Some info is shown in its original language. Translate

Condo vacation rentals in Chesapeake

Find and book unique condos on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Chesapeake condo rentals

Weekly condo rentals

Top guest favorite
A turquoise mug is positioned on sandy ground, partially surrounded by beach grass. The mug features a logo with an octopus design. The warm sunlight highlights the textures of the sand and grass, creating a calm beach setting.
Condo in Sandbridge
5 out of 5 average rating, 52 reviews

Sandbridge Beach - DeepSeaSide Retreat

Tamie Rating, 5 stars5 days ago
The perfect hosts!! Best stocked house we have ever stayed in. Already planning our trip next year!!
Top guest favorite
A modern kitchen features crisp white cabinetry, a stainless steel refrigerator, and a large farmhouse sink. Bright light floods the space through a nearby window, illuminating the granite countertops and the mixer on the counter. Decorative accents include a plant and wine bottle, adding warmth to the area.
Condo in Cape Charles
5 out of 5 average rating, 8 reviews

The Port - Large condo on Mason Avenue!

MarkRating, 5 stars4 weeks ago
Wow. What a stunning place with high ceilings, beautiful decor, lots of windows, a great roof deck, and a fabulous location in the center of the historic business district.
Guest favorite
A modern kitchen area features warm wooden cabinets and stainless steel appliances. The dining space has white chairs surrounding a round table set with blue plates. Light fixtures illuminate the counter, while a cozy seating area with a side table and lamp is visible in the corner.
Condo in Virginia Beach
4.87 out of 5 average rating, 86 reviews

Good Vibes at the Beach

BevRating, 5 stars1 week ago
Colin is an impeccable host! He’s caring-he’s honest- he answers all concerns immediately- His “home” is one of the nicest beautifully decorated homes we have stayed in-and so clean!!! Thank you for the privilege of staying at your place
Superhost
The kitchen features dark cabinetry complemented by white tile backsplash. Stainless steel appliances, including an oven and microwave, are present. A small dish drying area is visible beside the sink, with natural light entering from a nearby window.
Condo in Virginia Beach
4.75 out of 5 average rating, 53 reviews

21st Street Condo - 1 block from the Dome

JeffRating, 5 stars2 weeks ago
Highly Recommended. Everything we needed for a great stay. Comfortable king-size bed; well stocked and very clean; just blocks from the beach and fun!!! Responsive communications and well-laid-out instructions for ease of stay. Given the opportunity, we will book again.
Guest favorite
A stone fire pit is illuminated by a lively flame, surrounded by a circular brick wall. Lush greenery and trees can be seen in the background, enhancing the outdoor setting during the evening.
Condo in Williamsburg
4.96 out of 5 average rating, 46 reviews

Marriott's Manor Club Ford's Colony 2BD Villa Slee

DorrenRating, 5 stars3 weeks ago
The villa was the perfect place for our family to stay for graduation weekend at William and Mary. Plenty of space and very comfortable. Setting was lovely and great for walks in our down time. The only issue we had was the villa was not ready at the designated check in time and we had to wait an hour before we could get in.
Guest favorite
The game room features a pool table with bright lighting, positioned in front of large arched windows. An assortment of arcade machines, including themed games, are visible in the background, adding a playful atmosphere to the space.
Condo in Williamsburg
5 out of 5 average rating, 9 reviews

1 Bdrm Condo in Williamsburg, VA

JulieRating, 5 stars1 month ago
We really loved our time at Wyndham Kingsgate. The rooms have been recently updated and the amenities were great for kids. Super convenient location next to tons of restaurants and just a short drive to colonial Williamsburg or Busch gardens. Our girls slept on the pullout sofa bed which was comfortable as sofa beds go! Elizabeth was responsive and helpful! We look forward to staying here again.
Guest favorite
A serene view is presented from the porch, showcasing a pathway leading to a sandy beach bordered by tall grasses. Gentle waves can be seen in the distance, framed by wooden decking and outdoor seating arrangements. Overhead lights illuminate the space, enhancing the coastal atmosphere.
Condo in Chic's Beach
4.97 out of 5 average rating, 227 reviews

