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Portsmouth, VA vacation rentals
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Best Vacation rentals and Airbnb offers in Portsmouth, VA

Creek-side Captain's Retreat - Portsmouth, VA
8.5 21 reviews
Portsmouth, VA
06/27 – 07/04
$174/nighttotal: $1218 (7 )

Creek-side Captain's Retreat

1 2
apartment, Portsmouth
The Captain's Retreat is a charming house located in Portsmouth, just a short walk from the Strawbery Banke Museum and the Portsmouth Historic District, offering easy access to the city's attractions. It's situated on a peaceful creek, providing a tranquil escape from the city's bustle.
The home has three bedrooms and one bathroom, comfortably accommodating up to six guests. It offers a fully equipped kitchen with a fridge, freezer, and dishwasher, plus amenities like air conditioning, a Jacuzzi, a garden, and parking.
Ghent Getaway “Gg” - Portsmouth, VA
9.3 17 reviews
Portsmouth, VA
06/29 – 08/03
$96/nighttotal: $3360 (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.
Sojourn At Colley Manor Unit 3 - Portsmouth, VA
9.3 11 reviews
Portsmouth, VA
09/20 – 09/20
$138/nighttotal: $50370 (365 )

Sojourn At Colley Manor Unit 3

2 4
apartment, Norfolk
This Ghent condo is conveniently located near numerous restaurants, downtown Norfolk, Children's Hospital of The King's Daughters (CHKD), Eastern Virginia Medical School (EVMS), and Norfolk General Hospital, with Virginia Beach and Ocean View Beach a short drive away. This two-bedroom, one-bathroom apartment sleeps four guests and features a fully equipped kitchen with modern appliances, contactless self check-in, and free parking.
Serenity Stay - Private Home Near Beach! - Portsmouth, VA
Portsmouth, VA
06/26 – 08/02
$982/nighttotal: $36334 (37 )

Serenity Stay - Private Home Near Beach!

3 7
apartment, Norfolk
This 3-bedroom, 2-bathroom apartment is located in Norfolk's East Ocean View neighborhood, offering proximity to First Landing State Park and Norfolk Beaches, and is within 5 miles of Greenbrier Mall and Norfolk Premium Outlets.
This modern residence accommodates up to 7 guests with an open-concept living area, a well-equipped kitchen, and a dedicated game room, featuring air conditioning and internet for your comfort.
Clean Spacious Home Near Sentara Hospital - Portsmouth, VA
9.5 62 reviews
Portsmouth, VA
06/29 – 08/03
$278/nighttotal: $9730 (35 )

Clean Spacious Home Near Sentara Hospital

4 2
apartment, Norfolk
This house is located in the heart of Norfolk, within walking distance of Harbor Park, St. Paul's Episcopal Church, MacArthur Center, Douglas MacArthur Memorial, and Waterside Festival Marketplace. The house has excellent user, location, and cleanliness ratings.
This 3-bedroom house offers a spacious layout and modern amenities such as free WiFi, a sofa bed, and a fully equipped kitchen. Guests can relax and enjoy the outdoors in the private garden. The house is also pet-friendly and offers on-site parking for added convenience.
Boutique Private 2nd Floor 2br Apartment  W/d  Near Casino & Downtown - Portsmouth, VA
Portsmouth, VA
11/21 – 11/28
$149/nighttotal: $1043 (7 )

Boutique Private 2nd Floor 2br Apartment W/d Near Casino & Downtown

2 1
apartment, Portsmouth
This private upstairs apartment in historic Westhaven, Portsmouth, is located 2.5 miles from Rivers Casino Portsmouth and 6.3 miles to downtown Norfolk's Waterside District.
This 650 square foot unit accommodates up to four guests with two bedrooms, one bathroom, a kitchenette, a washer/dryer, and off-street parking.
Trycam’s Humble Abode - Portsmouth, VA
9.3 47 reviews
Portsmouth, VA
09/20 – 09/20
$118/nighttotal: $43070 (365 )

