Rock Hall Vacation Rentals from ￥29,359: Search Short-Term Rentals

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Our top choices for Rock Hall vacation rentals

A building with a gabled roof and a circular vent on the roof.

1. BAYSIDE BUNGALOW

Rock Hall

Diane V.

￥49,960 total

includes taxes & fees

Sep 27 - Sep 28

A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

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

Rock Hall

lisa p.

￥46,477 total

includes taxes & fees

Sep 27 - Sep 28

A spacious living room with a leather sofa, a wooden coffee table, and a fireplace.

3. Bayside Cottage steps from Rock Hall Harbor

Rock Hall

Adam S.

￥60,747 total

includes taxes & fees

Sep 27 - Sep 28

A house with a swimming pool, surrounded by a fence, and two red umbrellas.

4. First Floor Studio Apartment in Historic Chestertown

Chestertown

John R.

￥23,798 total

includes taxes & fees

Oct 5 - Oct 6

A dining area with a wooden table and chairs, beige curtains, and a ceiling light fixture.

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

Grasonville

Robin

￥78,079 total

includes taxes & fees

Sep 28 - Sep 29

A garden with a variety of plants and a small bridge.

6. Wren Retweet- Country Estate in Center of C’Town

Chestertown

Mandy D.

￥76,402 total

includes taxes & fees

Sep 27 - Sep 28

A wooden dock with Adirondack chairs and a ladder, overlooking a calm body of water with a distant shoreline.

7. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Pasadena

Buu T.

￥105,189 total

includes taxes & fees

Sep 28 - Sep 29

A living room with a fireplace, patterned furniture, a coffee table, and a bookshelf.

8. Secluded Cottage in Middle of Chestertown

Chestertown

Amy D.

￥43,362 total

includes taxes & fees

Sep 29 - Sep 30

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Top Rock Hall Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"I liked the staff!"

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good

"The view from our room was incredible. The property is clean and the beds comfortable. For the price, however, the only thing that justifies it is the view and location. There are 2 restaurants- Marmo was disappointing and overpriced. The cantina was great. Unfortunately, they take up all of the waterfront dock area, so there is really nowhere else to gather in the hotel to enjoy the water if you just want to sit and visit or play a game, or some such. (The balconies were too small for anything except a cup of coffee). And since the restaurants are open to the public the area is packed all the time. Otherwise, being an older hotel, there really aren't any special amenities. No spa or pool. nothing else special about it. And those terrible nespresso machines in the room. I just want a regular cup of coffee. Parking is overpriced- we hoofed it to a garage a few blocks away for significantly less per day."

Hilton Garden Inn Baltimore/White Marsh

10/10 Excellent

"I arrived early for check in and the desk clerk worked hard to get me in my room early before I had to leave for an event. She was very on top of things and friendly. I waited in the lobby while the room was being prepared and it was clean and comfortable. Later when I returned, we had a drink at the bar and the service was once again, great, with a friendly bartender (who remembered me from another stay). I looks as if the rooms have been refreshed since my last stay - clean and well designed. I slept like a log on the very comfortable bed! Basically, it was the least problematic hotel stay I may have ever had."

Find out more about Rock Hall

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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 42 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.

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Check prices for these dates

Our top choices for Rock Hall vacation rentals

1. BAYSIDE BUNGALOW

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

3. Bayside Cottage steps from Rock Hall Harbor

4. First Floor Studio Apartment in Historic Chestertown

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

6. Wren Retweet- Country Estate in Center of C’Town

7. Chesapeake Cottages- 2 Quaint Waterfront Retreats

8. Secluded Cottage in Middle of Chestertown

9. Cass-Away Luxury Houseboat

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

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

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

13. Family Retreat at Lansdowne Manor

14. Large 2 bedroom house with private parking in a nice neighborhood

15. B’more Restful. Comfortable Townhome -Easy access to everywhere

16. Cass-N-Reel Luxury Houseboat

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

18. Pool Loft Suite | Bay Access & Beach Passes

19. The Posh Residence

20. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Find vacation rentals that suit your style

Top Rock Hall Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Best Western Annapolis

The Westin Annapolis

Courtyard by Marriott Annapolis

Hilton Garden Inn Baltimore/White Marsh

Find out more about Rock Hall

Frequently asked questions

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