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Tilghman
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Estates and Vacation Rentals in Tilghman, MD
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Talbot County
Tilghman Estates
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Air Conditioning (48)
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Kid friendly (47)
Wheelchair access (6)
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Cabin Vacation Rental (1)
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Boat Available (9)
Water Views (8)
Waterfront (7)
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Distance from
1 mi
50 rentals
in Tilghman.
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Fully remodel 2 bedroom country cottage.
85 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Simplicity Cottage - Renovated Waterman's Home Circa 1920, Relax in the Hammock!
79 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Relax in Tilghman Island
40 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
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Time to book your 2020 Sunset vacation!
38 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Tilghman Island Cottage - Across from Marina and Knapps Narrows
40 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Looking to get away this September? Gorgeous waterfront property awaits.
23 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Not to early to think about joining us this Spring and Summer.
14 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Clearview - Tilghman Island Cottage, Big Amenities: Pool, Hot Tub, Amazing Views
7 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
96 reviews
Rental Home
7 bedrooms
9 bathrooms
Sleeps 12
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BREATHTAKING WATERFRONT ESTATE
52 reviews
Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
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Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
108 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Comfy home on beautiful Leadenham Creek. Book now for summer!
44 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Large Luxury Waterfront Home with pool...... 2 1/2 miles from the center of town
67 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 8
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Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
103 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Perfect Waterview Cottage - St. Michaels Getaway
77 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Comfortable Relaxing Spacious & Fun! 6+ Acres Pool+Bay Waterfront by St Michaels
59 reviews
Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
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Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
79 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
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Walk to Everything House
27 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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BEAUTIFUL WATERFRONT HOME AVAILABLE NOW!!!
35 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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St. Michaels Area Cottage - Walk to Water & Marina
43 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Holidays at the Cove - plenty of space to gather while making memories
34 reviews
Rental Home
5 bedrooms
7 bathrooms
Sleeps 10
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Cottage downtown on a quiet street
42 reviews
Rental Home
1 bedroom
2 bathrooms
Sleeps 2
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New Modern Waterfront Farmhouse Built 2018
21 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Waterfront Home with Magnificent Views
39 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
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Secluded Waterfront Property on 3 acres with swimming pool and dock.
19 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Eastern Shore Getaway Near St. Michaels
82 reviews
Rental Home
1 bedroom
2 bathrooms
Sleeps 2
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Caulk's Cove - Waterfront Near St. Michaels, Bikes, Kayaks!
42 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
72 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
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Location Location! St Michaels-- In Town Cottage!
24 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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*****Waterfront home w/ pool in St. Michaels
43 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Large waterfront estate with breathtaking sunset views
37 reviews
Rental Home
8 bedrooms
5 bathrooms
Sleeps 12
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Premier Cottage in St. Michaels- In Town Location!
15 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Main House at Grandview at Pleasure Point
13 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
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Luxury Waterfront with pool and deep water dock, minutes from St Michaels.
10 reviews
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
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Mallard Point Cottage - Relaxing Waterfront Home, Kayaks, Bikes, Pet-Friendly!
16 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!
11 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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CHESAPEAKE MANSION - HEATED POOL/ 12,000 SQFT/ 30 ACRES
6 reviews
Rental Home
8 bedrooms
10 bathrooms
Sleeps 12
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Sandy Pines: Enjoy Harris Creek w/Pool and Boats
5 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Waterview Cottage In St. Michaels!
6 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
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Emily's Lane - Quaint Waterfront Near St. Michaels - Pool, Grill, Game Room!
7 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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The Water House - Unique 3600-SqFt Home Near St. Michaels, Pets Welcome!
5 reviews
Rental Home
5 bedrooms
6 bathrooms
Sleeps 9
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The Landing - Peaceful Waterfront Home, BBQ, Kayak & Fire Pit!
3 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Carpenter Alley - Newly-Renovated, Pet-Friendly - Heart of Charming St. Michaels
2 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Cottage 2 at Grandview Pleasure Point
1 review
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview
2 reviews
Cabin
5 bedrooms
5 bathrooms
Sleeps 10
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Cottage 1a at Grandview Pleasure Point
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Cottage 1b at Grandview Pleasure Point
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Charming St Michaels Home
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match:
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Waterfront Estate w/Pool, Dock, Sunset views near St. Michaels, sleeps 12+
Rental Home
7 bedrooms
7 bathrooms
Sleeps 12
Match:
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Pines at Barrett Cove - Exquisitely Renovated, Pool, Hot Tub, Outdoor Kitchen!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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1
Frequently Asked Questions about Tilghman
Do any vacation rentals in Tilghman have a pool?
Yes, here are some popular vacation rentals in Tilghman that have a pool:\n
\n
Clearview - Tilghman Island Cottage, Big Amenities: Pool, Hot Tub, Amazing Views
\n
Fully remodel 2 bedroom country cottage.
\n
Time to book your 2020 Sunset vacation!
\n
\n
See all vacation rentals with a pool in Tilghman on Tripadvisor
Do any vacation rentals in Tilghman have internet access?
Yes, here are some popular vacation rentals in Tilghman that have internet access:\n
\n
Fully remodel 2 bedroom country cottage.
\n
Time to book your 2020 Sunset vacation!
\n
Looking to get away this September? Gorgeous waterfront property awaits.
\n
\n
See all vacation rentals in Tilghman on Tripadvisor
What are the best pet friendly rentals in Tilghman?
The best pet friendly rentals in Tilghman are:\n
\n
Fully remodel 2 bedroom country cottage.
\n
Time to book your 2020 Sunset vacation!
\n
Looking to get away this September? Gorgeous waterfront property awaits.
\n
\n
See all pet friendly vacation rentals in Tilghman on Tripadvisor
What are some great rentals in Tilghman that are kid friendly?
Some of the most popular kid friendly rentals in Tilghman are:\n
\n
Fully remodel 2 bedroom country cottage.
\n
Time to book your 2020 Sunset vacation!
\n
Looking to get away this September? Gorgeous waterfront property awaits.
\n
\n
See all kid friendly vacation rentals in Tilghman on Tripadvisor