Compare Southern Maryland Cottage Rentals

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Featured Cottages in Southern Maryland

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict MD
$260 nightly
The price is $287 total per night
$287 total
Aug 3 - Aug 4
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Free WiFi
Air conditioning
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
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby MD
$297 nightly
The price is $315 total per night
$315 total
Aug 24 - Aug 25
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
Private Beach Front Getaway at The Sunshine Beach Cottage.

Private Beach Front Getaway at The Sunshine Beach Cottage.

Scotland MD
At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Kitchen
Washer
Beautiful Waterfront 2-bedroom cottage in tranquil Piney Point with WiFi, AC

Beautiful Waterfront 2-bedroom cottage in tranquil Piney Point with WiFi, AC

Piney Point MD
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
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 barbecue grills. This family-friendly cottage also has a garden.
Hot Tub
Kitchen
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger

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

Scotland MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Deale MD
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Hot Tub
Kitchen
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

Maddox MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden. Helpful staff is there to provide concierge services, as well as offer insight about the area.
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
    $196 nightly
    The price is $232 total per night from Aug 11 to Aug 12
    $232 total
    Aug 11 - Aug 12
    Total with taxes and fees
    8.8/10 Excellent! (1,156 reviews)
    Rod 'N' Reel Resort

    Rod 'N' Reel Resort

    4165 Mears Ave Chesapeake Beach MD
    $218 nightly
    The price is $242 total per night from Aug 16 to Aug 17
    $242 total
    Aug 16 - Aug 17
    Total with taxes and fees
    Econo Lodge Andrews Air Force Base

    Econo Lodge Andrews Air Force Base

    7851 Malcolm Road Clinton MD
    $64 nightly
    The price is $72 total per night from Aug 18 to Aug 19
    $72 total
    Aug 18 - Aug 19
    Total with taxes and fees
    6.6/10 (1,007 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
89 Cottages
Lowest Price
$72
Highest Price
$315
Popular accommodation
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch., Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, Soul Oasis - home on the Chesapeake Bay, Private Beach Front Getaway at The Sunshine Beach Cottage., Beautiful Waterfront 2-bedroom cottage in tranquil Piney Point with WiFi, AC, Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC, Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger, Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK, Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

More to Explore