Trycam’s Humble Abode

1 4
apartment, Chesapeake
This Chesapeake home is conveniently located within a short drive of Virginia Beach, museums, Busch Gardens, Rivers Casino, and the Virginia Aquarium. The property has received excellent ratings for cleanliness and user experience, along with a very good location rating.
This family-friendly house comfortably sleeps eight guests in its three bedrooms. The home is fully equipped with a kitchen, laundry facilities, and entertainment options, making it a great choice for families or groups looking for a comfortable and convenient stay.
Cozy Quarters Near Nmcp - Portsmouth, VA
Portsmouth, VA
09/20 – 09/20
$100/nighttotal: $36500 (365 )

Cozy Quarters Near Nmcp

1 4
apartment, Portsmouth
This two-bedroom duplex is located in Portsmouth, offering a convenient base for professionals working at the Naval Medical Center Portsmouth and nearby shipyards, just a short distance from these key locations.
This family-friendly apartment provides internet, air conditioning, a kitchen with a fridge and microwave, and a garden, with a guest capacity of 4, making it an ideal home-away-from-home for sailors and shipyard workers.
3 Bedrooms - 2 Parking - Washer & Dryer - Wifi - Portsmouth, VA
Portsmouth, VA
06/29 – 08/03
$313/nighttotal: $10955 (35 )

3 Bedrooms - 2 Parking - Washer & Dryer - Wifi

1 2
apartment, Norfolk
This 1,600 sq ft West Ghent apartment in Norfolk offers a prime location within walking distance to Old Dominion University, Sentara Hospital, Colley Avenue, and The Railyard at Lamberts Point.
This spacious 3-bedroom flat accommodates up to 6 guests with 9-foot ceilings, an open-concept living area, a dedicated dining room, a bar, a breakfast room, multiple office spaces, 3 smart TVs, free WiFi, and included utilities, plus private driveway parking for two cars.
Charming 1-bedroom In-law Suite With Functional Kitchen In Pleasant Portsmouth - Portsmouth, VA
9.4 6 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.
Top Gun R&r I: 2+ Bedrooms & 2 Full Bathrooms - Portsmouth, VA
9.9 31 reviews
Portsmouth, VA
08/08 – 08/09
$588/nightfor 1 night

Top Gun R&r I: 2+ Bedrooms & 2 Full Bathrooms

1 2
apartment, Norfolk
This Norfolk residence, near Naval Station Norfolk (NSA), Old Dominion University (ODU), and Norfolk International Airport, offers easy access to Ocean View Beach Park, East Beach, and downtown.
This two-bedroom, two-bathroom house sleeps six, features a fully equipped kitchen with top-tier appliances, a spacious living room with a flat-screen TV, and a versatile extra space; pet-friendly with air conditioning, a garden, and parking.
Top Gun R&r Iv: 3 Bedrooms, 2 Baths, Sleeps 8. - Portsmouth, VA
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.

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.

Private Guesthouse, Ghent/downtown  Near Odu, Evms - Portsmouth, VA
10 693 reviews
Portsmouth, VA
11/21 – 11/28
$136/nighttotal: $952 (7 )

Private Guesthouse, Ghent/downtown Near Odu, Evms

1 1
house, Norfolk
This European-style guesthouse is located in Norfolk, a short walk from the Chrysler Museum of Art and Town Point Park, and 15 minutes from the ocean. The property has received excellent ratings for location, cleanliness, and user experience.
This cozy apartment is perfect for two guests and features a queen-sized bed, a flat-screen TV, and a private patio with seating and a propane heat lamp. Guests can enjoy amenities such as a kitchenette with a cooktop, sink, microwave, coffee maker, fridge, WiFi, separate HVAC, bathroom, and free laundry access.
Norfolk 3br Cozy Stay. Central To All & Comfort. Families & Contractors! - Portsmouth, VA
10 7 reviews
Portsmouth, VA
06/27 – 07/04
$476/nighttotal: $3332 (7 )

Norfolk 3br Cozy Stay. Central To All & Comfort. Families & Contractors!

