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Compare 53 Cottages in Rock Hall with updated reviews, rates, and availability.

Relaxing Waterfront Cottage Near St Michaels, Maryland
Charming Cottage on a quite creek of the Chesapeake Bay with private pool.
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, (216)
"Were pleased with the property and surroundings. Very beautiful, ancient trees. Neighborhood was quiet and the river and dock were favorite reading spots. Enjoyed!!!"
Relaxing Waterfront Cottage Near St Michaels, Maryland
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Front of house from St. Michaels harbor looking across Town Park
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (112)
"Our stay in St Michael's was wonderful. The location of this property could not be better. Close to marina, parks, restaurants, historic downtown and the maritime museum. We never needed to use our car! Tom is an excellent host. "
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Property grounds
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (5)
"We thoroughly enjoyed our long weekend stay. We spent great time together in the cozy and spacious living room, as well as enjoying the nice waterfront outdoor areas. The house is unique, well equipped, very clean, and with great attention to details in every room. Host was very proactive and responsive in the communication. Canoes and bikes are available, what we enjoyed. Views from the house were wonderful, including a beautiful sunrise. It was a very relaxing family weekend and we can’t wait...
The price is SAR 1,687
SAR 3,533 total
includes taxes & fees
12 Nov - 13 Nov
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Firefly Cottage at the Cape, community beach, Hot tub USNA, pets, Holidays, Fun
Exterior detail
Firefly Cottage at the Cape, community beach, Hot tub USNA, pets, Holidays, Fun
10.0 out of 10, Exceptional, (79)
"Firefly Cottage is a wonderful cottage! It’s clean, beautifully decorated, has high quality linens & finishes & fabulous outdoor living spaces. Pat & Ken’s hospitality & thoughtfulness helped to make our stay just perfect. "
Firefly Cottage at the Cape, community beach, Hot tub USNA, pets, Holidays, Fun
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (202)
"This was a lovely home. I especially appreciated how clean and well-stocked it was. Liz and Tom were very responsive and accommodating! This truly added to a wonderful reunion weekend with friends and family. Thank you!"
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Front and side of W Melson House
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (114)
"Waters edge is just a few steps away to sit and watch boats come in and out. So cute and the most amazing artifacts decorating the place made it even more captivating. Short walk to coffee, food and shopping local. The owner was responsive and kind as well as super easy to work with. Will definitely return."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
The Heron's Nest at Atlantic Marina
Family Room with Water View
The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, (282)
"We really loved this little house, but the stairs were tough for older people.😊"
The Heron's Nest at Atlantic Marina
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Front and side view of Blades House from Locust St.
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
9.6 out of 10, Exceptional, (132)
"Fine stay pretty quiet off season"
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
House w/Water Views of Rock Creek 2BA 2BA Cottage
Exterior detail
House w/Water Views of Rock Creek 2BA 2BA Cottage
10.0 out of 10, Exceptional, (22)
"Very quiet street, our stay was relaxing and just what we needed! "
House w/Water Views of Rock Creek 2BA 2BA Cottage
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Room
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
10.0 out of 10, Exceptional, (24)
"Great location and very clean property. Cyndi was responsive and a great host. Would definitely stay again."
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Pet-friendly Annapolis Home: Walk to Beach!
Property grounds
Pet-friendly Annapolis Home: Walk to Beach!
3.0 star property
Pet-friendly Annapolis Home: Walk to Beach!
Amazing views, short walks to great dining!
"The cottage is lovely—vintage charm in perfect combination with the best modern updates. I was comfortable every minute I spent there..." Darcy - June 2021
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, (72)
"The place is very comfortable and tucked away on the creek with nice water views. The host was accessible but I didn’t need a thing! The screened porch is a wonderful spot to enjoy my scone and tea fresh from the Great Harvest bakery just up the road. The golden sunset was a bonus each evening. "
Amazing views, short walks to great dining!
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Property grounds
Secluded Waterfront Cottage on 200 acre farm near Queenstown
10.0 out of 10, Exceptional, (96)
"My family and I had a ball, enjoyed our time on the water and hanging out on the farm. "
Secluded Waterfront Cottage on 200 acre farm near Queenstown
The Yellow Cottage on Harness Creek
The Yellow Cottage on Harness Creek
The Yellow Cottage on Harness Creek
10.0 out of 10, Exceptional, (154)
"Great cottage along a quiet road in a private setting. This is just what my family was looking for to escape the busy weekend in Annapolis. Will not hesitate to schedule future stays at this home."
The Yellow Cottage on Harness Creek
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Front of Carpenter St. Cottage
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
9.8 out of 10, Exceptional, (168)
"We went to St. Michael’s for a wedding. The cottage was great. Very charming. The location was perfect. We could walk everywhere. We had great communication with the host. He was very accommodating. We will stay there again. "
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Family-Friendly Cottage, Walk to the Beach!
Kennedyville Vacation Rental | 2BR | 1BA | 4 Stairs to Access | 1,000 Sq Ft
Family-Friendly Cottage, Walk to the Beach!
10.0 out of 10, Exceptional, (18)
"Another amazing stay at Robin’s Rest. Highly recommend for a quiet weekend getaway "
Family-Friendly Cottage, Walk to the Beach!
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Regularly cleaned and maintained hot tub perfect for cool nights
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
9.8 out of 10, Exceptional, (20)
"This cottage sits in an amazing peaceful location on the water and was an oasis for 5 girlfriends to spend several days together and explore Annapolis. We thoroughly enjoyed the spaces, had plenty of room for all of us to stay. The staircase is a bit off-putting if you are trying to carry anything downstairs but it is very easy to navigate otherwise for 5 50-70 year olds without mobility issues. And you can also go outside and walk down the stairs instead if needed. The beds and seating were...
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Waterfront River Cottage for 2, dog-friendly
Welcome to the waterfront cozy River Cottage!
Waterfront River Cottage for 2, dog-friendly
9.2 out of 10, Wonderful, (7)
"It's a beautiful location and we enjoyed our visit."
Waterfront River Cottage for 2, dog-friendly
Eastern Shore beach cottage get-away
Early morning crabbing with Bay Bridge 12 miles away over the water.
Eastern Shore beach cottage get-away
10.0 out of 10, Exceptional, (132)
"This house was the cutest little place right across the street from the beach with a beautiful view. The house was clean and had all the amenities needed for our stay. We would definitely stay there again!"
Eastern Shore beach cottage get-away
Waterfront dog-friendly home with beach just mins to Downtown Annapolis
Welcome to the renovated kitchen at Oh Happy Bay!
Waterfront dog-friendly home with beach just mins to Downtown Annapolis
9.8 out of 10, Exceptional, (29)
"I needed a quiet place to rest and Oh Happy Bay was pperfectpabsolutely perfect. I was so impressed"
Waterfront dog-friendly home with beach just mins to Downtown Annapolis
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.
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Other property types in Rock Hall

Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
Newly remodeled 6 BR, 5.5 BA Waterfront with upper deck and private pier
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
10.0 out of 10, Exceptional, (47)
"Beautiful views and spacious comfortable living space. Well supplied kitchen. "
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Waterfront with private pier and great views
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
10.0 out of 10, Exceptional, (22)
"The pictures dont do this rental house justice. It was very clean and wonderfully decorated. The seperate unit was ideal for my daughter and her family. The "
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Exterior
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
10.0 out of 10, Exceptional, (30)
"We had my daughter's wedding at this beautiful villa. The views were absolutely amazing! The house is very spacious and accommodated our family. The sunsets were spectacular. Everyone enjoyed the pool, hot tub, and all the other activities this house had to offer"
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
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.

Frequently asked questions

How much do cottages in Rock Hall cost?
Rates for cottages in Rock Hall range between SAR 1,687 and SAR 1,687 per night. No matter your budget, you’re sure to find a perfect place to get in tune with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Rock Hall with Expedia?
We think that vacays should be stress-free, so if you’re looking for cottages in Rock Hall at a great price, Expedia is here to help. Save those pennies and pick a thrifty option far away from the hustle and bustle, or splurge on a 5-star cottage to really pamper your favorite people.
How can I find cheap cottages in Rock Hall?
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