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Featured Cottages in Tilghman

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

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

Port Republic
Located in Port Republic, this cottage is in a rural location, within a 10-minute drive of Matoaka Beach and R&J's PlayPark.
Cozy Cottage with access to and partially obstructed views of the bay.
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

Cambridge
With a stay at this cottage in Cambridge, you'll be on the waterfront, and 6.3 mi (10.1 km) from Ragged Island and 7.6 mi (12.2 km) from Spocott Windmill.
Family and Pet-Friendly, Waterfront with Pier
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

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

Saint Michaels
With a stay at this cottage in St. Michaels, you'll be just steps from Higgins Yacht Yard and Marina and St. Michaels Marina.
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
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Eastern Shore Waterside Cottage Near St. Michaels

Eastern Shore Waterside Cottage Near St. Michaels

Neavitt
When you stay at this cottage in Neavitt, you'll be on the waterfront and 3 minutes by foot from Neavitt Park.
Eastern Shore Waterside Cottage Near St. Michaels
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

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

Edgewater
With a stay at this cottage, you'll be centrally located in Edgewater, within a 15-minute drive of Sand Point Marsh and South River Golf Links.
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

St Michaels
With a stay at this cottage in St. Michaels, you'll be just steps from Muskrat Park and St. Michaels Marina.
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Waterfront dog-friendly home with beach just mins to Downtown Annapolis

Waterfront dog-friendly home with beach just mins to Downtown Annapolis

Annapolis
When you stay at this cottage in Annapolis, you'll be on the beach, within a 10-minute walk of Annapolis Sailing School and Annapolis Landing Marina.
Waterfront dog-friendly home with beach just mins to Downtown Annapolis
Premier St. Michaels Cottage - T. Blades House -  Walk to Everything in Town

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

St Michaels
With a stay at this cottage in St. Michaels, you'll be just steps from Muskrat Park and St. Michaels Marina.
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

Saint Leonard
With a stay at this cottage in St. Leonard, you'll be by the sea, just a 4-minute walk from Flag Ponds Nature Park and 9 minutes by foot from Flag Harbor ...
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
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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.

Tilghman 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 Tilghman 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 Tilghman 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 Tilghman, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Tilghman Cottages essential information

Accommodation
83 Cottages
Lowest Price
AU$206
Highest Price
AU$430
Popular accommodation
Cozy Cottage with access to and partially obstructed views of the bay., Family and Pet-Friendly, Waterfront with Pier, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Eastern Shore Waterside Cottage Near St. Michaels, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Waterfront dog-friendly home with beach just mins to Downtown Annapolis, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

Top trending hotels in Tilghman

Wylder Tilghman Island

Wylder Tilghman Island

2 out of 5
21551 Chesapeake Access Drive, Tilghman, MD
Fully refundableReserve now, pay when you stay
The price is AU$346 per night from 29 Apr to 30 Apr
AU$346
includes taxes & fees
29 Apr - 30 Apr
When you a stay at Wylder Tilghman Island in Tilghman, you'll be on the waterfront, within a 5-minute walk of Tilghman Watermen’s Museum and Talbot County Library ...
Wylder Tilghman Island
The Tilghman Island Inn

The Tilghman Island Inn

3.5 out of 5
21384 Coopertown Rd, Tilghman, MD
Fully refundableReserve now, pay when you stay
The price is AU$361 per night from 29 Apr to 30 Apr
AU$361
includes taxes & fees
29 Apr - 30 Apr
With a stay at The Tilghman Island Inn in Tilghman, you'll be a 1-minute walk from Tilghman Island Marina and 7 minutes by foot from Knapp's Narrows Marina & ...
The Tilghman Island Inn
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3 out of 5
6176 Tilghman Island Road, Tilghman, MD
Fully refundableReserve now, pay when you stay
The price is AU$206 per night from 12 May to 13 May
AU$206
includes taxes & fees
12 May - 13 May
When you stay at Knapps Narrows Marina & Inn in Tilghman, you'll be near the bay, within a 5-minute drive of Phillips Wharf Environmental Center and Tilghman ...
Knapps Narrows Marina & Inn
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Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is AU$430 per night from 6 May to 7 May
AU$430
includes taxes & fees
6 May - 7 May
Located in Cambridge, Hyatt Regency Chesapeake Bay is on the waterfront, a 4-minute drive from Bay Country Shop and 6 minutes from Dorchester County Visitors ...
Hyatt Regency Chesapeake Bay
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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.

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