Condo vacation rentals in Chesapeake

A modern living room features a gray sofa adorned with decorative pillows, paired with a light blue coffee table. Two lamps provide ambient lighting. Artwork of coastal scenes decorates the walls, while a patterned area rug enhances the room's coastal theme.

4.99 out of 5 average rating, 134 reviews

Tropical 2BR Condo Getaway 1 Block from the Beach!

Unwind at this gorgeous fully renovated getaway for your family and friends! This two bedroom, one bath beach home is one block from the ocean. This unit accommodates up to 4 adults. Each room is equipped with a smart TV and internet is provided. Our kitchen provides refrigerator, microwave, oven, dishwasher, toaster, Keurig, dishes, cutlery, bowls, pots and pans, and much more! Steps away from shopping and restaurants! This highly sought after vacation spot really is a home away from home.

4.93 out of 5 average rating, 144 reviews

A spacious living area features a large sectional sofa and two light blue chairs, with a farmhouse-style dining table visible nearby. A shiplap fireplace wall complements the large electric screen displaying a movie. Natural light streams through multiple windows, enhancing the welcoming atmosphere.

Condo in Sandbridge

Ocean & Bay Views - Local Family Owned & Operated

Just steps away from the sand, "Carolina on My Mind" is a 2b/2ba oceanside condo at the exclusive Sanctuary at False Cape, the only Oceanfront complex at Sandbridge in Virginia Beach. You'll enjoy a private patio with both Ocean and Bay views and you'll have access to all the exclusive amenities of the complex. The condo features a large open-concept living space and a fully equipped gourmet kitchen. The master has a king bed, the second bedroom has king bed w/ twin loft. Queen sleeper sofa.

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, 132 reviews

Spacious Captain’s Beach Suite Near Rudee Inlet

Take advantage of the seasonal rates plan a winter escape to the beach! Don’t miss all the wonderful holiday activities to include the holiday lights, holiday parade & more! This spacious beautifully decorated 2-bedroom (each with ensuite baths) condo is near Rudee Inlet and all oceanfront activities. Walk across the street & relax on the beach, dine at great restaurants, walk under the bridge next to the city parking lot to enjoy all the water activities that originate from Rudee Inlet.

A spacious living area is shown, featuring a blue sectional sofa and a decorative rug in light tones. A flat-screen TV is mounted on the wall, and an adjacent dining area includes a white table with four chairs. Natural light filters through the windows.

4.91 out of 5 average rating, 240 reviews

2 Bedroom Condo One Block from the Oceanfront!

Our newly renovated 2 bedroom condo ONE block from the boardwalk accommodates 6 people and is also perfect for families. Each bedroom has a flat screen TV; one with a queen bed and the other with a king bed. There is also a pull out sofa bed in the living room along with a large TV. This is a 2nd floor unit with one designated parking spot. Plenty to do for the whole family with the beach, boardwalk, shopping, restaurants, amusement parks, and many more activities all within walking distance.

A bright and airy living space features a gray sectional sofa and a matching armchair, providing seating options. A white dining table with blue chairs occupies one side, and a flat-screen TV is mounted on the wall. Light enters through multiple window panes, accented with white shutters.

4.93 out of 5 average rating, 322 reviews

Beach Condo Block Off Oceanfront!

Come enjoy everything Virginia Beach has to offer. Our condo has all of the comforts of home and accommodates 4 adults or perfect for families. Bedroom has a king size bed and living room has sofa that pulls out into a full size sofa bed. TVs in both rooms. The Boardwalk, Shopping, Restaurants, Amusement parks, and many more activities are all within walking distance. There is plenty to do and you can walk to the beach in 3 minutes or less! Come have a relaxing and fun vacation at the beach.

A well-equipped kitchen and dining area are visible, with modern appliances and a stylish table set for six. A comfortable sofa in the living space is complemented by a soft area rug, enhancing the inviting layout. Natural light is allowed in by the open layout.

4.92 out of 5 average rating, 362 reviews

2 bedroom condo with oceanfront one block away!

