A marina with several boats docked, surrounded by modern buildings including a Hilton hotel and a SunTrust building.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Portsmouth vacation homes

A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

1. 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 AED 474
AED 1,270 total
includes taxes & fees
11 Nov - 12 Nov
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
A dining room with a round table, four upholstered chairs, a chandelier, and a window with blinds.

2. 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.
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
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.
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
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
A dining area with a wooden table and chairs, a large potted plant, and a white fireplace in the background.

5. 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.
Wooded Wonderland
A wooden deck with a railing overlooking a lake, surrounded by lush greenery.

6. 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 AED 698
AED 1,705 total
includes taxes & fees
11 Nov - 12 Nov
3D Theater plus Dock on Small Lake
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window.

7. Entire Home in Chesapeake, Virginia

Entire Home in Chesapeake, Virginia
Chesapeake
Entire Home in Chesapeake, Virginia
A modern interior with a staircase, a door with a decorative glass panel, and a hallway with a tiled floor.

8. 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, (14 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
Bright 3-bedroom beach house with AC in charming Norfolk
A covered porch with a hanging chair, a small table, and a view of a snowy yard.

9. 3-bedroom home away from home in fabulous Chesapeake, Virginia.

3-bedroom home away from home in fabulous Chesapeake, Virginia.
Chesapeake
10.0 out of 10, Exceptional, (56 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
3-bedroom home away from home in fabulous Chesapeake, Virginia.
A kitchen with a wooden island, bar stools, a ceiling fan, and a refrigerator.

10. Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly

Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly
Bayview
8.6 out of 10, Excellent, (10 reviews)
"Very Clean, beautiful property situated just blocks from the beach. Neighborhood was very friendly. The entire stay in this charming cottage was delightful!"
United States
Todd C.
The price is AED 496
AED 1,384 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly
A modern kitchen with white cabinets, a wooden dining table, and a blue accent wall.

11. Beach Bungalow King Bed 1 Floor Living

Beach Bungalow King Bed 1 Floor Living
Bayview
9.6 out of 10, Exceptional, (23 reviews)
"The property was conveniently located at the beach yet close to Regent University. A great parents’ weekend and graduation getaway spot."
United States
Thomas M.
Beach Bungalow King Bed 1 Floor Living
A view through a window with a grid pattern, overlooking a calm sea and a sandy beach with a small structure and a lifebuoy.

12. Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.8 out of 10, Exceptional, (32 reviews)
"Great location. Excellent view. The F22 Raptors were cool to see. Not so loud. Host was great. The place does not have a full size oven, so plan accordingly. Beds were comfy."
United States
Jim G.
The price is AED 482
AED 1,697 total
includes taxes & fees
4 Nov - 5 Nov
Sojourn Aviators Dream on Back River
A sunlit room with a ceiling fan, two wicker chairs with cushions, a striped rug, and a small table with a plant.

13. Cozy 3BD Beachfront - Foosball & Yard Games w/ BBQ

Cozy 3BD Beachfront - Foosball & Yard Games w/ BBQ
Cottage Park
9.2 out of 10, Wonderful, (7 reviews)
"Very nice place. We enjoyed the fire pit every night and the easy walk to the beach was a plus."
United States
Robin T.
The price is AED 603
AED 1,722 total
includes taxes & fees
1 Nov - 2 Nov
Cozy 3BD Beachfront - Foosball & Yard Games w/ BBQ
A two-story house with a porch, a covered front entry, and a small front yard with landscaping.

14. Fabulous 5 Bedroom 3 Bathroom Holiday House Near Beaches. WE SANITIZE!

Fabulous 5 Bedroom 3 Bathroom Holiday House Near Beaches. WE SANITIZE!
Coliseum Central
9.6 out of 10, Exceptional, (45 reviews)
"Communication with Jackie was great and she responded with answers to questions quickly. Check in was smooth and no hiccups. The property was great for my large family and there was plenty of room to stretch out and not be on top of each other. Kitchen was well stocked as well. We enjoyed our visit to the area."
United States
sandra c.
The price is AED 1,421
AED 2,567 total
includes taxes & fees
11 Nov - 12 Nov
Fabulous 5 Bedroom 3 Bathroom Holiday House Near Beaches. WE SANITIZE!
A waterfront view from a wooden deck with a white railing, a dock extending into the water, and a clear blue sky.

15. Big Waterfront House! Fishing Dock, Arcade, Garage Parking, Walk to Beach!

Big Waterfront House! Fishing Dock, Arcade, Garage Parking, Walk to Beach!
Willoughby Spit
8.8 out of 10, Excellent, (9 reviews)
"Wake Up early for the views"
United States
Dylan
The price is AED 823
AED 1,718 total
includes taxes & fees
11 Nov - 12 Nov
Big Waterfront House! Fishing Dock, Arcade, Garage Parking, Walk to Beach!
A modern kitchen with white cabinets, stainless steel appliances, and a large island with bar stools.

16. Charming 3bd - Near beaches - Foosball & Backyard

Charming 3bd - Near beaches - Foosball & Backyard
Bayview
9.8 out of 10, Exceptional, (16 reviews)
"The property was great, 5 min walk to the beach. House was bright and cheery with plenty of space for our stay."
United States
Debbie M.
Charming 3bd - Near beaches - Foosball & Backyard
A staircase with a black metal railing leading to a bedroom with a bed and a gray blanket.

17. Townhome 3 Blks from Boardwalk uC

Townhome 3 Blks from Boardwalk uC
Northeast Virginia Beach
10.0 out of 10, Exceptional, (4 reviews)
"Owner was very responsive and great location"
United States
Sarah S.
Townhome 3 Blks from Boardwalk uC
A modern kitchen with stainless steel appliances, a dining area with a blue sofa, and a small outdoor garden with a waterfall.

18. 8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard

8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
North Newport News
10.0 out of 10, Exceptional, (25 reviews)
"This house is stunning! Beautiful home, so clean, convenient to absolutely everything! It deserves way more than 5 stars! "
United States
Amy J.
The price is AED 2,139
AED 3,202 total
includes taxes & fees
2 Nov - 3 Nov
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
A spacious living room with hardwood flooring, a ceiling fan, a large plant, and a sofa.

19. Downtown Newport News | Great Area!

Downtown Newport News | Great Area!
Hudson Terrace
6.8 out of 10, (11 reviews)
"Nice check in "
United States
Brian S.
The price is AED 551
AED 1,724 total
includes taxes & fees
2 Nov - 3 Nov
Downtown Newport News | Great Area!
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

Hilton Vacation Club Oceanaire Virginia Beach

Hilton Vacation Club Oceanaire Virginia Beach

10/10 Excellent
"Great hotel"
Shawn 1-night trip
Posted less than an hour ago
Hilton Vacation Club Oceanaire Virginia Beach