Book Holiday Homes in Tilghman

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Featured Holiday Homes in Tilghman

The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!

North Beach
Located in Owings, this vacation home is within a 5-minute drive of Bayside History Museum and Chesapeake Bay.
Opens in a new windowThe Cozy Crab- Your Charming Haven in Lovely North Beach!
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge
The price is AU$587 per night from 24 Nov to 25 Nov
AU$587
per night
24 Nov - 25 Nov
A stay at this vacation home places you in the heart of Cambridge, steps from Long Wharf Park and Choptank River Lighthouse.
Opens in a new windowCozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Tracys Landing
This vacation home is 3.1 mi (5 km) from Upper Yough River and 4.8 mi (7.7 km) from Bayside History Museum.
Opens in a new windowSpacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
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Million Dollar View of the Chesapeake Bay

Million Dollar View of the Chesapeake Bay

Deale
Located in Deale, this vacation home is on the waterfront, within a 10-minute drive of Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new windowMillion Dollar View of the Chesapeake Bay
Walk to Everything House

Walk to Everything House

Saint Michaels
With a stay at this vacation home in St. Michaels, you'll be within a 5-minute walk of Muskrat Park and Higgins Yacht Yard and Marina.
Opens in a new windowWalk to Everything House
Relax on Kent Island in 3 Bedroom Home w/Waterview

Relax on Kent Island in 3 Bedroom Home w/Waterview

Stevensville
The price is AU$437 per night from 16 Nov to 17 Nov
AU$437
per night
16 Nov - 17 Nov
With a stay at this vacation home in Stevensville, you'll be a 2-minute walk from Chesapeake Bay and within a 5-minute drive of Romancoke Wharf County Park.
Opens in a new windowRelax on Kent Island in 3 Bedroom Home w/Waterview
Private Waterfront Woods | Dock, Kayaks, Views

Private Waterfront Woods | Dock, Kayaks, Views

Annapolis
With a stay at this vacation home in Annapolis, you'll be on the beach, within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay.
Opens in a new windowPrivate Waterfront Woods | Dock, Kayaks, Views
Waterfront- 5-bedroom house with dock in charming North Beach

Waterfront- 5-bedroom house with dock in charming North Beach

2 out of 5
North Beach
When you a stay at this vacation home in North Beach, you'll be on the waterfront, within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new windowWaterfront- 5-bedroom house with dock in charming North Beach
Sweet Bamboo Beach Cottage

Sweet Bamboo Beach Cottage

north beach
When you stay at this vacation home in North Beach, you'll be on the beach, within a 10-minute walk of Bayside History Museum and Chesapeake Bay.
Opens in a new windowSweet Bamboo Beach Cottage
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Tilghman vacation homes are the perfect way for you to wing it.

Holiday houses in Tilghman let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Tilghman in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Tilghman adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Tilghman with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Tilghman vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Tilghman Holiday Homes essential information

Accommodation
405 Holiday Homes
Lowest Price
AU$170
Highest Price
AU$587
Popular accommodation
The Cozy Crab- Your Charming Haven in Lovely North Beach!, Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina, Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub, Million Dollar View of the Chesapeake Bay, Walk to Everything House, Relax on Kent Island in 3 Bedroom Home w/Waterview, Private Waterfront Woods | Dock, Kayaks, Views, Waterfront- 5-bedroom house with dock in charming North Beach, Sweet Bamboo Beach Cottage

Top trending hotels in Tilghman

The Tilghman Island Inn

The Tilghman Island Inn

3.5 out of 5
21384 Coopertown Rd, Tilghman, MD
The price is AU$339 per night from 9 Nov to 10 Nov
AU$339
per night
9 Nov - 10 Nov
With a stay at The Tilghman Island Inn in Tilghman, you'll be within a 5-minute walk of Tilghman Island Marina and Chesapeake Bay.
Opens in a new windowThe Tilghman Island Inn
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3 out of 5
6176 Tilghman Island Road, Tilghman, MD
The price is AU$170 per night from 6 Nov to 7 Nov
AU$170
per night
6 Nov - 7 Nov
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 ...
Opens in a new windowKnapps Narrows Marina & Inn
Wylder Tilghman Island

Wylder Tilghman Island

2 out of 5
21551 Chesapeake Access Drive, Tilghman, MD
The price is AU$325 per night from 1 Dec to 2 Dec
AU$325
per night
1 Dec - 2 Dec
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 ...
Opens in a new windowWylder Tilghman Island
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Black Walnut Point Inn

Black Walnut Point Inn

3.5 out of 5
4417 Black Walnut Point Road, Tilghman, MD
Located in Tilghman, Black Walnut Point Inn is by the sea, within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new windowBlack Walnut Point Inn
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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.