Come enjoy everything Virginia Beach has to offer. Our cozy condo has all of the comforts of home and is perfect for families and accommodates 6 adults. Bedroom 1 has a king size bed w/TV, bedroom 2 has a queen size bed w/TV and the living room has a sofa that pulls out into a full size sofa bed w/TV. The Boardwalk, Shopping, Restaurants, and many more activities are all within walking distance. There is plenty to do for the whole family. Come have a relaxing and fun vacation at the beach!

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, 248 reviews

Oceanfront Gem VaB Studio Exceptional Views

Newly renovated modern studio condo, owners personal getaway now open to guests. This corner unit, the largest and most private in Oceans ll Condominium complex, is on the 3rd floor and offers beautiful, expansive views at both sunrise and sunset. Just off the boardwalk with community pool, this unit sleeps three. Right on the oceanfront, you won't find a more peaceful getaway! Beach chairs and towels provided. Please note: due to the open layout of the building, there is no elevator.

4.92 out of 5 average rating, 132 reviews

Walk to beach BEAUTIFUL 2BR 1BA condo

1 block to Ocean/Boardwalk on 9th and Pacific in the heart of resort town. Beautifully furnished, 600sq ft beach-themed condo. Beds sleep 4 (1 Q, 2 Twin) and comfortable sleeper sofa adds 2 more. Also close to Convention Center, Vibe District, new Sports Complex. Perfect for family w/children or 4 adults. Free parking for 1 vehicle in front of unit. Spend a min 2 nights Sept-May and stay a week from early June to Labor Day (summers days are Sat-Sat rental).

A view of the beach stretches towards the horizon, framed by green grass and a flower pot. White lounge chairs are arranged for relaxation, while colorful umbrellas dot the sandy shore, providing shade to beachgoers enjoying the ocean.

4.96 out of 5 average rating, 161 reviews

VB Condo,Boardwalk/Oceanfront,Beach, Pool,Kitchen

Nestled on the desirable north end of the boardwalk, close to the area’s best attractions, the top restaurants and bars. Just steps to the boardwalk, beach and ocean. Enjoy a nice meal or a early morning cup of coffee while enjoying a beautiful view of the Atlantic Ocean. Our studio includes a reserved parking space, saltwater pool, large BBQ deck area and a lawn on the beach. This small oceanfront complex is a great place for couples or a small family

4.96 out of 5 average rating, 114 reviews

A tranquil lakeside scene captures two individuals on paddleboards gliding across calm water. Sandy shores are lined with chairs, offering a peaceful spot to relax. In the background, a spacious building features a wraparound deck, providing views of the serene landscape.

Condo in Williamsburg

Walk to beach lovely 2/2 in "Kingsmill on James"

Lovely, quiet, large ground floor 2 bdrm 2 full bath condo in "Kingsmill on the James". Beautiful tree and Audubon bird sanctuaries, trails. Condo backs to greenbelt, within walking distance to Kingsmill's beach, spa, marina, Café. **please note condo is in "Kingsmill on the James", not Kingsmill Resort...there's spa and beach access, for dogs too, but not pool... to use pool and resort, please book directly through the resort

A bright sleeping area features a spacious bed with light bedding, flanked by two armchairs. Natural light fills the space through large windows, revealing a view of trees outside. Soft, warm tones are complemented by a piece of art above the headboard.

4.84 out of 5 average rating, 159 reviews

WOW Location! Beach Paradise on Boardwalk w/Pool

Enjoy a piece of the Oceanfront with this gorgeous updated condo! Walk out your front door to the beach, pool, boardwalk, the historic Cavalier hotel, restaurants, shops and many entertainments on the beach! Newly renovated, this beachy North End paradise is the perfect getaway for a couple. One parking spot, deck area , a lawn on the beach with lounge chairs and coin operated laundry available on premises.

4.89 out of 5 average rating, 180 reviews

A well-furnished living room is depicted, featuring a dark blue couch adorned with patterned throw pillows. Two abstract art pieces hang above, and a flat-screen television is mounted on the wall. Light is provided by a table lamp, creating a bright and inviting space.

