviews
Portsmouth, VA
30/12 – 06/01
$142/nighttotal: $994 (7 )
Private Studio
1 2
apartment , Portsmouth
This studio apartment is located above a detached garage in a residential area of Portsmouth, offering a peaceful retreat just a short distance from the city's attractions. It has consistently received excellent ratings for cleanliness, location, and user experience. The self-contained unit features a king-size bed and a sofa bed, comfortably accommodating up to four guests. The studio is equipped with a fully equipped kitchen, a washer and dryer, and a 55-inch TV, making it an ideal choice for families or groups seeking a comfortable and convenient stay.
10 3 reviews
Portsmouth, VA
30/12 – 06/01
$892/nighttotal: $6244 (7 )
Neon Wonderland, Sleeps 14, Hot Tub/pool/mini Golf
1 2
apartment , Portsmouth
This spacious five-bedroom, three-bathroom flat is situated in Portsmouth's Greenacres district, offering convenient access to Rivers Casino Portsmouth (4.7 kilometres) and the Waterside District Norfolk (11.7 kilometres). This family-friendly property accommodates up to 14 guests and boasts a resort-style experience with a private in-law suite, two fully equipped kitchens, a swimming pool, hot tub, 9-hole mini-golf, and a theatre room.
9.8 57 reviews
Portsmouth, VA
08/08 – 09/08
$513/nightfor 1 night
Penny’s Place- 3 Bed/2bath
1 2
apartment , Portsmouth
Penny's Place is a charming bungalow situated in a peaceful neighbourhood in Portsmouth, Virginia, just a short drive from attractions like Olde Town Portsmouth, the Children's Museum, and Virginia Beach. The property has received excellent ratings for location, cleanliness, and overall user experience. This three-bedroom home sleeps up to eight guests, making it ideal for families or groups of friends. The home boasts a fully equipped kitchen, air conditioning, a private garden, and access to a fitness centre and parking.
10 3 reviews
Portsmouth, VA
23/12 – 28/12
$172/nighttotal: $860 (5 )
Private 1 Bed Apt - Historic Olde Towne Portsmouth
1 2
apartment , Portsmouth
This Portsmouth city centre flat is located a short walk from restaurants, museums, the historic Theatre, and the ferry terminal providing access to Norfolk’s Waterside District and MacArthur Mall, and is within 13km of a new casino. The one-bedroom, one-bathroom apartment sleeps two guests and offers a fully equipped kitchen including a fridge, microwave, dishwasher, air fryer, and cast iron skillet, plus air conditioning and internet access; street parking is available.
Best Portsmouth, VA vacation rentals with parking
9.3 3 reviews
Portsmouth, VA
30/12 – 06/01
$556/nighttotal: $3892 (7 )
Spacious Chesapeake Home W/ Pool Table!
4 2
house , Chesapeake
This spacious holiday home is located in Chesapeake, just 23 kilometres from Topgolf Virginia Beach and 29 kilometres from Mount Trashmore Park. The property has received excellent ratings for user experience, location, and cleanliness. The four-bedroom house is 223 square metres in size and can accommodate up to eight guests. This property offers a range of amenities including a fully equipped kitchen, a pool table, free Wi-Fi, cable TV, a washing machine and towels and bed linen are provided.
10 10 reviews
Portsmouth, VA
23/12 – 28/12
$535/nighttotal: $2675 (5 )
Hidden Gem A Comfortable 4bedroom Home With A Fenced-in Yard.
4 2
apartment , Portsmouth
This Portsmouth holiday home is situated within 5km of Portsmouth City Park, Chesapeake Square Mall, and Rivers Casino Portsmouth, offering easy access to local amenities and attractions. The 160 square metre property boasts four bedrooms, two bathrooms, sleeping up to eight guests, and features a fully equipped kitchen, garden, patio, free Wi-Fi, and parking.
