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Best Vacation rentals and Airbnb offers in Portsmouth, VA
10 5 reviews
Portsmouth, VA
06/26 – 06/29
$894/nighttotal: $2682 (3 )
Peaceful Palace
6 8
apartment , Norfolk
This 6-bedroom, 3-bathroom condo is located in central Norfolk, offering easy access to downtown landmarks and entertainment venues within a short walk. This apartment accommodates up to 16 guests, features internet, air conditioning, a kitchen, and parking, making it a convenient base for exploring Norfolk's dining, shopping, and historical sites.
9.3 17 reviews
Portsmouth, VA
06/29 – 08/03
$95/nighttotal: $3325 (35 )
Ghent Getaway “Gg”
1 2
apartment , Norfolk
This private basement condo in Norfolk's historic Ghent district is conveniently located near Old Dominion University, Eastern Virginia Medical School, and Tidewater Community College, with easy access to downtown Norfolk and Colley Avenue's attractions. This 700-square-foot one-bedroom, one-bathroom apartment sleeps two and features a full kitchen with dishwasher, in-unit laundry, a smart TV, high-speed internet, and radiant floor heating, plus a Winx air purifier.
9.6 35 reviews
Portsmouth, VA
12/23 – 12/28
$189/nighttotal: $945 (5 )
Historic Old Towne Southern Charm
2 2
apartment , Portsmouth
This charming 18th-century home is situated in Old Towne Portsmouth, a short walk from downtown restaurants, shops, and museums. It's a quiet area, perfect for a relaxing getaway. The apartment has consistently received very good ratings from guests. This two-bedroom, two-bathroom apartment can comfortably accommodate up to seven guests. Amenities include a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, a terrace or balcony, a garden, and internet access.
Portsmouth, VA
06/29 – 08/29
$137/nighttotal: $8357 (61 )
Fairfax Manor Pearl Suite
1 1
apartment , Norfolk
This Norfolk apartment is located in the Ghent district, offering convenient access to downtown Norfolk, CHKD, and EVMS, just a short distance away. This one-bedroom, one-bathroom rental accommodates two guests and features a private backyard, a full kitchen, high-speed WiFi, and air conditioning, with all utilities included for monthly stays.
9.4 20 reviews
Portsmouth, VA
08/08 – 08/09
$362/nightfor 1 night
Comfortable & Private 2 Bedrm Cottage W/ King Bed.
2 2
cottage , Portsmouth
This charming cottage is located in Portsmouth, just a short distance from Rivers Casino Portsmouth and Portsmouth City Park. It has earned excellent ratings from previous guests. The cozy home offers 2 bedrooms and 1 bathroom, with enough space to accommodate up to 5 guests. Enjoy a fully equipped kitchen, free Wi-Fi, a DVD player, and a private garden with a terrace.
Portsmouth, VA
06/27 – 07/04
$176/nighttotal: $1232 (7 )
Cozy Sailboat Stay In Olde Towne Portsmouth
1 3
boat , Portsmouth
This classic 30-foot Pearson sailboat offers unique waterfront lodging docked in historic Olde Towne Portsmouth, within easy walking distance of High Street's shops, restaurants, museums, and nightlife. This accommodation accommodates up to 3 guests, featuring 1 bedroom, air conditioning, a small fridge with drinks, Keurig coffee maker, provided games and books, and complimentary access to two paddle boards for exploring the marina and Elizabeth River.
10 95 reviews
Portsmouth, VA
12/23 – 12/28
$370/nighttotal: $1850 (5 )
Hidden Gem.4/bedroom Cozy Home Fenced In Yard
1 2
apartment , Portsmouth
This Portsmouth house rental is located in a quiet neighborhood, 8.5 miles from the Waterside District, 17 miles from Virginia Beach Town Center, 25 miles from Virginia Beach, and 40 miles from Busch Gardens Williamsburg. This spacious four-bedroom, two-bathroom home sleeps eight, features a fully equipped kitchen with modern appliances including an air fryer and dishwasher, a dedicated entertainment room, a private fenced backyard with a deck and grill, and ample parking for three cars.
9.3 3 reviews
Portsmouth, VA
12/30 – 01/06
$397/nighttotal: $2779 (7 )
Spacious Chesapeake Home W/ Pool Table!
4 2
house , Chesapeake
This Chesapeake vacation rental is conveniently located just a short drive from both Topgolf Virginia Beach and Mount Trashmore Park, offering easy access to local attractions and entertainment. The property consistently receives excellent ratings for its cleanliness, location, and user experience, ensuring a comfortable and enjoyable stay. The spacious 4-bedroom home offers ample room for up to 8 guests and is ideal for families or groups of friends. Enjoy a fully equipped kitchen, a pool table for entertainment, and complimentary Wi-Fi for staying connected during your stay.
