Portsmouth vacation rentals

Guest suite in Chesapeake

4.97 out of 5 average rating, 310 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!

4.96 out of 5 average rating, 124 reviews

A set of wooden steps leads up to a private entrance, flanked by black wrought iron railings. The area is surfaced with light concrete, and a small outdoor light fixture is mounted near the door, providing visibility in the evening.

Apartment in Portsmouth

"The Ponderosa B" - Close to the Casino & Concerts

Lots of Great Concerts going on close by!! Ponderosa B, 500 Sq.Ft., One Bedroom Garage Apartment for 2 Adults, family oriented neighborhood about 1/2 mile Rivers Casino! -, Kick back and relax in this calm, stylish space. Private entrance and nice, safe, free parking for 1 vehicle. Large Sign for each Visitor Parking Space. One Bedroom w/very comfortable Queen size bed, Full size Kitchen, One full Bathroom. Only 4 miles to Downtown Portsmouth 5.9 miles to Norfolk, 22 mi to VB Oceanfront.

The image captures a section of the new miniature golf course at the property. Several yellow obstacles are visible, placed on vibrant green turf, accompanied by a bright orange ball positioned further down the course.

4.94 out of 5 average rating, 115 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guest, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

Superhost

A brick pathway leads to a white wooden gate, framed by two residential buildings. Green shrubs grow on either side, enhancing the inviting corridor. Utility meters are visible on the walls, providing functional details in this cozy exterior space.

4.82 out of 5 average rating, 102 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!

A private entrance is visible at the base of a two-story home, framed by potted plants with blooming flowers. The brick pathway leads to the door, which is complemented by a small window above it. The surrounding area features greenery, enhancing the welcoming appearance.

4.96 out of 5 average rating, 281 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.

The private room features a spacious bed draped with a textured blanket, accompanied by a cozy armchair and an accent chair. A decorative fireplace is situated under a wall with circular art pieces. Natural light filters through the window, enhancing the room's warm tones.

4.98 out of 5 average rating, 110 reviews

English Basement Hide-Away

Private Suite in the heart of Olde Towne, Portsmouth! This historic English Basement style home has a private street entrance. Walking distance from the the waterfront, restaurants, local shopping, Coast Guard Base and Navy Hospital, Atlantic Union Bank Pavillion, ferry into Downtown Norfolk, The Norva, and the Tides Stadium. 9 minute drive to the Rivers Casino. Quick drive to Military Bases, and approx. a 20 minute drive to VA Beach and a 45 minute drive to Williamsburg/Busch Gardens.

Superhost

The kitchen features modern stainless steel appliances, including an oven and microwave. Light countertops are complemented by white cabinets and blue tile accents. A window allows natural light and offers a view of the outdoors. A mix of kitchenware and utensils is neatly organized on the counters.

4.8 out of 5 average rating, 124 reviews

Fun 3BR-2bath with a game room-Near Rivers Casino

Escape to this entertaining 3BR, 2-bath retreat in Portsmouth, VA. Just 4 mins from Rivers Casino and 15 mins from Waterside District. A 30-min drive takes you to VA Beach, ODU, NSU, HU, and CNU. Stay connected with WiFi & Smart TVs. The outdoor space is a treat with a grill & various activities. Indoors, there's a pool table, darts, table tennis, and board games. The renovated kitchen has stainless steel appliances. This home offers a wide range of amenities for a memorable getaway.

4.94 out of 5 average rating, 113 reviews

A coffee maker is positioned on a countertop beside a sleek black stove. A woven basket contains various coffee pods neatly arranged, offering a selection of flavors for guests. The countertop's surface is smooth, complementing the modern appliances.

Apartment in Portsmouth

Lovely Two Bedroom, 1 1/2 bath, King bed Townhouse

Your family will be close to everything when you stay at this centrally-located place. Beautiful re-done townhouse. New carpet and luxury vinyl, new vanities and toilets, Maytag washer and dryer, central heat and air, brand new hot water tank, small patio in back. Close to shopping, Kroger, T J Maxx, Walmart, CVS, and other shops. Plenty of take out food, like chick-fil-A, Panda Express, Wendys, Rallys, Dunkin Donuts, and more. Brand new Rivers Casino less than a mile away!

