Portsmouth Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Portsmouth vacation rentals

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 ￥14,128
￥42,463 total
includes taxes & fees
Jun 16 - Jun 17
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
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 ￥12,858
￥29,502 total
includes taxes & fees
May 18 - May 19
Private 1 Bed Apt - Historic Olde Towne Portsmouth
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, (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 ￥16,509
￥46,114 total
includes taxes & fees
May 20 - May 21
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
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
9.0 out of 10, Wonderful, (45 reviews)
"Beautiful place, beautiful location "
United States
rocco m.
The price is ￥19,049
￥41,552 total
includes taxes & fees
May 18 - May 19
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Interior

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.4 out of 10, Exceptional, (19 reviews)
"Very clean, the beds were comfortable! It was a great place to stay!"
United States
Lee S.
The price is ￥18,573
￥52,869 total
includes taxes & fees
May 20 - May 21
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Smart TV, fireplace

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 ￥23,811
￥39,360 total
includes taxes & fees
May 28 - May 29
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Smart TV

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 ￥21,430
￥58,529 total
includes taxes & fees
May 19 - May 20
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
Marina

Your Tropical Oasis awaits in Hampton Roads Virginia

Your Tropical Oasis awaits in Hampton Roads Virginia
Portsmouth
The price is ￥31,748
￥52,138 total
includes taxes & fees
May 20 - May 21
Your Tropical Oasis awaits in Hampton Roads Virginia
Game room

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 ￥37,304
￥98,459 total
includes taxes & fees
May 31 - Jun 1
Centrally Located Hampton Roads Home w/ Game Room!
Dining

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 ￥60,718
￥120,323 total
includes taxes & fees
May 28 - May 29
Wooded Wonderland
House (4 Bedrooms) | Interior

Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
The price is ￥41,749
￥98,175 total
includes taxes & fees
May 31 - Jun 1
Centrally Located Hampton Roads Home w/ Game Room!
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 ￥18,346
￥63,688 total
includes taxes & fees
May 18 - May 19
Sojourn | Coastal Cottage | 3 BR
Beach nearby

#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 ￥17,501
￥55,319 total
includes taxes & fees
May 18 - May 19
#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Terrace/patio

Sojourn's Harborage Pet-Friendly

Sojourn's Harborage Pet-Friendly
East Ocean View
9.6 out of 10, Exceptional, (5 reviews)
"Clean and spacious. "
United States
MICHAEL C.
The price is ￥12,925
￥44,303 total
includes taxes & fees
Jun 8 - Jun 9
Sojourn's Harborage Pet-Friendly
Property grounds

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 ￥28,430
￥53,068 total
includes taxes & fees
May 21 - May 22
Beachfront Bungalow w/ BEST Location in Ocean View!
Apartment | Private kitchen

The Speakeasy Downtown Newport News

The Speakeasy Downtown Newport News
2.0 star property
Downtown Newport News
The price is ￥23,360
￥49,084 total
includes taxes & fees
May 21 - May 22
The Speakeasy Downtown Newport News
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 ￥23,487
￥75,452 total
includes taxes & fees
May 18 - May 19
Sojourn Aviators Dream on Back River
2 bedrooms, iron/ironing board, WiFi, bed sheets

Sojourn's Harborage unit 6

Sojourn's Harborage unit 6
East Ocean View
9.2 out of 10, Wonderful, (5 reviews)
"Very comfortable - beds were soft, sheets were great and water pressure was nice. There was a problem with city drains so the parking lot was flooded a couple nights, which caused a lot of dirt to be tracked into the unit, but this wasn't a problem with the rental. Location was close to everything we needed."
United States
Ronald K.
The price is ￥17,095
￥61,210 total
includes taxes & fees
May 18 - May 19
Sojourn's Harborage unit 6
Sun loungers, beach towels

Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (284 reviews)
"Great place loved it cozy beach house "
United States
JaLiylah M.
The price is ￥26,391
￥63,501 total
includes taxes & fees
May 18 - May 19
Norfolk Beach Cottage Rental
Smart TV

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 ￥15,715
￥31,327 total
includes taxes & fees
May 20 - May 21
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
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

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

8/10 Good
"I spend a week . And we love it . Will definitely stay there again!!"
shanta 5-night trip
Posted 2 hours ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

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:

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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.