Compare Vacation Rentals & Airbnb in Portsmouth, VA

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Portsmouth, VA vacation rentals
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391 Rentals and Airbnb in Portsmouth, VA

Best family friendly Portsmouth, VA vacation rentals

Among the 391 accommodations in Portsmouth, VA, here are the 4 best family friendly rentals

Private Studio - Portsmouth, VA
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.
Neon Wonderland, Sleeps 14, Hot Tub/pool/mini Golf - Portsmouth, VA
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.
Penny’s Place- 3 Bed/2bath - Portsmouth, VA
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.
Private 1 Bed Apt - Historic Olde Towne Portsmouth - Portsmouth, VA
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

Spacious Chesapeake Home W/ Pool Table! - Portsmouth, VA
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.
Hidden Gem A Comfortable 4bedroom Home With A Fenced-in Yard. - Portsmouth, VA
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.
Experience Timeless Luxury At Cavalier Manor On A Lake - Portsmouth, VA
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.
Duplex W/fast Wi-fi & Stocked Kitchen - Portsmouth, VA
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

Destinations nearby

Best Portsmouth, VA vacation rentals with a balcony

Cambridge Knights A 3 Bedroom Home Full Of Charm - Portsmouth, VA
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.
Historic Old Towne Southern Charm - Portsmouth, VA
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.
Walkable To The Casino And Family Friendly! 3 Bd/2 Ba, Full House, Sleeps 8 - Portsmouth, VA
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.
Centrally Located Hampton Roads Home W/ Game Room! - Portsmouth, VA
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

Clarendon House - Portsmouth, VA
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.
Charming 2-bedroom House In Fabulous Portsmouth With Wifi, Ac - Portsmouth, VA
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.
Historical Section Of Chesapeake. Propertie Nice And Groomed Quiet Neighborhood. - Portsmouth, VA
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.
Modern, Homely 3-bdrm|wparking|centrally  Located. - Portsmouth, VA
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.
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