Compare Southern Maryland Cottage Rentals

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Featured Cottages in Southern Maryland

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

2 out of 5
North Beach MD
$260 nightly
The price is $276 total per night
$276 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Washer
Dryer
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Tall Timbers MD
At this cottage, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.
Kitchen
Washer
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby MD
$255 nightly
The price is $270 total per night
$270 total
Dec 17 - Dec 18
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

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

Newburg MD
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
2 Bedroom Cozy Beach Cottage with Water Access

2 Bedroom Cozy Beach Cottage with Water Access

Piney Point MD
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Lusby MD
Guests of this cottage enjoy features like an outdoor pool, a gym, and laundry facilities. Other amenities at this family-friendly cottage include barbecue grills and a garden.
Pool
Kitchen
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Churchton MD
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Hot Tub
Kitchen
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

Saint Leonard MD
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.
Hot Tub
Kitchen
Piney Point, private , Beach Front Cottage

Piney Point, private , Beach Front Cottage

Piney Point MD
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
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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.

Hotel Options in Southern Maryland

    Gaylord National Resort & Convention Center

    Gaylord National Resort & Convention Center

    201 Waterfront Street Fort Washington MD
    $217 nightly
    The price is $256 total per night from Jan 6 to Jan 7
    $256 total
    Jan 6 - Jan 7, 2026
    Total with taxes and fees
    8.6/10 Excellent! (1,000 reviews)
    Spark by Hilton Waldorf

    Spark by Hilton Waldorf

    11770 Business Park Drive Waldorf MD
    $79 nightly
    The price is $88 total per night from Dec 22 to Dec 23
    $88 total
    Dec 22 - Dec 23
    Total with taxes and fees
    8.8/10 Excellent! (42 reviews)
    Hampton Inn & Suites National Harbor - Alexandria Area

    Hampton Inn & Suites National Harbor - Alexandria Area

    250 Waterfront St Oxon Hill MD
    $138 nightly
    The price is $163 total per night from Dec 23 to Dec 24
    $163 total
    Dec 23 - Dec 24
    Total with taxes and fees
    8.4/10 Very Good! (1,006 reviews)

Cottages

Book a cottage in Southern Maryland
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Southern Maryland. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Southern Maryland better.

Cottage apartments in Southern Maryland range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Southern Maryland
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Southern Maryland and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Southern Maryland cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Southern Maryland. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Southern Maryland Cottages essential information

Accommodation
95 Cottages
Lowest Price
$88
Highest Price
$276
Popular accommodation
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md., Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset, Soul Oasis - home on the Chesapeake Bay, Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, 2 Bedroom Cozy Beach Cottage with Water Access, Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit, Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK, Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC, Piney Point, private , Beach Front Cottage

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