9.6 20 reviews
Portsmouth, VA
06/29 – 08/29
$326/nighttotal: $19886 (61 )
Portsmouth's Finest
1 1
apartment , Portsmouth
This Portsmouth apartment rental, a short walk from the Rivers Casino and near downtown attractions and the waterfront, offers easy access to Portsmouth's key sights. The three-bedroom, two-bathroom unit sleeps eight guests and features four 4K smart TVs, a secondary living room with a projector, an open-concept kitchen and dining area, and a unique grass wall room with a private bar.
9.4 229 reviews
Portsmouth, VA
12/30 – 01/06
$152/nighttotal: $1064 (7 )
Modern, Homely 3-bdrm|wparking|centrally Located.
1 2
apartment , Portsmouth
This Portsmouth apartment is conveniently located near grocery stores, pharmacies, and restaurants, with easy access to Historic Downtown Portsmouth and the Norfolk Zoo. The apartment consistently receives excellent ratings for cleanliness and user experience, indicating a comfortable and well-maintained space. This three-bedroom, two-bathroom rental comfortably accommodates eight guests. The apartment provides a fully equipped kitchen, air conditioning, a garden, parking, and internet access for a pleasant and convenient stay.
9.2 28 reviews
Portsmouth, VA
12/23 – 12/28
$169/nighttotal: $845 (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 and Virginia Beach Boardwalk, a short drive away. The 900-square-foot property features two bedrooms with queen-size beds, two bathrooms, and accommodates up to four guests, boasting a fully equipped kitchen, private backyard deck, and amenities including Wi-Fi, air conditioning, and parking.
9.3 9 reviews
Portsmouth, VA
06/26 – 07/24
$70/nighttotal: $1960 (28 )
Portsmouth Monthly Apt. (1717 D)
2 1
apartment , Portsmouth
This Portsmouth apartment rental is conveniently located less than half a mile from Interstate 64 and the Downtown Tunnel, offering easy access to Norfolk attractions. The two-bedroom, one-bathroom unit sleeps four guests comfortably and includes a fully equipped kitchen with dishwasher, in-unit laundry, and a 55-inch TV, perfect for short-term stays.
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.
8.2 4 reviews
Portsmouth, VA
12/30 – 01/06
$156/nighttotal: $1092 (7 )
Cozy 2 Bdrm Cottage King Bed
1 2
house , Portsmouth
This 2-bedroom cottage in Portsmouth is located 12 miles from Norfolk Botanical Garden and Topgolf Virginia Beach, and 23 miles from the King Neptune Statue. This accommodation features a fully equipped kitchen, complimentary Wi-Fi, air conditioning, private parking, and accommodates up to 9 guests with a 10:00 AM check-out.
9.7 32 reviews
Portsmouth, VA
12/30 – 01/06
$395/nighttotal: $2765 (7 )
Riverfront Portsmouth Home Near Casino & Patio
1 2
apartment , Portsmouth
This Portsmouth, Virginia waterfront home offers stunning Elizabeth River views and is minutes from Rivers Casino Portsmouth, Historic Olde Towne Portsmouth, and the Portsmouth Waterfront. The three-bedroom, two-bathroom house sleeps up to ten guests, features a fully equipped kitchen, smart TVs, keyless entry, and two outdoor patios, providing easy access to Hampton Roads attractions.
9.6 4 reviews
Portsmouth, VA
08/08 – 08/09
$253/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.
10 52 reviews
Portsmouth, VA
12/30 – 01/06
$373/nighttotal: $2611 (7 )
Riverfront Home W/ Vintage Vibes
1 2
apartment , Portsmouth
This Portsmouth vacation rental is conveniently located near the Hoffler Creek Wildlife Preserve, a short walk from a 142-acre nature preserve. The three-bedroom, two-bathroom house sleeps six guests and features a modern open floor plan, a fully equipped kitchen with dishwasher, air conditioning, a private backyard with grill, and provides children's items upon request; bikes are also available.
Best Portsmouth, VA vacation rentals with parking
10 1 review
Portsmouth, VA
08/08 – 08/09
$424/nightfor 1 night
Charming 2-bedroom House In Fabulous Portsmouth With Wifi, Ac
2 2
apartment , Portsmouth
This Portsmouth vacation 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. This two-bedroom, two-bathroom house sleeps five guests comfortably, featuring a queen bed, full bed, and twin bed, along with WiFi, a washer, and central air conditioning.
8.0 4 reviews
Portsmouth, VA
06/27 – 07/04
$260/nighttotal: $1820 (7 )
Free Breakfast. Indoor Pool & Hot Tub. Close To The Virginia Beach Business District!
1 3
apartment , Chesapeake
This Chesapeake City seaside condo is conveniently located 0.5 miles from the Chesapeake Conference Center, 3 miles from Greenbrier Mall and Chesapeake City Park. The one-bedroom, one-bathroom unit sleeps six, features a fully equipped kitchen with a refrigerator, microwave, and dishwasher, plus an indoor pool, hot tub, and complimentary breakfast.
Portsmouth, VA
12/30 – 01/06
$229/nighttotal: $1603 (7 )
Walk To River & Downtown: Portsmouth Apartment!
