A sunset over a harbor with cranes and buildings in the background.

Vacation Rentals in Portsmouth City County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Portsmouth City County vacation rentals

A dining room with a round table, four upholstered chairs, a chandelier, and a window with blinds.

1. Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Portsmouth
9.8 out of 10, Exceptional, (9 reviews)
"This was the perfect experience for our vacation and we highly recommend this property and the host was so easy to get in contact with!"
United States
Coachmeech Gaming O.
The price is ￥12,565
￥41,258 total
includes taxes & fees
Nov 1 - Nov 2
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
A bedroom with a bed, bedside lamps, a ceiling fan, a window with curtains, a door, and a trash can.

2. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (19 reviews)
"What an awesome place! A perfect location. Close to tons of activities. We would definitely stay again. "
United States
bethany h.
The price is ￥12,706
￥29,626 total
includes taxes & fees
Oct 29 - Oct 30
Private 1 Bed Apt - Historic Olde Towne Portsmouth
A modern living room with a wooden coffee table, a large white orchid, and a flat-screen TV.

3. Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!

Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
Portsmouth
9.2 out of 10, Wonderful, (27 reviews)
"Great small home would rent again"
United States
Ronnie B.
The price is ￥16,942
￥54,050 total
includes taxes & fees
Oct 27 - Oct 28
Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
A kitchen with granite countertops, stainless steel appliances, and black bar stools.

4. Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Portsmouth
9.2 out of 10, Wonderful, (32 reviews)
"Pretty clean, convenient location to my daily travel, host was wonderful and very helpful when I needed help with something in the house. I would definitely stay here again."
United States
Niya w.
The price is ￥16,942
￥47,375 total
includes taxes & fees
Nov 16 - Nov 17
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

5. Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.0 out of 10, Very good, (49 reviews)
"The location suited our business travel needs. Never received checkin details so had to call. WiFi did not work and no response to multiple inquiries about the issue. Areas of damage throughout the house."
United States
Jebediah
The price is ￥20,236
￥54,591 total
includes taxes & fees
Oct 27 - Oct 28
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
A modern kitchen with white cabinets, stainless steel appliances, a double sink, and a window with a view.

6. Spacious Portsmouth Getaway w/Game Room

Spacious Portsmouth Getaway w/Game Room
Portsmouth
8.0 out of 10, Very good, (3 reviews)
"This house was the perfect fit for our weekend getaway. My husband was a volunteer at Farm Aid and my son and I brought the dog and had a nice little weekend. It was clean and just as the host described. All the amenities were there. We would stay again if we were in the area."
United States
Susan L.
The price is ￥21,177
￥61,626 total
includes taxes & fees
Oct 27 - Oct 28
Spacious Portsmouth Getaway w/Game Room
A poolside area with a covered seating area, a pool, and a white fence.

7. Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Portsmouth
8.8 out of 10, Excellent, (13 reviews)
"It was perfect! Just what we needed for a quick visit with family and could bring the dog!"
United States
Kimberly
The price is ￥22,354
￥37,726 total
includes taxes & fees
Nov 4 - Nov 5
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
A glass-top table with two cushioned chairs on a wooden deck, a vase with red flowers, and a brick wall.

8. Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Portsmouth
9.0 out of 10, Wonderful, (56 reviews)
"Comfortable home and clean quiet stay. "
United States
Lisa H.
The price is ￥20,550
￥46,834 total
includes taxes & fees
Nov 1 - Nov 2
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
A modern living room with a fireplace, a kitchen in the background, and a dining area with bar stools.

9. Quiet & Private, Comfy Beds, Fire Pit, & Bikes

Quiet & Private, Comfy Beds, Fire Pit, & Bikes
Portsmouth
8.4 out of 10, Very good, (6 reviews)
"Home was perfect for my husband and I and our adult daughter and plenty of room when our other daughter and husband visited. We had enough room to eat and play games. Great yard for dogs to run, sniff and play! Beds were comfy. "
United States
Marybeth T.
The price is ￥22,746
￥63,611 total
includes taxes & fees
Oct 27 - Oct 28
Quiet & Private, Comfy Beds, Fire Pit, & Bikes
A dining area with a wooden table and chairs, a large potted plant, and a white fireplace in the background.

10. Wooded Wonderland

Wooded Wonderland
Portsmouth
9.6 out of 10, Exceptional, (15 reviews)
"Great property not too far from the beaches! Between the pool, hot tub, mini golf, and theater room, our family had plenty to do at the house when we weren't out exploring Virginia Beach. Owner was quick to respond to any questions or needs as well."
United States
Erin W.
The price is ￥40,802
￥96,100 total
includes taxes & fees
Nov 1 - Nov 2
Wooded Wonderland
A wooden deck with a railing overlooking a lake, surrounded by lush greenery.

11. 3D Theater plus Dock on Small Lake

3D Theater plus Dock on Small Lake
Portsmouth
8.6 out of 10, Excellent, (4 reviews)
"Very nice property. Quiet neighborhood with a beautiful lake view."
United States
Muun Queen M.
The price is ￥26,825
￥68,843 total
includes taxes & fees
Oct 27 - Oct 28
3D Theater plus Dock on Small Lake
A modern courtyard with white furniture, a central seating area, and a small lawn.

12. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (114 reviews)
"Theophilus was great at check in. Amazing customer service, quick check-in. The place was clean, the rooms were very clean. The overall atmosphere was great. I will definitely stay here again."
United States
Tarina
The price is ￥18,668
￥21,439 total
includes taxes & fees
Nov 9 - Nov 10
stayAPT Suites Suffolk-Chesapeake
Private kitchen

13. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.0 out of 10, Wonderful, (34 reviews)
"Great stay! Comfortable & close to a lot of stores & restaurants"
United States
Vanessa
The price is ￥15,121
￥17,703 total
includes taxes & fees
Oct 29 - Oct 30
stayAPT Suites Hampton
An outdoor patio with wooden furniture, a fire pit, and a covered area with a view of the surrounding landscape.

14. Sojourn's Harborage Pet-Friendly

Sojourn's Harborage Pet-Friendly
East Ocean View
8.6 out of 10, Excellent, (9 reviews)
"Everything was cleaned and very nice."
United States
Tilshon
The price is ￥10,987
￥43,484 total
includes taxes & fees
Oct 27 - Oct 28
Sojourn's Harborage Pet-Friendly
A modern kitchen with white cabinets, a built-in oven, and a dining area with a gray sofa and a table.

15. Guesthouse in ideal location with private entrance

Guesthouse in ideal location with private entrance
Suffolk
10.0 out of 10, Exceptional, (6 reviews)
"The property was clean, quiet and had everything we needed for a few days in town to see our grandbabies and daughter. Easy to find, park and just a few blocks from the highway, many food options and Kroger."
United States
Audrey J.
The price is ￥18,824
￥45,581 total
includes taxes & fees
Nov 7 - Nov 8
Guesthouse in ideal location with private entrance
Living area

16. Sojourn 1 BR Beach Home with Private Beach Access

Sojourn 1 BR Beach Home with Private Beach Access
Cottage Park
8.2 out of 10, Very good, (21 reviews)
"Property was very inviting for my stay. Enjoyed the direct access to the beach as well!"
United States
Rashaad R.
The price is ￥9,889
￥41,884 total
includes taxes & fees
Oct 27 - Oct 28
Sojourn 1 BR Beach Home with Private Beach Access
An outdoor patio with wooden furniture, a fire pit, and a covered area with a view of the surrounding landscape.

17. Sojourn's Harborage S

Sojourn's Harborage S
East Ocean View
9.4 out of 10, Exceptional, (3 reviews)
"Clean and pet friendly one bedroom apartment with everything we needed for an amazing weekend away. Highly recommend."
United States
William
The price is ￥8,653
￥40,799 total
includes taxes & fees
Nov 8 - Nov 9
Sojourn's Harborage S
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window.

18. Entire Home in Chesapeake, Virginia

Entire Home in Chesapeake, Virginia
2.0 star property
Chesapeake
The price is ￥30,590
￥101,699 total
includes taxes & fees
Nov 9 - Nov 10
Entire Home in Chesapeake, Virginia
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

19. Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
10.0 out of 10, Exceptional, (3 reviews)
"Impressed with the whole experience. "
United States
Patricia M.
The price is ￥20,632
￥27,335 total
includes taxes & fees
Nov 1 - Nov 2
Great Studio | Pool & Hot Tub. Your Next Vacation
A modern kitchen with a herringbone tile backsplash, a built-in coffee maker, and a dining area with a gray sofa and a ceiling fan.

20. Sojourn 2 BR Luxury Beach Side Suite Surf Suite

Sojourn 2 BR Luxury Beach Side Suite Surf Suite
Cottage Park
8.8 out of 10, Excellent, (3 reviews)
"Great location, comfy bed, comfy beach chairs and plenty of towels provided. Very communicative property manager - overall a wonderful stay and we’ll be back!"
United States
Liza M.
The price is ￥11,262
￥53,063 total
includes taxes & fees
Oct 27 - Oct 28
Sojourn 2 BR Luxury Beach Side Suite Surf Suite
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portsmouth City County Hotel Reviews

Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent
"Very clean room and facilities. Pieces in the room did not match, not a problem for us. They were doing some construction off the lobby, it was well contained. Thank you Miss Love and Travis, they went over and above to satisfy our needs. Thank you for the text updates, they made us feel even better cared for. The walk to parking garage was not too far, excellent for us. We did not like the A and B set up room, you have to enter 1 main door room to get to the two A and B rooms, both hotel entry rooms have doors way to close. This hotel is in a great location, close to shops and a good spot on the beach! Please allow me to give Kudos to the wonderful lady who worked in charge of the Arts and Crafts, she was so kind and lovely, thank you so much, love my unicorn bank I made."
Theresa 4-night trip
Posted 1 hour ago
Hilton Vacation Club Ocean Beach Club Virginia Beach

Find out more about Portsmouth City County

Vacation Apartments in Portsmouth City County

Search for Vacation rentals in Portsmouth City County on Expedia! You can easily find your home rentals, villas, Vacation apartments in Portsmouth City County using one of the methods below:

  • View our selection of featured Vacation rentals in Portsmouth City County
  • Use the map to find apartments and other Vacation homes in the Portsmouth City County neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Portsmouth City County while they last

Look no further and take a look at our great range of rental properties in Portsmouth City County!