Book Holiday Homes in Portsmouth

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Featured Holiday Homes in Portsmouth

Your own private beach with this charming 3-bedroom beachfront house!

Your own private beach with this charming 3-bedroom beachfront house!

Norfolk
With a stay at this vacation home in Norfolk (Cottage Line), you'll be within a 15-minute drive of Naval Station Norfolk and Hampton University.
Your own private beach with this charming 3-bedroom beachfront house!
Super close to beaches, the historic triangle, and bush gardens!

Super close to beaches, the historic triangle, and bush gardens!

Hampton
Located in Hampton (Fox Hill), this vacation home is within a 10-minute drive of Hampton University and Buckroe Beach and Park.
Super close to beaches, the historic triangle, and bush gardens!
The Art Door only minutes from beach

The Art Door only minutes from beach

Virginia Beach
With a stay at this vacation home in Virginia Beach (Northeast Virginia Beach), you'll be within a 10-minute drive of Virginia Beach Boardwalk and Virginia Beach ...
The Art Door only minutes from beach
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Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Portsmouth
With a stay at this vacation home, you'll be centrally located in Portsmouth, within a 10-minute drive of Waterside District and Old Dominion University.
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Tis The Season!  It's Timeeee...

Tis The Season! It's Timeeee...

2 out of 5
Norfolk
With a stay at this vacation home in Norfolk, you'll be within a 15-minute drive of Naval Station Norfolk and Norfolk Beaches.
Tis The Season! It's Timeeee...
Beach Family Time Enjoy The Backyard Pool And Sunroom

Beach Family Time Enjoy The Backyard Pool And Sunroom

Virginia Beach
The price is AU$668 per night from 29 Apr to 30 Apr
AU$668
includes taxes & fees
29 Apr - 30 Apr
With a stay at this vacation home, you'll be centrally located in Virginia Beach, a 3-minute drive from Regent University and 8 minutes from Greenbrier ...
Beach Family Time Enjoy The Backyard Pool And Sunroom
Laid-Back Lakefront Luxury Near Bay & Beach: Welcome To Wiseacre!

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

Norfolk
The price is AU$534 per night from 25 May to 26 May
AU$534
includes taxes & fees
25 May - 26 May
With a stay at this vacation home in Norfolk (Camellia Shores), you'll be within a 15-minute drive of Naval Station Norfolk and First Landing State Park.
Laid-Back Lakefront Luxury Near Bay & Beach: Welcome To Wiseacre!
Big Beautiful Beachfront House! 5 bed/3.5 bath directly on the beach!

Big Beautiful Beachfront House! 5 bed/3.5 bath directly on the beach!

Norfolk
With a stay at this vacation home in Norfolk (Willoughby Spit), you'll be within a 15-minute drive of Naval Station Norfolk and Hampton University.
Big Beautiful Beachfront House! 5 bed/3.5 bath directly on the beach!
7 beds! One block from beach!  Bikes included!

7 beds! One block from beach! Bikes included!

Virginia Beach
With a stay at this vacation home in Virginia Beach (Northeast Virginia Beach), you'll be within a 5-minute walk of Virginia Beach Boardwalk and Virginia Beach ...
7 beds! One block from beach! Bikes included!
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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.

Portsmouth Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Portsmouth vacation homes are the perfect way for you to wing it.

Holiday houses in Portsmouth let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Portsmouth in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Portsmouth adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Portsmouth with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Portsmouth vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Portsmouth Holiday Homes essential information

Accommodation
894 Holiday Homes
Lowest Price
AU$175
Highest Price
AU$668
Popular accommodation
Your own private beach with this charming 3-bedroom beachfront house!, Super close to beaches, the historic triangle, and bush gardens!, The Art Door only minutes from beach, Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home, Tis The Season! It's Timeeee..., Beach Family Time Enjoy The Backyard Pool And Sunroom, Laid-Back Lakefront Luxury Near Bay & Beach: Welcome To Wiseacre!, Big Beautiful Beachfront House! 5 bed/3.5 bath directly on the beach!, 7 beds! One block from beach! Bikes included!

Top trending hotels in Portsmouth

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

3 out of 5
1801 Atlantic Ave, Virginia Beach, VA
Fully refundable
The price is AU$201 per night from 1 May to 2 May
AU$201
includes taxes & fees
1 May - 2 May
With a stay at Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA, you'll be centrally located in Virginia Beach, steps from Virginia Beach Boardwalk ...
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 Atlantic Ave, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 4 May to 5 May
AU$175
includes taxes & fees
4 May - 5 May
With a stay at Wyndham Virginia Beach Oceanfront in Virginia Beach (Northeast Virginia Beach), you'll be within a 5-minute drive of Virginia Beach Boardwalk ...
Wyndham Virginia Beach Oceanfront
Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront

3 out of 5
3601 ATLANTIC AVENUE, 36TH AND ATLANTIC, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is AU$293 per night from 11 May to 12 May
AU$293
includes taxes & fees
11 May - 12 May
With a stay at Hyatt Place Virginia Beach / Oceanfront in Virginia Beach (Northeast Virginia Beach), you'll be steps from Virginia Beach Boardwalk and Pacific ...
Hyatt Place Virginia Beach / Oceanfront
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Delta Hotels by Marriott Virginia Beach Waterfront

Delta Hotels by Marriott Virginia Beach Waterfront

4 out of 5
2800 Shore Drive, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 12 May to 13 May
AU$203
includes taxes & fees
12 May - 13 May
With a stay at Delta Hotels by Marriott Virginia Beach Waterfront in Virginia Beach (Northeast Virginia Beach), you'll be within a 15-minute drive of Virginia ...
Delta Hotels by Marriott Virginia Beach Waterfront
Don't see what you're looking for?
See all available properties in Portsmouth
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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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^Subject to availability and chosen travel dates.