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Compare 288 Cottages in Maryland with updated reviews, rates, and availability.

Shore Point Cottages
3.0 star property
9.2 out of 10, Wonderful, 68 reviews
"It was nice . Will be back "
Shore Point Cottages
Renovated cottage with seasonal pool, firepit, & washer/dryer
8.4 out of 10, Very Good, 30 reviews
"TLDR: House is old (in not a cute way), broken (or one strong breeze from being broken), cheap, and possibly dangerous. Complaints in previous reviews not fixed. The hot tub was ice cold the whole weekend (our main reason for picking this house - please don't pick it expecting to use the hot tub). Full review: This house is thoroughly "meh". As soon as we arrived we nicknamed the house "Tilty" because the house leans so much. There is obvious structural damage that would never pass an...
Renovated cottage with seasonal pool, firepit, & washer/dryer
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, 107 reviews
"The property is located in a small neighborhood right by the water. While there are houses fairly close it is quiet with beautiful views. The house is clean and has good appliances/wifi for a comfortable stay. It is a one bedroom with a big bathroom and living room. The screened in patio is good to avoid the mosquitos. One note is for those with mobility issues, the shower/bathtub has a high ledge with a thicker width to get in/out."
The price is $165
$260 total
includes taxes & fees
Jun 10 - Jun 11
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
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Firefly Cottage at the Cape, HOT TUB, community beach, back yard fun, Dads day
10.0 out of 10, Exceptional, 61 reviews
"We had a great time at this very cute cottage and really appreciated the extra touches of the hosts, who were very helpful. The yard is truly a great place to hangout but there were also lots of places to enjoy close by."
Firefly Cottage at the Cape, HOT TUB, community beach, back yard fun, Dads day
Cottage at Goose Neck Point
10.0 out of 10, Exceptional, 22 reviews
"My husband and I were looking for a place to getaway for the weekend, on the water. We found this adorable cottage, right on the water and close to Saint Michaels. We have been down to the area several times and really this was one of the best stays. The Hosts were really great, left us a bottle of wine and cheese plate when we arrived! the only thing that would have improved our stay would be if the bed was a little more comfortable. (by no means does this take away from the overall experience)...
Cottage at Goose Neck Point
Waterfront home with beach on the Chesapeake Dog-Friendly
9.8 out of 10, Exceptional, 20 reviews
"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 on the Chesapeake Dog-Friendly
Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse
9.4 out of 10, Exceptional, 26 reviews
"Very clean - Everything I needed was there Location - Location - Location - PERFECT ! Highly recommend and I will stay here again"
Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, 54 reviews
"We have stayed at this property twice and love it. Very peaceful, clean, and comfortable."
Waterfront Cottage in Beautiful Hoopers Island
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, 186 reviews
"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
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, 105 reviews
"This is our third visit. You can’t have a better location! We love St. Michael’s and this historical cottage."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, 6 reviews
"Pleasant relaxing time. We were pleased and impress to locate this property"
The price is $130
$289 total
includes taxes & fees
Jun 10 - Jun 11
Soul Oasis - home on the Chesapeake Bay
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
10.0 out of 10, Exceptional, 152 reviews
"Cute, quaint, conveniently located home. Lovely stay!"
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Piney Point, private , Beach Front Cottage
10.0 out of 10, Exceptional, 75 reviews
"This place is incredible!!!! What an amazing property and beautiful home."
Piney Point, private , Beach Front Cottage
cottage, community pool, playground, boating, crabbing kayaking and fishing!!!
10.0 out of 10, Exceptional, 2 reviews
"Wonderful Location and proximity to Ocean City!Quiet,quaint ocean cottages on bayside.Great for walks in neighborhood,esplly with our doggies.Plenty trails close by.Highly recommend Isle of Wight Park(is on the way over or back from OC)Nice cozy place and beds. Sunroom toasty and warm.There is heater,AC unit on both sides.Stayed plenty warm enough on cool Fall nights.All amenities as home,kitchen ,fridge microwave, stocked pans,silverware and items.(We had brought our usual paper plates,bowls...
cottage, community pool, playground, boating, crabbing kayaking and fishing!!!
Eastern Shore beach cottage get-away
10.0 out of 10, Exceptional, 122 reviews
"The cozy cottage is perfectly maintained and well equipped. The bay view is as advertised and lovely. The location in Rock Hall is ideal, quiet and convenient to everything. The property manager is responsive and informative. We had a great, relaxing getaway weekend and look forward to returning."
Eastern Shore beach cottage get-away
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
9.8 out of 10, Exceptional, 23 reviews
"Had everything we needed for a quiet weekend away! Mary is a delightful host and was readily available. We enjoyed the kayaks and the electric grill. Property was easy to find."
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Owl Cottage
10.0 out of 10, Exceptional, 11 reviews
"Property was perfect and very easy to find! Easy place to park and a great little town!"
Owl Cottage
Chesapeake Bay Vacation Rental w/ Boat Dock!
8.8 out of 10, Excellent, 5 reviews
"It was not as clean as it should have been. When i pay to stay somewhere, i expect clean."
Chesapeake Bay Vacation Rental w/ Boat Dock!
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, 36 reviews
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, 267 reviews
"Everything is perfect over there … The paradise on earth .. Highly recommended "
The Heron's Nest at Atlantic Marina
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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.

Maryland Cottages information

Number of reviews
1,330
Accommodation
288 Cottages
Lowest Price
$130
Highest Price
$165

Frequently asked questions

How much do cottages in Maryland cost?
Rates for cottages in Maryland range between $130 and $165 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 cottages are there in Maryland?
Explore our 288 cottages in Maryland and then select your favorite. Whether you’re embarking on a vacation with all the fam or a weekend with besties, your perfect stay is just a few clicks away with Expedia.
Why book your cottage in Maryland with Expedia?
Reserving a cottage in Maryland is as simple as entering your travel dates and selecting an ideal place for outdoor recreation and relaxation. From high-end retreats to affordable properties and cottages that offer perks like free WiFi, Expedia has something for all styles and tastes. As for terrific deals? We have them too!
How can I find cheap cottages in Maryland?
Expedia can help you look for cheap cottages in Maryland. To discover your dream stay in just a few clicks, simply use the filter tool to refine your search by budget, amenities and star rating.
What is there to do in Maryland near my cottage?
Whether you’re into food, shopping, history or sightseeing, Maryland offers something for everyone! The major city of Washington boasts loads of sights and experiences, including National Mall, Smithsonian Institution and National Museum of African American History and Culture. If you’re planning an escape to Baltimore, National Aquarium in Baltimore, Baltimore Museum of Art and American Visionary Art Museum should be at the top of your to-do list.

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