Holiday Rentals in Rock Hall

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Holiday Rentals in Rock Hall

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Interior
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
9.8 out of 10, Exceptional, (16)
"Loved this place, right on the water with a great view. Slept a group of 11 comfortably. House is newly renovated and really nicely kept and decorated . My only feedback is that in the showers it would help to install support bars for older guests who might feel unstable on their feet. We hope to return soon and rent again!"
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Balcony
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
10.0 out of 10, Exceptional, (41)
"We spent most of the day outside. The only drawback is there is not much around the area to do. We were lucky no rain just hot."
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Balcony
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
10.0 out of 10, Exceptional, (28)
"I organized a large (15 person) bachelorette weekend at this property in early April. It is an absolutely gorgeous house and the host had a number of thoughtful touches - like extra firewood for the firepit, coffee supplies, and a bottle of bubbly for our bride! The beds were comfortable (even the twins!), which was lucky because one bedroom on the breakdown was not really usable, so a handful of guests relocated to one of the 'kid rooms.' We found Ashleigh very responsive both before and...
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
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Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
Fridge, microwave, stovetop, dishwasher
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
10.0 out of 10, Exceptional, (41)
"This house was beautiful, clean, modern, everything we needed. Loved the huge table and living-room areas where all of us could be together. Weather wasn't great, so we didn't do anything outside, but the house alone was perfect. Host responded quickly, kitchen was fully equipped. Will definitely consider for our next stay!"
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
9.8 out of 10, Exceptional, (7)
"Turning Point on the Little Magothy was perfect for our family weekend! We’re local, but we wanted a place with a pool to come together with my siblings, their spouses and their kids, and this was great! Every couple had their own bedroom with a king bed, which was awesome! The kids had their own twin bunk beds, which they loved. There was enough space for the 12 of us to have dinner together at the dining table, and to hang out in the living room. The home was beautiful, and we were very happy...
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Cozy place close to the city dock
Beach
Cozy place close to the city dock
10.0 out of 10, Exceptional, (56)
"24 hour convenience store one block away was perfect for 5am breakfast sandwiches!!!!!"
Cozy place close to the city dock
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Exterior
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (190)
"We had a wonderful time at the cottage! It was nice to be close to the water and have a comfortable place to stay. The kitchen had everything we needed for cooking and the deck was great for watching the sunset. We enjoyed sitting by the dock and going kayaking. Thank you to the hosts for such a relaxing weekend!"
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Fridge, microwave, oven, stovetop
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, (86)
"We just loved this home in Eastport. It’s close to all of the best restaurants and easy to take a water taxi back-and-forth to downtown. Our kids enjoyed the pool - a rare find in this part of town. Liz was a wonderful host. You can tell she puts a lot of TLC into her home and the experience she gives her guests. Since it was already booked for the rest of our stay in Annapolis we switched to another rental that was nice but just didn’t compare. Our kids kept asking to go back and I’m sure we...
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Firefly Cottage at the Cape, community beach, stand alone house, hot tub, pets.
Property grounds
Firefly Cottage at the Cape, community beach, stand alone house, hot tub, pets.
10.0 out of 10, Exceptional, (65)
"Very nice house, very clean, wonderful safe neighborhood. And a very good drive into Washington D.C"
Firefly Cottage at the Cape, community beach, stand alone house, hot tub, pets.
Pool and Bay Views on wrap around deck in Kent Island
Outdoor pool
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, (21)
"Everyone really loved the house and the location. The pool was great"
Pool and Bay Views on wrap around deck in Kent Island
The Heron's Nest at Atlantic Marina
Exterior
The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, (269)
"Very clean, beautiful place sitting on the bay. Great breeze in the evenings to enjoy the Chesapeake Bay."
The Heron's Nest at Atlantic Marina
Anchor's Away in the Heart of Eastport!
Fridge, microwave, oven, stovetop
Anchor's Away in the Heart of Eastport!
9.8 out of 10, Exceptional, (31)
"Property is very convenient to the USNA and DTA. You can walk, but they're a good 25-30 minutes and parking was available even during Commissioning week and at the local restaurants. Plus, we could park about 25 feet from the door of the VRBO all the time. It is a first floor, easy to access door. There is a full kitchen and fridge, a comfy couch, and a nice bathroom. It's really like a nice hotel suite. A couple idiocycracies however. The bed pulls down from the wall, which gives you more play...
Anchor's Away in the Heart of Eastport!
Relax on Kent Island in 3 Bedroom Home w/Waterview
Exterior
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (23)
"We'd stay there again but with modified expectations based on our experience. The 'water view' is quite distant and obtuse. The water is hundreds of yards away, and separated from the house by several suburban style homes and an unpaved road."
The price is €338
per night
14 Jul - 15 Jul
Relax on Kent Island in 3 Bedroom Home w/Waterview
Waterfront Oasis of Annapolis Star
Outdoor pool, a heated pool
Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (63)
"Wonderful Weekend! We had the pleasure of staying at Waterfront Oasis for a long weekend to celebrate my husband’s birthday and it was truly amazing! We were welcomed lovingly and we were provided with a tour of the property. We were blown away by the luxury suite and the beautiful views. We enjoyed the access to the pool, patio with plenty of room to relax on the sofas, and the grilling area was perfect! Being able to walk down to the dock to watch sunsets was just breathtaking. We loved every...
The price is €476
per night
8 Jul - 9 Jul
Waterfront Oasis of Annapolis Star
Recently Renovated Annapolis Home - Conveniently Located
Fridge, microwave, oven, stovetop
Recently Renovated Annapolis Home - Conveniently Located
10.0 out of 10, Exceptional, (46)
"Perfect!!! Everything about this location and home!!! Stocked well and beautifully decorated!! Communication fantastic!!! 10 out of 10!!! Plan to stay again next year!!!"
Recently Renovated Annapolis Home - Conveniently Located
Amazing views, short walks to great dining!
View from property
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, (67)
"We had our midshipman with us, who was in between blocks and wanted to have some friends over for a barbecue. This place was perfect. The kayaks and the dock provided a nice respite from DTA. If we needed something, the owner was quick to provide. The location was right near the academy, very convenient. If you’re just 2 people tired of hotels, paying extra for parking, and wanting to cook a couple of your meals, this is your place."
Amazing views, short walks to great dining!
Directly Across from Gate One & Steps from the Waterfront
Fridge, microwave, oven, stovetop
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (185)
"John's place is in a great location and we enjoyed our time a lot!"
Directly Across from Gate One & Steps from the Waterfront
Charming Annapolis WaterVIEW Home
Property grounds
Charming Annapolis WaterVIEW Home
9.6 out of 10, Exceptional, (44)
"This was my Mom's first vacation since the covid pandemic and this location really made it special! She was a kid again in the swings and I found her out there each morning. The location is great, the house is HUGE, and it was full of amazing amenities. Would definitely stay again."
The price is €706
per night
10 Jul - 11 Jul
Charming Annapolis WaterVIEW Home
Relaxing Waterfront Cottage Near St Michaels, Maryland
Exterior
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, (199)
"This is the perfect place for a private anniversary getaway. The house is very clean and the views are terrific."
Relaxing Waterfront Cottage Near St Michaels, Maryland
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Sun-loungers, beach towels
Secluded Waterfront Cottage on 200 acre farm near Queenstown
10.0 out of 10, Exceptional, (90)
"We enjoyed meeting the hosts and their llamas and emus. The home had everything we needed for our stay, and the view of the water from the house could not be better. We watch the sunsets wherever we go, and the colors were spectacular. There were plenty of things to do, and the restaurants were a short drive away. Thank you for sharing this property with others."
Secluded Waterfront Cottage on 200 acre farm near Queenstown
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See all available properties in Rock Hall
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.

