A coastal landscape with a sandy beach, a rocky barrier, and a calm sea.

Rock Hall Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Rock Hall holiday rentals

Exterior detail

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (58 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is HK$1,411
HK$2,103 total
includes taxes & fees
18 Aug - 19 Aug
BAYSIDE BUNGALOW
Beach

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (25 reviews)
"Kitchen was fully stocked, apartment very clean, very nice host and parking was great"
United States
Tara K.
The price is HK$924
HK$2,240 total
includes taxes & fees
20 Jul - 21 Jul
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Smart TV

Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (4 reviews)
"Great spot, close to everything in town - had a nice visit!"
United States
Adam S.
The price is HK$1,529
HK$3,042 total
includes taxes & fees
27 Jul - 28 Jul
Bayside Cottage steps from Rock Hall Harbor
Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (118 reviews)
"Exactly as advertised. Great room, clean and highly recommended. "
United States
S G.
The price is HK$776
HK$1,245 total
includes taxes & fees
21 Jul - 22 Jul
First Floor Studio Apartment in Historic Chestertown
TV, fireplace

Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
The price is HK$1,439
HK$2,190 total
includes taxes & fees
20 Jul - 21 Jul
Secluded Cottage in Middle of Chestertown
Property grounds

Wren Retweet- Country Estate in Center of C’Town

Wren Retweet- Country Estate in Center of C’Town
Chestertown
10.0 out of 10, Exceptional, (75 reviews)
"The house was lovely, very comfortable and hosts were very responsive! We will be back for another stay. "
United States
Diana S.
The price is HK$3,057
HK$4,575 total
includes taxes & fees
18 Aug - 19 Aug
Wren Retweet- Country Estate in Center of C’Town
Exterior

Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (41 reviews)
"Lovely, spacious home in a quiet setting. Ken Island is a beautiful, relaxing spot. Adam was so accommodating and easy to communicate with. The house is well stocked, clean, and comfortable. You’ll enjoy your stay there!"
United States
Susan
The price is HK$1,239
HK$2,788 total
includes taxes & fees
12 Aug - 13 Aug
Charming Coastal/Country Home w/3 Acres & Sauna!
Outdoor pool, a heated pool

Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star
Annapolis
10.0 out of 10, Exceptional, (84 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is HK$2,117
HK$3,879 total
includes taxes & fees
21 Jul - 22 Jul
Waterfront Oasis of Annapolis Star
Beach nearby

Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (26 reviews)
"Quiet and relaxing spot right on the water"
United States
Jennifer W.
The price is HK$1,764
HK$2,968 total
includes taxes & fees
20 Jul - 21 Jul
Waterfront Retreat with Private Dock and Beach
Property grounds

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (23 reviews)
"Excellent Property"
United States
Buu T.
The price is HK$2,822
HK$5,211 total
includes taxes & fees
21 Jul - 22 Jul
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Coffee/tea maker, fridge, microwave, oven

Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Annapolis Home | Fenced Yard | Pool Table | 10 Guests
Cape Saint Claire
9.6 out of 10, Exceptional, (12 reviews)
"Enjoyed our stay- thank you!"
United States
KateriK
The price is HK$1,897
HK$5,434 total
includes taxes & fees
21 Jul - 22 Jul
Annapolis Home | Fenced Yard | Pool Table | 10 Guests
Interior

Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
Green Haven
The price is HK$1,819
HK$3,878 total
includes taxes & fees
24 Jul - 25 Jul
Idyllic Pasadena Retreat With Garden + Hot Tub!
Interior

Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (40 reviews)
"Just was very responsive to all requests and inquiries."
United States
Vesta M.
The price is HK$1,341
HK$2,967 total
includes taxes & fees
27 Jul - 28 Jul
Large 2 bedroom house with private parking in a nice neighborhood
Interior

Waterfront 5 Bedroom Near Bwi/annapolis/baltimore

Waterfront 5 Bedroom Near Bwi/annapolis/baltimore
3.0 star property
Glen Burnie
The price is HK$6,303
HK$11,454 total
includes taxes & fees
22 Jul - 23 Jul
Waterfront 5 Bedroom Near Bwi/annapolis/baltimore
Outdoor spa tub

Idyllic Pasadena Retreat with Garden + Hot Tub!

Idyllic Pasadena Retreat with Garden + Hot Tub!
Green Haven
10.0 out of 10, Exceptional, (35 reviews)
"Place was very accommodating for our needs!"
United States
Antonia P.
The price is HK$1,380
HK$3,906 total
includes taxes & fees
24 Jul - 25 Jul
Idyllic Pasadena Retreat with Garden + Hot Tub!
Property grounds

FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
Pasadena
The price is HK$2,000
HK$4,291 total
includes taxes & fees
3 Aug - 4 Aug
FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
Coffee/tea maker, fridge, microwave, oven

Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (5 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is HK$1,639
HK$3,915 total
includes taxes & fees
1 Aug - 2 Aug
Pool Loft Suite | Bay Access & Beach Passes
Property grounds

Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min

Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
Cape Saint Claire
9.0 out of 10, Wonderful, (14 reviews)
"Dominick was a great communicator, he was very responsive and ensured we were comfortable during this stay. Highly recommend anyone to book this property!"
United States
Marissa F.
The price is HK$2,999
HK$5,492 total
includes taxes & fees
23 Jul - 24 Jul
Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
Terrace/patio

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Arnold
9.8 out of 10, Exceptional, (11 reviews)
"Great place!"
United States
Chris A.
The price is HK$1,482
HK$3,370 total
includes taxes & fees
4 Aug - 5 Aug
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Exterior

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (47 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
The price is HK$846
HK$2,310 total
includes taxes & fees
22 Jul - 23 Jul
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
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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Top Rock Hall Hotel Reviews

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

10/10 Excellent
"Great property for a family get away. Plenty of space for everyone to spread out and for meals. Pool was excellent and provided hours of enjoyment. Host was responsive and helpful."
Nicholas G. 7-night trip
Posted 11 hours ago
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

Find out more about Rock Hall

Search for holiday rentals in Rock Hall on Expedia! You can easily find your home rentals, villas, holiday apartments in Rock Hall using one of the methods below:

  • View our selection of featured holiday rentals in Rock Hall
  • Use the map to find apartments and other holiday homes in the Rock Hall neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Rock Hall while they last

Look no further and take a look at our great range of rental properties in Rock Hall!

Frequently asked questions

Are there holiday rentals in Rock Hall?

Yes, there are holiday rentals in Rock Hall close to The Mainstay, 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?

Stay in the landmark Lighthouse!: This highly rated holiday home rental in Rock Hall offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind. Other favourite homes for rent in Rock Hall are Serene Waterfront Cottage with dock and gorgeous views. and Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining.

How many holiday rentals are there in Rock Hall?

Choose from 42 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 Northern Chesapeake Bay and Chesapeake Bay are a couple of picturesque spots to enjoy the outdoors. Rock Hall Harbor and Eastern Neck National Wildlife Refuge are other places to visit while you're in town.

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.