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Featured Cottages in Annapolis

The Yellow Cottage on Harness Creek

Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, Fall fun!

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

Beachfront Home Minutes to Downtown Annapolis Dogs OK

Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games - <br>Navy v. South Florida 11/15/25 weekend still available!<br>Or the USNA Gospel Choir Concert weekend of 10/17/25

6 Mi to Dtwn: Family-friendly Home in Annapolis!

Secluded Cozy Cottage in Historic Downtown

Annapolis Vacation Home: 2 Mi to Quiet Waters Park

Waterfront Annapolis Home: Fire Pit & Fishing Pier

Annapolis Home Near Beach & Quiet Waters Park!
Annapolis 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 Annapolis 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 Annapolis 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. Annapolis 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 Annapolis, 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 Annapolis cottage accommodation options. It’s about time you got to kick back, and we don’t mean putting your feet up at your desk.
Annapolis Cottages essential information
Accommodation | 15 Cottages |
|---|---|
Lowest Price | AU$150 |
Highest Price | AU$1,255 |
Popular accommodation | The Yellow Cottage on Harness Creek, Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, Fall fun!, NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak, Beachfront Home Minutes to Downtown Annapolis Dogs OK, Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games - Navy v. South Florida 11/15/25 weekend still available! Or the USNA Gospel Choir Concert weekend of 10/17/25, 6 Mi to Dtwn: Family-friendly Home in Annapolis!, Secluded Cozy Cottage in Historic Downtown, Annapolis Vacation Home: 2 Mi to Quiet Waters Park, Waterfront Annapolis Home: Fire Pit & Fishing Pier, Annapolis Home Near Beach & Quiet Waters Park!, Walk to Everything - Historic Art’s District, The Red Door Cottage in Eastport - Pet-Friendly! |
Top trending hotels in Annapolis