Condo in Newport News

*Mid/Long Term Rental* Cozy Home at Mary Roberts

Bring the whole family to this great place with lots of room for fun. Less than 10 minutes away from Fort Eustis Military Base. Less than 15 min away from Newport News Airport, Christopher Newport University, and plenty of shopping and dining. Short drive to Williamsburg with shopping at the outlet mall, dining and entertainment for the family at Busch Gardens and Water Country USA theme parks.

Popular amenities for Chesapeake condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A cozy corner features a woven chair with a teal cushion beside a rustic TV stand. A flat-screen television is positioned against the wall, displaying a lively talk show. Decorative elements, including a small lantern, enhance the inviting ambiance.

4.71 out of 5 average rating, 238 reviews

Blue Ocean Getaway

An aerial view showcases the Boardwalk Resort & Villas, a tall building with large windows, prominently situated along the Virginia Beach Boardwalk. Lush landscaping with green lawns and palm trees is visible in the foreground, while the beach and cityscape extend beyond.

5 out of 5 average rating, 5 reviews

Boardwalk Resort & Villas - 1BR/1BA - Oceanfront!

A serene ocean view is captured at sunset, displaying a gradient of warm colors across the sky. The horizon blends with gentle waves, while a railing frames the scene, hinting at outdoor space. Soft clouds add texture to the twilight sky.

4.86 out of 5 average rating, 141 reviews

Oceanfront Penthouse

A modern living area features a light-colored tiled floor and walls painted in soft gray. A spacious beige sectional sofa and a coffee table are positioned in front of a large TV. Potted plants are placed in decorative blue containers, adding a touch of greenery.

4.76 out of 5 average rating, 58 reviews

21st Street Condo - 1 block from the Dome

A modern living area is showcased with a comfortable leather sofa, light wood dining table, and light-colored walls. Large windows allow natural light to fill the space, offering a view of the balcony. Decorative accents include artwork and curtains, contributing to a welcoming ambiance.

4.89 out of 5 average rating, 35 reviews

Coastal Beach condo-amazing view and indoor pool

4.92 out of 5 average rating, 71 reviews

A historic manor house is set on well-maintained grounds, featuring brick pathways that lead to a stately entrance. Lush greenery surrounds the property, complemented by colorful flowers and trees. The building showcases classic Colonial architecture with symmetrical windows and multiple chimneys.

Condo in Williamsburg

2BR Suite @ Historic Resort! Amenities Galore!

5 out of 5 average rating, 14 reviews

Boutique Oceanfront Condo - Boardwalk & Top Dining

4.82 out of 5 average rating, 83 reviews

Prime Location: Steps to Beach & Attractions

Pet-friendly condo rentals

The exterior of the duplex showcases a welcoming entrance with a sign reading 'Salty Vibes.' Lush landscaping features colorful flower beds and well-maintained grass. The home is framed by a modern fence, providing a clear view of the architectural design and neighboring units.

4.97 out of 5 average rating, 34 reviews

2 bdr: Steps to Sand, Dog-Friendly!

4.78 out of 5 average rating, 111 reviews

A guest room features two spacious beds adorned with patterned linens. An artistic display of vintage vinyl records decorates the wall above, enhancing the room's character. Warm wooden flooring complements the overall design, while a small nightstand stands between the beds.

Condo in Hampton

Cozy & Fun Hampton Condo, WIFI & W/D! Dogs welcome

The exterior of a coastal cottage is displayed, featuring a light grey facade with green shutters. Two wooden chairs are positioned on the porch, complemented by landscaped shrubs and gravel pathways. Natural light illuminates the inviting entrance.

4.91 out of 5 average rating, 46 reviews

OceansideLuxuryCondo*Walk2Beach*Pool*Pets*NoStairs

5 out of 5 average rating, 28 reviews

A fenced backyard features a picnic table, two lounge chairs, and a firepit. String lights hang overhead, providing soft illumination. Lush greenery surrounds the space, enhancing the outdoor setting, while nearby structures indicate the proximity to the rental property.