3 2
apartment, Norfolk
This Norfolk vacation rental is conveniently located just a 2-minute drive from the Virginia Zoo and a 5-minute drive from the Norfolk Scope. Guests consistently rate this property excellent, praising its comfortable accommodations and convenient amenities.
This 3-bedroom, 2-bathroom home comfortably sleeps 6 guests. Enjoy relaxing evenings on the private terrace or in the hot tub, or prepare meals in the fully equipped kitchen.
Sojourn At Colley Manor Unit 4 - Portsmouth, VA
10 1 review
Portsmouth, VA
09/20 – 09/20
$94/nighttotal: $34310 (365 )

Sojourn At Colley Manor Unit 4

2 4
apartment, Norfolk
This 2-bedroom, 1-bathroom apartment in Norfolk's historic Ghent neighborhood is ideal for families, offering convenient access to CHKD, EVMS, Norfolk General, and downtown, with Virginia Beach and Ocean View Beach just a short drive away. This family-friendly rental accommodates up to 4 guests and features air conditioning, internet, parking, and a full kitchen with a fridge, freezer, microwave, and dishwasher, plus optional baby gear rentals.
Riverfront Portsmouth Home Near Casino & Patio - Portsmouth, VA
9.7 33 reviews
Portsmouth, VA
11/21 – 11/28
$407/nighttotal: $2849 (7 )

Riverfront Portsmouth Home Near Casino & Patio

1 1
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.

Best Portsmouth, VA vacation rentals with parking

Manor And Mutts #2 - Beach Front, Pet Friendly, Wi-fi, Parking, W/d, King Bed - Portsmouth, VA
10 1 review
Portsmouth, VA
06/26 – 08/02
$346/nighttotal: $12802 (37 )

Manor And Mutts #2 - Beach Front, Pet Friendly, Wi-fi, Parking, W/d, King Bed

3 7
apartment, Norfolk
This 3-bedroom, 2-bathroom beach cottage in Norfolk's Willoughby Spit offers direct Chesapeake Bay beachfront access, just a 50-foot walk to the sand, and is located approximately 5 miles from Fort Monroe National Monument and 7 miles from the Virginia Air and Space Center.
This half-duplex accommodates up to 10 guests with a fully stocked kitchen, two Smart TVs, high-speed WiFi, central heat/AC, a gas fireplace, and a private back deck and driveway, all within a secluded neighborhood known for its quiet hours and no-party policy.
Cozy Portsmouth Retreat 2br/1ba - Portsmouth, VA
10 1 review
Portsmouth, VA
11/21 – 11/28
$201/nighttotal: $1407 (7 )

Cozy Portsmouth Retreat 2br/1ba

2 1
apartment, Portsmouth
This Portsmouth vacation rental, near the Children's Museum of Virginia and Portsmouth Naval Shipyard Museum, offers convenient access to local attractions.
The 1100-square-foot apartment features two bedrooms, one bathroom, and accommodates up to six guests, complete with a fully equipped kitchen, in-unit laundry, and on-site parking.
The Mermaids Lair ‍️ - Portsmouth, VA
9.0 14 reviews
Portsmouth, VA
11/21 – 11/28
$187/nighttotal: $1309 (7 )

The Mermaids Lair ‍️

1 1
apartment, Portsmouth
This Portsmouth waterfront guest house sits on Crystal Lake, a 10-minute drive from downtown Norfolk, 20 minutes from Norfolk Naval Base, and 25 minutes from Virginia Beach.
This one-bedroom, one-bathroom rental offers stunning Crystal Lake views, private dock access for fishing and kayaking, a fire pit, and a kitchenette with a microwave and refrigerator; it sleeps two guests and includes air conditioning, parking, and internet access.
Waterfront Portsmouth Home  Dock Access - Portsmouth, VA
9.6 4 reviews
Portsmouth, VA
11/21 – 11/28
$474/nighttotal: $3318 (7 )

Waterfront Portsmouth Home Dock Access

3 1
apartment, Portsmouth
This waterfront apartment in Portsmouth sits directly on Hull Creek/Elizabeth River, offering stunning views and easy access to shopping, entertainment, and attractions. The apartment is located near Waterside Festival Marketplace and Greenbrier Mall, providing plenty of options for shopping and dining.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment features a fully equipped kitchen, a private terrace, a garden, parking, and other amenities that make it an ideal place to relax and enjoy your stay in Portsmouth.

Frequently Asked Questions about vacation rentals in Portsmouth, VA

Destinations nearby

Best Vacation Rentals with Balconies in Portsmouth, VA

Enjoy your own private terrace with city skyline views at these vacation rentals in Portsmouth, VA.

