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Compare 72 Cottages in Southern Maryland with updated reviews, rates, and availability.

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, (107)
"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 $185
$282 total
includes taxes & fees
Jun 13 - Jun 14
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
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 $130
$285 total
includes taxes & fees
Jun 11 - Jun 12
Soul Oasis - home on the Chesapeake Bay
Piney Point, private , Beach Front Cottage
10.0 out of 10, Exceptional, (75)
"This place is incredible!!!! What an amazing property and beautiful home."
Piney Point, private , Beach Front Cottage
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Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
9.8 out of 10, Exceptional, (23)
"Emwe enjoyed our time here, it was relaxing and close to travel around the area."
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Chesapeake Bay Vacation Rental w/ Boat Dock!
8.8 out of 10, Excellent, (5)
"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!
Relaxing and peaceful guest house close to beach towns and DC. Lotsa amenities.
10.0 out of 10, Exceptional, (33)
"We had a great stay! Thanks."
The price is $140
$229 total
includes taxes & fees
Jun 10 - Jun 11
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)
"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
Riverfront Newburg Cottage w/ Deck & Gas Grill!
10.0 out of 10, Exceptional, (1)
"Secluded cottage on the water. The host were fantastic. The view from the cottage is beautiful looking at the water and the birds. My sons brought their kayaking gear and kayak on the water. Just a great place to relax and get away from the hustle and bustle."
Riverfront Newburg Cottage w/ Deck & Gas Grill!
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, (46)
"Comfortable, clean home directly on the Chesapeake Bay."
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!
Cozy Cottage with access to and partially obstructed views of the bay.
9.4 out of 10, Exceptional, (11)
"Great location great place to stay very quite neighborhood and walking distance to beach and chesapeak bay Shells and fossils found on the beach during low tide The home has everything you would need for a family The WiFi had mare than enough signal for everyone and laptops And last the owners went above and beyond to make sure we were ok and if we needed anything"
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
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, (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 $345
$417 total
includes taxes & fees
Jul 1 - Jul 2
Cottage Located on the Patuxent River!
Tiny House at St. George Island
Tiny House at St. George Island
Hays Beach House - Hot Tub - Private Beach
10.0 out of 10, Exceptional, (2)
"We throughly enjoyed our stay at Hays Beach. Tim was responsive and incredibly helpful as we were planning our visit. The house is beautifully appointed - from the furnishings to the outdoor equipment. We were also impressed with all the included basic details that made our stay so much more comfortable. We would definitely choose to stay here again!"
Hays Beach House - Hot Tub - Private Beach
Waterfront Cottage in Piney Point w/ Kayaks!
7.6 out of 10, Good, (4)
"First, this was a last minute booking, due to our inability to stay at our original rental. Becky was responsive to our needs so we could vacate our previous rental without delay. Next, what I loved about this property, and something you do not get very often is the amount of living, relaxing space there is in this rental. Several areas for groups of people to spread out, watch TV, look at the water, play games, often times while there are several bedrooms, there are precious few places for...
Waterfront Cottage in Piney Point w/ Kayaks!
Scenic Sunsets star lite sky between Pax River and Wash DC
10.0 out of 10, Exceptional, (3)
"Your property was clean, organized and well kept. Would definitely come back again on the next opportunity."
Scenic Sunsets star lite sky between Pax River and Wash DC
Don't see what you're looking for?
See all available properties in Southern 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 Southern Maryland

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, (107)
"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 $185
$282 total
includes taxes & fees
Jun 13 - Jun 14
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Luxurious Club Wyndham National Harbor, 2 Bedroom Deluxe Suite
3.0 star property
10.0 out of 10, Exceptional, (1)
"Suite was clean. Quiet you could not hear neighbors."
Luxurious Club Wyndham National Harbor, 2 Bedroom Deluxe Suite
Wyndham at National Harbor - 2 Bedroom Deluxe
4.0 star property
10.0 out of 10, Exceptional, (5)
"Great condo! Very comfortable and perfect location for shopping and dining."
Wyndham at National Harbor - 2 Bedroom Deluxe
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.

Southern Maryland Cottages information

Number of reviews
446
Accommodation
72 Cottages
Lowest Price
$130
Highest Price
$345

Frequently asked questions

How much do cottages in Southern Maryland cost?
Rates for cottages in Southern Maryland range between $130 and $345 per night. No matter your budget, you’re sure to find a perfect place to get in tune with 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 Southern Maryland?
Choose from 72 cottages in Southern Maryland. Whether you’re traveling with the family, as a couple or with a group of best friends, Expedia is here to help you find an ideal place.
Why book your cottage in Southern Maryland with Expedia?
Booking a cottage in Southern Maryland is as easy as entering your travel dates and choosing an ideal place for outdoor fun and relaxation. From high-end retreats to low-cost stays and cottages that include conveniences like a kitchen, Expedia has something for all traveler styles. As for the best offers around? We’ve got you covered!
How can I find cheap cottages in Southern Maryland?
An excellent way to compare cheap cottages in Southern Maryland is with Expedia’s filter tool. Refine your search results by star rating, amenities and budget to secure awesome rates with only a few clicks.
What is there to do in Southern Maryland near my cottage?
The most important travel accessory for your Southern Maryland trip is an epic itinerary! Prince Georges Stadium, Belair Mansion and Allen Pond Park are among the top sights if you’re off to Bowie. La Plata also has lots of fantastic attractions, such as Port Tobacco Players. Need more ideas for your to-do list? Drop by Hawthorne Country Club and College of Southern Maryland too.

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