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 favorite
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
A large, wrap-around porch features several rocking chairs, inviting relaxation with a view of the ocean across the street. The porch is adorned with balustrades, and the wooden flooring complements the outdoor setting, creating a comfortable space to enjoy the coastal atmosphere.
Condo in Cape May
4.86 out of 5 average rating, 69 reviews

Across beach condo weekly rental

Lil HughesRating, 5 stars3 months ago
If we were coming in season, it would be nice to have assigned parking and linens.
Superhost
A bright bedroom is presented with large windows offering views of the surrounding area. A wall-mounted TV is positioned in front of a simple white furniture unit. Natural light fills the space, highlighting the clean lines and soothing neutral tones of the decor.
Condo in Rehoboth Beach
4.74 out of 5 average rating, 235 reviews

Rehoboth Ave Boardwalk Ocean Views

BrandonRating, 5 stars1 month ago
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.
Guest favorite
A light-filled living area features a soft, neutral-toned sectional sofa facing a wooden coffee table. Floor-to-ceiling windows showcase ocean views, with sunlight reflecting off the water. A flat-screen TV is mounted on a wooden entertainment unit, complementing the room's modern design.
Condo in Ocean City
4.91 out of 5 average rating, 305 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

MoniqueRating, 5 stars4 days 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 favorite
The multi-story building features expansive balconies that overlook the bay, with large glass doors creating a connection to the outdoor environment. A wooden walkway leads towards the water, bordered by lush grass and palm trees, suggesting a serene coastal setting.
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 favorite
An expansive view of the beach and ocean is captured from a balcony. Soft, sandy shores stretch along the coastline, dotted with beach umbrellas and sunbathers. The clear blue sky contrasts with the ocean's waves, creating a serene and inviting coastal scene.
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 favorite
An enclosed patio provides a direct view of the ocean, with sandy beach and water visible beyond a railing. Comfortable seating options are arranged with a small table, allowing for relaxation while enjoying the ocean scenery.
Condo in Ocean City
4.98 out of 5 average rating, 221 reviews

Direct Oceanfront close to Northside Park!

NicoleRating, 5 stars3 weeks ago
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.
Top guest favorite
Condo in Ocean City
4.97 out of 5 average rating, 64 reviews

Luxury Escape Ocean Front 2 bdr condo Huge balcony

JeanRating, 5 stars1 week 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 favorite
A comfortable living area features a spacious gray sectional sofa adorned with decorative cushions in pink and blue. A round coffee table sits in the center, with light-colored artwork displayed on the walls. Natural light enters through sliding glass doors, highlighting the inviting atmosphere.
Condo in Dewey Beach
4.96 out of 5 average rating, 129 reviews

Luxury water-view condo with high-end finishes

LindsayRating, 5 stars3 weeks ago
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!
Superhost
A spacious porch features several white rocking chairs arranged along a wooden deck. The view extends to the road and distant beach, providing a feeling of openness. Columns support the covered awning, creating a shaded area for relaxation. Decorative lanterns are mounted on the walls.
Condo in Cape May
4.87 out of 5 average rating, 104 reviews

Beachfront Bliss: Walk everywhere.

GavynRating, 5 stars5 days ago
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!!
Superhost
A modern kitchen area is highlighted by a spacious island, four dark wooden bar stools, and a stainless steel range hood. The open layout connects to a cozy living space with a sleek black chair and large windows that provide natural light.
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
A spacious living area features a queen size Murphy bed adorned with a colorful patterned quilt.  Blue sofas, accented with decorative pillows, surround a small wooden table. Large windows provide natural light, leading out to a balcony with outdoor seating.
Condo in Dewey Beach
4.92 out of 5 average rating, 48 reviews

Dog Friendly Deluxe Condo Beach Block*

BridgetRating, 5 stars7 months ago
We had the BEST time for Labor Day Weekend! A perfect way to end summer and head into fall. We will be back!
Top guest favorite
A compact kitchen area is visible, featuring white cabinetry and modern appliances. Two bar stools are positioned at a small island. The cozy sitting area includes a light blue chair and a striped sofa, with light streaming in from the nearby window.
Condo in Dewey Beach
4.97 out of 5 average rating, 253 reviews

Sweet getaway - beach block, steps from the beach!

NormaRating, 5 stars1 day ago
Very peaceful, clean, close to beach , kitchen had everything, dog friendly. , Grill was a plus for cooking ,
Superhost
A serene view of the oceanfront showing gentle waves lapping against a sandy beach. Low dunes with sparse grass line the shore, while a wooden boardwalk leads toward the water, offering easy access to the beach.
Condo in Ocean City
4.9 out of 5 average rating, 135 reviews

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

TerryRating, 5 stars1 week ago
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!!
Guest favorite
A covered outdoor balcony offers seating with bar stools and a dining table. Textured cushions add color to the chairs. A view of the surrounding neighborhood is visible, featuring rooftops and utility poles under a clear sky.
Condo in Ocean City
4.89 out of 5 average rating, 115 reviews

Perfect location!

AlexisRating, 5 stars1 month ago
Great relaxing place, wonderful hosts who were friendly and accommodating.
Superhost
A cozy living room is furnished with a light blue couch and a striped chair, creating a comfortable seating area. A patterned rug lies beneath a coffee table, while a large television is positioned in the corner. Warm lighting is provided by standing lamps.
Condo in Rehoboth Beach
4.84 out of 5 average rating, 107 reviews

Rehoboth Downtown Updated Condo - Walk Everywhere

DavidRating, 5 stars1 month ago
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

Guest favorite
A spacious living area features a dark sofa with accent pillows and a low wooden coffee table. A 55" TV is mounted on a media console, while large windows offer views of the ocean and access to the balcony. A ceiling fan adds to the room's comfort.
Condo in Ocean City
4.93 out of 5 average rating, 105 reviews

Oceanfront 1 Bedroom 1.5 Bath-Balcony-Laundry-WiFi

AllisonRating, 5 stars1 week ago
beautiful place to stay! hope to be back sometime in the future!!
Guest favorite
A spacious patio is visible, adorned with comfortable seating and a view of the serene waterway. Boats are moored nearby, and buildings line the opposite shore, creating a peaceful waterfront scene under a clear blue sky.
Condo in Ocean City
4.95 out of 5 average rating, 87 reviews

Beach Getaway 3 Bedroom Condo with Boat Slip

HeatherRating, 5 stars8 months ago
Third year in a row, never disappointed. Amazing location, lots of room, great communication. Virginia is the best host!!!
Superhost
A spacious bedroom features a large window with stunning ocean views, allowing natural light to flood the room. The bed is adorned with a patterned duvet, complemented by two bedside lamps. A dresser and decorative wall art enhance the beach-inspired decor.
Condo in Ocean City
4.87 out of 5 average rating, 70 reviews

Luxury Oceanfront Retreat | Private Balcony

MelicaRating, 5 stars1 month ago
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.
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
4.86 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.
Superhost
A spacious living area features a comfortable gray sectional sofa adorned with colorful cushions. An inviting lamp sits on a coffee table, while the light beige walls complement the tiled flooring. The open layout connects to the kitchen and dining space in the background.
Condo in Ocean City
4.82 out of 5 average rating, 265 reviews

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!

AaronRating, 5 stars1 week ago
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!
Guest favorite
A spacious living area features large glass sliding doors that open to ocean views. Two comfortable sofas are positioned for relaxation, complemented by a central coffee table. A flat-screen television is displayed, while natural light fills the room, enhancing the airy atmosphere.
Condo in Ocean City
4.98 out of 5 average rating, 42 reviews

Luxury 2 bedrooms condo 180 ocean view

JenniferRating, 5 stars1 week 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 favorite
The beachfront property is displayed, featuring a modern four-story structure with multiple balconies. Soft sandy pathways lead to the building, bordered by natural grasses and low fencing. Clear blue skies enhance the oceanfront setting.
Condo in Ocean City
4.97 out of 5 average rating, 118 reviews

Direct Ocean Front/Gorgeous Views/Indoor Pool

JanetRating, 5 stars3 weeks 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
A spacious living area features a comfortable sectional sofa adorned with accent pillows. A decorative area rug sits beneath a coffee table with a floral arrangement. A large wall-mounted television is visible, alongside artwork depicting palm trees. The open layout leads into a dining area and kitchen.
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