Holiday rentals with outdoor seating in Portsmouth

Guest suite in Chesapeake

The Purple Room features a spacious bed with white linens and purple accents. A cozy seating area is visible beside large windows with light filtering through sheer curtains. Decorative elements, including wall art and a soft purple rug, enhance the vibrant atmosphere.

4.97 out of 5 average rating, 373 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!

4.93 out of 5 average rating, 123 reviews

A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.

Boat in Norfolk

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

The bedroom features soft blue walls and a spacious bed with a light blue quilt. A decorative painting of flowers hangs above the bed. Natural light enters through the window, highlighting the room's warm-toned carpet and modern furnishings, including a nightstand and a mirror.

4.86 out of 5 average rating, 153 reviews

Penny’s Palace 1 Bed/1 Bath Home

Welcome to Penny’s Palace! A charming home nestled in quiet community of Portsmouth, VA. Entire home for you with sectioned off suite and bathroom. Penny’s Palace is vibrant & elegantly furnished yet practically designed to sleep 2 people comfortably. This bungalow offers an outdoor sitting area with a dreamy lighted canopy & outdoor grill. It’s perfectly located minutes from major Hampton Roads attractions: Olde Town Portsmouth, Children’s Museum, Downtown Norfolk, Casino, and Virginia Beach.

Guest house in Downtown Norfolk

A bright sleeping area features a spacious bed with light blankets, accented by a decorative throw. A large circular window allows natural light to fill the space, complemented by dark curtains. A cozy armchair sits nearby, enhancing the room's inviting ambiance.

4.98 out of 5 average rating, 690 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.

Guest suite in Portsmouth

A comfortable living room area is featured, showcasing a light-colored sectional sofa with dark blue accent pillows. A dark coffee table is set in front of the sofa. A vibrant world map painting adorns the wall, and natural light streams through a nearby window.

4.96 out of 5 average rating, 115 reviews

Historic Hideaway Private Apartment/Suite

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!

An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.

4.93 out of 5 average rating, 159 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guests, 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!

4.89 out of 5 average rating, 161 reviews

A light-filled living area features a sectional sofa adorned with decorative pillows. An area rug with blue floral patterns anchors the space. A flat-screen television is mounted on the wall next to a fireplace, while two doors lead to other areas of the home.

Flat in Portsmouth

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 walk and most Saturday mornings the Farmers Market is literally around the corner. If you are in town for a concert, the Amphitheater is a short walk away. This is a 1st floor apartment in a duplex. The only coomon area is the main entrance to the building and foyer.

4.96 out of 5 average rating, 306 reviews

A fully stocked kitchen is presented, featuring a gas stove, a refrigerator, and a microwave. A dark wooden hutch displays dishes and glassware, while a Keurig coffee maker is located on the countertop. Natural light filters in through a nearby window, illuminating the tiled floor.

Flat in Portsmouth

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.

4.94 out of 5 average rating, 129 reviews

The exterior of a historic home features classic architectural details, including a covered porch with white columns. An American flag is prominently displayed, and mixed flower pots are arranged on the brick pathway. Large windows allow for natural light, showcasing the home’s inviting presence.

Flat in Portsmouth

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.

The living room features comfortable navy sofas with decorative cushions and an ottoman in a warm tone. A lamp stands beside a built-in bookshelf adorned with books and decor. Light streams through the windows, and a decorative fireplace adds to the room's character.

4.98 out of 5 average rating, 192 reviews

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!

A charming two-story home is seen from the street, featuring a welcoming front porch with white railing. Large windows allow natural light to fill the space. The yard is well-maintained and bordered by a sidewalk, surrounded by trees that provide shade.

4.99 out of 5 average rating, 148 reviews

Ghent on the Corner: Cozy 3 bed 2.5 bath home

My cozy, 3 bed / 2.5 bath Norfolk home has a spacious 1st floor primary suite with a full bathroom, 2 bedrooms upstairs along with a 2nd full bathroom. No cleaning fee or checkout instructions. Pet-friendly! Free Wi-Fi, parking for 4 cars, grill & gazebo. Distances: CHKD - 5 min EVMS - 5 min Sentara Norfolk General - 5 min Waterside / Downtown - 10 min Ocean View - 20 min VB Oceanfront - 25 min

The living room features a cozy seating arrangement, including an orange couch and a blue armchair. A round coffee table sits in the center, adorned with books. A mounted TV can be seen on a light-colored wall, contributing to a welcoming atmosphere.

4.89 out of 5 average rating, 122 reviews

10 min to Ocean View Beach: 33% Off May

Welcome to our charming 3-bedroom retreat nestled near the lake and Ocean View beach, just a short 10-minute drive away. Our property has an outdoor patio with firepit and balcony deck for alfresco dining area. Our Volleyball net in the large backyard is also available for use. This cozy haven is designed for comfort and entertainment, with thoughtful touches to make your stay truly memorable.

Popular amenities for outdoor seating rentals in Portsmouth

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.87 out of 5 average rating, 133 reviews

A bright living area features a white sofa with yellow accent pillows, complemented by two patterned armchairs. The space is decorated with green and white walls, a white fireplace, and shelves filled with books. Natural light filters through the windows, enhancing the inviting ambiance.

Home in Virginia Beach

The Beach House walk to the beach

A cozy living area features a striped sofa and two light armchairs, arranged around a soft, plush area rug. Natural light enters through two windows, and a mounted television is placed on the wall. A dining area is visible in the background, adorned with a simple floral centerpiece.

4.93 out of 5 average rating, 248 reviews

Cozy beach cottage! One block to the beach!

A charming brick residence showcases classic architecture with a distinctive green-roofed entrance and large, bright windows. Lush landscaping surrounds the home, featuring manicured grass and flowering shrubs. A tall tree provides shade in the front yard, adding to the inviting appeal of the property.

4.98 out of 5 average rating, 40 reviews

Tudor Treasure in Olde Towne

4.91 out of 5 average rating, 223 reviews

A charming two-story house features a covered front porch adorned with white railings and light landscaping. The exterior is painted in soft yellow, complemented by white trim. A gravel pathway leads to the entrance, with a well-maintained grassy yard on either side.

Home in Smithfield

Pigs Inn a Blanket

A fire pit surrounded by five colorful Adirondack chairs is set on a gravel circle by the water's edge. The calm waters of Hampton Roads Bay stretch out in the background, providing scenic waterfront views under a clear blue sky.

4.95 out of 5 average rating, 55 reviews

Waterfront/Arcade/Fishing Fun

A living area features a dark sectional sofa with a decorative pillow and a coffee table with a patterned surface. A soft area rug covers the hardwood floor. Light flows in through glass doors that lead to an outdoor space, while ceiling fans provide additional comfort.

4.91 out of 5 average rating, 222 reviews

@Whit’s End? Come in and Relax

4.87 out of 5 average rating, 31 reviews

The Main House

4.83 out of 5 average rating, 126 reviews

Walk to Beach! Fully Updated + Hot tub!

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 30 reviews

A light-filled living space features a comfortable leather sofa and a modern dining table. A TV is mounted on the wall, and a large window allows natural light to illuminate the room. A small indoor plant adds a touch of greenery, enhancing the airy ambiance.

Flat in Chesapeake

Serene Tree House Retreat | Spacious 1br/1bth Home

4.89 out of 5 average rating, 141 reviews

A spacious bedroom is depicted, featuring a large bed with a light-colored blanket. A ceiling fan is installed above, and large windows are dressed with dark curtains. A couch and a small table with a chair are positioned to the side, contributing to the room's layout.

Flat in Buckroe Beach

The Cottage at Sojourn: Buckroe - one bedroom

4.91 out of 5 average rating, 108 reviews

An inviting living area showcases two comfortable couches arranged around a glass coffee table. A large television is mounted on the wall opposite. The dining area, featuring a modern table and chairs, can be seen in the background, enhancing the open floor plan.

