
Beach condo vacation rentals in Chesapeake Bay
Find and book unique beach condos on Airbnb
Top-rated beach condo rentals in Chesapeake Bay
Guests agree: these beach condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chesapeake Bay beach condo rentals
Beachfront condo rentals

Modern Oceanfront 2 Bedroom Condo with Pool
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!

Across beach condo weekly rental
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.

Rehoboth Ave Boardwalk Ocean Views
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

Ocean Front 802 Midtown Oasis Pool & Parking
Katherine’s place is a great stay! The view from the balcony is lovely and the photos online are accurate. The bed was also probably the most comfortable bed we’ve ever had at an Airbnb. The location is just a few blocks from the start of the boardwalk and there are many restaurants within quick walking distance. It is very closer to one of the Jolly Roger locations that has a water park and a go kart section. It is however a longer walk (over 30 blocks) from the busiest part of the boardwalk. Because of this though it makes the are much quieter so it all depends on what you are looking for. We loved our stay and would absolutely stay again! In addition Kathryne was very responsive and even ordered and extra fire stick for one of the rooms so we could try and get Disney+ in there for our kids - above and beyond. Thank you for a great stay.

Sunset Tranquility - 3/2.5 Midtown-1 block Ocean
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!

Harrington Towers Oceanfront 2BR 2BA Condo w/POOL
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.

Direct Oceanfront close to Northside Park!
We enjoyed staying at Stephanie's place very much. It felt homey and relaxed with a subtle and sophisticated sense of harmony with the ocean. The view is wonderful. We loved watching the sun rise from the bedroom window and the easy access to the beach. A special appreciation for Stephanie's availability during the preparation for coming phase and then settling in.

Luxury Escape Ocean Front 2 bdr condo Huge balcony
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

Luxury water-view condo with high-end finishes
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!

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

Read Ave Dewey Condo - Bay Front, Private Beach
My wife, golden doodle and I stayed at Gerhard’s during our recent stay at Dewey Beach. The place was amazing! Beautifully located near the beach, it was a quick walk to the ocean and the restaurants/ bars. The condo itself is right on the Bay, and has a beautiful view from the living room. We spent time reading in the sand right at the condo as well, which was nice. Gerhard was very communicative and friendly, making the rental process super easy. Would definitely stay here again, and I highly recommend!

Beachfront Bliss: Walk everywhere.
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!!

Remodeled Cape May condo -with private backyard!
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. 😁

Dog Friendly Deluxe Condo Beach Block*
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

Sweet getaway - beach block, steps from the beach!
Loved this small Airbnb….only steps from the beach. Everything was clean and perfectly placed. Loved how detailed everything was described. Definitely will be going back. (A side note - the blinds are a perfect touch….for privacy and yet allows the light to come in. I’ve never seen these kind of blinds before. 😊) Thank you and God bless!

2BR- St. Tropez Condominiums- Ocean City, MD!
Beautiful stay this is my new spot to stay every time I visit OC!
Luxury beach condo rentals

Family Friendly Top Floor Condo Near Boardwalk
Space was lovely and Theresa and Geri was quick to respond and answer all our questions before check in! Both are very sweet and accommodating and made sure that our trip felt like a home away from home! Condo was also in a convenient location, and was super easy to make last minute plans. My family and I will definitely return!

New Oceanfront 2bd, 2bth / Beach / Pool / Boat
The space in this condo is great. Plenty of comfy sleeping space! The only drawbacks were that there are no chairs on the balcony, and there is a huge black pipe across the beach in front of the condo. Lots of dolphins and a great playground so close! It’s a nice condo.

Luxury Oceanfront Retreat | Private Balcony
I had an incredible experience at this oceanfront 2-bedroom rental! The hosts were exceptionally accommodating, and I can't recommend this location enough. The space was fantastic, equipped with everything we could possibly need as if we were at home. I have no complaints whatsoever! Anyone who chooses to stay here will be thoroughly pleased.

Coastal Beach condo-amazing view and indoor pool
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.

Seapointe Village Oceanview Condo
Yelena was very communicative and the listing was as advertised. Great community and location. We’d be happy to return.

Ocean and Bay views at Luxurious Ocean Bliss!
This place was BEAUTIFUL! Everyone in the group couldn’t get over house nice the place is! From the secure elevator- to the entrance -everything was superb! There was enough space for everyone (8). The small things REALLY stood out- the kitchen was fully stocked with EVERYTHING you need including pods and a NEW Sponge!!!! Juice presser, air fryer, rolling pin you name it. Everything you needed was there. The location is THE BEST! You can walk anywhere! We will definitely stay again - it’s in our favorites!!!! Recommend 10/10!!! And we are a hard group to please. LOL

Luxury 2 bedrooms condo 180 ocean view
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.

Direct Ocean Front/Gorgeous Views/Indoor Pool
The view from the living room was absolutely beautiful (even on a rainy day), and the location is close to a lot of restaurants and activities. The beds were very comfortable and the linens were super soft! However, although coffee was supplied for the coffee maker, the k cups were all decaf and there was only one creamer packet for the 3 of us to share. And the wine glasses were plastic, but we substituted with hi-ball (glass) glasses. We got in late the night we checked in, so we made due (didn’t want to bug the host 11:30pm) but that was our only disappointment.
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