Condo in Ocean View

Ocean Bliss: Cozy Apt Retreat(D)

A modern kitchen features a long island with seating for six, complemented by a pendant light fixture overhead. Stainless steel appliances, including a refrigerator and stove, are contrasted by white cabinetry and countertops, while ample natural light streams through multiple window panels.

4.9 out of 5 average rating, 21 reviews

Toes In The Sand! 2 Bed 2 Bath and Dog Friendly

The modern kitchen features sleek white cabinetry and quartz countertops. Stainless steel appliances, including a microwave and a refrigerator, are visible. An island with bar seating and a wine cooler complements the open layout, leading into the dining area illuminated by a stylish chandelier.

5 out of 5 average rating, 28 reviews

Oyster & Pearl Beautiful New Single Level Condo

4.98 out of 5 average rating, 62 reviews

The living area features a cozy seating arrangement with a large, soft bean bag chair and a woven hanging chair. A modern coffee table is positioned near a fireplace, with light gray walls and a patterned area rug adding comfort to the space.

Condo in Willoughby

Beachfront Getaway, Pet Friendly, Dolphin Suite

The image captures a serene beach scene, featuring gentle waves lapping at the shoreline. The water reflects sunlight, creating a shimmering effect on the surface. A clear blue sky is visible above, contributing to the tranquil coastal atmosphere.

4.97 out of 5 average rating, 35 reviews

Wonderful & tranquil beach retreat: 2BR/2BA Condo.

Condo rentals with a pool

5 out of 5 average rating, 4 reviews

An indoor pool area is highlighted by a high, translucent roof that allows natural light to fill the space. Lounge chairs are arranged around the pool, creating a relaxing environment. The water reflects the surroundings, enhancing the open and airy atmosphere.

Condo in Williamsburg

Patrick Henry Square Resort | 2-bedroom Suite

5 out of 5 average rating, 66 reviews

Condo in Sandbridge

Sandbridge Beach - DeepSeaSide Retreat

4.75 out of 5 average rating, 4 reviews

The living room features a spacious arrangement of comfortable seating, including a large sectional sofa and armchairs. A coffee table is positioned in the center, while large windows allow natural light to illuminate the space. A fireplace is situated to one side, offering a cozy focal point.

Condo in Cape Charles

Spacious First Floor Condo in Golf Community With

The kitchen features modern appliances, including a stainless steel refrigerator and oven, set against white cabinetry. A central island with seating for six enhances the open layout, while large windows allow natural light to brighten the space.

5 out of 5 average rating, 18 reviews

2BD/2BA Villa across Currituck Beach Lighthouse

A sunset view over the ocean is captured from a balcony, where warm colors blend in the sky. Gentle waves lap at the shore, and silhouettes of distant boats are visible on the horizon. The sandy beach offers a serene atmosphere.

4.87 out of 5 average rating, 154 reviews

Oceanfront, beach, boardwalk, fun, dolphin, sunris

A spacious living area features a light-colored sectional sofa, accented by patterned throw pillows. A rustic coffee table sits at the center, surrounded by a cozy armchair and decorative art. Natural light filters through large windows, creating a warm and inviting space.

5 out of 5 average rating, 10 reviews

NEW! Prime Location @Beach Club -Tranquil Seascape

5 out of 5 average rating, 10 reviews

A dining table is set with an array of fresh fruits and cheeses, complemented by a vibrant blue arrangement of hydrangeas and two blue candles. The ocean can be seen in the background, enhancing the inviting beachside dining experience.

Condo in Sandbridge

Oceanfront - Balcony Views - Walk to Beach & Shops

A rectangular pool is enclosed by a white fence, surrounded by lounge chairs and a green umbrella. The pool area provides a view of the ocean and a soft, colorful sunset illuminates the horizon. Nearby, vibrant beach umbrellas and greenery add to the relaxing atmosphere.