Best price vacation rentals in Tilghman Island, MD, USA • 43 Listings
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Tilghman Island, MD, USA Vacation Rentals | 

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United States Maryland Tilghman vacation rental compare prices direct by owner 32556355
Property Manager
5.0 (15)
Waterfront Bliss: Ultimate Tilghman Retreat
Up to 8 guests
Booking.com$91
Airbnb$269
Vrbo$414
Average Nightly Rate
United States Maryland Sherwood vacation rental compare prices direct by owner 11461574
5.0 (94)
Chesapeake Mansion-heated pool 30acre waterfront
Up to 12 guests
Vrbo$1
Airbnb$2,195
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 23628048
5.0 (51)
Turn Winter Blues into Blissful Views – Book Now!
Up to 6 guests
Airbnb$450
Vrbo$450
Average Nightly Rate
United States Maryland Sherwood vacation rental compare prices direct by owner 27168320
5.0 (1)
Sailor Joe's | an ESVR property
Up to 6 guests
Airbnb$300
Vrbo$384
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 26607037
5.0 (48)
Fall breezes, winter sunsets, heated luxury spa.
Up to 8 guests
Vrbo$570
Airbnb$700
Average Nightly Rate
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United States Maryland Tilghman Island vacation rental compare prices direct by owner 25072157
5.0 (50)
Tilghman Retreat: A house on the Chesapeake Bay.
Up to 6 guests
Airbnb$375
Vrbo$455
Average Nightly Rate
United States Maryland Sherwood vacation rental compare prices direct by owner 216389
5.0 (42)
Private Retreat with BIG Water Views!
Up to 12 guests
Airbnb$750
Vrbo$775
Average Nightly Rate

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United States Maryland Sherwood vacation rental compare prices direct by owner 23600019
4.9 (20)
MAGNIFICENT WATERFRONT HISTORIC ESTATE
Up to 12 guests
Vrbo$3
Airbnb$2,500
Average Nightly Rate
United States Maryland Sherwood vacation rental compare prices direct by owner 28115741
4.9 (18)
Turn Winter Blues into Blissful Views – Book Now!
Up to 12 guests
Airbnb$750
Average Nightly Rate

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United States Maryland Tilghman vacation rental compare prices direct by owner 199470
4.9 (15)
Clearview | an ESVR property
Up to 6 guests
Airbnb$400
Vrbo$492
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 32831126
4.9 (19)
Skipjack cottage an original watermen's home.
Up to 5 guests
Vrbo$271
Airbnb$295
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 13094788
4.9 (30)
Holiday Getaway: Cozy & Comfy by the Water!
Up to 8 guests
Vrbo$437
Airbnb$499
Average Nightly Rate
United States Maryland Bozman vacation rental compare prices direct by owner 27259883
4.9 (8)
Mill Point | an ESVR property
Up to 10 guests
Airbnb$500
Vrbo$608
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 28480866
4.9 (7)
Your “Happy Place”
Up to 8 guests
Airbnb$400
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 26599276
4.8 (21)
Chase Away the Chill with Our Winter Stay Specials
Up to 8 guests
Airbnb$395
Vrbo$405
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 13093774
4.8 (9)
Tranquil Water | an ESVR property
Up to 12 guests
Vrbo$1
Airbnb$750
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 26606295
4.8 (18)
Experience the Magic of Winter with Special Rates!
Up to 6 guests
Airbnb$275
Vrbo$284
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 32760534
4.8 (17)
Cozy Up This Winter – Exclusive Offers Await!
Up to 4 guests
Airbnb$295
Vrbo$295
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 23614288
4.7 (16)
Dreaming of a Cozy Winter? We’ve Got You Covered!
Up to 8 guests
Airbnb$295
Vrbo$295
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 25013285
4.3 (6)
Crepe Myrtle | an ESVR property
Up to 6 guests
Airbnb$250
Vrbo$251
Average Nightly Rate
United States Maryland Sherwood vacation rental compare prices direct by owner 1306895
5.0 (135)
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Up to 4 guests
Vrbo$269
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 2636464
5.0 (42)
Tilghman Island Waterfront Home w/Stunning Sunsets
Up to 4 guests
Airbnb$275
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 32311141
5.0 (12)
Panoramic water views
Up to 4 guests
Airbnb$275
Average Nightly Rate
United States Maryland Sherwood vacation rental compare prices direct by owner 34518890
5.0 (8)
Punch Point boasts a sandy beach w/ pool and pier
Up to 10 guests
Airbnb$1,599
Average Nightly Rate
United States Maryland Tilghman Island vacation rental compare prices direct by owner 34811937
5.0 (7)
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Up to 4 guests
Vrbo$320
Average Nightly Rate
  1. United States
  2. Maryland
  3. Tilghman Island Vacation Rental Price Comparison

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