Holiday houses in Portsmouth

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Top-rated holiday rentals in Portsmouth

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Guest favourite

Guest suite in Portsmouth

5.0 out of 5 average rating, 10 reviews

Cozy oasis! VA beach boardwalk is 30 minutes away.

Relax with the whole family at this peaceful upstairs Loft. 3pm check in Located in the heart of Portsmouth with lots of memorable activities to attend to. Very quiet neighborhood for traveling guess to relax, stretch and sleep. Interesting in enjoying a night out? We have rivers casino that’s 5 mins away, or you can ride the tide down to waterside and enjoy a friendly day out eating at affordable tasty restaurants. Our children’s museum is only 7 mins away! Don’t wait to book this snuggly Loft.

12 – 19 Dec

$916 AUD total

Guest favourite

Guest suite in Chesapeake

4.97 out of 5 average rating, 233 reviews

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

11 – 18 June

$1,384 AUD total

Guest favourite

Guesthouse in Norfolk

4.98 out of 5 average rating, 551 reviews

Private Guesthouse, Ghent/Downtown near ODU, EVMS

Legally licensed and permitted with the City of Norfolk! We did it right here! European-style guesthouse between Ghent and the Heart of Downtown. Walking access to many restaurants and hotspots, and across from “The Tide” light rail, and YMCA, Chrysler Museum of Art, Granby St, Colley Ave, EVMS, Town Point Park! 15-min from the ocean. FREE PRIVATE PARKING: designated driveway parking spot; Kitchenette includes– cooktop, sink, microwave, coffee, fridge; Wifi, separate HVAC, bath, FREE laundry.

24 – 31 Dec

$1,736 AUD total

Guest favourite

Guest suite in Portsmouth

4.94 out of 5 average rating, 36 reviews

Historic Hideaway

You will be comfortable in this spacious, one bedroom suite. You have your own kitchen, washer/dryer, and living room space with large tvs in the bedroom and the living room. To wind down from your day step into your large beautiful shower that has endless hot water. Try living room sofa pulls out to a sleeper lay down while watching tv, or to use as an extra bed. Enter/exit thru a private entrance. Only you will have access to your space. Clean and inviting. Stay a day, or stay a while!

5 – 12 July

$1,663 AUD total

Superhost

Apartment in Portsmouth

4.86 out of 5 average rating, 43 reviews

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Enjoy easy access to everything from this perfectly located, fully furnished home. Walk to fine dining, museums, a historic theater. Visit the waterfront where you can view the Navy ships or ride the Ferry to Norfolk to experience Waterside & MacArthur Mall. This is a great place for traveling professionals or those in town for sightseeing or local events. Virginia Beach Oceanfront is 30 minutes away. Home is located in a beautiful, historic area and only 8 minutes from the new casino!

13 – 20 June

$1,514 AUD total

Guest favourite

Apartment in Portsmouth

4.96 out of 5 average rating, 240 reviews

Cozy Ground Floor Apt in Historic Home

Charming 1st floor apartment with private entrance in circa 1795 home in the Olde Towne historic neighborhood. Guests enjoy an easy walk to downtown shops, restaurants, breweries, museums, and a movie theater. The waterfront is close with marinas, restaurants, and the Elizabeth River ferry to transport you to Norfolk to enjoy events on the waterfront. Business or military travelers are two blocks from the Renaissance Hotel and a 15-minute walk from the Portsmouth Naval Hospital.

29 Nov – 6 Dec

$1,375 AUD total

Guest favourite

Guest suite in Chesapeake

4.95 out of 5 average rating, 474 reviews

Sweet Suite!

Private attached MOTHER IN LAW suite (not the whole house) in a quiet neighborhood in the heart of Hampton Roads. We offer keyless entry and a private parking space, private pool and backyard grill area. All are welcome here, including pets. We ask that you tell us if you are bringing a pet(s) and I'll message you about the added pet fee. We are minutes away from all major attractions and less than 5 minutes from major highways. Our location gives you easy access to the Outer Banks.

18 – 25 Mar

$1,525 AUD total

Guest favourite

Guesthouse in Hampton

4.99 out of 5 average rating, 285 reviews

Sun Sea and Sand

Welcome to Sun Sea and Sand, a Caribbean theme in Hampton, Virginia. (Please also check out our additional property "The Water's Edge"). Sun, Se and Sand is a beautiful, waterfront, second story, two-bedroom, one-bath guest house is located on a private drive providing lots of privacy including your own private entrance as well as stairs leading from your private balcony directly to the waterfront. High speed fiber-optic wifi and cable with blue ray player provided.

22 – 29 Sept

$1,803 AUD total

Guest favourite

Apartment in Portsmouth

4.96 out of 5 average rating, 106 reviews

Best location in Olde Towne Portsmouth

This apartment is available for up to 6 months upon request. Perfect location for traveling medical professionals. Very convenient to the Naval Medical Center. Enjoy Historic Old Towne and stay in a home built in 1850. Stroll the neighborhood where you will see houses from the late 1700's. Take a short walk to numerous restaurants or take in a movie at the historic Commodore Theater. Two blocks away is the ferry terminal to Waterside in downtown Norfolk.

28 Aug – 4 Sept

$1,493 AUD total

Guest favourite

Apartment in Portsmouth

4.89 out of 5 average rating, 35 reviews

"The Ponderosa A" - Close to the Casino

600 Sq.Ft., One Bedroom Garage Apartment for 2 Adults, nice, quiet neighborhood 1/2 mile to the new Rivers Casino! Private entrance with nice, safe, free parking for 1 vehicle, Self Check in. One Bedroom w/very comfortable Queen size bed, Full size Kitchen, One full Bathroom. Only 4 miles to Downtown Portsmouth area, 5.9 miles to Downtown Norfolk, 22 miles to VB Oceanfront, 20 miles to Newport News. Lots of Great Concerts going on this Summer/Fall.

19 – 24 Feb

$861 AUD total

Guest favourite

Guest suite in Norfolk

4.93 out of 5 average rating, 215 reviews

Cobblestone street apartment with rooftop views!

Historic, Downtown area of Norfolk. Walking distance to shops, restaurants, museums, landmarks, parks, memorials, EVMS, & CHKD. This special residence is on the National Register of Historic Homes, includes a clawfoot tub & rooftop patio (no hold harm). This High Victorian Italian home was built in 1870, with a Mansard roof & features an ornamental cast iron veranda. John Cary Weston built this as a summer residence following the Civil War.

22 – 29 Nov

$1,810 AUD total

Guest favourite

Apartment in Portsmouth

4.96 out of 5 average rating, 69 reviews

Charming cozy apt historic in Old Towne Portsmouth

Newly renovated, newly furnished, cozy and relaxing 1 bd 1 bath apt is available for your stay. Coffee shops, museums, restaurants, bars and the Commodore Theater are all within steps. The ferry to downtown Norfolk is a quick 5 minute walk and every Saturday morning the Farmers Market is literally around the corner. If you are in town for a concert, the Amphitheater is a short walk away. Let us make your stay stress free and enjoyable.

12 – 19 Nov

$1,856 AUD total