Western Shore of Maryland Vacation Rentals

Browse Select Western Shore of Maryland Vacation Homes

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 CA $856
CA $1,927 total
includes taxes & fees
Jun 4 - Jun 5
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Terrace/patio
Near JHU & Downtown - Luxury Modern 4bd/3.5bath Rowhome w/ Outdoor Lounge
2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautifully decorated row home with thoughtful amenities. Hosts were very communicative, offering suggestions on things to do as well as local restaurants. Very pleasant stay."
Near JHU & Downtown - Luxury Modern 4bd/3.5bath Rowhome w/ Outdoor Lounge
Fridge, microwave, oven, stovetop
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (180)
"This home is a charming and cozy historic property with a private courtyard in back with garden lights. The location is perfect right across from the Naval Academy and a couple blocks walk to the waterfront and center of town."
Directly Across from Gate One & Steps from the Waterfront
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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 CA $150
CA $377 total
includes taxes & fees
May 19 - May 20
Rooftop Deck Escape! Free Parking!
Fridge, microwave, oven, stovetop
Cheerful 3-Bedroom House in Downtown Annapolis
10.0 out of 10, Exceptional, (10)
"We were looking for a place to spend our Thanksgiving and this was perfect! Great location close to downtown Annapolis. Marina was awesome - she was super responsive and took time during the holiday weekend to answer our questions. We loved that there were two places to hang out. Kitchen was well stocked. Lots of extra towels and blankets. General notes: The sofa bed in the basement is not a pull out as expected but is technically a twin bed and the bunk bed is actually a twin with a trundle...
Cheerful 3-Bedroom House in Downtown Annapolis
Fridge, microwave, oven, stovetop
* Lovely Gem w/ Perfect Combo of Flair & Class *
10.0 out of 10, Exceptional, (36)
"It was my daughters senior game for Towson lacrosse !!! Easy huber !!! A little noise from main st … to be expected ‼️"
The price is CA $203
CA $366 total
includes taxes & fees
May 21 - May 22
* Lovely Gem w/ Perfect Combo of Flair & Class *
Private kitchen
Suburban Retreat Near Baltimore Harbor
10.0 out of 10, Exceptional, (6)
"This rental was in a nice location and had everything we needed for our stay."
Suburban Retreat Near Baltimore Harbor
Beach nearby, sun loungers, beach umbrellas, beach towels
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (38)
"This property is in a great location! The house is adorable and the owner was very responsive and accommodating when I needed to add an extra day. I would definitely recommend!"
The Blue Crab Beach House - Free beach passes
Fridge, microwave, oven, stovetop
Modern Oasis - Close to M&T Stadium, John Hopkins & Downtown
10.0 out of 10, Exceptional, (14)
"The space was perfect and very clean. The plug-ins were a little intense for me and gave me a headache. Once I unplugged them and aired out the space, I was fine."
Modern Oasis - Close to M&T Stadium, John Hopkins & Downtown
Smart TV, fireplace
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (28)
"The house was great and nice area!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Beach
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
10.0 out of 10, Exceptional, (51)
"What a fantastic property! We loved staying here and our family had such a great time exploring. Sadly it was a drizzly, dreary weekend but we had one nice day to go down to the beach and the kids enjoyed playing in the water. We loved the variety of porches to sit on and have different views and there was plenty of room for the kids to play indoors when it was raining. Overall a great experience. Thank you!"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Property grounds
The Lazy Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (23)
"The Lazy Crab was a wonderful place to stay for a girls weekend away! Everything was provided to make the stay easy, comfortable and fun! If we needed it it was there. The location was perfect… great restaurants right down the street and the bay just beyond… an easy walk away. The owner was responsive when we messaged. All good and I would stay again. Thank you!"
The Lazy Crab Beach House - Free beach passes
Property grounds
Charming Cottage with Hot Tub 1 Block from the Bay
10.0 out of 10, Exceptional, (6)
"Was a super comfortable spot my 5 friends and I. Super comfy couches and beds, nice TV, well appointed kitchen. Took a nice walk down to the water in the am. Would stay again!"
The price is CA $395
CA $826 total
includes taxes & fees
May 19 - May 20
Charming Cottage with Hot Tub 1 Block from the Bay
Fridge, microwave, oven, stovetop
Charming Historic Townhouse Steps From USNA
10.0 out of 10, Exceptional, (12)
"My sister and I stayed while attending an event at the US Naval Academy. It was a quick, pleasant walk back and forth and always refreshing to come "home" and spend some quiet relaxing time together after a day out in town. Like a mini refuge!"
Charming Historic Townhouse Steps From USNA
Property grounds
Free parking Historic Union House Downtown with private patio
10.0 out of 10, Exceptional, (20)
"We were in town for a wedding, and this house was a wonderful place to stay for the festivities. There were 4 adults in our group. We were hardly at the house, so didn’t get to take advantage of some amenities. Beds were very comfortable, towels were large, soft, and plentiful. The house was well appointed and very clean. Only drawbacks were the small size of the downstairs bathroom, and distance to the parking garage. If you don’t need your car at all while in town, it’s not a big deal. If...
Free parking Historic Union House Downtown with private patio
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
10.0 out of 10, Exceptional, (73)
"The cottage provides a wonderful way to experience Deale and the surrounding area. Well equipped and clean, I had everything I needed and didn't want to leave,"
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Fridge, microwave, oven, stovetop
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, (79)
"Excellent stay."
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
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
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 CA $129
CA $259 total
includes taxes & fees
May 29 - May 30
* Beautiful Oasis w/ No Detail Spared *
Property grounds
River Haven with Hot Tub | 4 Bed, 3.5 Bath
9.8 out of 10, Exceptional, (17)
"The house was great and had a ton to do! Which was awesome for us because it rained while we were there. The foosball, ping pong and air hockey tables provided a ton of entertainment."
River Haven with Hot Tub | 4 Bed, 3.5 Bath
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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 property types in Western Shore of Maryland

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 CA $856
CA $1,927 total
includes taxes & fees
Jun 4 - Jun 5
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (180)
"This home is a charming and cozy historic property with a private courtyard in back with garden lights. The location is perfect right across from the Naval Academy and a couple blocks walk to the waterfront and center of town."
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
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.

Western Shore of Maryland Vacation Homes information

Number of reviews
503
Accommodation
752 Vacation Homes
Lowest Price
CA $150
Highest Price
CA $856

Recent Reviews in Western Shore of Maryland
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