Condo vacation rentals in Chesapeake

Find and book unique condos on Airbnb

Top-rated condo rentals in Chesapeake

Guests agree: these condos are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Virginia Beach

4.92 out of 5 average rating, 127 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 2 cars - 1 on front of unit and 1 in covered garage across condo. Spend a min 2 nights Sept-May and stay a week from early June to Labor Day (summers days are Sat-Sat rental).

Superhost

Condo in Sandbridge

4.92 out of 5 average rating, 125 reviews

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.

Guest favorite

The image features a walkway leading from a concrete path to an expansive beach, with smooth sand extending towards the ocean. A large trash receptacle is visible beside the pathway, and the calm sea can be seen in the distance, under a clear blue sky.

Condo in Sandbridge

4.87 out of 5 average rating, 232 reviews

Ocean Escape

Ocean Escape, 4th floor condo in the luxuriously upscale Sanctuary Resort at False Cape in Virginia Beach, Virginia, breathtaking views of both the Atlantic Ocean and Back Bay and is a leisurely 100 step stroll to the beautiful beach and surf. Beach chairs, coolers, umbrellas, sand toys for the kids, boogie boards and two beach cruiser bikes. Community pool area, complete with Jacuzzi tub, lounge furniture, and stainless steel gas grills. The elevator is just across from dedicated parking spot.

Guest favorite

A bright living area features expansive floor-to-ceiling windows with ocean views. A spacious sectional sofa is arranged around a central coffee table. Two upholstered chairs and a small dining table offer additional seating options. The walls are painted in a calming blue, complementing the decor.

Condo in Virginia Beach

4.86 out of 5 average rating, 136 reviews

Oceanfront, beachfront, boardwalk, fun, dolphins

Fantastic condo on the beach. Floor to ceiling windows in living-room, bedrooms. Watching waves, sunrise, dolphins. Enjoy the ocean, boardwalk, beach gym, playground right at downstairs. Extra-large end-unit with fully equipped kitchen, saves you $$$ on meals. One free parking. Walking distance to restaurants, bars, stores, beach concerts, activities, art shows, performance. New 65” QLED TV, new sofa and dining set. Ask for extended stay discount! Up to 45% off Winter Special Deals. Book now!

Superhost

A scenic golf course is set against a backdrop of a sunset sky, casting warm tones over the lush green fairways. Sand traps and tall trees are positioned along the edge, with a peaceful waterfront visible in the distance.

Condo in Williamsburg

4.94 out of 5 average rating, 124 reviews

Luxury Riverfront Condo w/ sunrise & sunset views

Luxury One Bedroom Condo with stunning views of sunrises and sunsets overlooking the James River. Perfect for a romantic getaway or a small family adventure, you can sit on the private balcony and enjoy the serene views of the river and the marina, or venture out for kayaking, jet ski, pontoon boat, Busch Gardens, historic Colonial Williamsburg, wineries, award winning golf courses and restaurants, spa and so much more. Come and experience an unforgettable vacation while making many memories.

Top guest favorite

A living area features comfortable seating with plush couches and a woven coffee table. Large windows provide natural light, and a dining area with a blue fabric table set is visible. Decorative elements include a ceiling fan and wall art.

Condo in Virginia Beach

4.94 out of 5 average rating, 126 reviews

Spacious Beach Captain’s Quarters Near Rudee Inlet

***Enjoy current seasonal discount rate *** This spacious 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 (i.e. Dolphin/Whale Watching Tours, Sunset cocktails), or relax on the balcony. Inquire about availability of downstairs guest suite (additional charge)

Guest favorite

A compact kitchen area features white cabinetry and a black refrigerator, creating a clean contrast. A wooden dining table is surrounded by four chairs, accented by a decorative bowl at the center. Natural light illuminates the space, enhancing the simple and functional design.

Condo in Virginia Beach

4.92 out of 5 average rating, 194 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.

Guest favorite

A modern kitchen features polished granite countertops with a stainless steel sink. A set of knives is neatly arranged in a block, accompanied by a countertop toaster and a roll of paper towels. Natural light illuminates the space, highlighting the sleek cabinetry.

Condo in Virginia Beach

4.91 out of 5 average rating, 315 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!

Superhost

A bright living area is featured, displaying a gray sofa with decorative pillows, a wooden coffee table, and two armchairs. Natural light enters through windows dressed with light curtains. A dining table is positioned in the corner, complemented by a decorative lamp and wall art.

Condo in Virginia Beach

4.84 out of 5 average rating, 107 reviews

Condo living just steps from the sand

Come see what Virginia Beach has to offer. Our newly renovated condo has all of the comforts of home and accommodates 4 adults or perfect for families of 5. Bedroom 1 has a queen size bed, bedroom 2 has 2 twin beds, and Living room has a sofa that folds out into a twin size bed. Cable TVs and WiFi, and a beautiful lake view. We are located on the second floor so you will have steps to walk up. There is plenty to do for the whole family. Come have a relaxing and fun vacation at the beach.

Guest favorite

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.

Condo in Virginia Beach

4.89 out of 5 average rating, 209 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.

Guest favorite

A well-lit living area features a gray sofa positioned next to a cozy chair, with a yellow accent pillow adding a touch of color. Light streams through large windows with plantation shutters, illuminating the open layout that connects to a modern kitchen with granite countertops.

Condo in Virginia Beach

4.94 out of 5 average rating, 283 reviews

Beach Condo Block Off Boardwalk

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 for the whole family. Come have a relaxing and fun vacation at the beach.

Guest favorite

Several adirondack chairs are arranged on a grassy area overlooking the sandy beach and calm ocean. A pot with greenery enhances the outdoor space, while cloudy skies reflect sunlight, creating a serene atmosphere. The beach extends into the distance, offering a peaceful coastal view.

Condo in Virginia Beach

4.95 out of 5 average rating, 116 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