4.99 out of 5 average rating, 193 reviews

A well-equipped kitchenette features vintage cabinetry with decorative accents, a coffee maker, and essential cookware. Large windows allow natural light to illuminate the space, highlighting blue and white dishware on a countertop. A nearby microwave and a laundry area contribute to the functionality of the kitchenette.

Apartment in Portsmouth

Elegant Cozy Colonial/Private/Self Check-in

This beautiful 3800 Sq ft Colonial home was built in 1880..previously known as Sycamore Farm, and was featured in Elle Magazines 2000 Christmas edition. The Guest portion of the home is an attached carriage house. The first floor features a large 1134 Sq ft living space that is dedicated entirely to guests. Above it is a locked unoccupied attic. The house is very private and secluded, and is surrounded by bamboo. Private driveway, with space for one vehicle.

Guest suite in Downtown Norfolk

An inviting entrance features a pair of large wooden doors with intricate stained glass panels, illuminated by a hanging lantern. A cozy seating arrangement is set beside a planter filled with greenery, welcoming guests to the historic residence.

4.92 out of 5 average rating, 266 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.

A lively bier garden entrance is framed by vibrant greenery and numerous flower pots. Decorative blue and white signs direct visitors, showcasing menu options. The path is lined with red bricks, adding charm to the inviting atmosphere of this community gathering space.

4.93 out of 5 average rating, 126 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.

4.98 out of 5 average rating, 145 reviews

A wrought-iron gate opens into a private driveway, framed by manicured gardens and blooming trees. The surrounding historical homes showcase a mix of architectural styles, with vibrant brick and siding visible through the lush greenery.

Home in Olde Towne

Gorgeous Olde Towne historic home - modern updates

Full of historic charm, modern in all the right places! This 1880s home is located in the heart of Olde Towne Portsmouth, just one block from the Elizabeth River harbor. Walk 3 minutes to the ferry stop and ride across the river to Norfolk's downtown and waterfront restaurants, or walk 5 minutes to Portsmouth's High Street to enjoy Olde Towne's charming coffee shops, restaurants, museums, and theaters. This location is unbeatable!

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Popular amenities for Portsmouth vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Portsmouth

A well-equipped kitchen corner features stainless steel appliances, including a stove and dishwasher. A coffee maker sits on the countertop, accompanied by coffee mugs and sugar packets, with a canister visible in the background. The countertop is adorned with a smooth, light-colored surface.

4.95 out of 5 average rating, 62 reviews

R & R River House

Guest suite in Portsmouth

A spacious shower area features modern tile work in gray tones, complemented by a decorative glass tile border. A built-in shelf provides convenient storage, while a rainfall showerhead is positioned above. Natural light enhances the clean and contemporary design.

4.95 out of 5 average rating, 83 reviews

Historic Hideaway Private Apartment/Suite

A spacious deck is seen, featuring gray wooden flooring and comfortable outdoor seating. Potted plants and lush greenery enhance the serene backyard, bordered by a tall wooden fence. Minimalistic lighting fixtures hang above, adding to the tranquil setting.

5 out of 5 average rating, 25 reviews

The Bartlett Inn

4.97 out of 5 average rating, 75 reviews

Apartment in Chesapeake

Entire Apartment - No Cleaning Fees!

A clean kitchen countertop displays a coffee maker and a blender, positioned next to a selection of coffee pods and sugar packets in a neat arrangement. The surfaces are finished in light granite, complementing the modern cabinetry.

4.91 out of 5 average rating, 11 reviews

Home Away From Home

Guest suite in Portsmouth

4.86 out of 5 average rating, 70 reviews

Private second floor apt 5 min from Rivers casino.

An outdoor space is featured, showcasing a stone fire pit surrounded by six black Adirondack chairs. Lush greenery forms a natural border, and the sky is partly cloudy, creating a bright atmosphere. Posts with string lights are visible, enhancing the appeal of the area.

4.93 out of 5 average rating, 29 reviews

Quiet & Private, Comfy Beds, Fire Pit, & Bikes

A modern kitchen area features white cabinets and stainless steel appliances. A dining table with four chairs is positioned nearby, while natural light is allowed in through double windows. The open layout connects to a cozy living area visible in the background.