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Compare 425 Vacation Homes in Tilghman with updated reviews, rates, and availability.

Edgewater/Mayo Getaway!

9.8 out of 10, Exceptional, (16)
"We had a wonderful experience with our latest stay. They were flexible on arrival time, beds were very comfortable and the house was very comfortable! Will definitely stay again!"
The price is SAR 941
SAR 2,360 total
includes taxes & fees
29 May - 30 May
Edgewater/Mayo Getaway!

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (57)
"Everything close by!"
The Blue Crab Beach House - Free beach passes

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (35)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is SAR 351
SAR 1,087 total
includes taxes & fees
2 Jun - 3 Jun
Relax on Kent Island in 3 Bedroom Home w/Waterview

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

10.0 out of 10, Exceptional, (8)
"This stay was perfect. The location was charming and safe, and the home was clean and cozy. Jennifer was a very accommodating and responsive host."
The price is SAR 788
SAR 1,586 total
includes taxes & fees
29 May - 30 May
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

The Lazy Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (50)
"Would stay again."
The Lazy Crab Beach House - Free beach passes

Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

10.0 out of 10, Exceptional, (25)
"Everything about our stay was wonderful..the hosts were so quick to respond to any questions amd were very patient with me with all of my questions..I would DEFINITELY stay here again!!"
The price is SAR 581
SAR 1,773 total
includes taxes & fees
3 Jun - 4 Jun
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

The Cottage

10.0 out of 10, Exceptional, (5)
"Our stay at the house was great. The host had amazing customer service and the location is beautiful."
The price is SAR 731
SAR 1,428 total
includes taxes & fees
2 Jun - 3 Jun
The Cottage

Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD

10.0 out of 10, Exceptional, (5)
Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD

South County Poolside Hangout

8.0 out of 10, Very Good, (1)
"First off I want to say the house was absolutely beautiful. The pictures does it no Justice. The house was very clean, and well equipped with everything you can think you’ll possibly need. The beds are comfortable, the area is nice, and the land is beautiful. Carolyn was very, very responsive. Everything I messaged her about she responded right back. The only down fall was that I booked the home mainly for the pool, but the pool was dirty due to a storm prior to my stay. Carolyn tried to get...
South County Poolside Hangout

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (34)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is SAR 1,031
SAR 1,900 total
includes taxes & fees
8 Jun - 9 Jun
Beautiful Waterfront Retreat in Cambridge!

Minutes from Downtown Easton and St. Michaels | Charming | 4000 ft of Shoreline

10.0 out of 10, Exceptional, (5)
"All day views. Sunrises and sunsets. Quiet and easy to get to. Beautiful property and the house is perfect for a small group. Dock is great for crabbing and fishing. Will be back for sure!"
Minutes from Downtown Easton and St. Michaels | Charming | 4000 ft of Shoreline

Sweet Gumball Cottage North Beach MD Free Beach Pass!

2.0 star property
9.6 out of 10, Exceptional, (5)
"The property was super nice, equipped with all that was needed and also very organized and clean. The location was perfect, walking distance to the board, restaurants and the beach. The owner was very responsive and flexible. We came as a family to celebrate my birthday and we had a wonderful time! Thank you 💕"
Sweet Gumball Cottage North Beach MD Free Beach Pass!

A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels

10.0 out of 10, Exceptional, (18)
"This was a good house for a family get together with other people staying in the area. The house was clean and well stocked. Lovely setting on the water. "
A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels

Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

10.0 out of 10, Exceptional, (4)
"This is such a special property. The house, the amenities and then the surprising foodie scene in Easton and St. Michael’s is within minutes. This is our second summer at this property and we are already starting to plan our third!"
Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

Cozy Cottage 3 beds 2 baths

9.8 out of 10, Exceptional, (78)
"Absolutely perfect, will stay here again and again when visting family in Maryland. "
Cozy Cottage 3 beds 2 baths

Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!

10.0 out of 10, Exceptional, (1)
"Some friends and I wanted to have a weekend away. We all live in the DC area so this was a perfect distance for just a weekend. The house was beautiful, clean and as advertised. The kitchen was well stocked and organized. Matt was friendly and available throughout The Weeknd for any questions we had. The welcome snacks were an added treat. We definetly will be back. "
Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!

Circa 1700 Chesapeake Colonial home on the National Register.

9.8 out of 10, Exceptional, (52)
"Great and comfortable stay! Beautiful historic house and property Owners were so friendly and helpful"
Circa 1700 Chesapeake Colonial home on the National Register.

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

10.0 out of 10, Exceptional, (37)
"Loved the location and the pristine condition of the house. "
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

10.0 out of 10, Exceptional, (115)
"Clean and spacious. Great views! Loved the beach! Found a bunch of fossils. Enjoyed kayaking. Overall outstanding!"
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

9.8 out of 10, Exceptional, (38)
"Very clean, great location"
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
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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