Vacation Rentals in Portsmouth, VA

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Portsmouth, VA holiday rentals
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391 Holiday rentals and Airbnb in Portsmouth, VA

Best family friendly Portsmouth, VA holiday rentals

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

Riverfront Portsmouth Home Near Casino & Patio - Portsmouth, VA
9.7 32 reviews
Portsmouth, VA
30/12 – 06/01
A$562/nightTotal: A$3934 (7 )

Riverfront Portsmouth Home Near Casino & Patio

1 2
apartment , Portsmouth
This Portsmouth waterfront house, located approximately 1.3 km from the Rivers Casino and 0.8 km from Historic Old Towne, offers stunning Elizabeth River views and private patio access.
Sleeping up to 10 guests, this three-bedroom, two-and-a-half-bathroom property boasts a fully equipped kitchen, high-speed Wi-Fi, and family-friendly amenities including a travel cot and high chair; nearby attractions include the Portsmouth Waterfront.
Park View Place - Apt 1 - Historic Olde Towne - Portsmouth, VA
8.6 37 reviews
Portsmouth, VA
30/12 – 06/01
A$162/nightTotal: A$1134 (7 )

Park View Place - Apt 1 - Historic Olde Towne

1 2
apartment , Portsmouth
This charming apartment is located in Olde Towne Portsmouth, a historic district just next to Red Lion Park, offering a peaceful retreat within walking distance of the city's attractions. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The apartment can accommodate up to 3 guests and features a comfortable living space with modern amenities like a smart TV, high-speed Wi-Fi, and a well-equipped kitchen. Guests can enjoy the convenience of air conditioning, parking, and access to a shared common space, making this a perfect choice for families or groups seeking a comfortable and convenient stay in Portsmouth.
Ghent On The Corner:  Cozy 3 Bed 2.5 Bath Home - Portsmouth, VA
10 152 reviews
Portsmouth, VA
30/12 – 06/01
A$386/nightTotal: A$2702 (7 )

Ghent On The Corner: Cozy 3 Bed 2.5 Bath Home

1 2
apartment , Norfolk
This Norfolk house, near Ghent and Old Dominion University, is conveniently located within a 5-minute drive of Children's Hospital of The King's Daughters (CHKD), Eastern Virginia Medical School (EVMS), and Sentara Norfolk General Hospital, and around 8km from Waterside District.
This self-catering property sleeps eight guests in three bedrooms with smart TVs, two bathrooms, a fully equipped kitchen including an air fryer and slow cooker, a garden with gazebo and fire pit, free parking for four cars, and offers a pet-friendly stay with a designated dog crate; no cleaning fee applies.
Spacious Chesapeake Home W/ Pool Table! - Portsmouth, VA
9.0 12 reviews
Portsmouth, VA
30/12 – 06/01
A$534/nightTotal: A$3738 (7 )

Spacious Chesapeake Home W/ Pool Table!

4 2
apartment , Chesapeake
This 4-bedroom Chesapeake holiday home is situated in Western Branch North, just a short distance from Chesapeake Square Mall and a drive from Portsmouth City Park and the Chesapeake Arboretum. It has received very good ratings from previous guests.
The property offers 223 square metres of space, accommodating up to 8 guests, with 4 bedrooms and 3 bathrooms. It features a range of amenities, including a private yard, a deck, a pool table, a jetted tub, smart TVs, a fireplace, a washer and dryer, and free Wi-Fi.

Best Portsmouth, VA holiday rentals with parking

Duplex W/fast Wi-fi & Stocked Kitchen - Portsmouth, VA
10 1 review
Portsmouth, VA
30/12 – 06/01
A$256/nightTotal: A$1792 (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.
Gorgeous Olde Towne Historic Home - Modern Updates - Portsmouth, VA
10 196 reviews
Portsmouth, VA
23/12 – 28/12
A$399/nightTotal: A$1995 (5 )

Gorgeous Olde Towne Historic Home - Modern Updates

1 2
apartment , Portsmouth
This charming 1880s home is located in Olde Towne Portsmouth, just 1 kilometre from the Elizabeth River harbour, a 3-minute walk from the ferry to Norfolk's downtown and a 5-minute walk to High Street with its shops, restaurants, and cultural attractions. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The house has three bedrooms and two bathrooms, accommodating up to seven guests. It offers a range of modern amenities, including a fully equipped kitchen, air conditioning, a private garden, parking, and free internet access, as well as unique historic features like original pinewood floors, windows, doors, and antique doorknobs.
3br Gem Near Rivers Casino  Comfort & Convenience - Portsmouth, VA
10 3 reviews
Portsmouth, VA
29/06 – 03/08
A$383/nightTotal: A$13405 (35 )