Other types of properties in Rock Hall you may be interested in

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Interior
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
9.8 out of 10, Exceptional, (16)
"Loved this place, right on the water with a great view. Slept a group of 11 comfortably. House is newly renovated and really nicely kept and decorated . My only feedback is that in the showers it would help to install support bars for older guests who might feel unstable on their feet. We hope to return soon and rent again!"
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Historic Inns of Annapolis
Exterior
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1616)
"Nice place, comfortable and friendly staff!"
The price is €190
per night
8 Jul - 9 Jul
Historic Inns of Annapolis
Best Western Plus Hotel & Conference Center
Lobby
Best Western Plus Hotel & Conference Center
2.5 star property
7.6 out of 10, Good, (1000)
"Room was clean and having a refrigerator and microwave was helpful. However there is mold to the room I stayed in and it affected my overall ability to sleep and breathe. Breakfast was very serviceable. Only 1 of 4 elevators worked and stsying on the 12th floor created extra time getting in and out."
The price is €109
per night
4 Jul - 5 Jul
Best Western Plus Hotel & Conference Center
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.

Everything you need to know about Rock Hall holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rock Hall holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rock Hall holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rock Hall holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rock Hall. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rock Hall holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rock Hall holiday rentals we have selected for you start as low as €338 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rock Hall rentals

At Expedia, we put the best Rock Hall holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rock Hall rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rock Hall holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rock Hall. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Rock Hall?

Yes, there are holiday rentals close to the most popular sights in Rock Hall, or you can select a more secluded option if you're looking for a relaxing stay. Rock Hall is known for its restaurants and waterfront. Make sure you have time to check out the entertainment choices and parks during your trip.

What are some of the best holiday rentals that Rock Hall has to offer?

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.: This highly rated holiday home rental in Rock Hall is located on the waterfront, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Rock Hall?

Choose from 43 Expedia holiday rentals in Rock Hall for a memorable holiday.

What can I see and do in Rock Hall?

Cultural attractions include The Mainstay and Waterman’s Museum, whereas Ferry Park and Eastern Neck National Wildlife Refuge are a couple of picturesque spots to enjoy the outdoors. In the wider area, you’ll find Rock Hall Harbor and Washington College.

What are holiday rentals like in Rock Hall?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rock Hall. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.

Recent reviews of Rock Hall properties
Expedia verified reviews

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

5/5 Excellent
"Very clean. Close to shopping and other excursions. Comfortable beds, good quality linen and towels."
A verified traveller from silver spring stayed at SpringHill Suites by Marriott Annapolis
Posted 1 day ago
SpringHill Suites by Marriott Annapolis