Discover a selection of 65 vacation rentals in Rock Hall, MD that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $199 per night, and houses and cabins are popular options for a stay in Rock Hall. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Rock Hall
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Destination guide

The captivating city of Rock Hall awaits you

The area's entertainment and theater scene are just a few of the reasons to vacation in Rock Hall. Well known for its restaurants, beaches and parks, this walkable city won't disappoint. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Things to do

Activities and attractions in Rock Hall

Are you searching for attractions to see in the area? Venture out of your vacation home and experience everything that makes Rock Hall a one-of-a-kind vacation spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Queenstown Harbor Golf Club (10.8 mi / 17.5 km)
  • St. Michaels Winery (24.7 mi / 39.7 km)
  • Compass Pointe Golf Courses (14.2 mi / 22.9 km)
  • U.S. Naval Academy Golf Club (15.7 mi / 25.3 km)
  • Thurgood Marshall Memorial (17.6 mi / 28.4 km)
  • Hog Neck Golf Course (23.6 mi / 38 km)
Natural features

Exploring the natural landscape of Rock Hall

Whether you're looking for adventure or just want to appreciate the scenery, Rock Hall is a great place to get outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Rocky Point Park and Beach (12 mi / 19.4 km)
  • Sandy Point Beach (12.2 mi / 19.7 km)
  • Sandy Point State Park (12.3 mi / 19.7 km)
  • Chesapeake Bay Environmental Center (13.1 mi / 21.1 km)
  • Gunpowder Falls State Park (16.5 mi / 26.6 km)
  • Maryland Quiet Waters Park (19.4 mi / 31.3 km)
How to get there

How to get to and around Rock Hall

The nearest airport is in Baltimore Washington Intl. Airport (BWI), located 23.4 mi (37.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Baltimore, MD (MTN-Martin State), which is 16.5 mi (26.6 km) away.

What are the top vacation rentals in or near Rock Hall?

Whether you're seeking an intimate retreat for you and your special someone or someplace spacious to fit all your friends, you'll find some top vacation rentals in and around Rock Hall. Here are a couple to get your inspiration flowing:

  • Make the most of handy extras like an oven and books at "Water Front Retreat - Sunrise And Sunset Water Views". Located around 5 miles from Rock Hall, this quality property has 3 bedrooms and is a hit with guests.
  • Another appealing choice is "Stunning 8 Bedroom Villa On The Chesapeake Bay", which is around 1 mile from Rock Hall. Offering 8 bedrooms, an oven and an electric kettle, it has everything you need to keep you comfortable and happy.

For even more great options, use the search bar at the top of the page to find the perfect Rock Hall vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Rock Hall?

We all need some time out every now and again. If you're longing for a couple of carefree mornings in bed with a coffee and the morning paper, we've got some awesome weekend getaways in and around Rock Hall. Check out a few of our favorites:

  • "Waterfront Right On A Beach" is perfect for a weekend of R&R. It offers useful amenities, such as nearby hunting activities and children's games, and is located 1 mile to the north of Rock Hall.
  • Otherwise, create new memories with your gang at "Waterfront Paradise Located On The Eastern Shore Of The Chesapeake Bay", which is around 2 miles to the south of Rock Hall. You'll have use of a kitchen, a fenced pool and more here.

Can I find studio apartments for rent in and around Rock Hall?

Studio apartments may be small, but they sure do pack a punch when it comes to convenience and location. Unpack your bags and settle into one of these terrific studio apartments in or near Rock Hall:

  • Escape on your own or take a travel buddy along to "Eastern Shore Get Away". You'll have plenty of amenities at your disposal, including a restaurant dining guide and a nearby waterfront.
  • Or, use "First Floor Studio Apartment In Historic Chestertown" as a base to discover the attractions around you. This comfy home away from home offers a microwave oven, children's games and more.

Can I find short term rentals in or near Rock Hall?

From chic apartments to spacious homes, Vrbo has your mini break sorted. Here are two of our popular picks in and around Rock Hall:

  • If you can only spare a few nights, "Entire Townhouse In Rock Hall" has you covered. It's close to central Rock Hall, so you'll be within easy reach of all the best attractions.
  • Another excellent option is "In Town, Amazing Location On Walnut Street". Gather your favorite people and enjoy a comfortable stay near the heart of Rock Hall.

What are the best romantic weekend getaways in or near Rock Hall?

Whether spent in a cabin, a cottage or a houseboat, a romantic weekend getaway is a perfect way to spice up your love life. Whisk your partner off for a couple of leisurely days at one of these sought-after escapes in or near Rock Hall:

  • Located around 5 miles from Rock Hall, "Water Front Retreat - Sunrise And Sunset Water Views" is an ideal place for adoring couples. Winery tours and beauty services are just some of the amenities here.
  • Another option where you can spend a few glorious days together is "Stunning 8 Bedroom Villa On The Chesapeake Bay". Around 1 mile from Rock Hall, a sauna and a fireplace add to the atmosphere here.

What are the best large group vacation rentals in or near Rock Hall?

Big groups mean gigantic fun. They also mean finding someplace that'll comfortably fit your entire gang. Browse our large group vacation rentals in or around Rock Hall and get your loved ones together under the same roof:

  • There's loads of room to move at "Stunning 8 Bedroom Villa On The Chesapeake Bay". Around 1 mile southwest of Rock Hall, this expansive retreat has 8 bedrooms that sleep up to 23 guests. Quality amenities include a swimming pool and a fireplace.
  • Nothing takes priority over spending time with the people you love, and "Waterfront Paradise Located On The Eastern Shore Of The Chesapeake Bay" is the ideal place to do that. Located around 2 miles to the south of Rock Hall, as many as 14 people can stay in this vacation rental which has 6 bedrooms. A nearby waterfront and a kitchen are among the various amenities you'll have at hand.

What are the best houses for rent with a pool in or near Rock Hall?

Of all the conveniences a vacation rental can have, a pool is easily the most fun. Have a look at these houses for rent with a pool in or near Rock Hall and spend your time splashing around. Just remember to take your inflatable doughnut:

  • Treat the gang to a memorable stay at "Rambling Victorian Beach House On Maryland's Eastern Shore". There's plenty to love about this retreat apart from its pool, such as a TV and a fridge.
  • Otherwise, unpack your bags at "Carriage House Hideaway In Middle Of Chestertown". As well as its inviting pool, you can also make use of a nearby laundromat and a fenced yard.

Rock Hall has a humid subtropical climate, with average summertime temperatures hovering between 70 ºF and 80 ºF. But there's no need to wait until summer to visit! Take a look at the search bar at the top of the page and adjust the filters to find the ideal Rock Hall vacation rental and plan your escape for whenever you like.

What are the best large family vacation rentals in or near Rock Hall?

Good family getaways are all about spending quality time together and sharing new experiences. If you're seeking a home away from home that'll fit your nearest and dearest, take a look at some of our large family vacation rentals in and around Rock Hall:

  • Located approximately 5 miles to the east of Rock Hall, "Water Front Retreat - Sunrise And Sunset Water Views" fits up to 8 people over 3 bedrooms. As well as lots of space to sprawl out, amenities here include childrens activities and a video library.
  • Another fantastic option is "Stunning 8 Bedroom Villa On The Chesapeake Bay". It's about 1 mile southwest of Rock Hall, has 8 bedrooms and can accommodate up to 23 guests. Childrens activities and a nearby bay are among the conveniences on offer here.

Are there one-bedroom vacation rentals in or near Rock Hall?

Often located in prime positions due to their compact size, a one-bedroom vacation rental is a great choice for one or two travelers. Here's a taste of Vrbo's range in or near Rock Hall:

  • Check into "Serene Waterfront Cottage With Dock And Gorgeous Views" for a couple of days. This one-bedroom vacation home comes with a nearby waterfront and a kitchen and is nice and close to the downtown streets.
  • Or maybe "Cute Waterfront Apartment - - 8 Min From The Beach" is a better match. Another centrally located one-bedroom option, this place comes with a kitchen, a nearby river and much more.

Can I find two-bedroom vacation rentals in or near Rock Hall?

Absolutely. From swish apartments to cozy cabin retreats, Vrbo offers a selection of rental places. Small groups or families will love these two-bedroom properties in or near Rock Hall:

  • "In Town, Amazing Location On Walnut Street" is a fabulous choice for smaller groups or families. As well as two bedrooms, this delightful stay offers amenities like a kitchen and a garden.
  • "Eastern Shore Beach Cottage Get" is another pleasant two-bedroom retreat. It comes with a beach view, a water view and loads more.