Chesapeake Beach, MD
Travel Guide
Visit Chesapeake Beach
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
$191 nightly
The price is $212 total per night from Oct 1 to Oct 2
$212 total
Oct 1 - Oct 2
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 ...
8.6/10 Excellent! (1,010 reviews)
"The resort was clean, and the rooms were modern, comfortable, and well maintained. There were several restaurants on the property, along with a mini casino, which provided plenty of dining and entertainment options. The staff was friendly and welcoming."
Reviewed on Aug 31, 2026
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
Fully refundableReserve now, pay when you stay
$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! (1,007 reviews)
"Staff were extraordinarily polite, kind and thoughtful during my interactions with them. The room was immaculate and very well maintained. Breakfast was indeed a buffet but included hot fresh items as well such as eggs ,breakfast meats and pancakes! Would absolutely stay at this property again!"
Reviewed on Aug 31, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$87 nightly
The price is $96 total per night from Sep 10 to Sep 11
$96 total
Sep 10 - Sep 11
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! (1,014 reviews)
"Exterior of hotel and property are under much-needed renovations. Areas of property could use some basic maintenance. Pool and surrounding area were nice. The interior of the inn appears to have been recently updated. Rooms were very clean and comfortable. Did not eat breakfast at the inn, so I can't ..."
Reviewed on Aug 31, 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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- Thanksgiving Farm Wines
- Harriet Tubman Underground Railroad National Historical Park
- Annapolis Landing Marina
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