Upper Marlboro Cottages

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Cottages in Upper Marlboro

Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

Annapolis MD

With a stay at this cottage in Annapolis, you'll be on the beach, within a 10-minute drive of Annapolis City Dock and Annapolis Sailing School.

Kitchen

Washer

Lovely backyard cottage with easy access to metro, shops, dining!

Arlington VA

With a stay at this cottage in Arlington (Ashton Heights), you'll be within a 10-minute drive of National Mall and Smithsonian National Postal Museum.

Kitchen

Washer

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.

Annapolis MD

With a stay at this cottage in Annapolis (Cape Saint Claire), you'll be within a 15-minute drive of Chesapeake Bay and Annapolis City Dock.

Hot Tub

Breakfast included

Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

Arlington VA

$320 nightly

$366 total

Nov 2 - Nov 3

Total with taxes and fees

Located in Arlington (Aurora Highlands), this cottage is within a 10-minute drive of Smithsonian National Postal Museum and National Mall.

Kitchen

Washer

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Deale MD

With a stay at this cottage in Churchton, you'll be on the waterfront, within a 10-minute drive of Chesapeake Bay and Franklin Point State Park.

Hot Tub

Kitchen

Accessible, 3 Season 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 Chesapeake Bay and Romancoke Wharf County Park.

Kitchen

Washer

Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Annapolis MD

With a stay at this cottage in Annapolis (West Annapolis), you'll be within a 5-minute drive of U.S. Naval Academy and Annapolis City Dock.

Kitchen

Free WiFi

Waterfront River Cottage for 2, dog-friendly

Severna Park MD

Located in Severna Park, this cottage is by the ocean, within a 10-minute drive of B&A Trail and Severna Park Golf Center.

Kitchen

Pet friendly

Charming 1-bedroom cottage with AC in cozy Harwood

Harwood MD

This cottage is 8.4 mi (13.5 km) from Chesapeake Bay and 9.5 mi (15.3 km) from U.S. Naval Academy.

Kitchen

Pet friendly

Cozy and serene one bedroom waterfront guest cottage

Crownsville MD

With a stay at this cottage in Crownsville (Herald Harbor), you'll be within a 15-minute drive of Joyces Marina and Annapolis Bowl.

Kitchen

Water view

1 Mi to Old Town: Historic Area Gem in Alexandria

Alexandria VA

With a stay at this cottage in Alexandria (Old Town Alexandria), you'll be within a 15-minute drive of MGM National Harbor Casino and Smithsonian National Postal Museum.

Kitchen

Pet friendly

Pets Welcome: Quiet Silver Spring Retreat!

Silver Spring MD

With a stay at this cottage in Silver Spring, you'll be within a 5-minute drive of The Adventure Park at Sandy Spring and Norwood Park.

Pool

Kitchen

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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.