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, 133 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.

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.

4.93 out of 5 average rating, 144 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.

A wide, sandy beach is outlined by spacious condos in soft pastel colors against a clear blue sky. Fishing rods are positioned in the sand near beach carts, indicating a relaxed atmosphere. Waves gently lap at the shoreline, creating a tranquil coastal setting.

4.88 out of 5 average rating, 257 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.

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, 322 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, 360 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.

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, 105 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 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, 160 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

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, 306 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.

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

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

4.97 out of 5 average rating, 237 reviews

The serene coastal view features gentle waves lapping at a sandy beach, with lush green dunes in the foreground. Sailboats are visible on the horizon against a clear blue sky, creating a peaceful seaside atmosphere.

Condo in Chic's Beach

Chic's Beach Rental and Fishing

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.

5 out of 5 average rating, 10 reviews

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.

4.87 out of 5 average rating, 39 reviews

Beach Studio - Oceanside, Pool, Boardwalk, Bikes

A spacious balcony features several blue adirondack chairs, offering a view of the surrounding buildings and the outdoor area. Clear skies with a few clouds create a bright atmosphere. The ocean is visible in the distance, providing a scenic backdrop.

5 out of 5 average rating, 24 reviews

New! 4 BR/Oceanfront/Ocean & Bay views/3pools/Gym

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

4.99 out of 5 average rating, 97 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

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"

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)

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, 45 reviews

OceansideLuxuryCondo*Walk2Beach*Pool*Pets*NoStairs

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, 11 reviews

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

Condo rentals with a pool

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.

4.88 out of 5 average rating, 41 reviews

Beach Please! 2 bedroom Single Level

5 out of 5 average rating, 66 reviews

Sandbridge Beach - DeepSeaSide Retreat

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, 108 reviews

Good Vibes at the Beach

The open living area features a comfortable sofa accompanied by a patterned armchair, creating a relaxed atmosphere. A coffee table sits in front, adorned with a small decorative arrangement. Modern cabinetry and stainless steel appliances are visible in the adjoining kitchen, complemented by a spacious dining area.

5 out of 5 average rating, 40 reviews

Enjoy Sea Life! Steps to the Beach!

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

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

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 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.