Beach condo vacation rentals in Chesapeake Bay

Find and book unique beach condos on Airbnb

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Popular amenities for Chesapeake Bay beach condo rentals

Beachfront condo rentals

Top guest favourite
Condo in Ocean City
5 out of 5 average rating, 16 reviews

Modern Oceanfront 2 Bedroom Condo with Pool

DoreenRating, 5 stars8 months ago
Amie’s place was lovely and comfortable and great location to boardwalk, close to restaurants. Being ocean front a real plus to us! A pool is available to use but we didn’t use it because we love the ocean! Would highly recommend!
Superhost
Condo in Cape May
4.86 out of 5 average rating, 70 reviews

Across beach condo weekly rental

PaulRating, 5 stars6 days ago
The property at the Baronet is well located - right across the street from the beach but also walkable to much of the incredible town of Cape May. Michael is a generous and responsive host.
Superhost
Condo in Rehoboth Beach
4.74 out of 5 average rating, 236 reviews

Rehoboth Ave Boardwalk Ocean Views

LeonardoRating, 5 stars2 weeks ago
Very nice apartment in the middle of the town Rotunda While in the summer the rotunda may be noisy, during Spring break it's a perfect location Host is very responsive, and place was very clean
Guest favourite
Condo in Ocean City
4.91 out of 5 average rating, 305 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

MoniqueRating, 5 stars1 week ago
I enjoyed staying at this location. The view once you enter the condo is fantastic. Access to the beach and to other ocean city restaurants are great very walkable or very very short drive . The building is undergoing some kind of construction so when you walk into the building it’s clearly being worked on and is a bit dusty but once you get in the condo everything melts away. The condo also comes with some beach chairs and umbrellas.
Guest favourite
Condo in Ocean City
4.89 out of 5 average rating, 27 reviews

Sunset Tranquility - 3/2.5 Midtown-1 block Ocean

LeandroRating, 5 stars8 months ago
We loved this place! beautiful unit with a Bay View, pool on the roof top, 2 parking spots and walking distance to everything. Violet was very responsive and showed that she cared if we got to the place safely and gave clear instructions on how to get into the space. we will be back, thank you!
Guest favourite
Condo in Ocean City
5 out of 5 average rating, 8 reviews

Harrington Towers Oceanfront 2BR 2BA Condo w/POOL

MichelleRating, 5 stars8 months ago
Very comfortable condo that can accommodate a family of 4. Every window offers a stunning view of the ocean or bay. We hope to book a longer trip next year.
Top guest favourite
Condo in Ocean City
4.98 out of 5 average rating, 222 reviews

Direct Oceanfront close to Northside Park!

HilaryRating, 5 stars1 week ago
Clean, comfortable, and convenient! We love this part of Ocean City and Stephanie’s condo did not disappoint.
Top guest favourite
Condo in Ocean City
4.97 out of 5 average rating, 65 reviews

Luxury Escape Ocean Front 2 bdr condo Huge balcony

JeanRating, 5 stars2 weeks ago
My friends and I had such a wonderful weekend at Debbie’s place beside the bad weather! Her place was beautiful and so clean and comfortable! Would love to come back again!!

Pet-friendly beach condo rentals

Guest favourite
Condo in Dewey Beach
4.96 out of 5 average rating, 131 reviews

Luxury water-view condo with high-end finishes

MichaelRating, 5 stars1 week ago
Linda’s condo was unmatched! Her attention to detail and cleanliness is amazing. I’ve stayed at many places like this before, as this is our families preferred way to travel. This is by far one of the best condos we’ve ever stayed in. It was very organized, there were additional items ( such as paper products, spices) available to use. There were even little hospitality baskets in each bathroom with eye masks, mints, Q-tips. What a nice touch! Another reason we chose this condo is the storage shed with beach toys and chairs. It was so lovely to walk to the beach or sit near the bay. Now that I told you how great the condo is- let’s talk about location! One block to the ocean and on the bay. We walked or rode bikes everywhere. I really enjoyed being there on the “off season”- the weather was 70+ and sunny every day. This vacation was a 10!
Top guest favourite
Condo in Williamsburg
4.97 out of 5 average rating, 108 reviews

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

SydneyRating, 5 stars6 months ago
Gayle’s place was a great location to stay at with our dog!!! Great neighborhood to walk him in and the marina/beach is an added bonus! Gayle was very communicative and check in was easy. The space of the condo was great for a family and large dog! We will definitely be staying again!
Superhost
Condo in Cape May
4.87 out of 5 average rating, 105 reviews

Beachfront Bliss: Walk everywhere.

ColeenRating, 5 stars3 days ago
Perfect getaway and walkable to everything we wanted to do. We love visiting Cape May in the “off season”. This condo was perfect for just the 2 of us and our dog. Looking forward to staying here again in the future. Everything was as described and we couldn’t have been more pleased. Thanks Julia!!
Superhost
Condo in Cape May
4.81 out of 5 average rating, 203 reviews

Remodeled Cape May condo -with private backyard!

JenniferRating, 5 stars6 months ago
I also had to mention that the bed was terrific - it was a very comfortable king, and getting into it each night felt like the perfect end to a vacation day. The apartment was very clean, and there was a very clever use of space. Kristen was helpful and welcoming, and this was a great hideaway for two in Cape May. 😁
Superhost
Condo in Dewey Beach
4.92 out of 5 average rating, 49 reviews

Dog Friendly Deluxe Condo Beach Block*

JacobRating, 5 stars5 days ago
This house is spacious and clean, and it is in a great area with great surrounding businesses and restaurants. It is in a walkable area in close proximity to the beach. The hosts were very flexible with check in and check out, and they were easy to communicate with. I would highly recommend staying here and with this host team. Great weekend
Top guest favourite
Condo in Dewey Beach
4.97 out of 5 average rating, 255 reviews

Sweet getaway - beach block, steps from the beach!

LucileRating, 5 stars5 days ago
My husband and I stayed at Brian‘s place with our two dogs for the Dewey Beach Doodle Romp. It was the perfect location because it was near the beach so easy access for the dogs, easy to get to the Rehobeth Boardwalk and Dewey Beach for the Doodle Romp. We needed something quiet so the dogs wouldn’t bark and that’s exactly what we had. It was peaceful and we all slept really well. It had everything we needed, which was basically a coffee maker (there are 2) since we ate all of our meals out Brian gave excellent instructions before we got there and although he said we didn’t have to clean up we did. It was clean and cute…he has books and games and there’s a picnic table if you want to eat outside .The bed was very comfortable, which is something that’s very important to me when I stay at an Airbnb. It’s perfect for two people and a couple of dogs. I would definitely go back. 100% Recommend!
Guest favourite
Condo in Ocean City
4.9 out of 5 average rating, 138 reviews

2BR- St. Tropez Condominiums- Ocean City, MD!

JamaalRating, 5 stars5 days ago
I really enjoy my stay here. It was very peaceful and affordable. Easy to check Definitely would stay here again when i come back .
Guest favourite
Condo in Ocean City
4.89 out of 5 average rating, 116 reviews

Perfect location!

AriannaRating, 5 stars2 weeks ago
The location was perfect! The host was incredibly welcoming and provided detailed instructions for check-in, which made the process seamless. The space itself was clean, cozy, and beautifully decorated, making it feel like a home away from home. I especially loved the little touches, like the snacks and the dog’s treats waiting for us upon arrival. The amenities were top-notch, including a fully equipped kitchen and a comfortable bed that guaranteed a good night's sleep.

Luxury beach condo rentals

Superhost
Condo in Ocean City
4.81 out of 5 average rating, 16 reviews

Direct ocean front 3 bedroom condo with pools

AngelRating, 5 stars1 month ago
This was a wonderful location. This was my first time using Airbnb and i didnt know what expect. The view was awesome, i will be back.
Guest favourite
Condo in Virginia Beach
4.86 out of 5 average rating, 28 reviews

Coastal Beach condo-amazing view and indoor pool

KeithRating, 5 stars8 months ago
The unit was as pictured and described. Very clean. Beautiful location and view. It was perfect for our family of 4 (2 adults + 2 kids). Very convenient location to beach, walking / running path and bike riding. Host was easy to contact, friendly and responsive.
Guest favourite
Condo in Wildwood
5 out of 5 average rating, 28 reviews

Seapointe Village Oceanview Condo

MichaelRating, 5 stars8 months ago
Yelena was very communicative and the listing was as advertised. Great community and location. We’d be happy to return.
Superhost
Condo in Ocean City
4.91 out of 5 average rating, 68 reviews

WaveNSea Beachfront Condo | 46th St

BrandonRating, 5 stars8 months ago
Very cute place right next to the beach a bit up from the boardwalk where it’s not so crowded. Was ideal for two couples.
Superhost
Condo in Ocean City
4.81 out of 5 average rating, 349 reviews

🌊 NOTHING BEATS OCEANFRONT!!! 🌊

JonRating, 5 stars1 week ago
from start to finish, Adam was great at communicating. he was a very welcoming host and very accommodating.. The room had a great view. and a very great location.
Guest favourite
Condo in Ocean City
4.98 out of 5 average rating, 42 reviews

Luxury 2 bedrooms condo 180 ocean view

JenniferRating, 5 stars2 weeks ago
My husband and my daughter and I were looking for a place to spend some quality time together as a family before she heads off to college. This spot was perfection. It was off season, so very peaceful. The apartment was pristine, and spacious. We were able easily relax and enjoy ourselves with a beautiful view. We loved every second. I'm so grateful.
Guest favourite
Condo in Ocean City
4.97 out of 5 average rating, 118 reviews

Direct Ocean Front/Gorgeous Views/Indoor Pool

JanetRating, 5 stars1 month ago
Seth was extremely responsive and accommodated us for a last-minute getaway, making for a seamless experience. The condo has a lovely view of the beach and ocean, which made for a relaxing spot to start or end the day. This condo was a perfect long-weekend getaway spot for us in the off-season and was equipped nicely for in-season use.
Superhost
Condo in Ocean City
4.77 out of 5 average rating, 13 reviews

Paradise At Sunset Island In OC

JaniceRating, 5 stars8 months ago
We love staying at Sunset Island. This is the first time in a condo and it was perfect!

Destinations to explore