Chesapeake Beach, MD
Travel Guide
Visit Chesapeake Beach
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
$204 nightly
The price is $226 total per night from Sep 29 to Sep 30
$226 total
Sep 29 - Sep 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
$91 nightly
The price is $104 total per night from Sep 22 to Sep 23
$104 total
Sep 22 - Sep 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,006 reviews)
"It is an older hotel, but clean. Breakfast was great! They have a good size pool, volleyball court, and basketball hoop. Rooms were very comfy and big. Great for families."
Reviewed on Aug 30, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$87 nightly
The price is $96 total per night from Sep 9 to Sep 10
$96 total
Sep 9 - Sep 10
Total with taxes and fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,013 reviews)
"Head guy at front entrance is rude and not a happy guy"
Reviewed on Aug 30, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Breathtaking Waterfront Estate
Neavitt MD
Book a stay at this family-friendly villa in Neavitt. Enjoy private pools, a fitness center, and a garden. Popular attractions Neavitt Park and Royston Island ...
10/10 Exceptional! (76 reviews)
"Nice property right on the water with a convenient kayak lift. The pool area is great with beautiful views. Unfortunately, the pool pump was broken and very loud the first half of our stay but was replaced midweek. Make sure you don’t go over the 12 person max as they have cameras outside and will ..."
Reviewed on Jul 25, 2026
Floating 2 bed 2 bath condo stunning views of the bay
Stevensville MD
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
7.2/10 Good! (9 reviews)
"Hands down the BEST experience I’ve had with VRBO! Kate was prompt with her communication and the boat was absolutely as she described! We are very much looking forward to going back!"
Reviewed on May 21, 2026
Lovely bay views with kayaks, bikes, fire pit, crabbing & more
Shady Side MD
Book a stay at this family-friendly vacation home in Shady Side. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shadyside Park and Captain ...
9.6/10 Exceptional! (38 reviews)
"This property was in a central location to lots of places. I did think there was going to be a larger beach that you could go to within the community, however it was a very enjoyable stay. The hostess was sweet and the house is adorable."
Reviewed on Aug 9, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Chesapeake Beach attractions
Things to do
Chesapeake Beach: Sunset Sailing Cruise with Snacks
$114
per adult
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- Breezy Point Beach
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