
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
If we were coming in season, it would be nice to have assigned parking and linens.

Rehoboth Ave Boardwalk Ocean Views
We really enjoyed the convenience of the location and how easily accessible all the restaurants in stores were. waking up in the morning with the beach right beside us was amazing. we would highly recommend this place to anyone.

Ocean Front 802 Midtown Oasis Pool & Parking
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.

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!
This is the second time staying at this air b&b. The communication is fast and it’s a spacious place to stay with a great location.

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
We loved the condo! It was cute and very comfortable. The place was a good size and had a nice layout. The beds were comfy and the thick walls made our stay quiet and peaceful. The host did a great job making sure we had everything we needed. The condo was clean and tidy. We had great instructions and the host was responsive when we had an issue on our end. Highly recommend!

Beachfront Bliss: Walk everywhere.
Nice, cute place. FANTASTIC location, we were within walking distance of everything we did and never got bored. Fantastic food spots near by as well. Awesome Host!!

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*
We had the BEST time for Labor Day Weekend! A perfect way to end summer and head into fall. We will be back!

Sweet getaway - beach block, steps from the beach!
Very peaceful, clean, close to beach , kitchen had everything, dog friendly. , Grill was a plus for cooking ,

2BR- St. Tropez Condominiums- Ocean City, MD!
This was the cleanest, nicest place we have ever stayed in! Everything was perfect for our sister stay. Wonderful place, updated kitchen, bathrooms and easy to use sliders. Porch table and chairs, room darkening shades. Management company top of their game. Would love to come back with my husband, would also like to bring our medium sized non shedding dog, but $200 fee a stay be it two nights or two months is a bit steep. We have traveled with him a lot and have never seen a fee so high. I understand why it is so high with having to deep clean furniture and fumigate for those allergic who may rent after us. Keep up the great work, will check out some of your other locations, but the St. Tropez is going on a favorite list! Thank you!!

Perfect location!
Great relaxing place, wonderful hosts who were friendly and accommodating.

Rehoboth Downtown Updated Condo - Walk Everywhere
Linda, our host, was always responsive and communicative. Place had a great central location close to restaurants and the boardwalk. We enjoyed our stay.
Luxury beach condo rentals

Oceanfront 1 Bedroom 1.5 Bath-Balcony-Laundry-WiFi
beautiful place to stay! hope to be back sometime in the future!!

Beach Getaway 3 Bedroom Condo with Boat Slip
Third year in a row, never disappointed. Amazing location, lots of room, great communication. Virginia is the best host!!!

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.

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!
Had a great stay at Adam’s place. Amazing view and really comfy couch and beds. The kitchen is nice, the dining room area is perfect. Our oldest loved having the bed in the covered deck area. We got to use our binoculars and see dolphins in the ocean. Adam is a super helpful and friendly host. We will be back!

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
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.

Paradise At Sunset Island In OC
We love staying at Sunset Island. This is the first time in a condo and it was perfect!
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