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, 71 reviews

Across beach condo weekly rental

PaulRating, 5 stars1 week 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, 237 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 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, 306 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

StephanieRating, 5 stars5 days ago
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.
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, 223 reviews

Direct Oceanfront close to Northside Park!

BarbaraRating, 5 stars2 days ago
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.
Top guest favorite
Condo in Ocean City
4.97 out of 5 average rating, 65 reviews

Luxury Escape Ocean Front 2 bdr condo Huge balcony

JeanRating, 5 stars3 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 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, 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!
Guest favorite
A tranquil lakeside scene captures two individuals on paddleboards gliding across calm water. Sandy shores are lined with chairs, offering a peaceful spot to relax. In the background, a spacious building features a wraparound deck, providing views of the serene landscape.
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
Aerial view of the condo location in Dewey Beach, highlighting proximity to the sandy beach and water. The surrounding area features residential homes and boating access along the coastline. The ocean is visible in the background, offering a serene atmosphere.
Condo in Dewey Beach
4.88 out of 5 average rating, 192 reviews

Read Ave Dewey Condo - Bay Front, Private Beach

AndrewRating, 5 stars1 week ago
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!
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, 105 reviews

Beachfront Bliss: Walk everywhere.

ColeenRating, 5 stars6 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
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, 49 reviews

Dog Friendly Deluxe Condo Beach Block*

JacobRating, 5 stars1 week 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 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, 256 reviews

Sweet getaway - beach block, steps from the beach!

DanaRating, 5 stars4 days ago
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!
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, 139 reviews

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

BonnieRating, 5 stars1 day ago
Beautiful stay this is my new spot to stay every time I visit OC!

Luxury beach condo rentals

Top guest favorite
A comfortable living space features a cozy, light-colored sofa and a large television on a wooden stand. Natural light is streamed through sliding glass doors, leading to a balcony. A ceiling fan and a soft area rug complete the inviting environment.
Condo in Rehoboth Beach
4.99 out of 5 average rating, 124 reviews

Family Friendly Top Floor Condo Near Boardwalk

TonyaRating, 5 stars1 day ago
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!
Superhost
A spacious living area features a comfortable dark leather sofa with decorative pillows and a coffee table. Natural light floods in from large windows overlooking the ocean, complemented by a dining table for four. A ceiling fan adds a touch of modern comfort.
Condo in Virginia Beach
4.8 out of 5 average rating, 5 reviews

New Oceanfront 2bd, 2bth / Beach / Pool / Boat

ShannonRating, 5 stars2 weeks ago
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.
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, 71 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
An unobstructed view of a serene beach stretches across the horizon, featuring gentle waves lapping at the sandy shore. A breakwater is visible in the distance, enhancing the peaceful coastal scenery under a clear blue sky.
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 favorite
The image captures a beachfront view from the condo, showcasing a pink building with multiple balconies. The ocean sparkles under sunlight, and a sandy beach extends toward the horizon. Lush greenery is visible in the foreground, with well-defined pathways leading toward the beach.
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
A spacious living area is furnished with a light-colored sofa and four accent chairs, positioned around a central coffee table. A flat-screen TV is mounted on the wall, with a modern fireplace beneath it. Large windows allow natural light and provide views of the ocean.
Condo in Ocean City
4.88 out of 5 average rating, 69 reviews

Ocean and Bay views at Luxurious Ocean Bliss!

TanishaRating, 5 stars3 weeks ago
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
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 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 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, 119 reviews

Direct Ocean Front/Gorgeous Views/Indoor Pool

SusanRating, 5 stars1 day ago
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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