2 2
apartment , Portsmouth
This Portsmouth vacation rental is conveniently located near the Children's Museum of Virginia (a 9-minute walk) and the Portsmouth Naval Shipyard Museum (an 11-minute walk). This 1190-square-foot apartment sleeps six, boasting three bedrooms, one bathroom, on-site parking, a fully equipped kitchen, in-unit laundry, and air conditioning; nearby attractions include the Waterside District and Greenbrier Mall.
9.8 21 reviews
Portsmouth, VA
08/08 – 08/09
$403/nightfor 1 night
Home Away From Home
1 2
apartment , Portsmouth
This Hampton Roads townhouse offers a convenient location in Portsmouth, a short drive from downtown Portsmouth, the Virginia Beach Boardwalk, and several military bases. The two-bedroom, two-bathroom rental boasts a spacious open floor plan with smart TVs, a fully equipped kitchen including a dishwasher, in-unit laundry, and a private backyard deck overlooking a river; it comfortably sleeps four guests.
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 9 reviews
Portsmouth, VA
12/30 – 01/06
$329/nighttotal: $2303 (7 )
Bright Chesapeake Home Near Shopping & Dining
2 2
house , Chesapeake
This Chesapeake vacation home is conveniently located within 15 miles of Topgolf Virginia Beach and 19 miles from Mount Trashmore Park, offering easy access to entertainment and outdoor activities. The home consistently receives excellent ratings for location, cleanliness, and user experience, making it a top choice for travelers. This 2-bedroom, 1-bathroom home comfortably accommodates up to 4 guests and offers 1000 square feet of living space. Enjoy modern amenities like free WiFi, a cable flat-screen TV, a washing machine, and a fully equipped kitchen, along with a relaxing patio and access to a spa.
Portsmouth, VA
12/23 – 12/28
$439/nighttotal: $2195 (5 )
Centrally Located Hampton Roads Home W/ Game Room!
4 2
house , Portsmouth
This house is centrally located in Portsmouth, 10 miles from Norfolk Botanical Garden and 22 miles from the King Neptune Statue on the Boardwalk. This 2900 square foot home accommodates 15 guests with 4 bedrooms, 3 bathrooms, a full kitchen, air conditioning, and a dedicated game room.
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.
10 1 review
Portsmouth, VA
12/23 – 12/28
$730/nighttotal: $3650 (5 )
Fenced Yard & Patio! 2,400-sq-ft Chesapeake Home
4 2
house , Chesapeake
This Chesapeake vacation rental is conveniently located just 10 miles from Norfolk, offering easy access to attractions like Norfolk Botanical Garden and the King Neptune Statue on the Boardwalk. The home is situated in a quiet residential area, providing a peaceful retreat from the hustle and bustle of the city. This spacious 4-bedroom home comfortably accommodates up to 15 guests, featuring a fully equipped kitchen with modern appliances like a dishwasher and oven. Enjoy the outdoor dining area, relax on the patio, or take a dip in the spa.
Best Portsmouth, VA vacation rentals with air conditioning
Portsmouth, VA
08/08 – 08/09
$86/nightfor 1 night
Nice Comfy One Bedroom Apartment
1 2
apartment , Norfolk
This apartment in Norfolk offers a tranquil getaway experience in a unique district, providing a peaceful retreat away from the usual activity. This 1-bedroom, 1-bathroom dwelling accommodates up to 2 guests and features internet and air conditioning, with a fitness center available for use.
9.7 148 reviews
Portsmouth, VA
12/23 – 12/28
$127/nighttotal: $635 (5 )
Private 1 Bed Apt - Historic Olde Towne Portsmouth
1 2
apartment , Portsmouth
This fully furnished apartment is situated in the heart of Portsmouth's historic district, within walking distance of fine dining, museums, and the waterfront. It is 8 minutes from the new casino, and 30 minutes from Virginia Beach Oceanfront. User ratings are excellent for its location, cleanliness and amenities. It has 1 bedroom, 1 bathroom, and a guest capacity of 2. The kitchen is fully equipped with a fridge, freezer, microwave oven, cast iron skillet and air fryer. The apartment also has air conditioning and parking.
Portsmouth, VA
06/26 – 06/29
$338/nighttotal: $1014 (3 )
Top Gun R&r Iv: 3 Bedrooms, 2 Baths, Sleeps 8.
1 8
apartment , Portsmouth
This spacious, brand-new apartment is located in a tranquil district of Portsmouth, offering easy access to local attractions. This modern rental accommodates up to 8 guests with 3 king bedrooms, 2 bathrooms, a full kitchen including a dishwasher, air conditioning, and an expansive backyard with hammocks and a fire pit, perfect for events with prior host approval.
9.6 110 reviews
Portsmouth, VA
06/29 – 08/29
$205/nighttotal: $12505 (61 )
Walk To The Casino! Sleeps 8, Close To Everything
1 1
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.