Holiday Rentals in Portsmouth, VA

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Portsmouth, VA holiday rentals
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Best Holiday rentals and Airbnb offers in Portsmouth, VA

Explore Holiday Rentals for Families in Portsmouth, VA

Family holidays in Portsmouth, VA work best when your holiday rental is properly set up with space and city attractions within easy reach.

Modern 2 Bdrm Home W/firepit, Game Console, Bikes - Portsmouth, VA
9.7 61 reviews
Portsmouth, VA
08/08 – 09/08
£357/nightfor 1 night

Modern 2 Bdrm Home W/firepit, Game Console, Bikes

1 2
apartment , Portsmouth
This Portsmouth holiday home offers direct access to the 66km Seaboard Coastline Trail, providing easy exploration of the scenic coastal path.
The two-bedroom property sleeps six, boasting a fully renovated interior with a fireplace, complete kitchen, garden, parking, and bikes for guests to use, plus an outdoor fire pit.
Private Guesthouse, Ghent/downtown  Near Odu, Evms - Portsmouth, VA
10 689 reviews
Portsmouth, VA
30/12 – 06/01
£102/nightTotal: £714 (7 )

Private Guesthouse, Ghent/downtown Near Odu, Evms

1 2
house , Norfolk
This charming guesthouse is situated in the Ghent district, just a 15-minute drive from the coast and within walking distance of downtown Norfolk. The property consistently receives excellent ratings for its location, cleanliness and overall experience.
This self-contained apartment can accommodate two guests and features a kitchenette, a comfortable queen-sized bed, a private patio, and access to a designated parking space. Guests can enjoy the convenience of a fully equipped kitchen and a relaxing outdoor space, as well as the benefit of local expertise from the owner, Kristin.
Wooded Wonderland 
Miniature Golf
Hot Tub
Pool - Portsmouth, VA
9.8 161 reviews
Portsmouth, VA
23/12 – 28/12
£263/nightTotal: £1315 (5 )

Wooded Wonderland Miniature Golf Hot Tub Pool

1 2
apartment , Portsmouth
This Portsmouth property is situated in a peaceful, established neighbourhood just 2.9km from Rivers Casino and 7.3km from Waterside District Norfolk, offering easy access to attractions and amenities. The accommodation consistently receives excellent ratings for its cleanliness, location, and overall experience.
This spacious house is ideal for families and groups, accommodating up to 8 guests in its three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a private garden with a hot tub, a seasonal swimming pool, a miniature golf course, and a fully equipped kitchen.
Spacious 5-bedroom House With Ac In Beautiful Portsmouth - Portsmouth, VA
8.0 2 reviews
Portsmouth, VA
30/12 – 06/01
£529/nightTotal: £3703 (7 )

Spacious 5-bedroom House With Ac In Beautiful Portsmouth

5 2
apartment , Portsmouth
This five-bedroom house in Portsmouth, VA, is located in the central district of Historic Downtown, offering proximity to shops, restaurants, cultural attractions, and the waterfront, with the Hill House Museum and United States Lightship Portsmouth within walking distance.
This spacious property accommodates up to 18 guests with five bedrooms, three bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, garden, spa, and on-site parking, making it ideal for larger groups seeking self-catering options near MacArthur Center and the Waterside District.

Popular Holiday Rentals with Parking in Portsmouth, VA

Parking is sorted from the start because these holiday rentals in Portsmouth, VA include free on-site parking for your stay.

Modern Portsmouth Apartment Walk To Norfolk Ferry - Portsmouth, VA
Portsmouth, VA
23/12 – 28/12
£208/nightTotal: £1040 (5 )

Modern Portsmouth Apartment Walk To Norfolk Ferry

2 2
apartment , Portsmouth
This modern Portsmouth apartment is situated near the Portsmouth ferry terminal, offering easy access to the Norfolk ferry and is approximately 14 kilometres from Norfolk International Airport.
The 116 square metre flat boasts two bedrooms, one bathroom, sleeps eleven guests, and includes a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, and a private entrance.
Glamping In Ghent (Downtown West Ghent) - Portsmouth, VA
9.6 10 reviews
Portsmouth, VA
29/06 – 29/08
£62/nightTotal: £3782 (61 )

Glamping In Ghent (Downtown West Ghent)