3br Gem Near Rivers Casino Comfort & Convenience

3 2
apartment , Portsmouth
This Portsmouth holiday home, ideally situated for exploring the city, offers easy access to Norfolk and Virginia Beach, and is conveniently located near the Waterside District and Greenbrier Mall shopping centres; distances to these attractions are not specified.
Sleeping six guests, this three-bedroom, one-bathroom apartment boasts a fully remodelled modern interior, including a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, a garden, parking, and Wi-Fi; five beds provide ample sleeping space.
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
A$338/nightTotal: A$20618 (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.

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, and you can also check out the Portsmouth Naval Shipyard Museum, which has plenty of exhibits that are sure to capture the imagination of young visitors.
  • What are the best Airbnb and holiday rentals in Portsmouth, VA?

  • What types of vacation rentals are available in Portsmouth?

    When you are planning to explore Portsmouth you need to look for the best homes and accommodations that can make a difference. Portsmouth has remained one of the top tourist destinations in England and therefore you can look for the best vacation rentals that can help you get the best experiences. Vacation rentals are available in different types and sizes. Hence, you can look for various rental apartments, condos and townhouses allowing you to make the most of your holidays in Portsmouth. These rental properties are furnished with modern amenities and facilities and ensure that you can stay conveniently the right way.
  • 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 autumn, when the weather is pleasant and the crowds are smaller. Avoid booking during the summer months, when the city can get very hot and humid.
  • What are the most popular Airbnbs in Portsmouth, VA?

  • What are the unmissable activities to do in Portsmouth?

    1. Take a View from Spinnaker Tower - When you are visiting Portsmouth you need to take the high-speed lift and enjoy the panoramic harbour view from the glass-floored Sky Walk.
    2. Visit the HMS Victory - Also, when you are in the island city, you need to take a tour of the HMS Victory which is Britain's oldest and premier battleship and had participated in the 1805 Battle of Trafalgar.
    3. Shop at Gunwharf Quays - When you are visiting Portsmouth you can also enjoy shopping at the iconic Gunwharf Quays where you can find more than 90 retail stores offering excellent discounts.
  • What are the best budget-friendly activities in Portsmouth, VA?

    A stroll along the Portsmouth waterfront is free and offers beautiful views, and you can also visit the Portsmouth Naval Shipyard Museum for a small fee.
  • What are the best holiday rentals with a pool in Portsmouth, VA?

  • Where is the best place to stay in Portsmouth?

    If you are visiting Portsmouth for the first time you can choose to stay in City Centre. This is one of the best places where you can stay and find the best options for accommodation, shopping and dining. Portsmouth City Centre offers you a variety of hotels and rental accommodations you can find. Hence, you can look for the best deals that match your preferences and budget. Also, being in a central location makes the entire experience more convenient as you can cover more local attractions on foot. You also can access various cafes, restaurants and eateries that offer you excellent local food and cover parks and museums as well.
  • What are the best walking or cycling routes in Portsmouth, VA?

    The Elizabeth River Trail is a great option for walking or cycling, and it offers beautiful views of the Elizabeth River. You could also try the Portsmouth Greenway Trail, which is a paved trail that runs through the city.
  • What are the best rentals for families and kids in Portsmouth, VA?

  • What are the best events in Portsmouth?

    1. Cosham Bonfire and Fireworks Display - If you are interested in a fireworks display, this annual festival which takes place at the King George V playing fields is a must-try when you are in Portsmouth.
    2. Victorious Festival - This three-day music festival has remained one of the popular festivals in Portsmouth offering visitors some of the best music, comedy and family activities.
    3. Takedown Festival - Another music festival that focuses on alternative rock and metal music is the Takedown Festival. This takes place on Easter weekend and has some of the best local bands that offer excellent rock music.
  • Are there pet-friendly attractions in Portsmouth, VA?

    Yes, there are a few pet-friendly attractions in Portsmouth, including the Portsmouth Naval Shipyard Museum and the Children's Museum of Virginia. Be sure to check the individual attraction's website for specific policies.
  • What are the best rentals or Airbnbs with a jacuzzi in Portsmouth, VA?