The Chesapeake St Retreat - Pet And Kid Friendly - Portsmouth, VA
8.8 15 reviews
Portsmouth, VA
11/21 – 11/28
$303/nighttotal: $2121 (7 )

The Chesapeake St Retreat - Pet And Kid Friendly

4 1
house, Norfolk
This pet-friendly vacation home in Norfolk's Ocean View district is a 17-minute walk from Ocean View Beach Park, 4.8 miles from the Norfolk Botanical Garden, and 5 miles from Norfolk International Airport.
This 2000-square-foot house features four bedrooms, three bathrooms, accommodates up to 17 guests, and includes a fully equipped kitchen, private beach access, a garden with outdoor play equipment, and free Wi-Fi and parking.
Hampton Condo: By Convention Center & Coliseum! - Portsmouth, VA
10 2 reviews
Portsmouth, VA
11/21 – 11/28
$443/nighttotal: $3101 (7 )

Hampton Condo: By Convention Center & Coliseum!

2 1
house, Hampton
This Hampton condo is conveniently located near the Virginia Living Museum, just 10 miles from the airport, making it an ideal choice for travelers exploring the area. The apartment consistently receives excellent ratings for cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
This two-bedroom, three-bathroom rental offers 1800 square feet of space, comfortably accommodating up to four guests. Enjoy amenities like a swimming pool, fitness center, and a fully equipped kitchen with a dishwasher, along with a patio for relaxing and a garden for enjoying the fresh air.
Historic Beach Side Getaway - Portsmouth, VA
Portsmouth, VA
06/26 – 08/02
$453/nighttotal: $16761 (37 )

Historic Beach Side Getaway

3 7
apartment, Norfolk
This 3-bedroom, 2-bathroom Norfolk vacation rental in Willoughby Spit offers direct beach access to Chesapeake Bay, a 90-second walk away with no roads to cross, and is near the Ocean View Fishing Pier.
The 1950s Ocean View Cottage boasts a fully equipped kitchen, 75-inch smart TV, high-speed WiFi, a covered terrace with charcoal grill, ample parking for multiple vehicles, and comfortably sleeps seven guests.
Cambridge Knights A 3 Bedroom Home Full Of Charm - Portsmouth, VA
10 1 review
Portsmouth, VA
11/21 – 11/28
$255/nighttotal: $1785 (7 )

Cambridge Knights A 3 Bedroom Home Full Of Charm

3 1
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.

Best Portsmouth, VA vacation rentals with air conditioning

Private 1 Bed Apt - Historic Olde Towne Portsmouth - Portsmouth, VA
9.7 148 reviews
Portsmouth, VA
11/21 – 11/28
$133/nighttotal: $931 (7 )

Private 1 Bed Apt - Historic Olde Towne Portsmouth

1 1
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.
Nice Comfy One Bedroom Apartment - Portsmouth, VA
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.
Elegance Escape On Saunders Dr - Portsmouth, VA
9.7 58 reviews
Portsmouth, VA
08/08 – 08/09
$891/nightfor 1 night

Elegance Escape On Saunders Dr

1 2
apartment, Portsmouth
This 3-bedroom vacation rental is conveniently located in Portsmouth, near Portsmouth City Park and the Elizabeth Manor Golf and Country Club. The apartment offers a comfortable and spacious living experience, ideal for families or groups of up to 6 guests.
The rental features a well-equipped kitchen, a dedicated movie theater and game room, and outdoor living spaces with a fire pit and grills. Guests can enjoy the seasonal pool access, smart home features, and security cameras for added peace of mind.
"The Ponderosa A" - Close To The Casino & Concerts - Portsmouth, VA
9.8 96 reviews
Portsmouth, VA
08/08 – 08/09
$185/nightfor 1 night

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

1 2
apartment, Portsmouth
This one-bedroom apartment is located in a peaceful neighborhood, just half a mile from the Rivers Casino and within easy driving distance of downtown Portsmouth, Norfolk, Virginia Beach, and Newport News. The apartment has excellent ratings for location, cleanliness, and user experience.
The apartment offers a private entrance, parking for one vehicle, and a comfortable queen-sized bed. It also features a full-size kitchen, air conditioning, a garden, and internet access, making it ideal for travelers looking for a comfortable and convenient stay.
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