Search Vacation Homes in Tilghman

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Tilghman vacation homes

Beach nearby
Walk to Beach! King Bed & Free Beach Passes

Vacation Home in North Beach

10.0 out of 10, Exceptional, (17)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is AED 274
AED 1,166 total
includes taxes & fees
11 Dec - 12 Dec
Walk to Beach! King Bed & Free Beach Passes
Marina
Charming Coastal/Country Home w/3 Acres & Sauna!

Vacation Home in Stevensville

9.6 out of 10, Exceptional, (32)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is AED 305
AED 977 total
includes taxes & fees
16 Dec - 17 Dec
Charming Coastal/Country Home w/3 Acres & Sauna!
Marina
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Vacation Home in Stevensville

9.8 out of 10, Exceptional, (42)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is AED 234
AED 890 total
includes taxes & fees
11 Dec - 12 Dec
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Beach nearby, sun loungers, beach towels
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Vacation Home in North Beach

10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is AED 361
AED 1,505 total
includes taxes & fees
11 Dec - 12 Dec
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Interior
Beautiful Waterfront Retreat in Cambridge!

Vacation Home in Cambridge

10.0 out of 10, Exceptional, (49)
"Beautiful place! Loved all the activities, will return in the future! Our family and friends had a blast! Thank you so much!!"
United States
Karen L.
The price is AED 595
AED 1,390 total
includes taxes & fees
17 Dec - 18 Dec
Beautiful Waterfront Retreat in Cambridge!
Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Vacation Home in Cambridge

9.6 out of 10, Exceptional, (20)
"In town for a family wedding. This worked out perfectly. Would stay there again "
United States
Barbara V.
The price is AED 533
AED 1,261 total
includes taxes & fees
6 Jan - 7 January 2026
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Exterior
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Vacation Home in Shady Side

10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
The price is AED 529
AED 1,574 total
includes taxes & fees
11 Dec - 12 Dec
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Beach
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Vacation Home in Prince Frederick

10.0 out of 10, Exceptional, (8)
"Everything was amazing. "
United States
Lorie S.
The price is AED 753
AED 1,460 total
includes taxes & fees
11 Dec - 12 Dec
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Fridge, microwave, oven, stovetop
Waterfront Getaway with Dock

Vacation Home in Woolford

10.0 out of 10, Exceptional, (51)
"Great place, will stay again"
United States
Matt S.
The price is AED 845
AED 1,024 total
includes taxes & fees
11 Dec - 12 Dec
Waterfront Getaway with Dock
Beach
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

Vacation Home in Edgewater

10.0 out of 10, Exceptional, (3)
"Yes, everything was over the top."
United States
Abigail B.
The price is AED 826
AED 1,306 total
includes taxes & fees
11 Dec - 12 Dec
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Exterior
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Vacation Home in Grasonville

9.6 out of 10, Exceptional, (12)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is AED 918
AED 1,538 total
includes taxes & fees
11 Dec - 12 Dec
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Pool
Family Beach House: Spacious Deck, Grill & Views

Vacation Home in Chesapeake Beach

9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is AED 499
AED 1,468 total
includes taxes & fees
11 Dec - 12 Dec
Family Beach House: Spacious Deck, Grill & Views
TV
Golden Anchor Retreat; Lux Living! - Sleeps 7

Vacation Home in Edgewater

10.0 out of 10, Exceptional, (2)
"The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!"
United States
Sam A.
The price is AED 819
AED 2,337 total
includes taxes & fees
16 Dec - 17 Dec
Golden Anchor Retreat; Lux Living! - Sleeps 7
TV, books, offices
Holly Hill Haven - Sleeps 10

Vacation Home in Edgewater

10.0 out of 10, Exceptional, (3)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is AED 639
AED 1,936 total
includes taxes & fees
5 Jan - 6 January 2026
Holly Hill Haven - Sleeps 10
3 bedrooms, iron/ironing board, travel crib, free WiFi
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Vacation Home in Prince Frederick

9.6 out of 10, Exceptional, (5)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is AED 661
AED 1,339 total
includes taxes & fees
17 Dec - 18 Dec
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Terrace/patio
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Vacation Home in Arundel on the Bay

9.8 out of 10, Exceptional, (11)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is AED 909
AED 2,008 total
includes taxes & fees
19 Dec - 20 Dec
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Smart TV
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

Vacation Home in Cambridge

10.0 out of 10, Exceptional, (14)
"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "
United States
Jill C.
The price is AED 964
AED 1,940 total
includes taxes & fees
19 Dec - 20 Dec
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Terrace/patio
2BR, 1BA Boutique Brick Beauty located in historic Eastport.

Vacation Home in Eastport

The price is AED 569
AED 1,168 total
includes taxes & fees
15 Dec - 16 Dec
2BR, 1BA Boutique Brick Beauty located in historic Eastport.
Property grounds
New! Stylish downtown home w/awesome outdoor area!

Vacation Home in Stevensville

9.8 out of 10, Exceptional, (26)
"The house was spacious, clean, and in a great location. The owners were available, and easy to communicate with."
United States
Marjorie N.
The price is AED 900
AED 1,954 total
includes taxes & fees
25 Dec - 26 Dec
New! Stylish downtown home w/awesome outdoor area!
Interior
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Vacation Home in Cambridge

8.8 out of 10, Excellent, (9)
"This home was everything we needed and more! It was spacious, clean and a beautiful location! There was a leak in the ceiling and the owners were very responsive and fixed it right away. Definitely recommend this stay."
United States
Priscilla A.
The price is AED 1,142
AED 2,269 total
includes taxes & fees
19 Dec - 20 Dec
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
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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Top Tilghman Hotel Reviews

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

10/10 Excellent
"We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us. "
Anthony 1-night trip
Posted 3 days ago
Hilton Garden Inn Kent Island Marina