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

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Rock Hall vacation homes

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

1. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
"Perfect little place for our weekend stay!"
United States
Diane V.
The price is ￥28,481
￥45,763 total
includes taxes & fees
Sep 19 - Sep 20
BAYSIDE BUNGALOW
A spacious living room with a leather sofa, a wooden coffee table, and a fireplace.

2. 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 ￥38,133
￥70,108 total
includes taxes & fees
Sep 10 - Sep 11
Bayside Cottage steps from Rock Hall Harbor

3. Cozy 1-bedroom house in lovely Chestertown with AC

Cozy 1-bedroom house in lovely Chestertown with AC
Chestertown
The price is ￥29,905
￥44,950 total
includes taxes & fees
Aug 25 - Aug 26
Cozy 1-bedroom house in lovely Chestertown with AC
A lighthouse with a white exterior, a balcony, and a metal roof.

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (46 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 ￥22,861
￥51,532 total
includes taxes & fees
Aug 27 - Aug 28
Charming Coastal/Country Home w/3 Acres & Sauna!
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.

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 ￥39,558
￥67,090 total
includes taxes & fees
Aug 21 - Aug 22
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
A park with a curved wooden bridge, a tree with purple blossoms, and a grassy area.

6. 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 ￥50,754
￥79,178 total
includes taxes & fees
Sep 1 - Sep 2
Wren Retweet- Country Estate in Center of C’Town
A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

7. 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 ￥24,526
￥56,460 total
includes taxes & fees
Sep 1 - Sep 2
Large 2 bedroom house with private parking in a nice neighborhood
A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

8. 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, (53 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 ￥22,861
￥52,874 total
includes taxes & fees
Aug 26 - Aug 27
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

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

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.6 out of 10, Exceptional, (19 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 ￥13,529
￥37,249 total
includes taxes & fees
Aug 23 - Aug 24
Cute, Cozy 2-bedroom house near Annapolis with water access
A view through a window of a wooden deck with a round table and chairs, overlooking a grassy area with trees.

10. Family Retreat at Lansdowne Manor

Family Retreat at Lansdowne Manor
Centreville
10.0 out of 10, Exceptional, (12 reviews)
"We had an amazing stay for a wedding weekend! Beautiful grounds, beautiful house, lots of room for kids and dogs. Would definitely stay again! "
United States
Emily C.
The price is ￥51,899
￥63,143 total
includes taxes & fees
Sep 2 - Sep 3
Family Retreat at Lansdowne Manor
A living room with a sofa, a coffee table, a dining table with chairs, a lamp, and a beach-themed artwork on the wall.

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

Lower Level Loft - Adorable Studio Apt. Near BWI
South Gate
9.0 out of 10, Wonderful, (18 reviews)
"That place is incredible—very cozy and clean."
United States
Nataly
The price is ￥10,285
￥17,497 total
includes taxes & fees
Aug 31 - Sep 1
Lower Level Loft - Adorable Studio Apt. Near BWI
A hot tub area with a covered patio, stone seating, and a view of the backyard.

12. Idyllic Pasadena Retreat with Garden + Hot Tub!

Idyllic Pasadena Retreat with Garden + Hot Tub!
Green Haven
10.0 out of 10, Exceptional, (35 reviews)
"10/10 stars! We had a wonderful stay! It was very clean and well organized! Loved it"
United States
Amy L.
The price is ￥27,848
￥78,827 total
includes taxes & fees
Aug 25 - Aug 26
Idyllic Pasadena Retreat with Garden + Hot Tub!
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a built-in microwave.

13. 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, (13 reviews)
"Enjoyed our stay- thank you!"
United States
KateriK
The price is ￥41,773
￥116,527 total
includes taxes & fees
Aug 25 - Aug 26
Annapolis Home | Fenced Yard | Pool Table | 10 Guests
A cozy cabin interior with a leather sofa, a wooden dining table, and a view of a lake through large windows.

14. The Hideaway Spot- Waterfront w/ Dock on Long Cove

The Hideaway Spot- Waterfront w/ Dock on Long Cove
Glen Burnie
9.2 out of 10, Wonderful, (14 reviews)
"Very clean and well stocked Beautiful location Will definitely book againBroken oar and paddle restaurant nearby excellent food and service"
United States
Chris H.
The price is ￥23,752
￥64,917 total
includes taxes & fees
Sep 17 - Sep 18
The Hideaway Spot- Waterfront w/ Dock on Long Cove
A living room with a fireplace, a flat-screen TV, leather sofas, and a glass coffee table.

15. Family-friendly home in Baltimore with WiFi, AC, Pool table, Washer & dryer

Family-friendly home in Baltimore with WiFi, AC, Pool table, Washer & dryer
Berea
9.0 out of 10, Wonderful, (11 reviews)
"Everything was great, easy check in and simple and clean space!!! Amazing thank you"
United States
michael t.
The price is ￥15,950
￥33,593 total
includes taxes & fees
Aug 31 - Sep 1
Family-friendly home in Baltimore with WiFi, AC, Pool table, Washer & dryer
A waterfront town with historic buildings, a dock with boats, and a prominent white dome structure in the background.

16. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is ￥30,299
￥80,719 total
includes taxes & fees
Aug 23 - Aug 24
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
A narrow hallway with wooden flooring, a white door, and a mirror on the wall.

17. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (98 reviews)
"Awesome place, great location"
United States
Mark M.
The price is ￥9,968
￥37,100 total
includes taxes & fees
Sep 2 - Sep 3
Hidden Fells Point Gem / Private Courtyard Patio
A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

18. Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is ￥31,488
￥90,011 total
includes taxes & fees
Sep 15 - Sep 16
Annapolis Retreat - 7 mins from downtown Annapolis!
A covered outdoor seating area with wicker furniture, a ceiling fan, and a view of trees and houses.

19. 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, (16 reviews)
"Beautiful property and very clean with full amenities. We had a wonderful day. Thank you for everything."
United States
David S.
The price is ￥60,523
￥110,845 total
includes taxes & fees
Aug 23 - Aug 24
Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

20. Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.8 out of 10, Exceptional, (12 reviews)
"This is a cute place. Well stocked nicely renovated kitchen. Having coffee and a bottle of wine was a definite plus. "
United States
Diane D.
The price is ￥35,918
￥95,422 total
includes taxes & fees
Sep 1 - Sep 2
Renovated Bungalow | Walk to Beach | Dog-Friendly
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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"A great property in a great location . The people we interacted with were friendly and helpful. I highly recommend Historic Inn in Annapolis"
Kenneth 1-night trip
Posted 1 hour ago
Historic Inns of Annapolis

Find out more about Rock Hall

Rock Hall Vacation Homes information

Number of reviews
493
Accommodation
715 Vacation Homes
Lowest Price
￥17,497
Highest Price
￥116,527