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

Holiday Homes in Rock Hall

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Check prices for these dates

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

Our top choices for Rock Hall holiday 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, (64 reviews)
"Perfect little place for our weekend stay!"
United States
Diane V.
The price is AU$433
includes taxes & fees
11 Sept - 12 Sept
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, (5 reviews)
"Great spot, close to everything in town - had a nice visit!"
United States
Adam S.
The price is AU$554
includes taxes & fees
29 Sept - 30 Sept
Bayside Cottage steps from Rock Hall Harbor
A lighthouse with a white exterior, a balcony, and a metal roof.

3. 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 AU$445
includes taxes & fees
17 Sept - 18 Sept
Charming Coastal/Country Home w/3 Acres & Sauna!
A living room with a brown leather sofa, a wooden coffee table, and a ceiling fan.

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

Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Chestertown
The price is AU$406
includes taxes & fees
5 Oct - 6 Oct
Cozy 1-bedroom in-law suite in lovely Chestertown with AC
A park with a curved wooden bridge, a tree with purple blossoms, and a grassy area.

5. 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 AU$668
includes taxes & fees
14 Sept - 15 Sept
Wren Retweet- Country Estate in Center of C’Town
A dining area with a wooden table and chairs, beige curtains, and a ceiling light fixture.

6. 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 AU$570
includes taxes & fees
14 Sept - 15 Sept
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
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 AU$484
includes taxes & fees
23 Sept - 24 Sept
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, (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 AU$426
includes taxes & fees
13 Sept - 14 Sept
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
A living room with a sofa, a coffee table, a dining table with chairs, a lamp, and a beach-themed artwork on the wall.

9. 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 AU$156
includes taxes & fees
14 Sept - 15 Sept
Lower Level Loft - Adorable Studio Apt. Near BWI
A cozy cabin interior with a leather sofa, a wooden dining table, and a view of a lake through large windows.

10. 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 AU$531
includes taxes & fees
17 Sept - 18 Sept
The Hideaway Spot- Waterfront w/ Dock on Long Cove
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

11. 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 AU$331
includes taxes & fees
6 Oct - 7 Oct
Cute, Cozy 2-bedroom house near Annapolis with water access
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.
Idyllic Pasadena Retreat with Garden + Hot Tub!
A covered outdoor seating area with wicker furniture, a ceiling fan, and a view of trees and houses.

13. 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)
"Quiet neighborhood, worked well for our group of 8."
United States
Jennifer H.
The price is AU$824
includes taxes & fees
14 Sept - 15 Sept
Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
A beach with chairs and a pier in the background.

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

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (19 reviews)
"Almost everything that you might need is provided, but if not there is shopping close by. Hot tub was nice. Very clean home."
United States
Sharon Z.
The price is AU$621
includes taxes & fees
14 Sept - 15 Sept
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
A narrow hallway with wooden flooring, a white door, and a mirror on the wall.

15. 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 AU$309
includes taxes & fees
13 Sept - 14 Sept
Hidden Fells Point Gem / Private Courtyard Patio
A kitchen with wooden cabinets, a dining table, and a refrigerator.

16. 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 AU$553
includes taxes & fees
30 Sept - 1 Oct
Family Retreat at Lansdowne Manor
A row of brick townhouses with a tree in the foreground, a sidewalk, and string lights.

17. Patterson Park Gem, Walk Everywhere

Patterson Park Gem, Walk Everywhere
Patterson Place
10.0 out of 10, Exceptional, (6 reviews)
"House was clean and host very responsive. Beds were comfortable. It wasn’t as close to Fellspoint as I hoped but easy drive. "
United States
Deborah O.
The price is AU$359
includes taxes & fees
16 Sept - 17 Sept
Patterson Park Gem, Walk Everywhere
A dining area with a table, chairs, a bench, a chandelier, and a view into another room.

18. Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis
Historic District
"This property was an up and down property for us. The ups: check in process was flawless; cleanliness was as good as an old house can be; and the location was superb. The downs: they say it can sleep ten. Well ten people might sleep but they can’t do much else. There are two baths and the kitchen was fine and although adequate to work with. But there are only four wine glasses and barely five people can sit at the dining room table. So if ten people sleep - they wake up and there are enough...
United States
DEAN F.
The price is AU$788
includes taxes & fees
14 Sept - 15 Sept
Historic Row Home in Downtown Annapolis
A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

19. 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 AU$836
includes taxes & fees
6 Oct - 7 Oct
Annapolis Retreat - 7 mins from downtown Annapolis!

20. Boho Oasis 2 Bed 1 Bath home in Baltimore City!

Boho Oasis 2 Bed 1 Bath home in Baltimore City!
Berea
8.6 out of 10, Excellent, (7 reviews)
"Host was very friendly and the space was large and clean! "
United States
Mia H.
The price is AU$417
includes taxes & fees
30 Sept - 1 Oct
Boho Oasis 2 Bed 1 Bath home in Baltimore City!
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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

8/10 Good
"Parking is good and restaurant was convenient"
Jackie 1-night trip
Posted 4 hours ago
Crowne Plaza Annapolis by IHG

Find out more about Rock Hall

Rock Hall Holiday Homes information

Number of reviews
460
Accommodation
665 Holiday Homes
Lowest Price
AU$156
Highest Price
AU$836