Portsmouth Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Portsmouth vacation rentals

A narrow brick pathway flanked by two houses with siding.

1. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (20 reviews)
"As described, clean, comfortable, and convenient! Will look to stay here again next time in the area."
United States
Mark D.
The price is SARĀ 338
SARĀ 713 total
includes taxes & fees
4 Dec - 5 Dec
Private 1 Bed Apt - Historic Olde Towne Portsmouth
A glass-top table with two cushioned chairs on a wooden deck, a vase with red flowers, and a brick wall.

2. 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 SARĀ 492
SARĀ 1,065 total
includes taxes & fees
8 Nov - 9 Nov
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
A kitchen with granite countertops, stainless steel appliances, and black bar stools.

3. 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 SARĀ 402
SARĀ 1,069 total
includes taxes & fees
1 Dec - 2 Dec
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
A poolside area with a covered seating area, a pool, and a white fence.

4. 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 SARĀ 535
SARĀ 860 total
includes taxes & fees
7 Nov - 8 Nov
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
A dining room with a round table, four upholstered chairs, a chandelier, and a window with blinds.

5. 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
9.4 out of 10, Exceptional, (10 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 SARĀ 334
SARĀ 987 total
includes taxes & fees
20 Nov - 21 Nov
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
A modern living room with a wooden coffee table, a large white orchid, and a flat-screen TV.

6. 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, (29 reviews)
"Great small home would rent again"
United States
Ronnie B.
The price is SARĀ 439
SARĀ 1,276 total
includes taxes & fees
7 Nov - 8 Nov
Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
A dining area with a wooden table and chairs, a large potted plant, and a white fireplace in the background.

7. 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 SARĀ 976
SARĀ 2,196 total
includes taxes & fees
8 Nov - 9 Nov
Wooded Wonderland
A wooden deck with a railing overlooking a lake, surrounded by lush greenery.

8. 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 SARĀ 557
SARĀ 1,468 total
includes taxes & fees
8 Nov - 9 Nov
3D Theater plus Dock on Small Lake
A modern courtyard with white furniture, a central seating area, and a small lawn.

9. 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 SARĀ 447
SARĀ 513 total
includes taxes & fees
9 Nov - 10 Nov
stayAPT Suites Suffolk-Chesapeake
Private kitchen

10. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.2 out of 10, Wonderful, (39 reviews)
"Great stay! Will be staying again!"
United States
Wakeelah
The price is SARĀ 420
SARĀ 490 total
includes taxes & fees
22 Nov - 23 Nov
stayAPT Suites Hampton
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window.

11. Entire Home in Chesapeake, Virginia

Entire Home in Chesapeake, Virginia
3.0 star property
Chesapeake
The price is SARĀ 694
SARĀ 2,390 total
includes taxes & fees
23 Nov - 24 Nov
Entire Home in Chesapeake, Virginia
A balcony with a view of a beach.

12. Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,452 reviews)
"Great stay"
United States
Nancy
The price is SARĀ 495
SARĀ 793 total
includes taxes & fees
19 Nov - 20 Nov
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
A hotel room with a large bed, a bedside lamp, a dresser, and a painting on the wall.

13. Sojourn's Harborage 9549 unit 1

Sojourn's Harborage 9549 unit 1
East Ocean View
9.4 out of 10, Exceptional, (11 reviews)
"Our stay was amazing! We felt safe in the area and the property was clean and felt very comfortable. There was a lot to do around the area and we are looking forward to staying here when we visit in the future. "
United States
Adriana
The price is SARĀ 302
SARĀ 1,213 total
includes taxes & fees
12 Nov - 13 Nov
Sojourn's Harborage 9549 unit 1
A modern kitchen with white cabinets, a built-in oven, and a dining area with a gray sofa and a table.

14. Guesthouse in ideal location with private entrance

Guesthouse in ideal location with private entrance
Suffolk
10.0 out of 10, Exceptional, (7 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 SARĀ 486
SARĀ 1,084 total
includes taxes & fees
7 Nov - 8 Nov
Guesthouse in ideal location with private entrance
A sandy beach with footprints, a clear blue sky, and a distant pier.

