Portsmouth Holiday Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Portsmouth holiday 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
9.8 out of 10, Exceptional, (6 reviews)
"Quiet comfortable"
United States
Rebecca K
The price is HK$628
HK$2,043 total
includes taxes & fees
22 Jun - 23 Jun
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Shower, bidet

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Nice area. Parking was confusing at first but host was very responsive "
United States
Ed and Laura S.
The price is HK$635
HK$1,456 total
includes taxes & fees
25 Jun - 26 Jun
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, (28 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 HK$854
HK$2,357 total
includes taxes & fees
29 Jun - 30 Jun
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
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
9.4 out of 10, Exceptional, (6 reviews)
"It’s was great staying "
United States
Shalena K.
The price is HK$1,183
HK$1,952 total
includes taxes & fees
23 Jun - 24 Jun
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 HK$1,234
HK$3,154 total
includes taxes & fees
24 Jun - 25 Jun
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
Fridge, microwave, oven, stovetop

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.8 out of 10, Excellent, (40 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
The price is HK$1,512
HK$3,358 total
includes taxes & fees
21 Jun - 22 Jun
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Dining

Wooded Wonderland

Wooded Wonderland
Portsmouth
9.6 out of 10, Exceptional, (14 reviews)
"Easy check in. House very clean and well equipped. Comfortable stay"
United States
Nona C.
The price is HK$2,997
HK$5,939 total
includes taxes & fees
23 Jun - 24 Jun
Wooded Wonderland
Dining

Cozy Ranch Home, Centrally Located near Chicks Beach!

Cozy Ranch Home, Centrally Located near Chicks Beach!
Northwest
8.4 out of 10, Very good, (8 reviews)
"Excellent host and a wonderful property. Great amenities and a very nice neighborhood."
United States
Peter R.
The price is HK$2,186
HK$4,404 total
includes taxes & fees
22 Jun - 23 Jun
Cozy Ranch Home, Centrally Located near Chicks Beach!
Living area

Cozy 1-bedroom apartment in beautiful Virginia Beach with AC

Cozy 1-bedroom apartment in beautiful Virginia Beach with AC
Northeast Virginia Beach
The price is HK$2,821
HK$4,242 total
includes taxes & fees
23 Jun - 24 Jun
Cozy 1-bedroom apartment in beautiful Virginia Beach with AC
Beach nearby

900 A Seaside 2BR Duplex Steps to Bay w/ Veranda

900 A Seaside 2BR Duplex Steps to Bay w/ Veranda
Willoughby Spit
The price is HK$1,136
HK$8,298 total
includes taxes & fees
21 Jun - 22 Jun
900 A Seaside 2BR Duplex Steps to Bay w/ Veranda
Beach nearby, sun-loungers, beach towels

Cozy Beach Home in Oceanview

Cozy Beach Home in Oceanview
Bayview
9.8 out of 10, Exceptional, (46 reviews)
"Loved staying here. The house had everything that was needed and it was in close proximity to everything. "
United States
Conor L.
The price is HK$1,371
HK$3,096 total
includes taxes & fees
23 Jun - 24 Jun
Cozy Beach Home in Oceanview
Smart TV, fireplace, books, stereo

Unique Luxurious Waterfront in Hampton

Unique Luxurious Waterfront in Hampton
Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Great value for the money, great hosts, very renter friendly"
United States
WILLIAM M.
The price is HK$1,361
HK$4,374 total
includes taxes & fees
23 Jun - 24 Jun
Unique Luxurious Waterfront in Hampton
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
8.8 out of 10, Excellent, (19 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 HK$1,324
HK$2,267 total
includes taxes & fees
19 Jul - 20 Jul
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
Property grounds

Mid century modern 1 bedroom apartment

Mid century modern 1 bedroom apartment
Northeast Virginia Beach
10.0 out of 10, Exceptional, (60 reviews)
"Wonderful location and cute apartment!"
United States
Anne D.
The price is HK$2,547
HK$4,368 total
includes taxes & fees
14 Jul - 15 Jul
Mid century modern 1 bedroom apartment
Terrace/patio

stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.4 out of 10, Exceptional, (83 reviews)
"Very clean and modern room at a very reasonable price. We will definitely stay there again if we are in that area."
United States
Scott
The price is HK$932
HK$1,071 total
includes taxes & fees
29 Jun - 30 Jun
stayAPT Suites Suffolk-Chesapeake
Fridge, microwave, oven, stovetop

Entire home ,Clean, quiet, and cozy—everything you need for the perfect stay

Entire home ,Clean, quiet, and cozy—everything you need for the perfect stay
Northeast Virginia Beach
10.0 out of 10, Exceptional, (2 reviews)
"Amazing place! Very clean, comfortable, and exactly as described. Great location and smooth check-in. Highly recommend"
United States
Alina B.
The price is HK$1,587
HK$3,129 total
includes taxes & fees
23 Jun - 24 Jun
Entire home ,Clean, quiet, and cozy—everything you need for the perfect stay
Interior

❤️The Speakeasy❤️Downtown Newport News!

❤️The Speakeasy❤️Downtown Newport News!
Downtown Newport News
9.0 out of 10, Wonderful, (18 reviews)
"Such a great place! We will visit again"
United States
Candice C.
The price is HK$1,061
HK$2,211 total
includes taxes & fees
22 Jun - 23 Jun
❤️The Speakeasy❤️Downtown Newport News!
Beach towels

Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (289 reviews)
"Great place loved it cozy beach house "
United States
JaLiylah M.
The price is HK$1,763
HK$3,799 total
includes taxes & fees
13 Jul - 14 Jul
Norfolk Beach Cottage Rental
Terrace/patio

Sojourn's Harborage Pet-Friendly

Sojourn's Harborage Pet-Friendly
East Ocean View
9.2 out of 10, Wonderful, (7 reviews)
"Everything was cleaned and very nice."
United States
Tilshon
The price is HK$707
HK$2,356 total
includes taxes & fees
24 Jun - 25 Jun
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

Hampton Inn Virginia Beach-Oceanfront South

Hampton Inn Virginia Beach-Oceanfront South

8/10 Good
"Staff were amazing and the room was fantastic"
Gary 1-night trip
Posted 1 hour ago
Hampton Inn Virginia Beach-Oceanfront South

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
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  • 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 holiday rentals in Portsmouth?

Yes, there are holiday rentals in Portsmouth close to Children's Museum of Virginia, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and museums in Portsmouth. Make sure you allow time to enjoy the riverfront during your holiday.

What are some of the best holiday rentals that Portsmouth has to offer?

Beachfront Bungalow w/ BEST Location in Ocean View!: This holiday home rental outside of Portsmouth comes with air conditioning so that you can feel at home during your trip.

How many holiday rentals are there in Portsmouth?

Choose from 57 Expedia holiday rentals in Portsmouth for a memorable holiday.

What can I see and do in Portsmouth?

Children's Museum of Virginia and Portsmouth Naval Shipyard Museum are a couple of the 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 holiday rentals like in Portsmouth?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portsmouth. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips.