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Check prices for these dates

Next weekend
Jan 31 - Feb 2
In two weeks
Feb 7 - Feb 9
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Feb 21 - Feb 23
In two months
Mar 21 - Mar 23

Compare 76 Cottages in Southern Maryland with updated reviews, rates, and availability.

Cozy Cottage with access to and partially obstructed views of the bay.
Miscellaneous

Cozy Cottage with access to and partially obstructed views of the bay.

9.4 out of 10, Exceptional, (16)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
Cozy Cottage with access to and partially obstructed views of the bay.
Soul Oasis - home on the Chesapeake Bay
Sun loungers, beach towels

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (18)
"Beautiful place, very clean and nicely decorated. The only thing I wish was better was to have a bathroom upstairs and the stairs to be a bit easier to access, they are a bit tricky for those over 50:) nice view too!"
The price is ￥20,090
￥44,077 total
includes taxes & fees
Jan 26 - Jan 27
Soul Oasis - home on the Chesapeake Bay
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Property grounds

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (126)
"Great location by the water and far enough from the hustle and bustle. Perfect size cottage for us for a relaxing new year’s celebration. "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Private Beach Front Getaway at The Sunshine Beach Cottage.
On the beach, sun loungers, beach towels

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (63)
"Beautifully appointed cottage. Literally right on the water. Quiet, serene and relaxing. Loved it and will be back!"
Private Beach Front Getaway at The Sunshine Beach Cottage.
Hays Beach House - Hot Tub - Private Beach
Smart TV, fireplace, books

Hays Beach House - Hot Tub - Private Beach

10.0 out of 10, Exceptional, (4)
"We booked this bayside property for a short family vacation and the house and amenities were exactly what we needed during our time at Hays Beach. There were ample bedrooms and spaces for all of us to relax, the kitchen was well appointed. The beach in front of the house was perfect for our grandson to play in a small pool while the others lounged in chairs or were in the water directly in front of the house. The public beach was a short walk away and we enjoyed seeing all the wildlife on the...
Hays Beach House - Hot Tub - Private Beach
Perfect location for Inauguration activities. Contact for price reduction.
Fridge, microwave, oven, stovetop

Perfect location for Inauguration activities. Contact for price reduction.

9.6 out of 10, Exceptional, (91)
"Great location for a wedding stay. Beautiful home, professionally managed!"
Perfect location for Inauguration activities. Contact for price reduction.
Enchanting West River Retreat
Outdoor dining

Enchanting West River Retreat

10.0 out of 10, Exceptional, (8)
"Trip from Denver to see our son at the academy. Place was all that was advertised - clean, well appointed, comfortable, nice neighborhood. Its not far from the academy in terms of miles but you have to travel a lot of backroads to get there. We enjoyed our stay and would stay here again. "
Enchanting West River Retreat
Updated North Beach Cottage: Pet Friendly!
Fridge, microwave, stovetop, dishwasher

Updated North Beach Cottage: Pet Friendly!

10.0 out of 10, Exceptional, (13)
"Adorable cottage with updated amenities. A great retreat for friends or a family!! "
Updated North Beach Cottage: Pet Friendly!
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Outdoor pool

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

10.0 out of 10, Exceptional, (41)
"Nice place to stay for work trip. "
The price is ￥21,804
￥44,243 total
includes taxes & fees
Jan 26 - Jan 27
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Waterfront Cottage in Piney Point w/ Kayaks!
Fridge, microwave, stovetop, dishwasher

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!
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Pool

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

9.8 out of 10, Exceptional, (82)
"Beautiful, tranquil setting. Hostess was very accommodating. Access to all of the right elements: kayaks, fire pitfire, plenty of outdoor seating, tiki torches, gas grill and more. "
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Piney Point, private , Beach Front Cottage
Property grounds

Piney Point, private , Beach Front Cottage

10.0 out of 10, Exceptional, (86)
"This house is beautiful and has everything anyone could ask for. The scenery is spectacular too. We enjoyed sitting outside watching the sun set, just listening to the water and enjoying a fire on the beach. The kitchen is any cook's dream! The owners are wonderful and communicated with us wonderfully. We would give it a 10 rating if possible and will certainly be back. One of our best vacations!"
Piney Point, private , Beach Front Cottage
Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!
Property grounds

Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!

10.0 out of 10, Exceptional, (6)
"Great place to get away, Chris was very helpful and accommodating. I will stay again when im in the area@"
Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger
Smart TV, books

Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger

10.0 out of 10, Exceptional, (15)
"Family and I had a wonderful stay at this cozy beach house. Very relaxing and quiet with easy access to a private beach. "
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger
2 Bedroom Cozy Beach Cottage with Beach Access
Fridge, microwave, oven, stovetop

2 Bedroom Cozy Beach Cottage with Beach Access

10.0 out of 10, Exceptional, (11)
"Great place to stay"
2 Bedroom Cozy Beach Cottage with Beach Access
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Marina

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

9.8 out of 10, Exceptional, (33)
"A beautiful stay on the Chesapeake."
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
North Beach Cottage - Walk to Chesapeake Bay
Interior

North Beach Cottage - Walk to Chesapeake Bay

10.0 out of 10, Exceptional, (30)
"Our family was in town to attend the promotion in the air force of a nephew at Ft. McNair. Close to everything. Beautiful house prefect for us. Enjoyed walking the boardwalk. Would highly recommend this property. Excellent communication with the host. "
North Beach Cottage - Walk to Chesapeake Bay
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
Beach nearby, sun loungers, beach towels

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

10.0 out of 10, Exceptional, (63)
"This was our second visit. The autumn view is just as beautiful as the summer view. As if that weren’t enough to make our eyes twinkle, the host added lovely little touches of autumn around the house. We felt at home and at peace. "
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
Cottage Located on the Patuxent River!
Sun loungers

Cottage Located on the Patuxent River!

10.0 out of 10, Exceptional, (38)
"The property and the cottage are just beautiful [very quiet] and incredibly well appointed. The bed is super cozy. There is no kitchen but the coffee station was great to have. Note that the cottage shares the property with the main house. My husband and I enjoyed sitting by the river multiple times during our stay and we really appreciated our hosts’ hospitality and communication. Thank you for the beautiful respite!"
The price is ￥45,943
￥54,973 total
includes taxes & fees
Jan 24 - Jan 25
Cottage Located on the Patuxent River!
Family-friendly Chesapeake Beach House With Deck!
House (1 Bedroom) | Private kitchen | Microwave, oven, stovetop, coffee grinder

Family-friendly Chesapeake Beach House With Deck!

3.0 star property
6.0 out of 10, (1)
Family-friendly Chesapeake Beach House With Deck!
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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Other property types in Southern Maryland

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Outdoor dining

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

9.8 out of 10, Exceptional, (38)
"Beautiful, spacious, the highlight was the view of the bay. Definitely will be back"
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Property grounds

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (126)
"Great location by the water and far enough from the hustle and bustle. Perfect size cottage for us for a relaxing new year’s celebration. "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Cozy Cottage with access to and partially obstructed views of the bay.
Miscellaneous

Cozy Cottage with access to and partially obstructed views of the bay.

9.4 out of 10, Exceptional, (16)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
Cozy Cottage with access to and partially obstructed views of the bay.
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.

Frequently asked questions

How much do cottages in Southern Maryland cost?
Expect to pay between ￥20,090 and ￥45,943 per night for cottages in Southern Maryland. No matter your budget, a fantastic stay is only a few clicks away on Expedia. These prices were 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?
Explore our 76 cottages in Southern Maryland and reserve your favorite. Whether you’re thinking about a family vacay or a break with friends, your perfect stay is just clicks away with Expedia.
Why book your cottage in Southern Maryland with Expedia?
Reserving a cottage in Southern Maryland is as easy as clicking on your travel dates and picking your ideal place for a getaway in nature. From luxurious retreats to low-cost stays and cottages that include perks like free WiFi, Expedia has something for all styles. As for terrific deals? We’ve got your back!
How can I find cheap cottages in Southern Maryland?
An excellent way to uncover cheap cottages in Southern Maryland is with Expedia’s useful filter tool. Tailor your search results by budget, amenities and star rating to land awesome bargains in just a few keystrokes.
What is there to do in Southern Maryland near my cottage?
No matter your interests, there are tons of things to put on your to-do list in Southern Maryland. If you’re headed to Bowie, don’t miss Prince George’s Stadium, Belair Mansion and Allen Pond Park. Planning an escape in La Plata? Port Tobacco Players, Hawthorne Country Club and College of Southern Maryland are among the top sights here.