Southern Maryland Cottages

More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers

Flexibility matters
24/7 support, so you can book with confidence

Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^

Featured Cottages in Southern Maryland

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.

Southern Maryland Cottage Accommodation

You’re on the go every day, working hard and making that cash. But if you haven’t taken a holiday in months, it’s time to rethink your life choices. It’s time for you to look into Southern Maryland holiday cottages and take a day off—or ten days. Because once you’re all settled in, you won’t want to leave.

Words like charming, adorable, and delightful probably come to mind when you think of country cottages, set in lovely little towns the world over. The same applies to beach cottages—just replace the rolling hills with lapping waves. And while Southern Maryland cottages can’t be in every setting at once, you’ll find that the stunning scenery here is better than all the others combined. Cottages are the perfect retreat from everyday life, with serene surroundings both inside and out and that relaxed vibe that can come only from knowing everything is taken care of. Southern Maryland has an equally charming vibe, and that’s why so many travellers love it.

“Don’t worry, be happy” should be your motto on your next holiday. Well, friend, in Southern Maryland, that’s not just the motto of visitors; the locals are living that theme every day. So take a break from that presentation you’re working on and make a different graph instead—of Wotif’s low prices on over Southern Maryland cottage accommodation options. It’s about time you got to kick back, and we don’t mean putting your feet up at your desk.

Southern Maryland Cottages essential information

Accommodation
73 Cottages
Lowest Price
NZ$110
Highest Price
NZ$506
Popular accommodation
Cozy Cottage with access to and partially obstructed views of the bay., Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC., Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, Soul Oasis - home on the Chesapeake Bay, Perfect family / friend getaway. Kayaks and bikes provided. Walk to Herrington H, Enchanting West River Retreat, Private Beach Front Getaway at The Sunshine Beach Cottage., Updated North Beach Cottage: Pet Friendly!, Relaxing, peaceful house in Calvert County, Md close to beach towns and DC., Hays Beach House - Hot Tub - Private Beach, Waterfront Cottage in Piney Point w/ Kayaks!, Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Top trending hotels in Southern Maryland

^Eligibility requirements and conditions apply