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

Rock Hall Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Rock Hall vacation rentals

Beach

1. 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, (29 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is ￥18,108
￥43,595 total
includes taxes & fees
Sep 10 - Sep 11
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Exterior detail

2. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (64 reviews)
"Perfect little place for our weekend stay!"
United States
Diane V.
The price is ￥30,744
￥48,523 total
includes taxes & fees
Sep 10 - Sep 11
BAYSIDE BUNGALOW
Smart TV

3. Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (5 reviews)
"Great spot, close to everything in town - had a nice visit!"
United States
Adam S.
The price is ￥32,281
￥62,407 total
includes taxes & fees
Sep 30 - Oct 1
Bayside Cottage steps from Rock Hall Harbor
Property grounds

4. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (125 reviews)
"Exactly as advertised. Great room, clean and highly recommended. "
United States
S G.
The price is ￥15,218
￥24,417 total
includes taxes & fees
Sep 10 - Sep 11
First Floor Studio Apartment in Historic Chestertown
Interior

5. Cass-Away Luxury Houseboat

Cass-Away Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (107 reviews)
"Wonderful stay. House boat was amazing and hosts helpful and responsive! "
United States
Jamie L.
The price is ￥15,372
￥47,871 total
includes taxes & fees
Sep 28 - Sep 29
Cass-Away Luxury Houseboat
Exterior

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (47 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
United States
Michelle P.
The price is ￥18,938
￥49,210 total
includes taxes & fees
Sep 17 - Sep 18
Charming Coastal/Country Home w/3 Acres & Sauna!
Property grounds

7. FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
Pasadena
10.0 out of 10, Exceptional, (2 reviews)
"FLOHOM 14 did not disappoint!!! This was my first stay on a houseboat. Now I know why babies fall asleep when rocked. The boat is beautifully appointed & well equipped. Bring a good book. I’m already missing it!!!"
United States
Maria D.
The price is ￥24,211
￥65,277 total
includes taxes & fees
Sep 21 - Sep 22
FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
TV, fireplace

8. 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 ￥28,223
￥42,116 total
includes taxes & fees
Sep 13 - Sep 14
Secluded Cottage in Middle of Chestertown
Exterior

9. 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, (55 reviews)
"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."
United States
Dawn G.
The price is ￥17,044
￥45,641 total
includes taxes & fees
Sep 16 - Sep 17
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Smart TV, books

10. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful spot in the center of historical Chestertown,"
United States
Anonymous traveler
The price is ￥34,587
￥54,131 total
includes taxes & fees
Sep 10 - Sep 11
Newly restored apartment in the heart of Chestertown
Terrace/patio

11. 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, (12 reviews)
"Great place!"
United States
Chris A.
The price is ￥20,176
￥54,369 total
includes taxes & fees
Sep 21 - Sep 22
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Smart TV, stereo

12. Lower Level Loft - Adorable Studio Apt. Near BWI

Lower Level Loft - Adorable Studio Apt. Near BWI
South Gate
9.2 out of 10, Wonderful, (19 reviews)
"That place is incredible—very cozy and clean."
United States
Nataly
The price is ￥9,992
￥16,999 total
includes taxes & fees
Sep 14 - Sep 15
Lower Level Loft - Adorable Studio Apt. Near BWI
Property grounds

13. 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)
"Perfect location for exploring the cutest town. "
United States
Mandy D.
The price is ￥46,817
￥73,981 total
includes taxes & fees
Sep 14 - Sep 15
Wren Retweet- Country Estate in Center of C’Town
Coffee/tea maker, fridge, microwave, oven

14. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (6 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 ￥29,606
￥74,057 total
includes taxes & fees
Sep 10 - Sep 11
Pool Loft Suite | Bay Access & Beach Passes
Dining

15. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (16 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
The price is ￥38,430
￥64,363 total
includes taxes & fees
Sep 10 - Sep 11
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Marina

16. Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
9.8 out of 10, Exceptional, (213 reviews)
"We enjoyed our stay. It was a cute little place and perfect for 3 of us. The area is pretty quiet for the most part. We would definitely stay here again."
United States
Tammy
The price is ￥7,993
￥33,380 total
includes taxes & fees
Sep 13 - Sep 14
Cozy Fells Point Gem / In The Heart of Fells Point
Interior

17. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (100 reviews)
"Awesome place, great location"
United States
Mark M.
The price is ￥7,993
￥33,380 total
includes taxes & fees
Sep 13 - Sep 14
Hidden Fells Point Gem / Private Courtyard Patio
Interior

18. 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)
"This was a lovely place for my mom and I to stay - we were dealing with a challenging situation and Solmaz was very kind and was easy to communicate with. The community is nice and parking was easy. "
United States
Linda B.
The price is ￥21,444
￥51,258 total
includes taxes & fees
Sep 10 - Sep 11
Large 2 bedroom house with private parking in a nice neighborhood
House (3 Bedrooms) | Interior

19. Lakefront Home Firepit BWI Marleycreek River

Lakefront Home Firepit BWI Marleycreek River
3.0 star property
Marley
The price is ￥39,660
￥47,355 total
includes taxes & fees
Sep 10 - Sep 11
Lakefront Home Firepit BWI Marleycreek River
Coffee/tea maker, fridge, microwave, oven

20. Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.8 out of 10, Exceptional, (22 reviews)
"Great stay! Very clean home in a quiet neighborhood. Easy drive to downtown, and there’s a local restaurant right down the street. We really enjoyed our stay!"
United States
Taylor C.
The price is ￥11,898
￥34,066 total
includes taxes & fees
Sep 10 - Sep 11
Cute, Cozy 2-bedroom house near Annapolis with water access
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

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

8/10 Good
"Nice hotel with good service"
John 1-night trip
Posted less than an hour ago
Graduate by Hilton Annapolis

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 vacation rentals in Rock Hall?

Yes, we give you a choice of vacation rentals in Rock Hall close to The Mainstay, or you can select a more secluded option if you want 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 vacation rentals in Rock Hall?

Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining: This Rock Hall vacation home rental is located near the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Another good choice for your trip to Rock Hall is Serene Waterfront Cottage with dock and gorgeous views..

How many vacation rentals are there in Rock Hall?

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

What can I see and do in Rock Hall?

Cultural attractions include The Mainstay and Waterman’s Museum, whereas Eastern Neck National Wildlife Refuge and Northern Chesapeake Bay are a couple of picturesque spots to enjoy the outdoors. Rock Hall Harbor and Chesapeake Bay are other places to visit while you're in town.

What are vacation rentals like in Rock Hall?

Vacation rentals are private accommodations you can stay in for a couple days or more in Rock Hall. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips.