Odyssey Cottages
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Cottages in Odyssey
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
North Beach MD
$261 nightly
The price is $277 total per night
$277 total
Dec 7 - Dec 8
Total with taxes and fees
With a stay at this cottage in North Beach, you'll be within a 10-minute walk of Bayside History Museum and Chesapeake Bay.
Washer
Dryer
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Stevensville MD
With a stay at this cottage in Stevensville, you'll be within a 5-minute drive of Romancoke Wharf County Park and Chesapeake Bay.
Kitchen
Washer
The Middle Point Cabin in Saint Michaels
Neavitt MD
When you stay at this cottage in Neavitt, you'll be steps from Neavitt Park.
Kitchen
Washer
Secluded Cozy Cottage in Historic Downtown
Annapolis MD
$627 nightly
The price is $714 total per night
$714 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
With a stay at this cottage in Annapolis (Historic District), you'll be within a 15-minute walk of U.S. Naval Academy and 14 Fleet Street.
Kitchen
Washer
The Yellow Cottage on Harness Creek
Annapolis MD
With a stay at this cottage in Annapolis (Hillsmere), you'll be within a 15-minute drive of U.S. Naval Academy and Maryland Quiet Waters Park.
Kitchen
Washer
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Stevensville MD
$802 nightly
The price is $885 total per night
$885 total
Dec 9 - Dec 10
Total with taxes and fees
With a stay at this cottage in Stevensville, you'll be within a 5-minute drive of Romancoke Wharf County Park and Chesapeake Bay.
Kitchen
Washer
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Churchton MD
Located in Churchton, this cottage is on the waterfront, within a 10-minute drive of Chesapeake Bay and Northern Chesapeake Bay.
Hot Tub
Kitchen
6 Mi to Dtwn: Family-friendly Home in Annapolis!
Annapolis MD
With a stay at this cottage in Annapolis, you'll be within a 10-minute drive of U.S. Naval Academy and Annapolis Harbour Center.
Kitchen
Pet friendly
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Edgewater MD
With a stay at this cottage, you'll be centrally located in Edgewater, within a 10-minute drive of Chesapeake Bay and Northern Chesapeake Bay.
Kitchen
Washer
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Tilghman Island MD
With a stay at this cottage in Tilghman, you'll be within a 10-minute walk of Kronsberg Park and Chesapeake Bay.
Kitchen
Washer
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict MD
$271 nightly
The price is $299 total per night
$299 total
Dec 7 - Dec 8
Total with taxes and fees
Located in Benedict, this cottage is on the waterfront, a 1-minute drive from Patuxent River and 7 minutes from Running Hare Vineyard.
Free WiFi
Air conditioning
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.
Odyssey Cottages essential information
Accommodation | 48 Cottages |
|---|---|
Lowest Price | $277 |
Highest Price | $885 |
Popular accommodation | Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md., Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, The Middle Point Cabin in Saint Michaels, Secluded Cozy Cottage in Historic Downtown, The Yellow Cottage on Harness Creek, Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi, Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK, 6 Mi to Dtwn: Family-friendly Home in Annapolis!, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch., Beachfront Home Minutes to Downtown Annapolis Dogs OK |