Portsmouth Holiday Rentals

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

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
9.6 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 HK$627
HK$2,060 total
includes taxes & fees
28 Apr - 29 Apr
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 HK$634
HK$1,456 total
includes taxes & fees
28 Apr - 29 Apr
Private 1 Bed Apt - Historic Olde Towne 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
9.0 out of 10, Wonderful, (41 reviews)
"Beautiful place, beautiful location "
United States
rocco m.
The price is HK$940
HK$2,113 total
includes taxes & fees
28 Apr - 29 Apr
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Fridge, microwave, oven, stovetop

Cozy apartment w/fast Wi‑Fi near Shipyard

Cozy apartment w/fast Wi‑Fi near Shipyard
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 HK$509
HK$1,920 total
includes taxes & fees
27 Apr - 28 Apr
Cozy apartment w/fast Wi‑Fi near Shipyard
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 HK$776
HK$2,474 total
includes taxes & fees
26 Apr - 27 Apr
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 HK$783
HK$1,465 total
includes taxes & fees
3 May - 4 May
Charming 1-bedroom in-law suite with functional kitchen in pleasant 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, (26 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$784
HK$2,285 total
includes taxes & fees
26 Apr - 27 Apr
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
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 HK$1,058
HK$2,898 total
includes taxes & fees
27 Apr - 28 Apr
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
TV, offices

Comfortable retreat w/ backyard & parking

Comfortable retreat w/ backyard & parking
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"Very good communication with the host Area was quiet. Rental very clean & well stocked. Was a very enjoyable stay! "
United States
Rheta P.
The price is HK$509
HK$1,936 total
includes taxes & fees
3 May - 4 May
Comfortable retreat w/ backyard & parking
Marina

Your Tropical Oasis awaits in Hampton Roads Virginia

Your Tropical Oasis awaits in Hampton Roads Virginia
Portsmouth
The price is HK$1,567
HK$2,547 total
includes taxes & fees
27 Apr - 28 Apr
Your Tropical Oasis awaits in Hampton Roads Virginia
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 HK$1,939
HK$4,568 total
includes taxes & fees
27 Apr - 28 Apr
Wooded Wonderland
Games 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 HK$1,841
HK$4,860 total
includes taxes & fees
30 Apr - 1 May
Centrally Located Hampton Roads Home w/ Game Room!
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 HK$2,060
HK$4,844 total
includes taxes & fees
30 Apr - 1 May
Centrally Located Hampton Roads Home w/ Game Room!
Terrace/patio

Luxe Houseboat Steps From The Beach

Luxe Houseboat Steps From The Beach
Northeast Virginia Beach
The price is HK$1,044
HK$3,045 total
includes taxes & fees
27 Apr - 28 Apr
Luxe Houseboat Steps From The Beach
TV

The Art Door Duplex only minutes from beach

The Art Door Duplex only minutes from beach
Virginia Beach
9.6 out of 10, Exceptional, (112 reviews)
"Many restaurants and shopping nearby. Excellent place to stay."
United States
Daniel A.
The price is HK$782
HK$1,780 total
includes taxes & fees
27 Apr - 28 Apr
The Art Door Duplex only minutes from beach
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 HK$759
HK$3,018 total
includes taxes & fees
28 Apr - 29 Apr
Sojourn | Coastal Cottage | 3 BR
Private kitchen

The Speakeasy Downtown Newport News

The Speakeasy Downtown Newport News
2.0 star property
Downtown Newport News
The price is HK$882
HK$2,101 total
includes taxes & fees
26 Apr - 27 Apr
The Speakeasy Downtown Newport News
Interior

❤️Breakfast @ Tiffany's❤️Downtown Newport News!

❤️Breakfast @ Tiffany's❤️Downtown Newport News!
Downtown Newport News
9.0 out of 10, Wonderful, (6 reviews)
"Cool little place, large bathroom and living spaces.. Near restaurants and quiet too."
United States
Nathan H.
❤️Breakfast @ Tiffany's❤️Downtown Newport News!
2 bedrooms, iron/ironing board, WiFi, bed sheets

Sojourn's Harborage Coral Suite

Sojourn's Harborage Coral Suite
East Ocean View
9.4 out of 10, Exceptional, (3 reviews)
"Me and my family enjoyed our beach stay. There was a beach in walking distance to the house, a playground and also a store. We drove to Virginia Beach for one day which was about a 30 minute drive. We enjoyed the beach in the back of the house more. The host responds quick when asked questions. I would recommend and will be staying next summer again with my family. "
United States
Brandee S.
The price is HK$613
HK$2,726 total
includes taxes & fees
28 Apr - 29 Apr
Sojourn's Harborage Coral Suite
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 HK$847
HK$2,720 total
includes taxes & fees
27 Apr - 28 Apr
#Buckroe Bungalow ~Escape to the Beach 2mins Away!
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

Schooner Inn

Schooner Inn

10/10 Excellent
"This was my second time staying at Schooner Inn. Both visits have been very good. The desk staff is always friendly and very welcoming. The rooms are in tip top shape and well supplied and maintained. Great location at the south end of boardwalk so easy access to Back Bay NWR. And close to my favorite breakfast spot the Sunnyside Inn. Enjoyed my stay!"
Stanley 1-night trip
Posted 1 hour ago
Schooner Inn

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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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?

The Art Door Duplex only minutes from beach: 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 62 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.