9.6 10 reviews
Portsmouth, VA
23/12 – 28/12
$2709/nighttotal: $13545 (5 )
Experience Timeless Luxury At Cavalier Manor On A Lake
5 2
apartment , Portsmouth
This five-bedroom, five-bathroom property, Cavalier Manor, is a 557 square metre estate located in Portsmouth, Virginia, a short drive from the beaches of Virginia Beach and the city of Norfolk. This spacious home offers a private pool, a fully equipped outdoor kitchen, and elegant fireplaces throughout, making it ideal for families or groups of up to 15 guests.
10 1 review
Portsmouth, VA
30/12 – 06/01
$252/nighttotal: $1764 (7 )
Duplex W/fast Wi-fi & Stocked Kitchen
2 2
apartment , Portsmouth
This 2-bedroom, 1-bathroom duplex in Portsmouth's Brighton district offers proximity to the Portsmouth Shipyard, just 500 meters away, and is a 10-minute drive from the city centre's amenities. This family-friendly flat accommodates up to 7 guests, featuring a fully equipped kitchen with a fridge and microwave, air conditioning, free Wi-Fi, and on-site parking, making it ideal for shipyard workers or families visiting Portsmouth.
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 always a hit with kids, and the Portsmouth Naval Shipyard Museum is also a great option for families interested in naval history. Don't forget the Portsmouth Art & Cultural Center, which often has family-friendly events and exhibitions.
What are the best Airbnb and vacation rentals in Portsmouth, VA?
When is the best time to book a vacation rental in Portsmouth, VA?
You'll want to book your vacation rental in advance, especially if you're travelling during peak season, which is typically from late spring to early autumn. Book a couple of months ahead to get the best selection and prices.
What are the most popular Airbnbs in Portsmouth, VA?
What are the best budget-friendly activities in Portsmouth, VA?
Take a stroll along the waterfront, enjoy a picnic at one of the parks, or check out the free events at the Portsmouth Art & Cultural Center. The Portsmouth Museum of Fine Arts is another great option for a budget-friendly outing.
What are the best vacation rentals with a pool in Portsmouth, VA?
What are the best restaurants with local dishes in Portsmouth, VA?
For classic Southern comfort food, try The Black Eyed Pea. If you're looking for seafood, The Blue Parrot is a local favourite. And for a taste of something different, check out the Portsmouth Brewery, which has a great selection of craft beers and pub grub.
What are the best rentals for families and kids in Portsmouth, VA?
What are the best walking or cycling routes in Portsmouth, VA?
The Elizabeth River Trail is a great option for a scenic walk or bike ride. It runs along the waterfront and offers fantastic views of the harbour. You could also try the Portsmouth Greenway, which winds its way through the city and passes by several parks and historic sites.
What are the best rentals or Airbnbs with a jacuzzi in Portsmouth, VA?
Are there pet-friendly attractions in Portsmouth, VA?
Many of the parks in Portsmouth are dog-friendly, including the Children's Museum of Virginia. You can also find pet-friendly restaurants and shops in the Olde Towne area.
What are the benefits of choosing a vacation rental in Portsmouth, VA?
Vacation rentals often offer more space and privacy than hotels, and they can be a more affordable option, especially for families or groups. They can also be a great way to experience the city like a local.
Destinations nearby
Best Portsmouth, VA vacation rentals with a balcony
10 1 review
Portsmouth, VA
23/12 – 28/12
$397/nighttotal: $1985 (5 )
Cambridge Knights A 3 Bedroom Home Full Of Charm
3 2
apartment , Portsmouth
This Portsmouth holiday home is located just 3km from attractions like the Emanuel AME Church, Commodore Theatre, and the Virginia Sports Hall of Fame and Museum, making it a great base for exploring the city. The surrounding area is quiet and residential, offering a peaceful escape from the hustle and bustle of the city centre. The property has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It features a fully equipped kitchen, a terrace or balcony, a spa, and free parking, as well as modern amenities like Wi-Fi and air conditioning.
9.6 35 reviews
Portsmouth, VA
23/12 – 28/12
$264/nighttotal: $1320 (5 )
Historic Old Towne Southern Charm
2 2
apartment , Portsmouth
This charming 2-bedroom flat is located in Old Towne Portsmouth, just a short walk from the city's restaurants, shops, and attractions. The area is known for its historic architecture and lively atmosphere, making it a great base for exploring the city. The apartment has a very good user rating, indicating a positive experience for previous guests. This spacious home can comfortably accommodate up to 7 guests. It features a well-equipped kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, a terrace, and a garden. Guests can also enjoy free Wi-Fi and the convenience of a washing machine and dryer.
9.2 7 reviews
Portsmouth, VA
29/06 – 29/08
$332/nighttotal: $20252 (61 )
Walkable To The Casino And Family Friendly! 3 Bd/2 Ba, Full House, Sleeps 8
4 1
apartment , Portsmouth
This holiday home is located in Portsmouth, just 1.5 km from Rivers Casino Portsmouth, and within 10 km of Portsmouth City Park and Frank D Lawrence Stadium. It has consistently received excellent user ratings, making it a popular choice for travellers. The property offers 93 square metres of space and can comfortably accommodate up to 6 guests in its 3 bedrooms. The kitchen comes equipped with a fridge, microwave, oven, and dishwasher, while the garden provides a relaxing outdoor space. Guests can also enjoy free Wi-Fi, air conditioning, a terrace, and parking.
Portsmouth, VA
30/12 – 06/01
$542/nighttotal: $3794 (7 )
Centrally Located Hampton Roads Home W/ Game Room!
4 2
house , Portsmouth
This centrally located Hampton Roads detached house in Portsmouth offers easy access to attractions, situated 16 kilometres from Norfolk Botanical Garden and 35 kilometres from the King Neptune Statue on the Boardwalk. This spacious 269 square metre property provides accommodation for up to 15 guests across four bedrooms, featuring a fully equipped kitchen, three bathrooms, air conditioning, a patio, a game room, and complimentary WiFi, with parking and a garden available.
Best Portsmouth, VA vacation rentals with air conditioning
10 3 reviews
Portsmouth, VA
29/06 – 29/08
$448/nighttotal: $27328 (61 )
Clarendon House
1 1
apartment , Norfolk
This stylish apartment is located in Clarendon House, a district in Norfolk, offering easy access to nearby landmarks. The apartment has received excellent ratings for user experience, location and cleanliness. This spacious home has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It includes a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, and parking.
10 1 review
Portsmouth, VA
08/08 – 09/08
$593/nightfor 1 night
Charming 2-bedroom House In Fabulous Portsmouth With Wifi, Ac
2 2
apartment , Portsmouth
This Portsmouth holiday home is conveniently located near the Waterside District and Greenbrier Mall, offering easy access to the Children's Museum of Virginia and the Portsmouth Naval Shipyard Museum. Sleeping up to five guests, this two-bedroom, two-bathroom property boasts a queen bed, a double bed, a single bed, WiFi, a washing machine and iron, and is ideal for families exploring Portsmouth’s attractions.
Portsmouth, VA
26/06 – 24/07
$400/nighttotal: $11200 (28 )
Historical Section Of Chesapeake. Propertie Nice And Groomed Quiet Neighborhood.
1 1
apartment , Chesapeake
This one-bedroom flat is located in Chesapeake, just a short distance from Norfolk's waterfront and a 32-kilometre drive from Virginia Beach's oceanfront. The surrounding area is quiet and offers easy access to local restaurants, supermarkets, and the city centre. The flat is spacious and comfortably accommodates up to four guests. It comes with free curbside parking, air conditioning, internet access, and a relaxing front porch.
9.4 229 reviews
Portsmouth, VA
30/12 – 06/01
$212/nighttotal: $1484 (7 )
Modern, Homely 3-bdrm|wparking|centrally Located.
1 2
apartment , Portsmouth
This apartment is situated in Portsmouth, within walking distance of shops, restaurants and amenities, and just a few kilometres from the historic downtown area and the Norfolk Zoo. The apartment has received excellent ratings for cleanliness and user experience, with a very good location rating. The apartment offers three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It comes equipped with a kitchen including a fridge, freezer, microwave and dishwasher, as well as air conditioning, a garden and parking.