Western Shore of Maryland Holiday Rentals

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Holiday Rentals in Western Shore of Maryland

Rooftop terrace
ROOST Baltimore
4.5 star property
9.6 out of 10, Exceptional, (137)
"Dream hotel apartment"
The price is NZ$356
per night
28 May - 29 May
ROOST Baltimore
Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (3)
"Wonderful place to stay and Erin was great. Asked about a Grill on the property and the next day we had a grill. The young adults loved the pool and water activities while the older adults enjoyed sitting on the docks watching the sunrise with a cuppa coffee. Would highly recommend this property."
The price is NZ$2,304
per night
4 Jun - 5 Jun
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
4 bedrooms, travel cot, WiFi
Cozy & Luxury 4 bedroom Baltimore downtown home
7.8 out of 10, Good, (16)
"Very quiet and very clean. Close to the stadium and everywhere we needed to be."
The price is NZ$596
per night
28 May - 29 May
Cozy & Luxury 4 bedroom Baltimore downtown home
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Fridge, microwave, oven, stovetop
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
9.8 out of 10, Exceptional, (6)
"Sky was a wonderful host. Was always checking to make sure we were good and if we needed anything. The house definitely exceeded our expectations. I stayed at this property for a staycation and the next time I want to do another one Sky’s property will be my number one choice. Thank you for a wonderful experience."
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
Smart TV, stereo
Rooftop Deck Escape! Free Parking!
10.0 out of 10, Exceptional, (3)
"Myself and a few friends were down for a conference, The location was perfect especially for a group of guys. Easy to walk to the convention center or to Camden yards or m&t bank. Plenty of local restaurants and bars. Great communication by the host."
The price is NZ$489
per night
4 Jun - 5 Jun
Rooftop Deck Escape! Free Parking!
Fridge, microwave, oven, stovetop
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (180)
"Charming spot in the heart of Annapolis, just a few moments walk from anything you might need."
Directly Across from Gate One & Steps from the Waterfront
Exterior
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (186)
"The cottage is fully stocked, clean, and cozy. We thoroughly enjoyed sitting on the deck and watching all the wildlife."
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Exterior
The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, (265)
"Adorable cabin with an excellent view."
The Heron's Nest at Atlantic Marina
Fridge, microwave, oven, stovetop
Cozy Modern Micro Apt in the Heart of Fells Point!
9.4 out of 10, Exceptional, (6)
"This apartment was perfect for a weekend trip to Baltimore with my family (2 adults and 2 small kids). Good amount of space and great location - near restaurants and the inner harbor. Would stay here again!"
The price is NZ$430
per night
28 May - 29 May
Cozy Modern Micro Apt in the Heart of Fells Point!
TV
Lovely colonial-style home with pool access, firepit & large yard - dog-friendly
9.6 out of 10, Exceptional, (34)
"This location was perfect for the many colleges in the area. I was visiting my college athlete at Morgan State. The house is very cozy and had everything we needed. I was able to cook a few nice meals while I was there. Our Host was very attentive and responded very quickly to the few questions I had. We will definitely look to reserve this property again."
Lovely colonial-style home with pool access, firepit & large yard - dog-friendly
Exterior
Cozy townhome near Stadium/ Camden Yards/Inner Harbor
10.0 out of 10, Exceptional, (11)
"It was a short trip but our stay was great. Place was exactly as noted in listing. Even though it snowed and was vey cold our stay was good."
Cozy townhome near Stadium/ Camden Yards/Inner Harbor
Smart TV
* Beautiful Oasis w/ No Detail Spared *
9.8 out of 10, Exceptional, (32)
"We were very comfortable staying here while our hardwoods floors were being refinished."
The price is NZ$313
per night
29 May - 30 May
* Beautiful Oasis w/ No Detail Spared *
Property grounds
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
10.0 out of 10, Exceptional, (60)
"We had a great stay here for my husband’s birthday. Pat and Ken were fantastic hosts and even decorated for this birthday. They provided everything we would need for our toddler and if the weather had cooperated we’d have spent hours and hours in the backyard. Really appreciative of all the attention to detail and would highly recommend this listing if you’re looking for a low-key, relaxing stay where you don’t need to worry about the details."
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
Fridge, microwave, oven, stovetop
Recently Renovated Annapolis Home - Conveniently Located
10.0 out of 10, Exceptional, (44)
"This house was perfect for a group of friends celebrating a 50th birthday! The house was so clean and well cared for! The front porch and outdoor backyard space provided even more room for us to gather together. We will be back!"
Recently Renovated Annapolis Home - Conveniently Located
Beach
Cozy place close to the city dock
10.0 out of 10, Exceptional, (54)
"It is a very nice home for our short stay. We came for a graduation ceremony and the convenience and location were perfect. We will stay here in the future."
Cozy place close to the city dock
Beach nearby
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
9.6 out of 10, Exceptional, (34)
"Clean! Great location. Easy check in"
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
'At Fells Point' CitySide - 'Tons better than a hotel!'
9.8 out of 10, Exceptional, (161)
"This had everything we needed and Fells Point is a nice area!"
The price is NZ$351
per night
28 May - 29 May
'At Fells Point' CitySide - 'Tons better than a hotel!'
Private kitchen
Milton Manor: W/D, WiFi, Free Street Parking
2.0 out of 10, (2)
"Good day! I want to first start off by saying thank you for allowing us to stay in your place. However, I do have so things I want to bring to you attention before I leave a review. 1) There is only one Tv in thee entire place when there are two rooms. 2) The Tv that is there doesn’t even work. 3) The sink doesn’t drain and had old water sitting in it. So, we had to brush our teeth in the shower. 4) Very noisy area. Cars come by all day and night. The neighbors above are very loud not to mention...
The price is NZ$353
per night
3 Jun - 4 Jun
Milton Manor: W/D, WiFi, Free Street Parking
Fridge, microwave, oven, stovetop
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, (81)
"This is an absolutely fantastic place to stay!! The host Liz was so easy to work with and quick to respond to any inquiries we had. We booked for the Herndon climb (#plebenomore) and cannot say enough about how perfect this house was for us. It was an easy walk to DTA and gate #1. The kitchen was well stocked and had everything needed to make several home cooked meals for our son and his friends. The sun room is beautiful and the perfect spot to enjoy a cup of coffee or breakfast! The pool was...
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Property grounds
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
9.2 out of 10, Wonderful, (10)
"This was my second time to the houseboat and it was wonderful! It is conveniently located and many small shops, restaurants, brewery/bars are walking distance, and a short drive to wineries. Also a park right across from the marina."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
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See all available properties in Western Shore of Maryland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

