Portsmouth Vacation Rentals

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Our top choices for Portsmouth vacation rentals

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 CA $111
CA $255 total
includes taxes & fees
May 20 - May 21
Private 1 Bed Apt - Historic Olde Towne Portsmouth

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 CA $122
CA $379 total
includes taxes & fees
Jun 16 - Jun 17
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

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, (27 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 CA $143
CA $407 total
includes taxes & fees
May 20 - May 21
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

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, (45 reviews)
"Beautiful place, beautiful location "
United States
rocco m.
The price is CA $165
CA $375 total
includes taxes & fees
May 26 - May 27
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.4 out of 10, Exceptional, (20 reviews)
"Very clean, the beds were comfortable! It was a great place to stay!"
United States
Lee S.
The price is CA $161
CA $467 total
includes taxes & fees
May 20 - May 21
Comfortable & Private 2 Bedrm Cottage w/ King bed.

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 CA $206
CA $342 total
includes taxes & fees
May 27 - May 28
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

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 CA $185
CA $518 total
includes taxes & fees
May 20 - May 21
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC

Modern Apartment Stay with Fast Wi-Fi and Workspace

Modern Apartment Stay with Fast Wi-Fi and Workspace
Portsmouth
The price is CA $89
CA $162 total
includes taxes & fees
May 26 - May 27
Modern Apartment Stay with Fast Wi-Fi and Workspace

Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"The house was very nice! And the host was in full contact with us throughout our stay to make sure we had everything we needed. Also, our family LOVED the video games. "
United States
Elaine P.
The price is CA $323
CA $860 total
includes taxes & fees
May 31 - Jun 1
Centrally Located Hampton Roads Home w/ Game Room!

Wooded Wonderland

Wooded Wonderland
Portsmouth
9.8 out of 10, Exceptional, (13 reviews)
"Easy check in. House very clean and well equipped. Comfortable stay"
United States
Nona C.
The price is CA $525
CA $1,056 total
includes taxes & fees
May 26 - May 27
Wooded Wonderland

Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
The price is CA $361
CA $850 total
includes taxes & fees
May 31 - Jun 1
Centrally Located Hampton Roads Home w/ Game Room!

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Willoughby Spit
8.8 out of 10, Excellent, (76 reviews)
"Clean well equipped for a nice getaway "
United States
Sheila H.
The price is CA $184
CA $371 total
includes taxes & fees
May 20 - May 21
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV

Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
Cottage Line
8.6 out of 10, Excellent, (16 reviews)
"The Cozy Frog was just right for our visit, it was clean and comfortable. And a very short walk to the beach! Would definitely stay here again."
United States
Sara L.
The price is CA $136
CA $271 total
includes taxes & fees
May 20 - May 21
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV

The Speakeasy Downtown Newport News

The Speakeasy Downtown Newport News
2.0 star property
Downtown Newport News
The price is CA $184
CA $404 total
includes taxes & fees
May 21 - May 22
The Speakeasy Downtown Newport News

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Willoughby Spit
8.8 out of 10, Excellent, (74 reviews)
"We love this little quiet beach house "
United States
Annie N.
The price is CA $205
CA $398 total
includes taxes & fees
May 20 - May 21
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

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 CA $207
CA $667 total
includes taxes & fees
May 26 - May 27
Sojourn Aviators Dream on Back River

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

#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Hampton
8.8 out of 10, Excellent, (21 reviews)
"Enjoyed our staycation .Will be back."
United States
Josie B.
The price is CA $191
CA $538 total
includes taxes & fees
May 21 - May 22
#Buckroe Bungalow ~Escape to the Beach 2mins Away!

Beachfront Bungalow w/ BEST Location in Ocean View!

Beachfront Bungalow w/ BEST Location in Ocean View!
Willoughby Spit
9.2 out of 10, Wonderful, (13 reviews)
"Great view and close to "
United States
Julian M.
The price is CA $246
CA $455 total
includes taxes & fees
May 21 - May 22
Beachfront Bungalow w/ BEST Location in Ocean View!

Roomy Beachfront Apartment! Game room, big deck, 2 bed/2 bath!

Roomy Beachfront Apartment! Game room, big deck, 2 bed/2 bath!
Cottage Line
9.2 out of 10, Wonderful, (29 reviews)
"Super clean and absolutely amazing location. Would definitely go back with friends."
United States
Joseph A.
The price is CA $232
CA $443 total
includes taxes & fees
May 20 - May 21
Roomy Beachfront Apartment! Game room, big deck, 2 bed/2 bath!

Sojourn's Harborage Pet-Friendly

Sojourn's Harborage Pet-Friendly
East Ocean View
9.0 out of 10, Wonderful, (6 reviews)
"Clean and spacious. "
United States
MICHAEL C.
The price is CA $108
CA $397 total
includes taxes & fees
Jun 8 - Jun 9
Sojourn's Harborage Pet-Friendly
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

Find out more about Portsmouth

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Portsmouth. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Historic Old Towne Southern Charm: Visitors give good reviews to this Portsmouth vacation home rental, which offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Our travelers also rate Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!! as a favorite home for rent in Portsmouth.

How many vacation rentals are there in Portsmouth?

Choose from 62 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 Tidewater Yacht Marina 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.