  • What type of cuisine is Portsmouth known for?

    When you are visiting Portsmouth you can find the local seafood cuisine which is quite popular in the island city. Hence, you can look for various options that you can find when you are exploring Portsmouth restaurants and eateries. Seafood items like potted shrimps and jellied eels are quite popular when you are exploring menu options. Fish and chips are also quite common on the menu especially when you are looking for food that goes well with local craft beers. Also, you can find many meat items on the menu along with desserts like cakes and puddings that you can find in Portsmouth.

Destinations nearby

Best Portsmouth, VA holiday rentals with a balcony

Cambridge Knights A 3 Bedroom Home Full Of Charm - Portsmouth, VA
10 1 review
Portsmouth, VA
23/12 – 28/12
A$404/nightTotal: A$2020 (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.
Luxe Lakefront Portsmouth Home Fish, Swim And Play! - Portsmouth, VA
10 2 reviews
Portsmouth, VA
30/12 – 06/01
A$771/nightTotal: A$5397 (7 )

Luxe Lakefront Portsmouth Home Fish, Swim And Play!

3 2
house , Portsmouth
This lakefront holiday home is located in Portsmouth, just 24km from the Norfolk Botanical Garden and 40km from the King Neptune Statue on the Boardwalk, offering a peaceful retreat close to attractions.
This spacious property has 3 bedrooms, 3 bathrooms, and can comfortably accommodate up to 15 guests. The home is equipped with a range of amenities, including a fully equipped kitchen, air conditioning, a swimming pool, a spa, a garden, parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay for all.
Historical Section Of Chesapeake. Propertie Nice And Groomed Quiet Neighborhood. - Portsmouth, VA
Portsmouth, VA
26/06 – 24/07
A$407/nightTotal: A$11396 (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.
Fenced Yard And Patio! 2,400-sq-ft Chesapeake Home - Portsmouth, VA
10 1 review
Portsmouth, VA
30/12 – 06/01
A$940/nightTotal: A$6580 (7 )

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.

Best Portsmouth, VA holiday rentals with air conditioning

Waterfront Fun: Kayaks, Fishing, Gaming + Theatre - Portsmouth, VA
9.6 87 reviews
Portsmouth, VA
23/12 – 28/12
A$323/nightTotal: A$1615 (5 )

Waterfront Fun: Kayaks, Fishing, Gaming + Theatre

1 2
apartment , Portsmouth
This waterfront townhome is situated in Portsmouth, just a short distance from the city centre and its historic attractions. It has received excellent ratings for its cleanliness, location, and overall user experience.
The property has two bedrooms and one bathroom, comfortably accommodating up to six guests. It offers a range of amenities, including a private dock for fishing and kayaking, a spacious theatre room with a large screen and 3D projector, and a comfortable outdoor area with a deck, fire pit, and seating.
"The Ponderosa A" - Close To The Casino & Concerts - Portsmouth, VA
9.8 96 reviews
Portsmouth, VA
08/08 – 09/08
A$263/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.
R & R River House - Portsmouth, VA
9.9 88 reviews
Portsmouth, VA
23/12 – 28/12
A$359/nightTotal: A$1795 (5 )

R & R River House

1 2
apartment , Portsmouth
This luxurious Portsmouth apartment boasts stunning water views and is conveniently located approximately 1.6km from a city park, 7.2km from a casino, and 11km from Portsmouth city centre.
The two-bedroom, one-bathroom property sleeps six guests and features a fully equipped kitchen with fridge, microwave, and dishwasher, air conditioning, a garden, parking, and a master bedroom with a private balcony; explore nearby attractions including Waterside, 12km away, and Virginia Beach, 40km away.
Ghent Getaway “Gg” - Portsmouth, VA
9.3 17 reviews
Portsmouth, VA
29/06 – 03/08
A$136/nightTotal: A$4760 (35 )

Ghent Getaway “Gg”

1 2
apartment , Norfolk
This Ghent, Norfolk basement flat is conveniently located within easy walking or short driving distance of Old Dominion University, Eastern Virginia Medical School, and Tidewater Community College.
The 65-square-metre self-contained apartment sleeps two, offering a full kitchen, washer/dryer, high-speed internet, a Smart TV, and a private coded entry; nearby attractions include Colley Avenue and a dog park.
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