Chic's Beach Rental and Fishing

Jaila BreannaRating, 5 stars4 weeks ago
i am very familiar with this area and of course the beach we always go to is 10 steps away from this airbnb! it is so clean inside and spacious, clear check in, beautiful backyard space with a large deck and the grill and surfboards! i think the best part is that the tv comes with disney plus and hulu and all the streaming services, so we are able to watch all of our shows from at home! the host, mike, was very friendly and i talked to him for a short while at sunrise. he’s very nice and a great host, he offered checking in earlier and checking out late because there was nobody else booked! so happy with this whole experience and the house fit my whole family with a couple guests too! i want to be selfish and say don’t book, but for the best experience, you need to book here!
Guest favorite
A well-appointed bathroom features a clean, white pedestal sink with modern fixtures beside a toilet. A mirror hangs above the sink, and a small shelf displays a purple soap dispenser. A wicker basket is positioned on the floor, adding a touch of warmth to the space.
Condo in Williamsburg
4.96 out of 5 average rating, 79 reviews

2 Bedroom Stylish Kingsmill condo

NathanRating, 5 stars6 days ago
We’ve stayed here several times when visiting the park. Extremely close, quiet, and secure. We greatly recommend for anyone wanting the same!

Pet-friendly condo rentals

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
4.85 out of 5 average rating, 99 reviews

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

PatriciaRating, 5 stars1 week ago
He had a great time
Top guest favorite
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 Spit
4.99 out of 5 average rating, 91 reviews

Beachfront Getaway, Pet Friendly, Mermaid Suite

SaraRating, 5 stars3 weeks ago
What an amazing stay! I've never been satisfied with an Airbnb, the photos always are so much nicer than the reality - but Big Blue was actually even better than advertised! Merlyn's communication prior to arrival made things very easy. Accessing the unit was simple, and I felt safe with the self-locking doors. The unit was clean and so comfortable, with many personal touches - I instantly felt at home. I was overjoyed when I arrived and toured the unit. Really exceeded my expectations which was such a different feeling than all the other Airbnb I've rented over the years. The beach access was tidy and pretty, the gym and beach gear a nice touch, and the foot wash station was appreciated after my morning walks with the dog. I really can't say enough great things about my stay here. Hosts were friendly and helpful every step of the way. We mostly spent our time traveling around the area from VA Beach to OBX so I can't speak much about Norfolk/Ocean View. I would def rent Big Blue again.
Superhost
A comfortable living area features a large sectional sofa adorned with colorful cushions. Natural light filters through two windows, framed with light curtains. A wooden coffee table sits on a patterned rug, with a flat-screen TV nearby and a side table adding functional charm.
Condo in Willoughby Spit
4.79 out of 5 average rating, 33 reviews

August Suite | Beach | Balcony | Fire Pit

MichaelRating, 5 stars1 day ago
loved our stay. cozy home with everything you need and FANTASTIC host who meets all yours demands without hesitation.
Guest favorite
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
5 out of 5 average rating, 22 reviews

Ocean Bliss: Cozy Apt Retreat(D)

HabeebulaiRating, 5 stars3 months ago
The house is in an amazing location with lots to do and the host is very communicative and helpful.
Top guest favorite
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.
Condo in Corolla
5 out of 5 average rating, 27 reviews

Enjoy Sea Life! Steps to the Beach!

MichaelRating, 5 stars1 week ago
Lynn's place was comfortable, convenient, and clean. We appreciated how stocked and organized the home was as well. It was an easy walk to the beach. We were spending time with family staying at Corolla Light and this was a very convenient spot to do so.
Guest favorite
A shuffleboard table is positioned in the room, complemented by a nautical-themed painting of sailboats on water above. Decorative ship wheel accents the wall, contributing to the beach-inspired decor of the space.
Condo in Corolla
4.97 out of 5 average rating, 35 reviews

*New*OceansideCondo PetsOK Pool GameRoom No Stairs

SakoRating, 5 stars1 week ago
We had a wonderful time! Lisa was extremely communicative and responsive. The condo was clean and very comfortable. Location was perfect - close to shops and an easy 10 minute walk to the beach. The beach cart that was provided was very helpful and made the walk to the beach a breeze…. The pool was very nice too. Look forward to coming back soon.
Top guest favorite
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.
Condo in Corolla
5 out of 5 average rating, 15 reviews

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

NicRating, 5 stars2 weeks ago
Over the moon about this place! Felt like home away from and with two kids under two it was so easy! So grateful for the wonderful stay ! 100% coming back for a longer stay!
Top guest favorite
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.
Condo in Corolla
4.97 out of 5 average rating, 76 reviews

Walk to Corolla Village and the Beach!

