Portsmouth, VA Vacation Homes from ￥12,657

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Our top choices for Portsmouth vacation homes

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

Portsmouth

Coachmeech Gaming O.

￥39,923 total

includes taxes & fees

Nov 20 - Nov 21

A kitchen with granite countertops, stainless steel appliances, and black bar stools.

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

Portsmouth

Niya w.

￥43,540 total

includes taxes & fees

Dec 1 - Dec 2

A poolside area with a covered seating area, a pool, and a white fence.

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

Portsmouth

Kimberly

￥36,182 total

includes taxes & fees

Nov 15 - Nov 16

A dining area with a wooden table and chairs, a large potted plant, and a white fireplace in the background.

4. Wooded Wonderland

Portsmouth

Erin W.

￥92,437 total

includes taxes & fees

Nov 11 - Nov 12

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

5. 3D Theater plus Dock on Small Lake

Portsmouth

Muun Queen M.

￥61,802 total

includes taxes & fees

Nov 11 - Nov 12

A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window.

6. Entire Home in Chesapeake, Virginia

Chesapeake

￥94,444 total

includes taxes & fees

Nov 23 - Nov 24

A modern interior with a staircase, a door with a decorative glass panel, and a hallway with a tiled floor.

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

Willoughby Spit

Timothy R.

￥54,802 total

includes taxes & fees

Nov 11 - Nov 12

A kitchen with a wooden island, bar stools, a ceiling fan, and a refrigerator.

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

Bayview

Donna G.

￥56,441 total

includes taxes & fees

Nov 18 - Nov 19

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.

Chesapeake

James W.

￥43,927 total

includes taxes & fees

Nov 18 - Nov 19

A bedroom with a bed, a desk, and two chairs.

10. Beach house w/BBQ, Jacuzzi & fire pit

Willoughby Spit

Travis D.

￥67,162 total

includes taxes & fees

Nov 24 - Nov 25

A modern kitchen with a central island, a dining area with a wooden table, and a living room with a sofa and a fireplace.

11. Beach Bungalow • Navy Base • Quiet St • Dogs OK

Bayview

￥24,099 total

includes taxes & fees

Nov 22 - Nov 23

A modern kitchen with white cabinets, stainless steel appliances, and a large island with bar stools.

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

Bayview

Debbie M.

￥63,058 total

includes taxes & fees

Nov 22 - Nov 23

A room with a dining table and chairs, a door, a radiator, and a refrigerator.

13. Cozy 1-bedroom barn in marvelous Hampton with AC

Hampton

Nicole C.

￥57,338 total

includes taxes & fees

Nov 12 - Nov 13

A sunlit room with a ceiling fan, two wicker chairs with cushions, a striped rug, and a small table with a plant.

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

Cottage Park

Robin T.

￥69,457 total

includes taxes & fees

Nov 22 - Nov 23

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!

Willoughby Spit

sarah a.

￥69,542 total

includes taxes & fees

Nov 11 - Nov 12

A two-story house with a porch, a covered front entry, and a small front yard with landscaping.

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

Coliseum Central

sandra c.

￥81,957 total

includes taxes & fees

Nov 11 - Nov 12

A view through a window with a grid pattern, overlooking a calm sea and a sandy beach with a small structure and a lifebuoy.

17. Sojourn Aviators Dream on Back River

Fox Hill

Jim G.

￥71,865 total

includes taxes & fees

Nov 30 - Dec 1

A spacious living room with hardwood flooring, a ceiling fan, a large plant, and a sofa.

18. Downtown Newport News | Great Area!

Hudson Terrace

Brian S.

￥60,842 total

includes taxes & fees

Nov 11 - Nov 12

A white mobile home with a wooden deck and a small porch area.

19. Charming 1BR ViBe District bungalow with deck, WiFi, parking

Northeast Virginia Beach

Megan P.

￥78,769 total

includes taxes & fees

Nov 30 - Dec 1

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Learn more about Portsmouth

Naval history comes alive at the Portsmouth Naval Shipyard Museum where interactive exhibits reveal centuries of maritime stories. Stroll the scenic seaport district along the Elizabeth River and catch the free ferry to explore neighboring Norfolk's waterfront attractions.

See all hotels in Portsmouth

A waterfront sign with a sun, waves, and stars, with the word "PORTSMOUTH" at the bottom.

Top reviews in Portsmouth

A spacious room with a pool table, comfortable seating, and large windows offering a view of the cityscape.

Renaissance Portsmouth-Norfolk Waterfront Hotel

Portsmouth

10/10 Excellent

Christina

A hotel room with a bed, a desk, a chair, a lamp, a TV, and a window with curtains.

Economy Lodge

Portsmouth

10/10 Excellent

Kimberly

A modern interior with a central art installation, white walls, and a reflective floor.

Glass Light Hotel & Gallery, Autograph Collection

Downtown Norfolk

10/10 Excellent

Diondra

A modern interior with a green wall, a neon sign, and a variety of seating arrangements including tables and chairs.

Fairfield Inn & Suites by Marriott Virginia Beach Town Center

North Central

10/10 Excellent

Maggie

An outdoor patio area with seating, a fire pit, and a covered dining area.

Home2 Suites By Hilton Virginia Beach Princess Anne

Virginia Beach

10/10 Excellent

Kera

A beachside balcony with lounge chairs and a view of the ocean.

Hyatt Place Virginia Beach / Oceanfront

Northeast Virginia Beach

10/10 Excellent

My recent stay at the Hyatt Place Virginia Beach Oceanfront from July 13 to 16 was nothing short of spectacular! This hotel truly set the bar high for all future stays. From the moment we arrived, we were greeted with exceptional service, particularly the valet team, which was incredibly efficient and accommodating. The rain limited our outdoor activities, but we didn’t mind one bit because the comfort of our room made it an enjoyable stay. One of the highlights of our mornings was...

Adrian