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.

4.98 out of 5 average rating, 131 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, 142 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.

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.

4.9 out of 5 average rating, 230 reviews

Va Beach Oceanfront Studio, Boardwalk, Pool, Beach

Nestled in the heart of the coastal city of Virginia Beach where all of the area’s greatest attractions will be right at your fingertips. This coastal beach studio offers a space-maximizing layout which includes kitchenette with full size appliances. All on the desirable north end of the Virginia Beach boardwalk. This small oceanfront complex is one of a kind, a great place for couples or a small family. Enjoy an early morning cup of coffee while enjoying beautiful views of the Atlantic Ocean.

4.94 out of 5 average rating, 140 reviews

A serene landscape captures a sunset over the James River, with vibrant hues of orange and pink reflecting on the water. Silhouettes of trees frame the view, and a gently sloping green lawn leads toward the riverbank, enhancing the tranquil atmosphere.

Condo in Williamsburg

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.

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 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, 316 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 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, 353 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, 245 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.

A bright living room features a green sofa and a light beige armchair, complemented by turquoise walls. A large mirror reflects the space, while a television is mounted above a decorative console. Soft lighting is provided by a floor lamp, enhancing the relaxed atmosphere.

4.95 out of 5 average rating, 101 reviews

Beach Chic Remodeled Condo 1 Block from Beachfront

If a get-away is what you need, then simply "My Beach Hideout’ is what you want. Completely renovated 2 Bedroom/1 Bath condo a short one-block walk from the oceanfront. Enjoy a stylish, relaxed coastal-vibe experience. Perfectly comfortable for 4 guests or a solo long-business stay. Dining, nightlife, entertainment, events, VB boardwalk & shops all within walking distance. Immaculate condo has queen bed + TV in both bedrooms, living room, stocked kitchen, bath + parking.

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, 117 reviews

Oceanfront Studio: Boardwalk, Beach, & Pool Views

Atlantic Ocean views from the comfort of an Oceanfront studio, perfect for beach-loving travelers. Reserved parking space just steps from the beach, indulge in the sand & surf without having to cross a street. Park your car, & let your toes sink into the sand for a truly relaxing stay. Equipped with Wi-Fi & Roku TV, you can stay connected throughout your visit. Take a refreshing dip in the saltwater pool or lounge on the lawn just steps from the beach.

A cozy living area showcases a teal sectional sofa and a light-colored armchair, accompanied by a round side table. A flat-screen TV is mounted on the wall, while a light wood dining table and white chairs complete the space. Natural light filters through windows, creating a welcoming ambiance.

4.93 out of 5 average rating, 299 reviews

2 Bedroom Condo ONE Block from the Oceanfront

Come enjoy a Virginia Beach vacation ONE block from the oceanfront and boardwalk. Our 2 bedroom condo accommodates 4 adults and is also perfect for families. Bedroom 1 has a queen size bed and bedroom 2 has a king size bed. There is also a pull out sofa bed in the living room. The Boardwalk, Shopping, Restaurants, Amusement parks, and many more activities are all within walking distance. There is plenty to do for the whole 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

Popular amenities for Chesapeake condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

5 out of 5 average rating, 66 reviews

Condo in Sandbridge

Sandbridge Beach - DeepSeaSide Retreat

Superhost

A bright living area features a spacious, dark gray sofa and a wooden coffee table. A flat-screen TV displays a coastal scene. Natural light enters through a large window adorned with white blinds, and a small dining table with two chairs is positioned along the wall.

4.69 out of 5 average rating, 48 reviews

1 Block to Oceanfront & Boardwalk

A spacious living area is displayed, featuring a gray sofa and blue armchairs. A large TV is mounted on the wall. Light shines from overhead fixtures, highlighting the open layout between the living space and kitchen, which includes a breakfast bar with seating.

4.85 out of 5 average rating, 40 reviews

2BD2BA Condo w/Pool2Blocks2Beach

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

A swimming pool is surrounded by a paved area and sun loungers. Lush greenery is visible nearby, with a building in the background. Clear blue skies reflect on the water's surface, offering a refreshing space for relaxation.

4.84 out of 5 average rating, 61 reviews

Seas The Day of Virginia Beach

A comfortable living area features two beige sofas and a circular patterned area rug. Large windows provide natural light and showcase a view of the ocean. A wall-mounted TV is positioned for easy viewing, and sliding doors lead to an ocean-view balcony.

4.83 out of 5 average rating, 53 reviews

Lovely Beachfront 3-Bedroom Condo

4.96 out of 5 average rating, 85 reviews

The exterior of the Sanctuary Condominiums is captured at sunset, showcasing a multi-colored building facade. The surrounding sandy area leads to the beach, with calm waters visible in the background. The sky transitions from orange to soft blue, enhancing the tranquil setting.

Condo in Sandbridge

2BD/2BR Beachfront Condo Near Wildlife Refuge

Superhost

4.82 out of 5 average rating, 82 reviews

Prime Location: Steps to Beach & Attractions

Pet-friendly condo rentals

4.99 out of 5 average rating, 96 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.

Condo in Willoughby

Beachfront Getaway, Pet Friendly, Mermaid Suite

Superhost

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

4.82 out of 5 average rating, 108 reviews

Cozy & Fun Hampton Condo ~ WIFI & W/D!

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, 27 reviews

Oyster & Pearl Beautiful New Single Level Condo

5 out of 5 average rating, 10 reviews

The White Pearl A Modern 3 Bed w/Private Hot Tub!

A spacious living area is highlighted by vaulted ceilings and large windows that allow natural light to fill the space. A comfortable sectional sofa and a wooden coffee table are present, along with a long kitchen island featuring bar stools. A doorway leads to an outdoor area.

4.98 out of 5 average rating, 94 reviews

Easily access beach and Corolla Village. Dogs ok!

An open-concept living area features a spacious kitchen with quartz countertops, stainless steel appliances, and a large island with bar seating. A cozy red sofa is arranged with decorative pillows, and a striped rug adds texture to the hardwood floor. Natural light streams through the windows.

4.94 out of 5 average rating, 67 reviews

CrabaCabana in the Center of Corolla

Condo rentals with a pool

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, 33 reviews

2 bdr: Steps to Sand, Dog-Friendly!

The exterior of the house is shown, featuring a three-story structure with a light-colored facade and multiple balconies. A spacious lawn surrounds the property, providing an open area for outdoor activities. Clear blue skies and well-maintained landscaping enhance the inviting appearance.

5 out of 5 average rating, 34 reviews

*NEW -25ft to Beach, 2br. Oceanviews.Pool.Hot Tub

An open concept kitchen features a large island with eight black bar stools. Modern appliances, including a stainless steel refrigerator and oven, are placed within white cabinetry. Large windows allow natural light to brighten the space, enhancing the clean and contemporary design.

4.89 out of 5 average rating, 38 reviews

Beach Please! 2 bedroom Single Level

A clear view of a rectangular pool surrounded by a patio area. Lounge chairs are positioned near the pool, and a hot tub is visible adjacent to the water. Greenery and potted plants line the space, and a building with large windows is in the background.

4.87 out of 5 average rating, 106 reviews

Good Vibes at the Beach

The exterior of the Beach Quarters resort is showcased, featuring a contemporary architectural design with a circular entryway. The building stands three stories high, adorned with beige and white stripes. Lush greenery surrounds the entrance, and a multi-level parking structure is visible behind.

4.82 out of 5 average rating, 22 reviews

Beach Quarters Resort- Oceanfront 1 bdrm sleeps 6

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

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.

4.98 out of 5 average rating, 104 reviews

Paradise at the Beach

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.