Holiday Rentals in Portsmouth

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Portsmouth

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

8.6 out of 10, Excellent, (11)
"House was clean and welcoming. Communication was great. I would stay again in a heart beat. I’m active duty military and host was very accommodating. "
The price is €189
includes taxes & fees
6 Jul - 7 Jul
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

9.2 out of 10, Wonderful, (33)
"I’mi liked my stay ; everything was fine and the host communicated well with me…"
The price is €367
includes taxes & fees
3 Aug - 4 Aug
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

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

The price is €296
includes taxes & fees
8 Jul - 9 Jul
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC

Reunion Paradise! Upscale 5300 SQ FT PLUS Hot Tub, Sauna, Steam Shower, 50' Pool

8.4 out of 10, Very good, (61)
"Everything was great had a fantastic stay!"
Reunion Paradise! Upscale 5300 SQ FT PLUS Hot Tub, Sauna, Steam Shower, 50' Pool

Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach

9.4 out of 10, Exceptional, (92)
"Great spot with lots of room. Beautiful neighborhood. Easy walk to the beach. Great amenities!"
The price is €1,354
includes taxes & fees
24 Jul - 25 Jul
Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach

Sojourn The Ocean Breeze in Virginia Beach

10.0 out of 10, Exceptional, (5)
"This was the perfect rental for a weekend in VA Beach while attending an event at the Sports Center. The unit is very comfortable, clean, and super cute! The owner was extremely communicative and even left us some snacks and a bottle of wine. There are a ton of cute restaurants and coffee shops within walking distance."
The price is €642
includes taxes & fees
4 Aug - 5 Aug
Sojourn The Ocean Breeze in Virginia Beach

2 min walk to the beach! Gorgeous and spacious home perfect for a group!

10.0 out of 10, Exceptional, (14)
"Truly a home away from home. You are within walking distance to most everything. Warm and spacious with lots of room for a family. Comfortable stay and beautiful decor."
The price is €1,254
includes taxes & fees
1 Aug - 2 Aug
2 min walk to the beach! Gorgeous and spacious home perfect for a group!

TownHome 3blks Boardwalk

10.0 out of 10, Exceptional, (1)
"We had the best time. The townhouse is perfect — plenty of space. Excellent layout. Location is PERFECT just a quick walk to the beach. Lots of restaurants nearby. Free parking. Bedrooms/ beds / bathrooms / kitchen all excellent. "
The price is €455
includes taxes & fees
8 Jul - 9 Jul
TownHome 3blks Boardwalk

Townhome 3 Blks from Boardwalk

The price is €419
includes taxes & fees
8 Jul - 9 Jul
Townhome 3 Blks from Boardwalk

Endless Beach #A

10.0 out of 10, Exceptional, (1)
"Close to the beach and family. Host was communitivw."
The price is €791
includes taxes & fees
6 Jul - 7 Jul
Endless Beach #A

The Art Door only minutes from beach

9.6 out of 10, Exceptional, (80)
"Loved the stay! Property was very clean, quiet and easy to get to everything Virginia Beach has to offer. The property manager was very quick to respond and helpful. Will stay there again"
The price is €225
includes taxes & fees
23 Jul - 24 Jul
The Art Door only minutes from beach

{Beach Baby Bingo} Perfect Spot for Exploring Va. Beach

8.8 out of 10, Excellent, (35)
"Beach Baby Bingo place is nice, neat, and comfortable. It is near the places (15 to 17 minutes drive )where we would like to visit in VA Beach like the VA aquarium and VA Beach front plus it is also nearby an Asian store. "
The price is €577
includes taxes & fees
13 Jul - 14 Jul
{Beach Baby Bingo} Perfect Spot for Exploring Va. Beach

Mermaids & Mutts (3-Bedroom Bungalow) - Pets Allowed by RedAwning

8.0 out of 10, Very good, (2)
"Pwner was very polite to offer alternate location dueto scheduling mixup. Property was spacious and nice. Great location on the beach, quiet and peaceful. Would come back again!"
Mermaids & Mutts (3-Bedroom Bungalow) - Pets Allowed by RedAwning

3-bedroom home away from home in fabulous Chesapeake, Virginia.

2.0 star property
10.0 out of 10, Exceptional, (27)
"The house is very cozy for my husband, furkidz, and I! The furkidz enjoyed being in a fenced in back yard with places to run!"
The price is €288
includes taxes & fees
7 Jul - 8 Jul
3-bedroom home away from home in fabulous Chesapeake, Virginia.

Beach Family Time Enjoy The Backyard Pool And Sunroom

8.6 out of 10, Excellent, (34)
"Amazing property with a great host to help out. Amazing pool and great interior!"
Beach Family Time Enjoy The Backyard Pool And Sunroom

Laid-Back Lakefront Luxury Near Bay & Beach: Welcome To Wiseacre!

10.0 out of 10, Exceptional, (35)
"Loved it so much 10/10 experience "
The price is €298
includes taxes & fees
21 Jul - 22 Jul
Laid-Back Lakefront Luxury Near Bay & Beach: Welcome To Wiseacre!

2 Bedroom w/ King Beds walk to beach - top floor 7

2 Bedroom w/ King Beds walk to beach - top floor 7

New Beach Home on the Chesapeake Bay

8.0 out of 10, Very good, (2)
"The property provided us with a great location to visit local family while in the area. The house was nice and clean but needed a few minor repairs and updates, but overall a great place to relax. The house was located at the end of a street that provided direct beach access. The homeowner also had several beach style chairs available if needed. This was great. The neighborhood during our stay was quite and at a good location for us. The property manager communicated with us very well and...
New Beach Home on the Chesapeake Bay

Midcentury traditional house in delightful Norfolk with AC, WiFi, fitness room

6.0 out of 10, (3)
"This house does not have 4 bedrooms… it has 2 bedrooms plus a gym space (no door for privacy) plus an office. Neither the gym nor office have beds. The host attempts to offer an air mattress and the pull out sofa ( located in the living room ) as sleeping arrangements that are “rearrangeable”, thus, justifying listing it as a 4 bedroom. Additionally, underneath the sofa bed where we lie our heads, was incredibly filthy with dirt and debris. The listing is incorrect and, quite frankly, deceptive."
Midcentury traditional house in delightful Norfolk with AC, WiFi, fitness room
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!: This holiday home rental outside of Portsmouth is located on the beach, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.