1 1
glamping , Norfolk
This Ghent tiny house in Norfolk offers off-street parking, a rare find in this central location, and is within easy reach of downtown Ghent's attractions.
The self-catering unit, sleeping one guest, features a fully equipped kitchen, two TVs (one for gaming), good Wi-Fi, air conditioning, and a dishwasher; its compact design may be unsuitable for very tall individuals.
Waterfront Portsmouth Apt: 1/2 Mi To Dtwn & Ferry - Portsmouth, VA
8.6 13 reviews
Portsmouth, VA
30/12 – 06/01
£161/nightTotal: £1127 (7 )

Waterfront Portsmouth Apt: 1/2 Mi To Dtwn & Ferry

2 2
apartment , Portsmouth
This Portsmouth apartment is situated near the Waterside District, less than 1.6km from Tidewater Yacht Marina and under 10 minutes’ drive from the Commodore Theatre and the Virginia Sports Hall of Fame.
The 116 square metre self-catering flat sleeps six, boasting three bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, and on-site laundry facilities, plus an arcade for added entertainment.
Portsmouth Waterfront Vacation Rental With Deck - Portsmouth, VA
Portsmouth, VA
30/12 – 06/01
£316/nightTotal: £2212 (7 )

Portsmouth Waterfront Vacation Rental With Deck

3 2
house , Portsmouth
This waterfront property in Portsmouth offers convenient access to Norfolk attractions within 16-19 kilometres and Virginia Beach landmarks within 32-39 kilometres.
This 142 square metre house, ideal for up to 15 guests, features three bedrooms, two bathrooms, two living rooms, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, an on-site bar, and free WiFi and private parking.

Frequently asked questions about holiday rentals in Portsmouth, VA

  • What are the top family-friendly attractions in Portsmouth, VA?

    The Children's Museum of Virginia is a great place for kids of all ages. It's got interactive exhibits and hands-on activities. And the Portsmouth Naval Shipyard Museum is a good option for older kids who are interested in history.
  • What are the best Airbnb and holiday 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 planning to visit during peak season, which is from May to September. That's when the weather is nice and there are lots of events going on.
  • 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 one, held every October. It's a great way to sample local seafood and enjoy some live music. And the Virginia International Tattoo is another popular event, held every spring, with marching bands and military displays.
  • What are the best holiday rentals with a pool in Portsmouth, VA?

  • What are the best budget-friendly activities in Portsmouth, VA?

    Take a stroll along the waterfront and enjoy the views. It's free and a great way to get some exercise. You can also check out the many free museums in the city, such as the Portsmouth Naval Shipyard Museum.
  • What are the best rentals for families and kids in Portsmouth, VA?

  • What are the best restaurants with local dishes in Portsmouth, VA?

    For a taste of local seafood, you can't go wrong with The Blue Crab. It's a classic spot that's been serving up fresh seafood for years. And for a more casual dining experience, try The Commodore Restaurant, which has a great view of the Elizabeth River.
  • What are the best rentals or Airbnbs with a jacuzzi in Portsmouth, VA?

  • What are the best walking or cycling routes in Portsmouth, VA?

    The Elizabeth River Trail is a popular route for both walking and cycling. It stretches for 10 km along the waterfront and offers beautiful views of the city. You can also check out the Portsmouth Greenway, which is a network of trails that connect different parts of the city.
  • Are there pet-friendly attractions in Portsmouth, VA?

    Yes, there are several pet-friendly attractions in Portsmouth. The Elizabeth River Trail is a great place to take your dog for a walk, and many of the city's parks are also dog-friendly. You can also find pet-friendly restaurants and shops.
  • What are the benefits of choosing a vacation rental in Portsmouth, VA?

    Vacation rentals offer more space and privacy than a hotel room. They also often come with amenities that are not available in hotels, like a kitchen and laundry facilities. Plus, you'll be able to experience life like a local, living in a neighbourhood.
  • What are the top sports attractions and facilities in Portsmouth, VA?

    The Portsmouth Sportsplex is a great place to catch a game or take part in some sports activities. It has fields for baseball, softball, football, and soccer, as well as a track and a playground.

Destinations nearby

Top Holiday Rentals with a Balcony in Portsmouth, VA

Step onto your own terrace to take in stunning city skyline views. These holiday rentals in Portsmouth, VA all include private outdoor space.

Cambridge Knights A 3 Bedroom Home Full Of Charm - Portsmouth, VA
10 1 review
Portsmouth, VA
23/12 – 28/12
£212/nightTotal: £1060 (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.
Fenced Yard And Patio! 2,400-sq-ft Chesapeake Home - Portsmouth, VA
10 1 review
Portsmouth, VA
23/12 – 28/12
£544/nightTotal: £2720 (5 )

Fenced Yard And Patio! 2,400-sq-ft Chesapeake Home

4 2
house , Chesapeake
This Chesapeake holiday home, situated 16km from Norfolk, offers easy access to attractions such as the Norfolk Botanical Garden (27km) and the King Neptune Statue (45km).
The 223 square metre property boasts four bedrooms, three bathrooms, sleeps fifteen guests, and includes a fully equipped kitchen, Wi-Fi, air conditioning, a garden, a spa, and on-site parking.
Centrally Located Hampton Roads Home With Game Room! - Portsmouth, VA
Portsmouth, VA
30/12 – 06/01
£289/nightTotal: £2023 (7 )

Centrally Located Hampton Roads Home With 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.
Bright Chesapeake Home Near Shopping And Dining - Portsmouth, VA
10 9 reviews
Portsmouth, VA
30/12 – 06/01
£245/nightTotal: £1715 (7 )

Bright Chesapeake Home Near Shopping And Dining

2 2
house , Chesapeake
This two-bedroom house in Chesapeake, Virginia is conveniently located just 15 miles from Topgolf Virginia Beach and 19 miles from Mount Trashmore Park, offering easy access to both entertainment and nature. It has consistently received excellent ratings for user experience, location, and cleanliness, indicating a high standard of comfort and satisfaction for guests.
The 93 square metre property comfortably accommodates up to four guests and features a fully equipped kitchen, a private patio, and a spa. Guests can enjoy modern amenities such as free Wi-Fi, a cable flat-screen TV, and a washing machine, as well as a range of activities like golfing at the Virginia Beach National Golf Club and exploring the Virginia Living Museum.

Best Portsmouth, VA holiday rentals with air conditioning

Cozy Ground Floor Apt In Historic Home - Portsmouth, VA
9.9 306 reviews
Portsmouth, VA
30/12 – 06/01
£95/nightTotal: £665 (7 )

Cozy Ground Floor Apt In Historic Home

1 2
apartment , Portsmouth
This charming apartment is situated in Portsmouth's historic Olde Towne district, just a short walk from the waterfront, downtown shops, restaurants, and the Portsmouth Naval Hospital. The apartment consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The apartment features a bedroom with a queen-sized bed, a comfortable living/dining area with cable TV and free Wi-Fi, and a fully equipped kitchen. Guests can enjoy a private patio garden with a gas grill and have access to a washer and dryer in the adjoining laundry room.
Charming Detached In Law Suite - Portsmouth, VA
Portsmouth, VA
08/08 – 09/08
£127/nightfor 1 night

Charming Detached In Law Suite

1 2
apartment , Portsmouth
This Portsmouth apartment, conveniently located near the city centre, offers easy access to Portsmouth's attractions, restaurants and shops, though precise distances aren't specified.
The self-catering flat comprises a spacious one-bedroom layout with a detached in-law suite, sleeping up to four guests, and boasts a fully equipped kitchen, private entrance, and swimming pool access.
"The Ponderosa A" - Close To The Casino & Concerts - Portsmouth, VA
9.8 96 reviews
Portsmouth, VA
08/08 – 09/08
£138/nightfor 1 night

"The Ponderosa A" - Close To The Casino & Concerts

1 2
apartment , Portsmouth
This one-bedroom flat is located in a peaceful neighbourhood, just 800 metres from the Rivers Casino and a short drive from Portsmouth city centre (6.4km), Norfolk city centre (9.5km) and Virginia Beach (35.4km). It has received excellent ratings for its location, cleanliness, and overall user experience.
The flat has a private entrance and parking space, making it ideal for couples or solo travellers. It features a comfortable queen-size bed, a fully equipped kitchen with a fridge and microwave, air conditioning, a garden, and free Wi-Fi. Guests can enjoy easy access to nearby concerts, as well as day trips to other cities in the region.
Respass Beach Cove Cottage - Portsmouth, VA
9.8 31 reviews
Portsmouth, VA
08/08 – 09/08
£597/nightfor 1 night

Respass Beach Cove Cottage

4 2
apartment , Suffolk
This Suffolk holiday home is situated on a 13-acre property overlooking the confluence of the James River and the Chesapeake Bay, just a short drive from downtown Suffolk. The property offers easy access to the area's attractions and is surrounded by beautiful scenery.
The house has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. The property also boasts a private beach, a chef's kitchen, a fitness centre, and a garden, offering a range of amenities and activities for a relaxing and enjoyable stay.
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