Compare Southern Maryland Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

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
$240 nightly
The price is $265 total per night
$265 total
Jun 14 - Jun 15
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Free WiFi
Air conditioning
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby MD
$312 nightly
The price is $331 total per night
$331 total
Jun 24 - Jun 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
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
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, barbecue grills, and a garden.
Kitchen
Washer
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Scotland MD
At this cottage, guests have access to features like laundry facilities. This beach 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
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
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
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

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

Owings MD
Guests staying at this cottage enjoy features like an outdoor pool.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Southern Maryland
View all properties
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
    $247 nightly
    The price is $292 total per night from Jun 27 to Jun 28
    $292 total
    Jun 27 - Jun 28
    Total with taxes and fees
    8.8/10 Excellent! (1,075 reviews)
    Holiday Inn Express Washington DC East - Andrews AFB by IHG

    Holiday Inn Express Washington DC East - Andrews AFB by IHG

    5001 Mercedes Blvd Suitland MD
    $111 nightly
    The price is $125 total per night from Jun 28 to Jun 29
    $125 total
    Jun 28 - Jun 29
    Total with taxes and fees
    8/10 Very Good! (1,010 reviews)
    Red Roof Inn PLUS+ Washington DC - Oxon Hill

    Red Roof Inn PLUS+ Washington DC - Oxon Hill

    6170 Oxon Hill Road Oxon Hill MD
    $91 nightly
    The price is $103 total per night from Jun 16 to Jun 17
    $103 total
    Jun 16 - Jun 17
    Total with taxes and fees
    7.2/10 Good! (1,003 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
$103
Highest Price
$331
Popular accommodation
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch., Soul Oasis - home on the Chesapeake Bay, Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger, Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, 𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘, Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC, Private Beach Front Getaway at The Sunshine Beach Cottage., Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset, Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

More to Explore