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Tilghman Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Tilghman vacation rentals

Living area

1. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (25 reviews)
"Cute, family friendly home. Had everything we needed for a comfortable stay."
United States
Johanna S.
The price is ￥14,905
￥50,266 total
includes taxes & fees
Dec 1 - Dec 2
Beachside Oasis with Beach Passes & King Suite by A Haven Away
A modern kitchen with a central island, stainless steel appliances, and a window with butterfly decals.

2. The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!
North Beach
9.6 out of 10, Exceptional, (30 reviews)
"Wonderful place to visit "
United States
James L.
The price is ￥22,836
￥49,080 total
includes taxes & fees
Nov 9 - Nov 10
The Cozy Crab- Your Charming Haven in Lovely North Beach!
A house with a yellow door and a window with a lamp outside.

3. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is ￥21,403
￥50,432 total
includes taxes & fees
Nov 15 - Nov 16
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
A living room with two grey sofas, a coffee table, and a ceiling fan.

4. Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
3.0 star property
Cambridge
10.0 out of 10, Exceptional, (1 review)
"This apt was built in the 50’s, or back when fewer outlets were needed, and it has window air conditioners. It was just what we were looking for as we visited the ste for family reunions"
United States
LOIS
The price is ￥14,962
￥50,824 total
includes taxes & fees
Nov 8 - Nov 9
Cambridge Apt in Walkable Neighborhood
A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

5. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (17 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
The price is ￥45,100
￥75,351 total
includes taxes & fees
Dec 2 - Dec 3
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
A spacious living room with a ceiling fan, a staircase, and a view of the outdoors.

6. Relax on Kent Island in 4 Bedroom Home w/Waterview

Relax on Kent Island in 4 Bedroom Home w/Waterview
Stevensville
9.8 out of 10, Exceptional, (57 reviews)
"very clean home, quiet neighborhood in a great location."
United States
Anthony P.
The price is ￥21,734
￥53,673 total
includes taxes & fees
Nov 23 - Nov 24
Relax on Kent Island in 4 Bedroom Home w/Waterview
A lakeside view from a deck with a wooden railing, a sandy area with a boat, and a dock extending into the water.

7. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
Cambridge
The price is ￥35,435
￥40,900 total
includes taxes & fees
Nov 9 - Nov 10
2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
A dining area with a wooden table and chairs, a kitchen in the background, and a staircase leading to another level.

8. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (50 reviews)
"Great stay"
United States
Michael V.
The price is ￥15,119
￥45,830 total
includes taxes & fees
Nov 9 - Nov 10
Charming Coastal/Country Home w/3 Acres & Sauna!
A cozy outdoor seating area with a fire pit, a wooden table, and chairs.

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

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (40 reviews)
"This property and host were excellent. Property was as advertised. Lovely, clean, quiet and comfortable. Owner was super responsive and check in and check out was easy. 100% recommend."
United States
Sarah
The price is ