Vacation rentals in Chesapeake Bay

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Popular amenities for Chesapeake Bay vacation rentals

Other great vacation rentals in Chesapeake Bay

Guest favourite
Condo in Ocean City
4.96 out of 5 average rating, 23 reviews

Lux Bayfront Unit with Stunning views!

QiaoqiaoRating, 5 stars8 months ago
We had a great time at Steve’s place. The location is amazing - it is walkable and so close to the beach and buzzing shops, while it is so quiet and peaceful indoors. It is clean and cozy, with extraordinary views. We had great breakfasts and enjoyed the beautiful sunset in the balcony. Steve provided detailed instructions proactively, which made the check-in and check-out very smooth. Great place for family vocation.
Superhost
Home in Georgetown
4.82 out of 5 average rating, 160 reviews

Maplewood - Simply Comfortable, Dog Friendly

LeahRating, 5 stars2 weeks ago
We love coming to Georgetown and love staying at Rick's place. It's perfect for us, and we can relax there. The house is beautiful with great amenities. My mom appreciates the walk-in shower. The kitchen is fantastic for cooking. The beds are comfortable, as is the furniture in living and dining rooms. Rick is a fantastic host. I highly recommend this home!
Superhost
Townhouse in Ocean City
4.86 out of 5 average rating, 22 reviews

Bahama 32 Big Groups ok

RachelRating, 5 stars6 months ago
Bahama- unit 32. We came down this past weekend for Country Calling. We had a large group and this place was perfect! It was full of beds and not super cramped. It was an awesome location to get up to the boards and down to the festival! Marcia was super responsive and helped us with an early check in & late check out! AC was ICE COLD 🙏🏼 we will definitely book with Marcia again!
Superhost
Cabin in Airville
4.92 out of 5 average rating, 12 reviews

AFrame Cabin at Mill Creek

KathrynRating, 5 stars8 months ago
We had a fantistic time getting away at Kelly's A-Frame. Beautiful surroundings, and a rustic lot were just what we needed for a retreat. Thanks for a great stay!
Guest favourite
Home in Colonial Beach
4.94 out of 5 average rating, 68 reviews

The Heaven at Colonial Beach

MelissaRating, 5 stars2 months ago
I’ve stayed at a lot of Airbnb’s and this was easily one of the best. Everything was exactly as described, and maybe even better than described. It had tons of amenities and a well stocked kitchen perfect for our large family. Spotless and beautiful. I highly recommend this home and would gladly stay there again.
Top guest favourite
Home in Selbyville
5 out of 5 average rating, 35 reviews

Stunning Sunrise & Water View 1 mile from Beach

EdRating, 5 stars6 months ago
This was our second time staying at Michael's place and wwe enjoyed everything. The place was clean and spacious and everything was as described. It is a private location but close to Ocean City nightlife and restaurants. You can literally walk to Harpoon Hannah's from the house.
Top guest favourite
Condo in Wildwood Crest
5 out of 5 average rating, 29 reviews

New Beachfront Condo with Pools - No Cleaning Fee

CorinneRating, 5 stars6 months ago
Great location. Nicole quickly responded with any questions we had. Checking in and out was very easy. We enjoyed our stay and would recommend the condo.
Superhost
Apartment in Wildwood Crest
4.71 out of 5 average rating, 7 reviews

Hidden Beach Treasure

SamanthaRating, 5 stars6 months ago
We loved this place so much we decided to stay again and it was absolutely wonderful! Our stay was super comfortable and very easy from check in to checkout. We thank you Peter for another wonderful visit!

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