Western Shore of Maryland holiday homes

We found 2,755 holiday rentals — enter your dates for availability

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Holiday rentals with weekly discounts - Western Shore of Maryland

Showing deals for:17 Oct - 24 Oct

Exceptional

(19 reviews)

Spacious 4 Bedroom Home w/ Hot Tub

Edgewater, MD

7% off

NZ$884 per night

includes taxes & fees

Exceptional

(34 reviews)

3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!

Crownsville, MD

8% off

NZ$5,777 per night

includes taxes & fees

Exceptional

(14 reviews)

Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

St. Leonard, MD

8% off

NZ$487 per night

includes taxes & fees

Exceptional

(29 reviews)

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

Annapolis, MD

12% off

NZ$816 per night

includes taxes & fees

Exceptional

(6 reviews)

Waterfront Retreat with Private Beach and Amazing View on Chesapeake Bay

Middle River, MD

7% off

NZ$1,495 per night

includes taxes & fees

Exceptional

(33 reviews)

Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room

Davidsonville, MD

7% off

NZ$1,985 per night

includes taxes & fees

Koi pond, babbling brook and outdoor dining area.

Exceptional

(95 reviews)

Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!

Edgewater, MD

8% off

NZ$839 per night

includes taxes & fees

The driveway allows for plenty of parking for guests!

Exceptional

(33 reviews)

Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

St. Leonard, MD

8% off

NZ$1,345 per night

includes taxes & fees

Exceptional

(8 reviews)

Stunning luxury waterfront beach house 90 minutes from the Nations Capital.

Piney Point, MD

9% off

NZ$1,232 per night

includes taxes & fees

FAMILY ROOM W/FIREPLACE & FLAT SCREEN TV

Exceptional

(30 reviews)

Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

Annapolis, MD

12% off

NZ$1,445 per night

includes taxes & fees

Sit on the patio and enjoy your coffee in the morning.

Exceptional

(24 reviews)

Stunning Water Front Home with Private Dock and Beach and Sunsets

Lusby, MD

8% off

NZ$1,099 per night

includes taxes & fees

Exceptional

(22 reviews)

The Chalet is located in the woods of a gated property with a covered porch.

Darlington, MD

18% off

NZ$301 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Western Shore of Maryland

Oriole Park at Camden Yards

Find the best place to stay - Western Shore of Maryland

Showing deals for: 13 Oct - 16 Oct

A great spot to soak in the views of the Chesapeake Bay.

Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!

Sleeps 9 · 4 bedrooms · 4+ bathrooms

for 3 nights, 1 home

NZ$1,327 per night

includes taxes & fees

Chesapeake Paradise House-Stunning 6+br4ba Wtrfrnt

Sleeps 13 · 6 bedrooms · 4 bathrooms

for 3 nights, 1 home

NZ$1,477 per night

includes taxes & fees

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Sleeps 5 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 cabin

NZ$576 per night

includes taxes & fees

Waterfront Oasis w/ Private Dock, 3BR/2BA

Sleeps 9 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$911 per night

includes taxes & fees

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The vibrant area of Western Shore of Maryland awaits your stay

Enjoy the art galleries and other features of Western Shore of Maryland. Revered for its horse riding, sporting events and bars, this city is both cosmopolitan and welcoming. Take in top local attractions such as Arundel Mills Mall and Baltimore Cruise Terminal. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Western Shore of Maryland

Are you hoping to discover top things to see and do in the city? Venture out of your cosy holiday rental and experience everything that Western Shore of Maryland has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

National Aquarium in Baltimore (18.3 mi / 29.4 km)
Maryland Renaissance Festival (3.6 mi / 5.8 km)
U.S. Naval Academy Golf Club (4.3 mi / 6.9 km)
Walden Golf Club (7.6 mi / 12.2 km)
South River Golf Links (7.8 mi / 12.5 km)
Compass Pointe Golf Courses (7.9 mi / 12.7 km)

Exploring the natural landscape of Western Shore of Maryland

Whether you're looking for adventure or just want to take in the scenery, Western Shore of Maryland is a great place to get outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

Carrs Beach (6 mi / 9.7 km)
Maryland Quiet Waters Park (6 mi / 9.7 km)
Bay Ridge Beach (6.9 mi / 11.1 km)
Sandy Point Beach (7.5 mi / 12.1 km)
Fort Smallwood Park (7.8 mi / 12.6 km)
Downs Park Dog Beach (8.1 mi / 13 km)

Transport options to and around Western Shore of Maryland

The nearest airport is in Baltimore Washington International Airport (BWI), located 12.8 mi (20.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Fort Meade, MD (FME-Tipton), which is 12.9 mi (20.7 km) away.

If you prefer to travel by train, Odenton Station, Baltimore-Washington International Airport Station and Annapolis Junction Savage Station are the main stations in the city. It's easy to get around Western Shore of Maryland by catching a ride on the metro at Cromwell-Glen Burnie Station, Ferndale Station or BWI Thurgood Marshall Airport Metro Station.

Frequently asked questions

What is the best area to stay in Western Shore of Maryland when booking a holiday home?

Alexandria is among the more popular locations to book a holiday home in Western Shore of Maryland. Searching for some cool things to do here? Don't miss George Washington Masonic National Memorial and George Washingtons Mount Vernon.

What is the most popular type of holiday home accommodation in Western Shore of Maryland?

According to our data, houses are the most sought-after property type in Western Shore of Maryland. But having said that, everyone's idea of an epic stay isn't the same. Bookabach has holiday homes of all shapes and sizes, so you're sure to discover the perfect fit.

How much does it cost to rent a holiday home in Western Shore of Maryland?

Length of stay, season and property type are among the factors that can determine the price of a holiday home. Simply click on your travel dates to find your dream escape. From cosy chalets to plush villas, all Bookabach holiday homes offer terrific value.

How much does it cost to rent a beach house in Western Shore of Maryland?

When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Put in your Western Shore of Maryland travel dates to view your options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use the filters to select the amenities and features you want.

What are popular home amenities in Western Shore of Maryland?

A fridge, off-street parking options and a microwave oven top the list of most popular home amenities in Western Shore of Maryland. Whether you plan to travel on your own, with your better half or a group of family members, Bookabach can help you find a holiday home that fits your tastes with all the conveniences you're looking for.

Are there large group holiday homes in Western Shore of Maryland?

With 151 properties that can sleep 10 guests or more in Western Shore of Maryland, there's no need to keep anyone off the invite list. From extended family holidays to events like weddings and birthday parties, Bookabach can help you find a large group home that fits the occasion.

What are the top attractions for families in Western Shore of Maryland?

Keeping the kids amused during your stay in Western Shore of Maryland is simple with these fabulous family-friendly attractions:

Oriole Park at Camden Yards
National Aquarium in Baltimore
Arundel Mills Mall

Can I find two-bedroom holiday homes in Western Shore of Maryland?

Gather your nearest and dearest and enjoy a relaxing escape in one of the 246 two-bedroom holiday homes Western Shore of Maryland has to offer.

Are there holiday homes with WiFi in Western Shore of Maryland?

Whether you want to stay in touch with world events, check emails or post a pic to social media, there are 525 holiday homes with WiFi in Western Shore of Maryland. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.

How old do you have to be to rent a holiday home in Western Shore of Maryland?

The age limit can differ between properties on Bookabach, so be sure to look at the rules of the holiday home in Western Shore of Maryland you're interested in. But normally, it's 16, 18 or 21.

How long can I rent a holiday home in Western Shore of Maryland for?

The length of time you can rent a holiday home in Western Shore of Maryland varies according to the property. Just enter your chosen travel dates to display a list of options offering extended stays. With loads of features such as washing machines and air conditioning, as well as some offering weekly or monthly discounts, you're sure to discover the perfect place to call your home away from home in Western Shore of Maryland.