15. SEA-clusion 1 cozy apartment across the street from the beach!

SEA-clusion 1 cozy apartment across the street from the beach!
Cottage Line
10.0 out of 10, Exceptional, (3 reviews)
"Enjoyed staying here..very cozy..host is amazing"
United States
Theresa S.
The price is SARĀ 279
SARĀ 371 total
includes taxes & fees
8 Nov - 9 Nov
SEA-clusion 1 cozy apartment across the street from the beach!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

16. 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 SARĀ 445
SARĀ 533 total
includes taxes & fees
6 Dec - 7 Dec
Great Studio | Pool & Hot Tub. Your Next Vacation
A beach with a sunset, calm water, and a few people walking along the shore.

17. The SEA-renity 16 cozy apartment across from the beach

The SEA-renity 16 cozy apartment across from the beach
Cottage Line
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay. It was clean, neat and had a large comfortable bed. Your own parking spot. We would definitely stay here again next time there."
United States
Billy C.
The SEA-renity 16 cozy apartment across from the beach
A pathway leading to a beach with a clear view of the ocean and a blue sky.

18. 1866 EOV Dune Suite

1866 EOV Dune Suite
Cottage Park
9.0 out of 10, Wonderful, (8 reviews)
"Great spot for a short weekend stay at the beach. Much more comparable, private and affordable as compared to more expensive hotels in the Norfolk/VA Beach area. Great experience on all communications with the host."
United States
Anonymous traveler
1866 EOV Dune Suite
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.

19. 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 weā€™ll be back!"
United States
Liza M.
Sojourn 2 BR Luxury Beach Side Suite Surf Suite
A modern interior with a staircase, a door with a decorative glass panel, and a hallway with a tiled floor.

20. Bright 3-bedroom beach house with AC in charming Norfolk

Bright 3-bedroom beach house with AC in charming Norfolk
Willoughby Spit
9.6 out of 10, Exceptional, (15 reviews)
"The property is spacious and conveniently located near the beach and restaurants. It is family-friendly and the host is exceptionally communicative. I plan to return in the future."
United States
Sheryll
The price is SARĀ 416
SARĀ 1,251 total
includes taxes & fees
8 Nov - 9 Nov
Bright 3-bedroom beach house with AC in charming Norfolk
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.
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Top Portsmouth Hotel Reviews

A spacious room with a pool table, comfortable seating, and large windows offering a view of the cityscape.
Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel
Portsmouth

10/10 Excellent

Clean, safe, friendly staff, Beautiful view of the Harbor...had a great time...
United States
Christina
Reviewed April 20, 2025
Renaissance Portsmouth-Norfolk Waterfront Hotel

Frequently Asked Questions

Are there vacation rentals in Portsmouth?

Yes, there are vacation rentals in Portsmouth near Children's Museum of Virginia, or you can go with a more remote option if you want a relaxing stay. Visitors like the top-notch restaurants and museums in Portsmouth. Make sure you allow time to enjoy the riverfront during your vacation.

What are some of the best vacation home rentals that Portsmouth has to offer?

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth: Visitors give good reviews to this Portsmouth vacation home rental, which offers an outdoor pool, a fireplace, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a patio and a garden. Our travelers also rate Historic Old Towne Southern Charm as a favorite home for rent in Portsmouth.

How many vacation rentals are there in Portsmouth?

Choose from 60 Expedia vacation rentals in Portsmouth for a memorable vacation.

What can I see and do in Portsmouth?

Children's Museum of Virginia and Portsmouth Naval Shipyard Museum are a couple of family-friendly sights, whereas cultural attractions include Commodore Theatre and United States Lightship Portsmouth. Rivers Casino Portsmouth and Virginia Sports Hall of Fame and Museum are other places to visit while you're in town.

What are vacation rentals like in Portsmouth?

Vacation rentals are private accommodations you can reserve for several days or more in Portsmouth. Vacation rentals offer extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.