Rooftop terrace
Hyatt Regency Baltimore Inner Harbor
4.0 star property
8.4 out of 10, Very good, (1739)
"Exceptional stay hilite by some of the best staff we have found in a hotel! Our room was large and well appointed with large smart TV and very good WiFi. Included in our room rate was breakfast in the Bistro 300 where we could order from a full and varied menu; the food was wonderful. The location was ideal to explore Baltimore and we found some nice bars and eateries close by. A 100% definite to stay again! "
The price is NZ$307
per night
18 Jun - 19 Jun
Hyatt Regency Baltimore Inner Harbor
Exterior
Renaissance Baltimore Harborplace Hotel
4.0 star property
8.4 out of 10, Very good, (2095)
"Great location, excellent value. Rooms was clean and public areas were great. Staff was very helpful and easy to deal with. Very much enjoyed our stay!"
The price is NZ$307
per night
16 Jun - 17 Jun
Renaissance Baltimore Harborplace Hotel
Exterior
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
2.5 star property
8.2 out of 10, Very good, (2653)
"Tough travel day. Flights cancelled until morning so had to to get hotel. I was frazzled and exhausted and staff waa so nice. Even set up my shuttle back to airport in the morningm"
The price is NZ$152
per night
28 May - 29 May
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Western Shore of Maryland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Western Shore of Maryland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Western Shore of Maryland. Seeing all the best attractions is bound to make you fall in love with Western Shore of Maryland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Western Shore of Maryland short-term rentals, that won’t be hard to do.

Recent reviews of Western Shore of Maryland properties
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

5/5 Excellent
"Tough travel day. Flights cancelled until morning so had to to get hotel. I was frazzled and exhausted and staff waa so nice. Even set up my shuttle back to airport in the morningm"
A verified traveller stayed at La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Posted 23 hours ago
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport