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

Portsmouth Vacation Rentals

  • 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

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (15 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 ￥12,752
￥29,259 total
includes taxes & fees
Oct 8 - Oct 9
Private 1 Bed Apt - Historic Olde Towne Portsmouth
A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

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

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.0 out of 10, Very good, (48 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
The price is ￥20,308
￥55,147 total
includes taxes & fees
Oct 5 - Oct 6
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
A glass-top table with two cushioned chairs on a wooden deck, a vase with red flowers, and a brick wall.

3. 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, (55 reviews)
"Comfortable home and clean quiet stay. "
United States
Lisa H.
The price is ￥19,679
￥43,923 total
includes taxes & fees
Oct 5 - Oct 6
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
A dining room with a round table, four upholstered chairs, a chandelier, and a window with blinds.

4. 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)
"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "
United States
Paige M.
The price is ￥14,011
￥43,199 total
includes taxes & fees
Oct 20 - Oct 21
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
A kitchen with granite countertops, stainless steel appliances, and black bar stools.

5. 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, (30 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 ￥15,743
￥45,371 total
includes taxes & fees
Oct 5 - Oct 6
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
A living room with a sectional sofa, a round ottoman, a globe on a shelf, and artwork on the walls.

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, (27 reviews)
"Great small home would rent again"
United States
Ronnie B.
The price is ￥18,419
￥56,054 total
includes taxes & fees
Oct 3 - Oct 4
Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
A living room with a beige sofa, a white ottoman, a patterned rug, a wooden chair, and a small table.

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, (12 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 ￥22,434
￥37,861 total
includes taxes & fees
Oct 4 - Oct 5
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.

8. 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 ￥48,882
￥104,666 total
includes taxes & fees
Oct 4 - Oct 5
Wooded Wonderland
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, (107 reviews)
"The front desk staff were friendly, welcoming and helpful. The property and room were very clean and quiet. The bed was comfortable, and the room was spacious with a full kitchen. Location is very convenient to restaurants and shopping. Highly recommend this property!"
United States
Kimberly
The price is ￥18,734
￥21,514 total
includes taxes & fees
Oct 19 - Oct 20
stayAPT Suites Suffolk-Chesapeake
A modern kitchen with white cabinets, a built-in oven, and a dining area with a gray sofa and a table.

10. 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 ￥18,892
￥45,745 total
includes taxes & fees
Oct 3 - Oct 4
Guesthouse in ideal location with private entrance
An outdoor patio with wooden furniture, a fire pit, and a covered area with a view of the surrounding landscape.

11. 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 ￥11,720
￥44,372 total
includes taxes & fees
Nov 2 - Nov 3
Sojourn's Harborage Pet-Friendly
A multi-story building with balconies, a courtyard with seating, and a well-maintained lawn.

12. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.2 out of 10, Wonderful, (24 reviews)
"Great stay! Comfortable & close to a lot of stores & restaurants"
United States
Vanessa
The price is ￥18,734
￥21,859 total
includes taxes & fees
Oct 4 - Oct 5
stayAPT Suites Hampton
An outdoor patio with wooden furniture, a fire pit, and a covered area with a view of the surrounding landscape.

13. 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 ￥10,751
￥43,685 total
includes taxes & fees
Oct 26 - Oct 27
Sojourn's Harborage S
A beachfront property with multiple buildings, including a large multi-story structure and several single-story houses, with a sandy beach and ocean in the foreground.

14. 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 ￥14,334
￥47,467 total
includes taxes & fees
Oct 26 - Oct 27
Sojourn 1 BR Beach Home with Private Beach Access
An outdoor seating area with wicker furniture and orange Adirondack chairs.

15. 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, (1,428 reviews)
"We totally enjoyed our stay and are planning to return next year"
United States
Theresa
The price is ￥18,370
￥30,492 total
includes taxes & fees
Oct 15 - Oct 16
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

16. Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Chesapeake
8.0 out of 10, Very good, (5 reviews)
"Good location and spacious rooms. Good stay!"
United States
Ariel G.
The price is ￥19,145
￥25,902 total
includes taxes & fees
Nov 1 - Nov 2
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
A coastal beach with buildings in the background.

17. Sojourn 2 BR Beach Side Bliss Tide Suite

Sojourn 2 BR Beach Side Bliss Tide Suite
Cottage Park
8.4 out of 10, Very good, (6 reviews)
"Quality listing and property. I would use again in the future."
United States
David E.
The price is ￥14,334
￥56,739 total
includes taxes & fees
Oct 26 - Oct 27
Sojourn 2 BR Beach Side Bliss Tide Suite
A two-story house with a white porch, a red door, and a small Christmas tree.

18. Angie's Guest Cottage

Angie's Guest Cottage
2.0 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (248 reviews)
"Not what I was expecting thought it would be a little bigger. and they have a roch problem. it was very noisy early in the morning. and at night as well."
United States
James
The price is ￥12,468
￥16,193 total
includes taxes & fees
Oct 4 - Oct 5
Angie's Guest Cottage
A compact room with a teal sofa, a white table, and a black chair.

19. Cozy 1-bedroom barn in amazing Hampton with cool AC

Cozy 1-bedroom barn in amazing Hampton with cool AC
Hampton
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥10,201
￥30,606 total
includes taxes & fees
Oct 20 - Oct 21
Cozy 1-bedroom barn in amazing Hampton with cool AC
A living room with a sofa, armchair, coffee table, and fireplace.

20. Nyakio Suite

Nyakio Suite
2.0 star property
Greenbrier
The price is ￥46,547
￥88,605 total
includes taxes & fees
Oct 4 - Oct 5
Nyakio 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 Hotel Reviews

Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

8/10 Good
"I had a room that was spacious with a jacuzzi inside the room .. the bed was comfortable .. clean property overall.. plenty of parking ... enjoyed my stay"
Herbert 3-night trip
Posted 1 hour ago
Wyndham Virginia Beach Oceanfront

Find out more about Portsmouth

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

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

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

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.