Search Cottages in Western Shore of Maryland

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Compare 91 Cottages in Western Shore of Maryland with updated reviews, rates, and availability.

Firefly Cottage at the Cape, HOT TUB, community beach, back yard fun, summertime
10.0 out of 10, Exceptional, (62)
"This is our second stay and it was just as memorable and lovely as our first stay. Pat and Ken are fantastic hosts. They think of everything! They are super responsive when you have questions/issues. They also let you know about things going on in the community so that you can join if you wish. The house itself is perfect for us. It's very well and generously stocked. Having a washer and dryer on site is a life saver when you travel by plane. I would highly recommend the Firefly Cottage if you...
Firefly Cottage at the Cape, HOT TUB, community beach, back yard fun, summertime
Waterfront home with beach mins to downtown boat or car Dog-Friendly
9.8 out of 10, Exceptional, (20)
"The home was beautiful, the setting was stunning, and the check-in and check-out process was a breeze! Our group of 6 cousins had a fantastic time together enjoying the beautiful views and all that Annapolis has to offer. We are already planning a return trip next year!"
Waterfront home with beach mins to downtown boat or car Dog-Friendly
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (187)
"Several family members and I went on a fishing trip out of Edgewater. We stayed in this wonderful cottage on the water. The house was immaculate and everything we needed aside from food was provided. The check in and check out were very simple and the host gave us contact information in case we needed anything. The location and overall property could not have been any better. We would definitely stay here again."
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
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Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, (6)
"Pleasant relaxing time. We were pleased and impress to locate this property"
The price is AED 477
AED 1,063 total
includes taxes & fees
24 Jun - 25 Jun
Soul Oasis - home on the Chesapeake Bay
Piney Point, private , Beach Front Cottage
10.0 out of 10, Exceptional, (76)
"We are so grateful to have had some time in this wonderful home. It was amazing to have the water at our back door. Every member of the family loved our stay here. Thank you so much!"
Piney Point, private , Beach Front Cottage
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
9.8 out of 10, Exceptional, (24)
"Appreciated the lovely waterfront location, independence , nice filtered water tap for drinking and coffee. Especially enjoyed meeting owner, delightful visit."
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, (267)
"Everything is perfect over there … The paradise on earth .. Highly recommended "
The Heron's Nest at Atlantic Marina
Relaxing and peaceful guest house close to beach towns and DC. Lotsa amenities.
10.0 out of 10, Exceptional, (34)
"Picked this property due to the location outside of the “city” and loved the rural location. The cottage fit our needs perfectly. Diana was very friendly and a wonderful host. The location was very peaceful."
The price is AED 514
AED 837 total
includes taxes & fees
23 Jun - 24 Jun
Relaxing and peaceful guest house close to beach towns and DC. Lotsa amenities.
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger
9.8 out of 10, Exceptional, (10)
"Just as advertised!!!! Highly recommend!!"
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
10.0 out of 10, Exceptional, (53)
"This is a wonderful house with a terrific location for enjoying the wildlife on the water. The hosts go above and beyond to make their guests feel welcome. We always enjoy our visits to this charming place."
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
10.0 out of 10, Exceptional, (7)
"We loved this property! Walk to the little local beach and a short drive to parks, larger beaches and museums. Kelsey is a great host and the house was perfect for us and the kids. Would book again."
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
Private Beach Front Getaway at The Sunshine Beach Cottage.
9.8 out of 10, Exceptional, (49)
"We absolutely LOVED this place! We were vacationing with our two toddlers (ages 2&3) and my sisters family with her two toddlers (1&3) and this place was absolutely PERFECT! We could all still enjoy the beach while our kids were napping because everything was right there! No one had to haul anything to the beach, they had all the sand toys you could want, and more! One step off the porch and you’re in the sand! Loved it! And so did all the kids and adults!! Will definitely be staying again!!"
Private Beach Front Getaway at The Sunshine Beach Cottage.
Updated North Beach Cottage: Pet Friendly!
9.8 out of 10, Exceptional, (8)
"This location was perfect for our trip for a wedding. Being only a three minute walk from the rehearsal, ceremony, and reception was absolutely perfect. Being close to the deli/market as well came in handy. The house was clean and welcoming. Overall I would absolutely stay here again."
Updated North Beach Cottage: Pet Friendly!
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
9.8 out of 10, Exceptional, (18)
"This was the perfect space for our family of five. Check-in was a breeze and Isaac even went as far as to leave the lights on for us knowing we were getting in late. Isaac let us know he was available if we needed anything, but we did not. Despite the rain, we were able to enjoy the hot tub overlooking the creek. The view was stunning! If you are looking for a peaceful stay, this is it!"
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Cozy Cottage with access to and partially obstructed views of the bay.
9.4 out of 10, Exceptional, (12)
"This was a great little getaway! The property was very accurate to the listing, and everything was very clean and tidy. We cooked a bit at the house and it had all the pots/pans/utensils we needed. The beach across the street is quite nice, and it's a short drive to Calvert Cliffs State Park. Would definitely recommend this VRBO!"
Cozy Cottage with access to and partially obstructed views of the bay.
2 Bedroom Cozy Beach Cottage with Beach Access
10.0 out of 10, Exceptional, (7)
"Cute cottage that had all necessary features for our stay. Host was incredibly prompt with communication and would recommend to family and friends."
2 Bedroom Cozy Beach Cottage with Beach Access
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
10.0 out of 10, Exceptional, (20)
"Beautiful house in peaceful West Annapolis, a short distance from the local shops and restaurants and the Naval College. Well equipped, everything you need, a real home from home and a very friendly, helpful and accommodating host. Highly recommended place to stay!"
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
North Beach Cottage - Walk to Chesapeake Bay
10.0 out of 10, Exceptional, (20)
"We highly recommend Maria’s beautiful Beach cottage! House was fully equipped, beds were amazing, a lot of space and games galore! Thank you for contacting me prior to our stay with your contact information- made me feel welcomed and secure prior to our arrival. We will definitely be back when the weather gets warmer☀️🌈"
North Beach Cottage - Walk to Chesapeake Bay
Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (36)
"We were in the area for an event but decided to find a nice getaway spot instead of staying in a hotel. This was a little further from the event location but well worth it! The cottage was clean and welcoming, the scenery beautiful, and overall a comfortable, quiet location."
The price is AED 1,267
AED 1,530 total
includes taxes & fees
1 Jul - 2 Jul
Cottage Located on the Patuxent River!
Chic Baltimore Retreat - 6 Mi to Downtown!
3.5 star property
Chic Baltimore Retreat - 6 Mi to Downtown!
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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

ROOST Baltimore
4.5 star property
9.6 out of 10, Exceptional, (141)
"Amazing simply as that ! "
The price is AED 559
AED 657 total
includes taxes & fees
8 Jul - 9 Jul
ROOST Baltimore
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (5)
"The property was beautiful. The property manager was available for any inquiries we had. My family and I enjoyed it immensely. The view of the water was wonderful whether sitting on the dock or sitting in the sunroom. We played indoor and outdoor games. Perfect place for family bonding. The weather was perfect for our stay."
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Cozy & Luxury 4 bedroom Baltimore downtown home
7.6 out of 10, Good, (17)
"Very quiet and very clean. Close to the stadium and everywhere we needed to be."
Cozy & Luxury 4 bedroom Baltimore downtown home
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.

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