Rock Hall Holiday Rentals from AU$262: Search Short-Term Rentals

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Our top choices for Rock Hall holiday rentals

1. BAYSIDE BUNGALOW

Rock Hall

Diane V.

includes taxes & fees

8 Sept - 9 Sept

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

Rock Hall

lisa p.

includes taxes & fees

8 Sept - 9 Sept

3. Bayside Cottage steps from Rock Hall Harbor

Rock Hall

Adam S.

includes taxes & fees

30 Sept - 1 Oct

4. First Floor Studio Apartment in Historic Chestertown

Chestertown

S G.

includes taxes & fees

8 Sept - 9 Sept

5. Newly restored apartment in the heart of Chestertown

Chestertown

Anonymous traveller

includes taxes & fees

8 Sept - 9 Sept

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

Chestertown

Mandy D.

includes taxes & fees

8 Sept - 9 Sept

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

Stevensville

Michelle P.

includes taxes & fees

17 Sept - 18 Sept

8. Secluded Cottage in Middle of Chestertown

Chestertown

Amy D.

includes taxes & fees

8 Sept - 9 Sept

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Top Rock Hall Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Everything was fine . I have no complaints . Loved free parking ."

Historic Inns of Annapolis

8/10 Good

"Fantastic location. Clean room with comfortable beds and powerful AC. Liked the history of the building. We were able to consistently get parking on the street near the hotel, which was great. The only real con was that we discovered upon reaching our room that we didn't have an exterior window--our two "windows" looked over the covered event area, which had pretty lights but was nonetheless an interior hallway, so no outside view. There were also a couple hiccups with the bathroom, one being that the glass shelf was falling down, and the other being that we were consistently given two towels even though we had four people on the reservation. But overall we were happy with our stay and appreciated being in a historic building in such a great location."

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

10/10 Excellent

"This hotel was actually better than I expected. Check-in was quick and easy. Lots of parking. My room on the 5th floor was spacious and super clean. The beds and pillows were great! The breakfast buffet was adequate. Overall, a good stay and I’d stay there again.,"

Sonesta ES Suites Annapolis

8/10 Good

"Ver nice older hotel but well maintained. Spacious rooms and good breakfast. My only complaint is that you can tell they also keep long term tenants as there were cats roaming around (which didn’t bother me but might others) and bikes/trash outside some of the rooms and plants in windows. A normal nightly rental hotel would not allow this id think so it made the atmosphere seem a lil run down even if the room was decent."

Inn at Huntingfield Creek

10/10 Excellent

"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"

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

10/10 Excellent

"This is a beautiful place! Spacious and very accommodating for large groups. We had 19 there and just tons of room. The grandkids loved the pool. The back yard faces the bay and provides a magnificant view for sunsets. Moreover, we were on the patio between the pool and breezeway when the feels like temperature was 101 F. However, because of the winds coming from the southwest over the bay and the excellent umbrellas provided, we were quite comfortable in the shade. We caught blue crabs off the dock and enjoyed steamed crabs 3-4 days. AC units kept the house nice and cool during a hot August period. Nathalie was very responsive and helpful."

Find out more about Rock Hall

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, 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 favourite 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 depend 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 AU$262 per night. Entering your travel dates in the search wizard might find you 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 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?

Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining: This highly rated holiday home rental in Rock Hall is located near the beach, and has a patio, a selection of games and a BBQ 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 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 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 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.

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Check prices for these dates

Our top choices for Rock Hall holiday 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. Newly restored apartment in the heart of Chestertown

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

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

8. Secluded Cottage in Middle of Chestertown

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

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

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

12. Chesapeake Cottages- 2 Quaint Waterfront Retreats

13. Lakefront Home Firepit BWI Marleycreek River

14. Pool Loft Suite | Bay Access & Beach Passes

15. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

16. Serenity on the Cove

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

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

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

20. Waterfront Retreat with Private Dock and Beach

Find holiday rentals that suit your style

Top Rock Hall Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

Best Western Plus Hotel & Conference Center

Crowne Plaza Annapolis by IHG

Historic Inns of Annapolis

Hampton Inn Baltimore/White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

Sonesta ES Suites Annapolis

Inn at Huntingfield Creek

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

Find out more about Rock Hall

Frequently asked questions

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