Hot Western Shore of Maryland Cottage Rates
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Cottages in Western Shore of Maryland

Cozy 3-bedroom cottage in water-privileged community minutes from Annapolis, MD

The Heron's Nest at Atlantic Marina

Beachfront Home Minutes to Downtown Annapolis Dogs OK

Pet Friendly Water View Cottage

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Firefly Cottage at the Cape, Community beach, spring adventures, hot tub, USNA

Now available for USNA Commissioning Week! 16-22 May. Easy walk to Stadium. <br>Your Annapolis Waterfront retreat for a weekend getaway.

Outdoor Pool: Family Retreat - 6 Mi to Dtwn!
Western Shore of Maryland Budget-Friendly Cottage Accommodation
Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Western Shore of Maryland will have you feeling like your SO is the peanut butter to your jelly again in no time.
We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Western Shore of Maryland definitely fit the bill.
Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)
Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Western Shore of Maryland, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.
Western Shore of Maryland Cottages essential information
Accommodation | 61 Cottages |
|---|---|
Lowest Price | AU$129 |
Highest Price | AU$930 |
Popular accommodation | Cozy 3-bedroom cottage in water-privileged community minutes from Annapolis, MD, The Heron's Nest at Atlantic Marina, Beachfront Home Minutes to Downtown Annapolis Dogs OK, Pet Friendly Water View Cottage, Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md., Chesapeake Cottages- 2 Quaint Waterfront Retreats, Firefly Cottage at the Cape, Community beach, spring adventures, hot tub, USNA, Now available for USNA Commissioning Week! 16-22 May. Easy walk to Stadium. Your Annapolis Waterfront retreat for a weekend getaway., Outdoor Pool: Family Retreat - 6 Mi to Dtwn! |
Top trending hotels in Western Shore of Maryland

Sonesta Hotel Baltimore Inner Harbor

Holiday Inn Baltimore BWI Airport by IHG

Pier 5 Hotel Baltimore

Lord Baltimore Hotel
More ways to explore Western Shore of Maryland
Top Picks
- Cottages in Baldwin
- Family Hotels in Baltimore
- B&B in Bel Air
- Belair - Edison Hotels
- Bellona-Gittings Hotels
- Beverly Hills Hotels
- Bradshaw Hotels
- Houseboats in Camden Yards Station
- Carney Hotels
- Charles Village Hotels
- Cockeysville Hotels
- B&B in Columbia
- Guest Houses in Columbia
- Dunbar-Broadway Hotels
- Cabin Rentals in Edgewood
- Guest Houses in Edgewood
- Hostels in Eldersburg
- Motels in Eldersburg
- Essex Hotels
- Motels in Falls Road Station
- Cottages in Forest Hill
- Hostels in Fort Meade
- Guest Houses in Gambrills
- Holiday Homes in Gambrills
- Glen Arm Hotels
- Farmstay in Glen Burnie
- Inns in Glen Burnie
- Motels in Glen Burnie
- Glen Oaks Hotels
- Glenham-Belford Hotels
- Greenmount West Hotels
- Hotels near Greenspring Station
- Hampden Hotels
- Motels in Harmans
- Hillen Hotels
- Hopkins Bayview Hotels
- Hunt Valley Hotels
- Hotels near Johns Hopkins Hospital Station
- Pet Friendly Hotels in Joppa
- Apartments in Lansdowne
- Lauraville Hotels
- Hotels with Parking in Lutherville Timonium
- Lutherville Timonium Hotels
- Guest Houses in Marriottsville
- Hostels in Marriottsville
- Resorts in Marriottsville
- Mayfield Hotels
- Mid-Govans Hotels
- Mid-Town Belvedere Hotels
- Middle River Hotels
- Hostels in Monkton
- Moravia-Walther Hotels
- Family Hotels in Nottingham
- Motels in Nursery Road Station
- B&B in Parkton
- Motels in Parkton
- Holiday Homes in Parkville
- Parkville Hotels
- Pen Lucy Hotels
- Rosebank Hotels
- Apartment Hotels in Rosedale
- Pet Friendly Hotels in Rosedale
- Rosedale Hotels
- Houseboats in Rosedale
- Station North Arts and Entertainment District Hotels
- Stonewood-Pentwood-Winston Hotels
- B&B in Sykesville
- Taylor Heights Hotels
- Guest Houses in Towson
- Golf Hotels in Towson
- Romantic Hotels in Towson
- Towson Hotels
- Villages Of Homeland Hotels
- Luxury Hotels in Western Shore of Maryland
- Pet Friendly Hotels in Western Shore of Maryland
- White Marsh Hotels
- Winston-Govans Hotels
- Woodbourne-Mccabe Hotels
- Woodmere Hotels
- Car hire Essex
- Car hire near Goucher College
- Car hire near Hamilton Park Shopping Center
- Car hire Hunt Valley
- Car hire near Johns Hopkins Hospital
- Car hire near La Terra
- Car hire near Loyola University Maryland
- Car hire near Maryland Institute College of Art
- Car hire near Morgan State University
- Car hire near Mud and Metal
- Car hire near Nottingham
- Car hire near Orin Kenney
- Car hire Towson
- Car hire near White Marsh Mall
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
