Hot Sherwood Cottage Rates
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Featured Cottages in Sherwood

Cozy Cottage with access to and partially obstructed views of the bay.

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Relaxing Waterfront Cottage Near St Michaels, Maryland

Secluded Cozy Cottage in Historic Downtown

Eastern Shore Waterside Cottage Near St. Michaels

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

North Beach Cottage - Walk to Chesapeake Bay
Sherwood 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 Sherwood 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 Sherwood 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 Sherwood, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.
Sherwood Cottages essential information
Accommodation | 71 Cottages |
---|---|
Lowest Price | AU$165 |
Highest Price | AU$1,086 |
Popular accommodation | Cozy Cottage with access to and partially obstructed views of the bay., Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Relaxing Waterfront Cottage Near St Michaels, Maryland, Secluded Cozy Cottage in Historic Downtown, Eastern Shore Waterside Cottage Near St. Michaels, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking, , North Beach Cottage - Walk to Chesapeake Bay |
Popular Cottages in 2025
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More accommodations in Sherwood
Top trending hotels in Sherwood

Historic Inns of Annapolis

DoubleTree by Hilton Hotel Annapolis

Hilton Garden Inn Annapolis Downtown

Graduate by Hilton Annapolis
More ways to explore Sherwood
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.