Western Shore of Maryland Holiday Rentals from €199: Search Short-Term Rentals

Check Western Shore of Maryland holiday rental availability

Holiday Rentals in Western Shore of Maryland

"Perfect place for Ravens Game. Walking distance to stadium. Super clean. Nice neighbors. Responsive host. "

"This cozy home was perfect for my coaches & I that were in town for a lacrosse tourney @ the Naval Academy. This home is literally less than 100 steps from the gate of the Naval Base and same distance to dowtown Annapolis city docks, diming, shopping and sight-seeing. We will defintely be back! Thanks John!!"

"Our group had an amazing time staying on this property. There are many areas inside the house as well as outside the house where you can gather with family and friends. It was very quick and easy to order Ubers/lyfts to the downtow Annapolis area whenever we needed. The house is also convientely located near a small shaping center less than a mile away. We would highly recommend this property!"

"Wonderful location to downtown Annapolis! Beautiful home, well maintained and plenty of room. The porch overlooking the bay has a table for 10 which provided a wonderful setting for our family. This is our second stay and we’ll absolutely stay again "

"Everything close by!"

"TVs don’t work. Tile by fridge broken. Dangerous. House is awesome. Hot tub works great. If fixed we will be back for Skibs games. Cheers. Ty !! "

includes taxes & fees

1 Dec - 2 Dec

"Enjoyed the location and proximity to the city. Water view and firepit enjoyable. Disappointed that the dock and kayaks not easily accessible. House needs some tlc (we provided a list of easy repairs/maintenance needed.) Love to know why the ceiling fans and lights go on and off randomly."

"We had a wonderful time with friends and family. The location was great and the home was really nice. Thank you."

includes taxes & fees

8 Dec - 9 Dec

"Overall it was pleasant. There as one little glitch, but it was out of your control. An evaluation due to a kitchen fire on the sixteenth floor. 27 flights of floors was very overwhelming. My 85 year old husband required assistance from the last 5 flights."

"Perfect location"

includes taxes & fees

3 Dec - 4 Dec

"I would def come back again for the views this place has to offer. Great stay with all the amenities I needed. Thank you! "

"Very nicely renovated property in the heart of downtown Annapolis. Highly recommend for groups / families and very kid friendly. Great location to walk to all that Annapolis has to offer. "

includes taxes & fees

9 Dec - 10 Dec

"Good location, close to Light Street. House was nice, enjoyed the rooftop deck with fire table. "

includes taxes & fees

2 Dec - 3 Dec

"We appreciate the hospitality and responsiveness of our gracious host. We would stay again and look forward to our next visit. Recommend staying to all looking for a tranquil getaway in the Annapolis area."

"It was an amazing time and everything was lovely in the house!"

"The place was just as expected, the neighborhood is cute and quiet, the pub next door is great, and the water is a short walk away. Will likely stay here again. "

includes taxes & fees

4 Dec - 5 Dec

"The property had many rooms, and the back yard was nice. Other than that it had a musty smell/ smelled like cats when we first entered. The ceiling in the basement was maybe 6/7 ft high where we had to duck while walking around. The air conditioning was set on 70 with a lock, which was fine, BUT it didn’t work in the top two rooms where the temp was well over 90 during the day. It’s a good place to stay for one or two nights but if you plan on doing longer I wouldn’t recommended it. I will say...

includes taxes & fees

2 Dec - 3 Dec

"Gorgeous floating home - wonderful windows to appreciate the fabulous water views Excellent rooftop space - comfy bed and sleep sofa - beautifully appointed kitchen and bathroom "

includes taxes & fees

2 Dec - 3 Dec

"Very clean and a great place overall! Will be back in our future visits to Maryland! "

includes taxes & fees

12 Dec - 13 Dec

"We stayed for a motorcross race (son was racing). We didnt do much at the house. Its nestled back in a quiet point on the water. Easy commute to and from to the grocery/simple shopping stores. Starbucks right down the street for you coffee lovers. The interior decor is simple and antique."