RobertRating, 5 stars2 weeks ago
We really enjoyed our stay and the location was perfect for walking to the beach, park and the shops in Corolla village. The kitchen was nicely stocked for our cooking needs but we also enjoyed having lots of walkable food and coffee options close by. Having the pool was nice treat as well!

Condo rentals with a pool

Top guest favorite
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.
Condo in Corolla
4.96 out of 5 average rating, 27 reviews

New Beachside Villa: Steps to Sand, Dog-Friendly!

CourtneyRating, 5 stars6 days ago
We had a great stay! Highly recommend this spot for families- lots of very convenient amenities and a really nice community super close to the beach.
Condo in Virginia Beach
4.5 out of 5 average rating, 18 reviews

OceanSands 1BR Free AquariumBikesChairs Oceanfront

ChannettaRating, 5 stars1 week ago
Anthony was a great host. Very communicative and answered any questions, I had. The home is as described. A nice little hidden gem, right off the beach front. 10/10. Will definitely return.
Top guest favorite
Condo in Corolla
5 out of 5 average rating, 19 reviews

Oyster & Pearl Beautiful New Single Level Condo

BrendaRating, 5 stars8 months ago
Our stay was wonderful! We were steps away from the beach and were provided a wagon to haul the chairs, umbrellas and cooler to the beach. Everything was clean and looked exactly like the photos. Great location to get to the wild horse tour and many restaurants within a 30 minute drive. Lynn always responded immediately with clear directions. Thank you
Guest favorite
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.
Condo in Virginia Beach
4.87 out of 5 average rating, 30 reviews

Coastal Beach condo-amazing view and indoor pool

ElaineRating, 5 stars1 week ago
An amazing place in the quieter area of Virginia Beach. We will be back!
Superhost
Condo in Corolla
4.88 out of 5 average rating, 17 reviews

Sea La Vie at The Beach Club - Walk to Beach

MadisonRating, 5 stars1 month ago
Beautiful home and very spacious. Lynn was very helpful and came very late at night to help us with a lock box issue. Very close to the beach and had lots of beach items provided
A bright living area features a large flat-screen television mounted on the wall, surrounded by comfortable seating in various shades of blue. Natural light fills the space through multiple windows. A dining table with teal chairs adds to the welcoming atmosphere.
Condo in Sandbridge
4.85 out of 5 average rating, 26 reviews

Sunny 2BR 1st-Floor | Balcony | Pool

LeahRating, 5 stars1 month ago
Very Beautiful condo! It is a little distance from most restaurants/stores and doordash in not available in the area, but it’s a beautiful spot to relax and recharge. Beds were comfortable and kitchen was fully equipped to cook in. We will be returning!!
Top guest favorite
The exterior of a two-story house is shown, featuring a gray shingle facade and a welcoming front porch. Neatly trimmed shrubs and manicured lawns frame the driveway, while flowering plants add subtle color. A double garage with white doors is visible on the left.
Condo in Cape Charles
4.96 out of 5 average rating, 27 reviews

Bay Creek Blessed at The Fairways

KathrynRating, 5 stars4 weeks ago
Book this condo! It was the cleanest AirBnB I’ve ever rented but was still warm and comfortable. You can tell the condo is well taken care of. The neighborhood was charming. The pool was closed but the beach within the community was nearby and quiet. We were a short drive from Cape Charles town center and parking was a breeze. The host was incredibly accommodating; her restaurant recommendations were spot on. I wish we could’ve stayed longer!
Superhost
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.
Condo in Virginia Beach
4.82 out of 5 average rating, 57 reviews

Seas The Day of Virginia Beach

ElizabethRating, 5 stars3 weeks ago
Had a great time & Kevin was a great host. The airbnb was very clean and not sandy especially for being so close to the beach. Was in a perfect location, walking distance to the grocery store, boardwalk, & tons of restaurants. Just don't forget to bring linens or towels! I definitely look forward to visiting again.

Quick stats about condo rentals in Chesapeake

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$10,491 GYD before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Chesapeake
  5. Condo rentals