Holiday rentals near Rock Hall Harbor
We found 857 holiday rentals — enter your dates for availability
Choose the right holiday home within close proximity to Rock Hall Harbor. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Rock Hall Harbor
Showing deals for:3 Oct - 10 Oct
Image gallery for 3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
1010 out of 10 rating
Exceptional
(33 reviews)
3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
Crownsville, MD
8% off
Price is NZ$39,692
NZ$39,692
NZ$5,670 per night
includes taxes & fees
Image gallery for Rare find! Chic cottage, salt water heated pool May 15-Oct15.
1010 out of 10 rating
Exceptional
(50 reviews)
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Arnold, MD
12% off
Price is NZ$9,616
NZ$9,616
NZ$1,374 per night
includes taxes & fees
Image gallery for HGTV quality, private guest suite, country getaway with hot tub & fire pit
1010 out of 10 rating
Exceptional
(5 reviews)
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Centreville, MD
8% off
Price is NZ$3,701
NZ$3,701
NZ$529 per night
includes taxes & fees
Image gallery for Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.
1010 out of 10 rating
Exceptional
(5 reviews)
Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.
Chestertown, MD
17% off
Price is NZ$4,863
NZ$4,863
NZ$695 per night
includes taxes & fees
Image gallery for Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
1010 out of 10 rating
Exceptional
(75 reviews)
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Stevensville, MD
8% off
Price is NZ$11,184
NZ$11,184
NZ$1,598 per night
includes taxes & fees
Image gallery for Chesapeake Bay Waterfront ARTectural Home
1010 out of 10 rating
Exceptional
(28 reviews)
Chesapeake Bay Waterfront ARTectural Home
Stevensville, MD
8% off
Price is NZ$12,588
NZ$12,588
NZ$1,798 per night
includes taxes & fees
Image gallery for Waterfront Sunset Bayview: sleeps 6
1010 out of 10 rating
Exceptional
(17 reviews)
Waterfront Sunset Bayview: sleeps 6
Chester, MD
8% off
Price is NZ$5,253
NZ$5,253
NZ$750 per night
includes taxes & fees
Image gallery for Gorgeous Creek Side Ranch-Style Estate With Dock
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Gorgeous Creek Side Ranch-Style Estate With Dock
Queenstown, Maryland
7% off
Price is NZ$7,365
NZ$7,365
NZ$1,052 per night
includes taxes & fees
Image gallery for Annapolis Entertainment Complex
1010 out of 10 rating
Exceptional
(88 reviews)
Annapolis Entertainment Complex
Arnold, MD
8% off
Price is NZ$9,318
NZ$9,318
NZ$1,331 per night
includes taxes & fees
Image gallery for Want to get away? Staying with us. Very relaxing.
8.88.8 out of 10 rating
Excellent
(11 reviews)
Want to get away? Staying with us. Very relaxing.
Pasadena, MD
11% off
Price is NZ$2,656
NZ$2,656
NZ$379 per night
includes taxes & fees
Image gallery for Circa 1700 Chesapeake Colonial home on the National Register.
9.89.8 out of 10 rating
Exceptional
(53 reviews)
Circa 1700 Chesapeake Colonial home on the National Register.
Stevensville, MD
8% off
Price is NZ$6,477
NZ$6,477
NZ$925 per night
includes taxes & fees
Image gallery for Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
1010 out of 10 rating
Exceptional
(45 reviews)
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Rock Hall, MD
12% off
Price is NZ$2,988
NZ$2,988
NZ$427 per night
includes taxes & fees
Image gallery for Peaceful getaway convenient to local amenities including beach, boating & food
9.89.8 out of 10 rating
Exceptional
(113 reviews)
Peaceful getaway convenient to local amenities including beach, boating & food
Rock Hall, MD
8% off
Price is NZ$2,882
NZ$2,882
NZ$412 per night
includes taxes & fees
Image gallery for Kent Island Luxury Waterfront
1010 out of 10 rating
Exceptional
(6 reviews)
Kent Island Luxury Waterfront
Stevensville, MD
17% off
Price is NZ$8,994
NZ$8,994
NZ$1,285 per night
includes taxes & fees
Image gallery for Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
1010 out of 10 rating
Exceptional
(38 reviews)
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
Stevensville, MD
8% off
Price is NZ$11,184
NZ$11,184
NZ$1,598 per night
includes taxes & fees
Image gallery for Blissful Retreat In Rock Hall
1010 out of 10 rating
Exceptional
(111 reviews)
Blissful Retreat In Rock Hall
Rock Hall, MD
5% off
Price is NZ$3,219
NZ$3,219
NZ$460 per night
includes taxes & fees
Image gallery for Captain's Retreat! Newly Renovated - few steps from the beach!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Captain's Retreat! Newly Renovated - few steps from the beach!
Annapolis, MD
16% off
Price is NZ$12,403
NZ$12,403
NZ$1,772 per night
includes taxes & fees
Image gallery for Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler
Rock Hall, MD
8% off
Price is NZ$16,699
NZ$16,699
NZ$2,386 per night
includes taxes & fees
Image gallery for The Lazy River House
1010 out of 10 rating
Exceptional
(9 reviews)
The Lazy River House
Chestertown, MD
8% off
Price is NZ$7,406
NZ$7,406
NZ$1,058 per night
includes taxes & fees
Image gallery for Cozy, unique, historic registered cottage on the Corsica River!
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy, unique, historic registered cottage on the Corsica River!
Centreville, MD
8% off
Price is NZ$2,552
NZ$2,552
NZ$365 per night
includes taxes & fees
Image gallery for BEACH WITHOUT THE BUSTLE
1010 out of 10 rating
Exceptional
(30 reviews)
BEACH WITHOUT THE BUSTLE
Betterton, MD
8% off
Price is NZ$2,679
NZ$2,679
NZ$383 per night
includes taxes & fees
Image gallery for Circa 1900 Home in the Heart of Historic Downtown Chestertown
1010 out of 10 rating
Exceptional
(71 reviews)
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Chestertown, MD
17% off
Price is NZ$3,595
NZ$3,595
NZ$514 per night
includes taxes & fees
Image gallery for Creek-Side Bliss: Unwind and Create Lasting Memories at Our Beautiful Retreat
1010 out of 10 rating
Exceptional
(11 reviews)
Creek-Side Bliss: Unwind and Create Lasting Memories at Our Beautiful Retreat
Pasadena, MD
8% off
Price is NZ$9,834
NZ$9,834
NZ$1,405 per night
includes taxes & fees
Image gallery for Water Views - Close to Downtown Annapolis
1010 out of 10 rating
Exceptional
(44 reviews)
Water Views - Close to Downtown Annapolis
Annapolis, MD
11% off
Price is NZ$7,455
NZ$7,455
NZ$1,065 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Rock Hall Harbor
Peaceful getaway convenient to local amenities including beach, boating & food
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
113 reviews(113 reviews)
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Bayside Cottage steps from Rock Hall Harbor
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
BAYSIDE BUNGALOW
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Stay in the landmark Lighthouse!
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
100 reviews(100 reviews)
Walking distance to restaurants and marinas...dog-friendly!
Sleeps 9 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value