Holiday rentals in Chesapeake Bay

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Popular amenities for Chesapeake Bay holiday rentals

Other great holiday rentals in Chesapeake Bay

Guest favourite
Holiday home in Frankford
4.87 out of 5 average rating, 63 reviews

Charming Beach/Bay Escape with Activities for All!

DavidRating, 5 stars5 months ago
Excellent WiFi and TV. Very comfortable furnishings and well equipped kitchen. Everything we needed for a great Thanksgiving gathering with family
Top guest favourite
Home in Cape May
5 out of 5 average rating, 17 reviews

Sunset Escape: Cozy Beach House

AlenaRating, 5 stars2 weeks ago
Nancy is a very nice host! She was always responsive and proactive in providing useful reminders before check-in and check out. Her place is beautiful, new, clean and very cosy. My family loved it and I would book again!
Guest favourite
Home in Edgewater
4.92 out of 5 average rating, 143 reviews

House in Edgewater Maryland

NancyRating, 5 stars2 weeks ago
Leisa’s home suited our needs to a T!! We were in town to attend a wedding at the London Town and Gardens, which was just a half mile away. The rehearsal dinner in downtown Annapolis was also a short distance away. Everything was fresh and clean, the beds were comfortable, and the showers were really great. The lack of seating in the main room wasn’t a problem for us as we didn’t spend much time there during the day. The area around the pool looked really comfortable and inviting for guests staying during the summer season! Would stay there again.
Top guest favourite
Home in Bethany Beach
5 out of 5 average rating, 35 reviews

Relax in Bethany! Great Location- 1 Block to Beach

MaggieRating, 5 stars2 weeks ago
The place is amazing, bigger than it looks in the photos. The rooftop deck was an added bonus, made it feel like a fun getaway! Nice little video game room with bean bag chairs for the kids. Everything you could possibly want, including the most plush towels I've ever felt. Short walk to the beach, only a block away.
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!
Guest favourite
Flat in Baltimore
4.97 out of 5 average rating, 31 reviews

Patterson Park Apt; Walk to Hopkins, Bars, Cafes

RachelRating, 5 stars1 week ago
Jenny’s place was exactly what we needed for our long weekend trip. I loved that it was spacious, clean and had excellent natural light. We spent lots of time walking through the park across the street and appreciated how quiet the street/block was at night. 10/10 would recommend!
Guest favourite
Home in Colonial Beach
4.94 out of 5 average rating, 68 reviews

The Heaven at Colonial Beach

MelissaRating, 5 stars3 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.
Guest favourite
Home in Virginia Beach
5 out of 5 average rating, 24 reviews

Pool, hot tub, walk to beach, family friendly home

JeromyRating, 5 stars1 month ago
The place had plenty of sleeping spaces which is what we needed it was a great stay. Communication went well and there was plenty to entertain everyone

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