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Browse Select Western Shore of Maryland Cottages

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
Outdoor pool
Relaxing and peaceful guest house close to beach towns and DC. Lotsa amenities.
10.0 out of 10, Exceptional, (31)
"Overall the property was just as described, it was clean, comfortable and just right for a quick getaway out of the city. The host was responsive and friendly. Will be back!"
The price is £187
includes taxes & fees
10 May - 11 May
Relaxing and peaceful guest house close to beach towns and DC. Lotsa amenities.
Smart TV
House w/Water Views of Rock Creek 2BA 2BA Cottage
10.0 out of 10, Exceptional, (6)
"house was very clean and well equipped"
House w/Water Views of Rock Creek 2BA 2BA Cottage
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Smart TV, Netflix, DVD player, streaming services
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, (63)
"My husband and I stayed at the Weems creek cottage for a childless getaway weekend. Everything was excellent, from communication with Jim, to the gorgeous property and the time we had in the city of Annapolis. Not to mention the weather was nice! We spent Friday and most of Saturday in the city of Annapolis. On Saturday evening we just enjoyed our stay at the cottage, we had two fires, relaxing in the Adirondack chairs overlooking the water. THIS was exactly what we needed and what we enjoy...
Amazing views, short walks to great dining!
Property grounds
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, Commissioning Week
10.0 out of 10, Exceptional, (57)
"My wife and I stayed here for a weekend and everthing was perfect. The house looks professionally decorated and sits in a very quiet and safe neighbohhod that was fun to walk for miles. As night falls, the enchanting lights in the backyard transform the space into a serene oasis, inviting you to unwind under the stars. The addition of a hot tub and corn hole adds a playful touch, perfect for relaxation and entertainment. Our stay was nothing short of perfection. Pat and Ken were great host and...
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, Commissioning Week
Fridge, microwave, oven, stovetop
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,
Property grounds
Modern Solomons Cottage Rental - Walk to Island!
10.0 out of 10, Exceptional, (5)
"The cottage was a new build, clean and well equipped. Neighbors are friendly. Beautiful walks along the different waterways and walking distance to restaurants. I encourage you to click the button to reserve!"
Modern Solomons Cottage Rental - Walk to Island!
Exterior
The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, (262)
"This was exactly what we wanted for our anniversary trip. The house was spotless and just perfect. It is literally just a few feet from the water. When you look out the living room windows you feel like you were on a boat because all you see is water. We loved it and hope to return soon!"
The Heron's Nest at Atlantic Marina
Property grounds
Piney Point, private , Beach Front Cottage
10.0 out of 10, Exceptional, (72)
"Very clean and comfortable. Spacious with a beautiful view of the Potomac. Quiet and peaceful!"
Piney Point, private , Beach Front Cottage
Property grounds
Scenic Sunsets star lite sky between Pax River and Wash DC
10.0 out of 10, Exceptional, (1)
"Very clean and well stocked with the basics. Super cute and cozy. Overall, nice little getaway spot. The owners were very responsive and helpful."
Scenic Sunsets star lite sky between Pax River and Wash DC
Fridge, microwave, oven, stovetop
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
Interior
North Beach Cottage - Walk to Chesapeake Bay
10.0 out of 10, Exceptional, (19)
"Wonderful house close to the water. Great hosts."
North Beach Cottage - Walk to Chesapeake Bay
Beach nearby, sun-loungers, beach towels
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
10.0 out of 10, Exceptional, (52)
"We enjoyed out stay very much in February. It was so quiet and nice. Very very clean! Three generations of family came and loved. The sunroom with the view of the water was amazing and nice and toasty for our winter getaway. Thank you Diane and Harold for being so helpful, all the extra nice touches you added, and sharing your lovely cottage with us! We would love to visit again."
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
Sun-loungers
Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (35)
"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 £290
includes taxes & fees
11 May - 12 May
Cottage Located on the Patuxent River!
Property grounds
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
10.0 out of 10, Exceptional, (48)
"The property was very clean and well decorated. You could tell care and love is placed into the house and landscaping. The backyard and pool area is gorgeous! Despite unlucky/rainy weather and temperatures in the 60s, the pool was heated so warm that we went in everyday with the kids which was so nice. Annapolis is very close by. Plenty of fluffy towels, comfortable beds, nice small touches of welcome goodies and quality soap/shampoo, etc."
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
On the beach, sun-loungers, beach towels
Private Beach Front Getaway at The Sunshine Beach Cottage.
9.8 out of 10, Exceptional, (45)
"My husband and I have been to this cottage once before. It's our secret getaway. It has everything you need plus the beach is just a few feet away. You can't find another place like this one!"
Private Beach Front Getaway at The Sunshine Beach Cottage.
Fridge, microwave, stovetop, dishwasher
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!
Property grounds
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
9.8 out of 10, Exceptional, (17)
"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
Fridge, microwave, oven, stovetop
Relax in our cottage within walking distance of Herrington on the Bay events.
9.6 out of 10, Exceptional, (88)
"Perfect for 6 adults for a weekend gathering. Lots of space, and a nice outdoor area"
Relax in our cottage within walking distance of Herrington on the Bay events.
TV
Sunrise Waterfront Cottage with Dock & Kayaks!
9.4 out of 10, Exceptional, (16)
"just as listed on VRBO sight. house had everything we needed nice and clean. contact with everyone was quick and easy the light above the stove was out and property manager was willing to come out the following day to replace if we wanted it done. short walk to the dock for fishing and crabbing crab pots supplied. we did not have any luck fishing or crabbing but probably due to the time on year. great place to get away"
Sunrise Waterfront Cottage with Dock & Kayaks!
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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, (2)
"My rugby team traveled down for a competition. Erin met us there walked us around the property and gave us great recommendations for food in the area. She was an amazing manager, always answering questions and getting us anything we needed. The property was beautiful and fit our entire team comfortably. The large slace and outdoor activity allowed for a lot of team building and we had a blast llaying pickle ball and basketball with each other. We wish we coukd have spent more time there."
The price is £1,139
includes taxes & fees
6 May - 7 May
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Beach nearby, sun-loungers, beach umbrellas, beach towels
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (37)
"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
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 Cottages information

Number of reviews
1,023
Accommodation
78 Cottages
Lowest Price
£184
Highest Price
£289

Frequently asked questions

How much do holiday cottages in Western Shore of Maryland cost?
Rates for holiday cottages in Western Shore of Maryland range between £184 and £289 per night. No matter your budget, you’re sure to find a perfect place to immerse yourself in nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many holiday cottages are there in Western Shore of Maryland?
Browse through 78 holiday cottages in Western Shore of Maryland and then reserve your favourite. Whether you’re considering a holiday with the whole fam or a weekend with besties, your perfect stay is just clicks away with Expedia.
Why book your cottage in Western Shore of Maryland with Expedia?
Expedia has some superb holiday cottages in Western Shore of Maryland, so start packing your bags for an unforgettable vacay on nature’s doorstep. If you have a budget in mind, click on how much you’re willing to spend and the preferred star rating of your property. Or take advantage of our filters to search for holiday cottages with a pool or a hot tub. We’ll help you find the perfect pad whatever your trip looks like.
How can I find cheap cottages in Western Shore of Maryland?
With Expedia’s filter tool, comparing cheap cottages in Western Shore of Maryland is a cinch. To find stays that are friendly on the wallet, narrow your search by star rating, amenities and budget.

Western Shore of Maryland Hotel Reviews
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