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Other types of properties in Western Shore of Maryland you may be interested in

"Clean and close to the Harbor"

includes taxes & fees

19 Dec - 20 Dec

"The Location was great Whole Foods was down the block which made grocery shopping a breeze and restaurants walking distance. Only 15 min away from the harbor walking it was amazing. "

includes taxes & fees

16 Dec - 17 Dec

"Natali, who checked me in, was very attentive. She also followed up with via text to make sure the room to my liking. The breakfast was some of the best hotel breakfasts that I have ever had. 10 out of 10"

includes taxes & fees

2 Dec - 3 Dec

Find out more about Western Shore of Maryland

Everything you need to know about Western Shore of Maryland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Western Shore of Maryland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Western Shore of Maryland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Western Shore of Maryland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Western Shore of Maryland. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Western Shore of Maryland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Western Shore of Maryland holiday rentals we have selected for you start as low as €199 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Western Shore of Maryland rentals

At Expedia, we put the best Western Shore of Maryland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Western Shore of Maryland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Western Shore of Maryland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Western Shore of Maryland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Western Shore of Maryland properties

The Royal Sonesta Harbor Court Baltimore

5/5 Excellent

"Room was clean and updated. It had a nice rain showere head. The parking is really the only negative. it is in a separate building and it's kind of quirky how you enter and exit the building from the parking garage."

A verified traveller stayed at The Royal Sonesta Harbor Court Baltimore

Posted 5 hours ago

Kimpton Hotel Monaco Baltimore Inner Harbor, an IHG Hotel

5/5 Excellent

Love this hotel.

"This is my third or fourth time staying here for a short getaway and we love it every time. We always get the spa King room for the jacuzzi tub, it’s so relaxing. I love the happy hour wine, and drinks they offer at the bar. Service is amazing. Front desk agent texted to ask if I received my bath salts, and said no, so a short 10 minutes later they came up with a free bottle of wine apologizing because they were out of bath salts. 10/10 highly recommend."

A verified traveller stayed at Kimpton Hotel Monaco Baltimore Inner Harbor, an IHG Hotel

Posted 22 hours ago

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

5/5 Excellent

"This is my second time staying at this La Quinta in the past four months. Overall I’ve been very happy with my visits. The staff is friendly and helpful. My room was very clean and orderly. I have had no issues with the hotel or the staff. It’s also affordable and easy to book my stay. "

A verified traveller stayed at La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

Posted 2 days ago

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Holiday Rentals in Western Shore of Maryland

Check Western Shore of Maryland holiday rental availability

Holiday Rentals in Western Shore of Maryland

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Charming Annapolis WaterVIEW Home

The Blue Crab Beach House - Free beach passes

Edgewater/Mayo Getaway!

Private Waterfront Woods | Dock, Kayaks, Views

Luxury 4 bed King Suite! Mins to Towson!

2BR Luxury Apartment Rooftop Pool & Gym

'At Fells Point' CitySide - 'Tons better than a hotel!'

Distinguished Apartment Rooftop Deck

3 Story Stunner in Murray Hill <1 mile from USNA!

Rooftop Deck Escape! Free Parking!

2-story, riverfront home with private dock, inviting deck & dog-friendly yard

Modern Oasis - Close to M&T Stadium, John Hopkins & Downtown

'At Fells Point' Courtyard - Your historically restored apartment

Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore

Luxe Houseboat: Breathtaking Skyline 360 Views

Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Waterfront House with Dock, Kayaks, & Sailboat!

Other types of properties in Western Shore of Maryland you may be interested in

Renaissance Baltimore Harborplace Hotel

Hyatt Place Baltimore Inner Harbor

Holiday Inn Baltimore BWI Airport, an IHG Hotel

Find out more about Western Shore of Maryland

Recent reviews of Western Shore of Maryland properties

The Royal Sonesta Harbor Court Baltimore

The Hotel at Arundel Preserve

Lord Baltimore Hotel

Kimpton Hotel Monaco Baltimore Inner Harbor, an IHG Hotel

Hyatt Regency Baltimore Inner Harbor

Hyatt Place Baltimore/Owings Mills

Red Roof Inn PLUS+ Baltimore-Washington DC/BWI Airport

Days Inn by Wyndham Baltimore Inner Harbor

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport