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Compare 625 Vacation Homes in Rock Hall with updated reviews, rates, and availability.

Edgewater/Mayo Getaway!
Room

Edgewater/Mayo Getaway!

9.8 out of 10, Exceptional, (10)
"We only stayed one night but the house was perfect for our needs. The main family room/kitchen area was perfect for all of us to comfortably sit together, and the bedroom layout was great for two families (two “wings”). The hosts were super responsive and accommodating. Would just suggest two hairdryers (one in each bathroom - if there was a second, we did not see it) and shower soap. The bed in the primary bedroom was very comfortable and everything went smoothly. "
The price is SAR 710
SAR 1,984 total
includes taxes & fees
3 Dec - 4 Dec
Edgewater/Mayo Getaway!
Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning
Living area

Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning

3.0 star property
Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Private rear courtyard

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (202)
"This cozy home was perfect for my coaches & I that were in town for a lacrosse tourney @ the Naval Academy. This home is literally less than 100 steps from the gate of the Naval Base and same distance to dowtown Annapolis city docks, diming, shopping and sight-seeing. We will defintely be back! Thanks John!!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Walk to Everything House
Front of House

Walk to Everything House

10.0 out of 10, Exceptional, (72)
"We thoroughly enjoyed the convenience of walking to shops, restaurants, and waterfront! Residence was charming and clean! Only minor issue was we couldn’t locate the iron- just the ironing board! We still had fun but we’re just a bit wrinkled!😁"
Walk to Everything House
Private Waterfront Woods | Dock, Kayaks, Views

Private Waterfront Woods | Dock, Kayaks, Views

10.0 out of 10, Exceptional, (14)
"Enjoyed the location and proximity to the city. Water view and firepit enjoyable. Disappointed that the dock and kayaks not easily accessible. House needs some tlc (we provided a list of easy repairs/maintenance needed.) Love to know why the ceiling fans and lights go on and off randomly."
Private Waterfront Woods | Dock, Kayaks, Views
Waterfront Oasis w/ Private Dock, 3BR/2BA
Living area

Waterfront Oasis w/ Private Dock, 3BR/2BA

9.8 out of 10, Exceptional, (26)
"We stayed here over the weekend and had a great time. The home is located about twenty mins from lots of great restaurants and things to do for kids! The arcade machine was a huge hit with my kids. The view of the river was amazing. We sat in the house and watched the sunset and sunrise every day. The host was also very responsive. "
Waterfront Oasis w/ Private Dock, 3BR/2BA
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Living/Kitchen

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

10.0 out of 10, Exceptional, (12)
"We very much enjoyed our stay. The house is exactly as described and we would stay here again if we are in Annapolis again. The house has everything you need with a fully equipped kitchen, smart tvs in every room, and the beds are very comfortable. There is so much parking and the house is walking distance to everything in downtown Annapolis and the Naval Academy. "
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Pet-Friendly Home on Chester River w/ Dock!
Chestertown Vacation Rental | 4BR | 4.5BA | 6 Steps Required | 3,232 Sq Ft

Pet-Friendly Home on Chester River w/ Dock!

2.0 star property
10.0 out of 10, Exceptional, (1)
Pet-Friendly Home on Chester River w/ Dock!
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Miscellaneous

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (20)
"Wonderful serene location on a tributary to the Bay. Beautiful water views with its own dock and kayaks. 15 minutes to Annapolis. House is very comfortable, freshly and attractively decorated, and well stocked. Manager was extraordinarily helpful. Nine of us had a perfect relaxing long weekend. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Charming Annapolis WaterVIEW Home
3 covered balconies, a ground floor patio, and ceramic and propane grills.

Charming Annapolis WaterVIEW Home

9.6 out of 10, Exceptional, (49)
"Wonderful location to downtown Annapolis! Beautiful home, well maintained and plenty of room. The porch overlooking the bay has a table for 10 which provided a wonderful setting for our family. This is our second stay and we’ll absolutely stay again "
Charming Annapolis WaterVIEW Home
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.
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, (48)
"The house was beautiful. The location was perfect. The owner was very responsive. 5 couples stayed in the house and we would all love to return. Thank you for everything!!"
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
3 Story Stunner in Murray Hill <1 mile from USNA!

3 Story Stunner in Murray Hill <1 mile from USNA!

10.0 out of 10, Exceptional, (18)
"Very nicely renovated property in the heart of downtown Annapolis. Highly recommend for groups / families and very kid friendly. Great location to walk to all that Annapolis has to offer. "
The price is SAR 803
SAR 3,338 total
includes taxes & fees
3 Dec - 4 Dec
3 Story Stunner in Murray Hill <1 mile from USNA!
Bennett House (entire):Haven in Historic Annapolis
First floor kitchen

Bennett House (entire):Haven in Historic Annapolis

10.0 out of 10, Exceptional, (11)
"The Bennett House not only lived up to its pictures online, the cleanliness, abundance of extra special touches, communication with the host, and more surpassed our expectations. The beds were extra comfy, the kitchen, fully stocked, the bathrooms, adorned with the fluffiest white towels and extra toiletries . . . and I can't say enough about the front porch. Even though clouds cloaked the sky when we arrived and when we left, sunshine streamed through our Annapolis trip because of the Bennett...
Bennett House (entire):Haven in Historic Annapolis
Waterfront Paradise on the Eastern Shore of Chesapeake Bay
Beach

Waterfront Paradise on the Eastern Shore of Chesapeake Bay

10.0 out of 10, Exceptional, (61)
"What an amazing place... the sunsets, the house, the pool, the amenities... absolutely everything was perfect! The owner was super helpful! "
Waterfront Paradise on the Eastern Shore of Chesapeake Bay
Waterfront family resort Lodge with private pier, game room and bar
The Twin Ponds Lodge sits on over 7 acres of private waterfront property.

Waterfront family resort Lodge with private pier, game room and bar

9.8 out of 10, Exceptional, (23)
"The property was excellent for a large group. We was there for a Sailing Regatta on the lake in front of the house. The perfect house for groups."
Waterfront family resort Lodge with private pier, game room and bar
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
Private kitchen

Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

10.0 out of 10, Exceptional, (10)
"Very clean and a great place overall! Will be back in our future visits to Maryland! "
The price is SAR 1,033
SAR 1,348 total
includes taxes & fees
12 Dec - 13 Dec
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
Amazing Waterfront Home on the Bush River
Exterior

Amazing Waterfront Home on the Bush River

10.0 out of 10, Exceptional, (18)
"Wonderful place to stay!"
Amazing Waterfront Home on the Bush River
ACROSS FROM STADIUM - walk to downtown Annapolis.
Across from the Navy and Marine Corps Stadium!

ACROSS FROM STADIUM - walk to downtown Annapolis.

9.6 out of 10, Exceptional, (42)
"Property was great and accommodated 7 of us easily. Quiet location, close to everything for our stay in Annapolis. "
ACROSS FROM STADIUM - walk to downtown Annapolis.
Serene waterfront sunsets in this sprawling historic Annapolis home
Start your stay at the waterfront Sunset Serenity with a glass of wine.

Serene waterfront sunsets in this sprawling historic Annapolis home

9.8 out of 10, Exceptional, (26)
"We had such a wonderful Father’s Day weekend, at this lovely property! The views are beautiful, the house was laid out perfectly for our large family, and everyone enjoyed fishing off the dock."
Serene waterfront sunsets in this sprawling historic Annapolis home
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

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.
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, (48)
"The house was beautiful. The location was perfect. The owner was very responsive. 5 couples stayed in the house and we would all love to return. Thank you for everything!!"
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
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, (31)
"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.