Flat in Hampton

Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach

A wooden deck is showcased, surrounded by lush greenery. The railing is made of wood with black metal accents. The space offers an inviting outdoor area, nestled in a tranquil environment with a view of trees and a fenced yard.

4.92 out of 5 average rating, 582 reviews

Private apartment only 3 blocks from the Beach

A serene view of the pool area at sunset showcases warm hues filling the sky. White lounge chairs are arranged around the pool, which is enclosed by a safety fence. In the background, the beach and ocean can be seen, enhancing the tranquil atmosphere.

4.76 out of 5 average rating, 181 reviews

Oceanfront Building Boardwalk Pool Beach 3 Beds

The cozy living area features a comfortable seating arrangement with a brown leather loveseat and armchair, complemented by decorative cushions. A wooden coffee table holds magazines and a glass, while a TV is positioned nearby. Natural light filters through the window adorned with white blinds.

4.95 out of 5 average rating, 257 reviews

Beach Bungalow 4 blocks to the beach

A well-lit bedroom features a queen bed with crisp white linens and decorative throw. Two side tables with lamps flank the bed, and a gray couch is positioned nearby. Window treatments allow natural light to brighten the space, complemented by indoor plants and colorful wall art.

4.92 out of 5 average rating, 361 reviews

5 Minute Walk to the Beach!

5 out of 5 average rating, 64 reviews

Flat in Yorktown

Private King Suite | Full Kitchen, W/D, Fast Wi-Fi

Apartment rentals with outdoor seating

4.8 out of 5 average rating, 41 reviews

A serene seascape captures the tranquil waterfront at sunset, with soft hues of orange, blue, and pink blending in the sky. A calm shoreline reflects the colors, while silhouettes of birds are seen at a distance, enhancing the peaceful atmosphere of the beach.

Apartment in Norfolk

Bay Breeze At Ocean View Beach Home

Two light blue Adirondack chairs are positioned facing the ocean, accompanied by a small table. The sandy beach stretches into the distance, meeting gentle waves under a pastel sky at dusk. A lounge chair rests nearby on the green grass.

4.89 out of 5 average rating, 241 reviews

Va Beach Oceanfront Studio, Boardwalk, Pool, Beach

4.99 out of 5 average rating, 101 reviews

A workspace with a wooden desk and a comfortable chair is situated by large windows, offering expansive views of the ocean. Natural light streams in, highlighting the tranquility of the beach outside. The windows are framed by light-colored blinds, with a small plant placed on the desk.

Apartment in Norfolk

Beachfront Getaway, Pet Friendly, Mermaid Suite

The living room showcases two spacious leather sofas facing a flat-screen television. Natural light floods the room through two large windows, adorned with light-colored blinds. A coffee table centers the space, complemented by decorative plants and artwork on the wall.

4.95 out of 5 average rating, 133 reviews

Spacious Captain’s Beach Suite Near Rudee Inlet

A charming private balcony offers a dining setup for two with white Adirondack chairs and a table, overlooking the beach. A stunning sunset illuminates the horizon, while the seaside view provides a serene backdrop for the table adorned with floral centerpiece and tableware.

4.88 out of 5 average rating, 257 reviews

Oceanfront Gem VaB Studio Exceptional Views

4.93 out of 5 average rating, 152 reviews

Apartment in Sandbridge

Ocean & Bay Views - Newly Renovated! Local Family!

A clear blue saltwater pool is framed by a smooth beige deck. Sun loungers are positioned around the pool, offering space for relaxation. Nearby buildings create a simple backdrop, with bright blue skies overhead enhancing the inviting atmosphere.

4.97 out of 5 average rating, 132 reviews

Oceanfront Studio: Boardwalk, Beach, & Pool Views

The outdoor pool area features a well-maintained pool surrounded by lounge chairs. A clear blue sky is noted above, with clouds adding texture. Nearby greenery and structures contribute to the atmosphere, allowing for a relaxing outdoor experience.