We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Rock Hall Vacation Rentals

List your property
Owner log in
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Price per night
$0
$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighborhood
50 rentals in Rock Hall.
Sort by:
Tripadvisor Sort
Eastern Shore beach cottage get-away, vacation rental in Rock Hall

Eastern Shore beach cottage get-away

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Stay in the landmark Lighthouse!, vacation rental in Rock Hall

Stay in the landmark Lighthouse!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Blissful Retreat In Rock Hall, vacation rental in Rock Hall

Blissful Retreat In Rock Hall

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Peaceful getaway convenient to local amenities including beach, boating & food, vacation rental in Rock Hall

Peaceful getaway convenient to local amenities including beach, boating & food

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
200 steps to the beach!, vacation rental in Rock Hall

200 steps to the beach!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
rancher a half block from the bay, vacation rental in Rock Hall

rancher a half block from the bay

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
5 acre estate with deep water dock and 1,700 feet of coastline, vacation rental in Rock Hall

5 acre estate with deep water dock and 1,700 feet of coastline

5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Overton Farm Cottage, vacation rental in Rock Hall

Overton Farm Cottage

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Victorian on Main Street, Rock Hall MD. Walk to everything! Sleeps 2-4, vacation rental in Rock Hall

Victorian on Main Street, Rock Hall MD. Walk to everything! Sleeps 2-4

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Serene Waterfront Cottage with dock and gorgeous views., vacation rental in Rock Hall

Serene Waterfront Cottage with dock and gorgeous views.

1 bedroom
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Save time - get the best Rock Hall rentals sent straight to your email!
Luxurious Home on the Chesapeake Bay, Fantastic Views, W/ Pool, vacation rental in Rock Hall

Luxurious Home on the Chesapeake Bay, Fantastic Views, W/ Pool

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
This is truly a Baydream!, vacation rental in Rock Hall

This is truly a Baydream!

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Lodge on Main Street, a Victorian Apartment, walk to everything!, vacation rental in Rock Hall

The Lodge on Main Street, a Victorian Apartment, walk to everything!

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Private Waterfront Retreat, vacation rental in Rock Hall

Private Waterfront Retreat

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
240' Private Beachfront *Kent Island Love Point-Reunions/Rehearsal Dinners, vacation rental in Rock Hall

240' Private Beachfront *Kent Island Love Point-Reunions/Rehearsal Dinners

5 bedrooms
5 bathrooms
Sleeps 26
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Gorgeous Annapolis Area Waterfront Home!, vacation rental in Rock Hall

Gorgeous Annapolis Area Waterfront Home!

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Magnolia Point, Charming 3 Bedroom 2 Bath Cottage, vacation rental in Rock Hall

Magnolia Point, Charming 3 Bedroom 2 Bath Cottage

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Secluded Waterfront Cottage on 200 acre farm near Queenstown, vacation rental in Rock Hall

Secluded Waterfront Cottage on 200 acre farm near Queenstown

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
3 Bedroom 3.5 Bath Waterfront Home ., vacation rental in Rock Hall

3 Bedroom 3.5 Bath Waterfront Home .

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !, vacation rental in Rock Hall

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Annapolis Entertainment Complex, vacation rental in Rock Hall

Annapolis Entertainment Complex

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
ADULT ONLY! Magnificent Waterfront Cottage on 5 Acres, vacation rental in Rock Hall

ADULT ONLY! Magnificent Waterfront Cottage on 5 Acres

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Lovely Waterfront Cottage Near Annapolis, vacation rental in Rock Hall

Lovely Waterfront Cottage Near Annapolis

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Magothy River rustic retreat home., vacation rental in Rock Hall

Magothy River rustic retreat home.

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Winehouse at Love Point Vineyards and Winery, vacation rental in Rock Hall

The Winehouse at Love Point Vineyards and Winery

6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Waterfront House, pier, close to Betterton Chestertown & Rockhall, vacation rental in Rock Hall

Waterfront House, pier, close to Betterton Chestertown & Rockhall

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Cape Cod Bed and Bath, vacation rental in Rock Hall

Cape Cod Bed and Bath

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Enhanced Cleaning and Disinfecting. Million$ Chesapeake Bay Sunsets by the Bay., vacation rental in Rock Hall

Enhanced Cleaning and Disinfecting. Million$ Chesapeake Bay Sunsets by the Bay.

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Chestertown's Pet-Friendly Little Red Cottage, vacation rental in Rock Hall

Chestertown's Pet-Friendly Little Red Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Annapolis Custom Designed Waterfront Home, Breathtaking Views, Private Pier, vacation rental in Rock Hall

Annapolis Custom Designed Waterfront Home, Breathtaking Views, Private Pier

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Shallow Creek Shore Shack, vacation rental in Rock Hall

The Shallow Creek Shore Shack

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Love Point Waterfront, vacation rental in Rock Hall

Love Point Waterfront

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Payment Protection
3BR 1BA Private Beach / Pool / Boat Launch / Pier / Golf Cart and much more!, vacation rental in Rock Hall

3BR 1BA Private Beach / Pool / Boat Launch / Pier / Golf Cart and much more!

3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Carriage House Hideaway in Middle of Chestertown

0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets), vacation rental in Rock Hall

Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets)

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Chesapeake Bay Waterfront ARTectural Home, vacation rental in Rock Hall

Chesapeake Bay Waterfront ARTectural Home

3 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Beautiful Kent Island 4BR, Perfect Location, Close to Chesapeake Bay Beach Club!, vacation rental in Rock Hall

Beautiful Kent Island 4BR, Perfect Location, Close to Chesapeake Bay Beach Club!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Payment Protection
Cozy  Waterfront Cottage, vacation rental in Rock Hall

Cozy Waterfront Cottage

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Brookstone RV, vacation rental in Rock Hall

Brookstone RV

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
5BR Annapolis Family Home, vacation rental in Rock Hall

5BR Annapolis Family Home

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Abay Palace of Kent Narrows in a King Bed, vacation rental in Rock Hall

Abay Palace of Kent Narrows in a King Bed

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
Clean & Spacious, vacation rental in Rock Hall

Clean & Spacious

4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
Payment Protection
Serene Waterfront Apartment on Kent Island, vacation rental in Rock Hall

Serene Waterfront Apartment on Kent Island

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Annapolis Home w/ Deck & Whitehall Bay Access, vacation rental in Rock Hall

Annapolis Home w/ Deck & Whitehall Bay Access

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Beautiful Waterfront Estate - Special Summer Rates, vacation rental in Rock Hall

Beautiful Waterfront Estate - Special Summer Rates

11 bedrooms
9 bathrooms
Sleeps 27
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Cottage within walking distance to the Bay!, vacation rental in Rock Hall

Cottage within walking distance to the Bay!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Fully Furnished 4 Bedroom/3 Bathroom Single Family Home in Annapolis: This fully, vacation rental in Rock Hall

Fully Furnished 4 Bedroom/3 Bathroom Single Family Home in Annapolis: This fully

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Waterfront Annapolis Home: Fire Pit & Fishing Pier, vacation rental in Rock Hall

Waterfront Annapolis Home: Fire Pit & Fishing Pier

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Beautiful 7BR home minutes from downtown Annapolis, vacation rental in Rock Hall

Beautiful 7BR home minutes from downtown Annapolis

7 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Tentrr Signature Site - Wye Island View, vacation rental in Rock Hall

Tentrr Signature Site - Wye Island View

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
PreviousNext
1
Frequently Asked Questions about Rock Hall