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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.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels
With a stay at this cottage in St. Michaels, you'll be just steps from Muskrat Park and St. Michaels Marina.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
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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"Point of View" Waterfront cottage with panoramic views on Tilghman Island

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Tilghman Island
With a stay at this cottage in Tilghman, you'll be within a 10-minute walk of Kronsberg Park and Talbot County Library Tilghman Branch.
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
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
Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman
Located in Wittman, this cottage is on the waterfront, within a 15-minute drive of Wittman Park and CL Open Field.
Relaxing Waterfront Cottage Near St Michaels, Maryland
Perfect family / friend getaway. Kayaks and bikes provided. Walk to Herrington H

Perfect family / friend getaway. Kayaks and bikes provided. Walk to Herrington H

North Beach
Located in North Beach, this cottage is on the waterfront, within a 10-minute drive of Bayside History Museum and Upper Yough River.
Perfect family / friend getaway. Kayaks and bikes provided. Walk to Herrington H
Pet-friendly Annapolis Home: Walk to Beach!

Pet-friendly Annapolis Home: Walk to Beach!

3 out of 5
Annapolis
With a stay at this cottage in Annapolis (Oyster Harbor), you'll be within a 15-minute drive of U.S. Naval Academy and Bay Bridge Market Place Shopping ...
Pet-friendly Annapolis Home: Walk to Beach!
Enchanting West River Retreat

Enchanting West River Retreat

West River
This cottage is 19.3 mi (31.1 km) from U.S. Naval Academy and 3.5 mi (5.6 km) from Franklin Point State Park.
Enchanting West River Retreat
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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
65 Cottages
Lowest Price
AU$225
Highest Price
AU$364
Popular accommodation
Cozy Cottage with access to and partially obstructed views of the bay., John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Relaxing Waterfront Cottage Near St Michaels, Maryland, Perfect family / friend getaway. Kayaks and bikes provided. Walk to Herrington H, Pet-friendly Annapolis Home: Walk to Beach!, Enchanting West River Retreat

Top trending hotels in Tilghman

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$292 per night from 26 Jan to 27 Jan
AU$292
includes taxes & fees
26 Jan - 27 Jan
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
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
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$364 per night from 12 Feb to 13 Feb
AU$364
includes taxes & fees
12 Feb - 13 Feb
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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Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 23 Feb to 24 Feb
AU$225
includes taxes & fees
23 Feb - 24 Feb
Located in Grasonville, Hyatt Place Kent Narrows & Marina is in the historical district, a 2-minute drive from Chesapeake Exploration Center and 7 minutes from ...
Hyatt Place Kent Narrows & Marina
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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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^Subject to availability and chosen travel dates.