Photo by Kacy Kish

Holiday Homes in Tilghman

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Tilghman

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (39)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is AU$467
includes taxes & fees
7 Sept - 8 Sept
Relax on Kent Island in 3 Bedroom Home w/Waterview

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

10.0 out of 10, Exceptional, (29)
"Absolutely beautiful and spacious home perfectly located in North Beach. Very peaceful area and close to the beach, restaurants and shopping. We really enjoyed our stay and hope to visit again in the future. "
The price is AU$703
includes taxes & fees
1 Sept - 2 Sept
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Walk to Beach! King Bed & Free Beach Passes

10.0 out of 10, Exceptional, (16)
"Excellent"
The price is AU$556
includes taxes & fees
1 Sept - 2 Sept
Walk to Beach! King Bed & Free Beach Passes

Holly Hill Haven - Sleeps 10

10.0 out of 10, Exceptional, (3)
"House was clean and comfortable. Great layout. "
The price is AU$719
includes taxes & fees
11 Sept - 12 Sept
Holly Hill Haven - Sleeps 10

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

9.6 out of 10, Exceptional, (30)
"Nice and peaceful stay for a quick local getaway. "
The price is AU$428
includes taxes & fees
1 Sept - 2 Sept
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

10.0 out of 10, Exceptional, (2)
"The property is newly renovated and very comfortable. Property owner is responsive to any questions, and we enjoyed our stay here. Would recommend it for anyone staying in Shady Side."
The price is AU$782
includes taxes & fees
9 Sept - 10 Sept
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Beach Front, Bay View, Fishing, chesapeake,Family Getaway

9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
The price is AU$628
includes taxes & fees
15 Sept - 16 Sept
Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.6 out of 10, Exceptional, (12)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is AU$581
includes taxes & fees
2 Sept - 3 Sept
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Waterfront Getaway, Dock Your Boat & Play!

10.0 out of 10, Exceptional, (2)
"Lovely stay, don't let the RV aspect.of it scare you. Nicer than most other bnbs ice stayed in. Quiet, clean and beautiful view of the water. "
The price is AU$481
includes taxes & fees
1 Sept - 2 Sept
Waterfront Getaway, Dock Your Boat & Play!

The Cottage

10.0 out of 10, Exceptional, (7)
"Beautiful, beautiful, beautiful! Haley was a wonderful host! "
The price is AU$725
includes taxes & fees
1 Sept - 2 Sept
The Cottage

London Towne Bungalow w/Loft - Walk to the Beach!

8.0 out of 10, Very good, (2)
"The water that comes out of the house tastes bad."
The price is AU$722
includes taxes & fees
7 Sept - 8 Sept
London Towne Bungalow w/Loft - Walk to the Beach!

New! Golden Anchor Retreat; Lux Living! - Sleeps 7

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!"
The price is AU$935
includes taxes & fees
31 Aug - 1 Sept
New! Golden Anchor Retreat; Lux Living! - Sleeps 7

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (49)
"Fit all of our needs. Clean,well furnished, nice kitchen. Stayed there twice and will probably go back."
The price is AU$430
includes taxes & fees
7 Sept - 8 Sept
Waterfront Getaway with Dock

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

9.8 out of 10, Exceptional, (11)
"Great overnight stay for a wedding nearby. Would highly recommend!"
The price is AU$636
includes taxes & fees
1 Sept - 2 Sept
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (44)
"Our kids enjoyed the games in the crab house. It was great being able to use the kayaks and life vests."
The price is AU$685
includes taxes & fees
8 Sept - 9 Sept
Beautiful Waterfront Retreat in Cambridge!

Edgewater/Mayo Gateaway w/ Hot Tub

9.8 out of 10, Exceptional, (21)
"We had a very good time. Fenced backyard for the pet was a great added value. We could relax and visit the beach and the towns around. We really enjoyed our stay."
Edgewater/Mayo Gateaway w/ Hot Tub

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

8.6 out of 10, Excellent, (8)
"Spacious, orderly interior, lovely setting, great amenities: kayaks, fire pit, creek feeds into Chop tank, close to Saint Michaels and Secretary.Big bedrooms with new comfy beds, plenty of bathrooms and showers.Just a lovely place and excellent communication from host."
The price is AU$1,001
includes taxes & fees
1 Sept - 2 Sept
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Charming Annapolis Home with Cozy Outdoor Hangout

10.0 out of 10, Exceptional, (2)
"Conveniently located in the Eastport section of Annapolis with 2 parking spots and pet friendly. We enjoyed our brief stay and look forward to a return visit"
Charming Annapolis Home with Cozy Outdoor Hangout

Waterfront House: Hot Tub, Fire Pit, & Views

9.4 out of 10, Exceptional, (3)
"Our stay was great! The convenience to nearby restaurants and stores worked really well for oir quick weekend trip! "
The price is AU$1,081
includes taxes & fees
2 Sept - 3 Sept
Waterfront House: Hot Tub, Fire Pit, & Views

2BR, 1BA Boutique Brick Beauty located in historic Eastport.

2BR, 1BA Boutique Brick Beauty located in historic Eastport.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Tilghman Hotel Reviews

Find out more about Tilghman

Find out more about Tilghman

Tilghman Holiday Homes information

Number of reviews
Accommodation
436 Holiday Homes
Lowest Price
AU$581
Highest Price
AU$685