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
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Portsmouth vacation rentals

Property grounds

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
10.0 out of 10, Exceptional, (2 reviews)
"Great place. Nice area. Parking was confusing at first but host was very responsive "
United States
Ed and Laura S.
The price is ￥12,857
￥29,500 total
includes taxes & fees
Apr 12 - Apr 13
Private 1 Bed Apt - Historic Olde Towne Portsmouth
Dining

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
9.6 out of 10, Exceptional, (4 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 ￥14,127
￥42,278 total
includes taxes & fees
Apr 30 - May 1
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Interior

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.4 out of 10, Exceptional, (18 reviews)
"Very clean, the beds were comfortable! It was a great place to stay!"
United States
Lee S.
The price is ￥16,253
￥46,924 total
includes taxes & fees
Apr 7 - Apr 8
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Smart TV

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
9.6 out of 10, Exceptional, (4 reviews)
"It’s was great staying "
United States
Shalena K.
The price is ￥17,460
￥31,508 total
includes taxes & fees
Apr 2 - Apr 3
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Property grounds

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

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Portsmouth
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful place, beautiful location "
United States
rocco m.
The price is ￥19,048
￥42,097 total
includes taxes & fees
Apr 12 - Apr 13
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Fridge, microwave, oven, stovetop

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, (26 reviews)
"Great stay, host is very responsive to issues and concerns "
United States
Jackson H.
The price is ￥15,873
￥45,016 total
includes taxes & fees
Apr 20 - Apr 21
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Fridge, microwave, oven, stovetop

Portside Kid Friendly Fast Wi-Fi Self Check in

Portside Kid Friendly Fast Wi-Fi Self Check in
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"The owners were very quick to answers any questions and able to assist with our needs.Amazing costumer service."
United States
Stephanie T.
The price is ￥10,317
￥39,069 total
includes taxes & fees
Apr 8 - Apr 9
Portside Kid Friendly Fast Wi-Fi Self Check in
Fridge, microwave, oven, stovetop

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
9.0 out of 10, Wonderful, (39 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
The price is ￥26,508
￥62,905 total
includes taxes & fees
Apr 5 - Apr 6
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Marina

Your Tropical Oasis awaits in Hampton Roads Virginia

Your Tropical Oasis awaits in Hampton Roads Virginia
Portsmouth
The price is ￥31,746
￥51,770 total
includes taxes & fees
Apr 4 - Apr 5
Your Tropical Oasis awaits in Hampton Roads Virginia
Living area

Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC

Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our stay,host was very hospital.love to enjoy it again in December "
United States
earnest d.
The price is ￥25,000
￥52,775 total
includes taxes & fees
Apr 12 - Apr 13
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
Dining

Wooded Wonderland

Wooded Wonderland
Portsmouth
9.8 out of 10, Exceptional, (12 reviews)
"Easy check in. House very clean and well equipped. Comfortable stay"
United States
Nona C.
The price is ￥37,857
￥91,109 total
includes taxes & fees
Apr 12 - Apr 13
Wooded Wonderland
TV

The Art Door Duplex only minutes from beach

The Art Door Duplex only minutes from beach
Northeast Virginia Beach
9.6 out of 10, Exceptional, (109 reviews)
"Many restaurants and shopping nearby. Excellent place to stay."
United States
Daniel A.
The price is ￥15,857
￥35,893 total
includes taxes & fees
Apr 13 - Apr 14
The Art Door Duplex only minutes from beach
Interior

Sojourn's Harborage Jellyfish Suite Near Beach

Sojourn's Harborage Jellyfish Suite Near Beach
East Ocean View
10.0 out of 10, Exceptional, (1 review)
"The apartment was excellent! It was clean and well stocked with everything we need. The staff communicated very well. We were very satisfied and enjoyed our stay. Thank you so much for making our trip so good!"
United States
Jerrie W.
The price is ￥14,543
￥58,456 total
includes taxes & fees
Apr 21 - Apr 22
Sojourn's Harborage Jellyfish Suite Near Beach
Fridge, microwave, oven, stovetop

2 king beds -2nd floor walk 2 beach apt2

2 king beds -2nd floor walk 2 beach apt2
East Ocean View
10.0 out of 10, Exceptional, (2 reviews)
"I can’t say enough how perfect this place was for us! Clean, beautifully decorated, short walking distance from the beach. I would definitely stay again and again! :)"
United States
Shelby R.
2 king beds -2nd floor walk 2 beach apt2
Beach nearby

#Buckroe Bungalow ~Escape to the Beach 2mins Away!

#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Hampton
9.2 out of 10, Wonderful, (19 reviews)
"Enjoyed our staycation .Will be back."
United States
Josie B.
The price is ￥23,156
￥62,902 total
includes taxes & fees
Apr 5 - Apr 6
#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Property grounds

Beachfront Bungalow w/ BEST Location in Ocean View!

Beachfront Bungalow w/ BEST Location in Ocean View!
Willoughby Spit
8.8 out of 10, Excellent, (8 reviews)
"Great view and close to "
United States
Julian M.
The price is ￥23,651
￥46,111 total
includes taxes & fees
Apr 2 - Apr 3
Beachfront Bungalow w/ BEST Location in Ocean View!
Interior

❤️Breakfast @ Tiffany's❤️Downtown Newport News!

❤️Breakfast @ Tiffany's❤️Downtown Newport News!
Downtown Newport News
8.8 out of 10, Excellent, (5 reviews)
"Cool little place, large bathroom and living spaces.. Near restaurants and quiet too."
United States
Nathan H.
❤️Breakfast @ Tiffany's❤️Downtown Newport News!
Dining

Sojourn | Coastal Cottage | 3 BR

Sojourn | Coastal Cottage | 3 BR
Willoughby Spit
9.4 out of 10, Exceptional, (34 reviews)
"The house was clean and had everything you need. The neighborhood was quiet. Beach access was just a short walk away and not crowded. "
United States
Daniel P.
The price is ￥20,317
￥67,536 total
includes taxes & fees
Apr 27 - Apr 28
Sojourn | Coastal Cottage | 3 BR
Sun loungers, beach towels

Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (282 reviews)
"Great location. Very close to the beach and a park. Great place for families. Large dining table worked great for us for Thanksgiving. "
United States
Cody H.
The price is ￥26,389
￥63,314 total
includes taxes & fees
Apr 6 - Apr 7
Norfolk Beach Cottage Rental
Interior

Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (29 reviews)
"We loved our stay here! The property is gorgeous, the rooms are bright and spacious, and the kitchen had everything we needed for a week long stay. The kids really loved being able to spend time in the back yard looking at the water and watching the jets fly overhead. Would definitely recommend and will rebook whenever we’re back in town! "
United States
Clare G.
The price is ￥24,127
￥77,648 total
includes taxes & fees
Apr 5 - Apr 6
Sojourn Aviators Dream on Back River
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

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

8/10 Good
"Pros: Check in was a breeze, room was clean for the most part. Pool looked nice. View was great! Cons: Bed was uncomfortable and you could hear everything from rooms on either side and hall. Restaurant on site but could use more options. Parking is tight and my door was scratched. Overall: a good price for the stay"
Susan 3-night trip
Posted 2 hours ago
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

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?

The Art Door Duplex only minutes from beach: This vacation home rental outside of Portsmouth comes with air-conditioning so you can feel at home during your trip.

How many vacation rentals are there in Portsmouth?

Choose from 65 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.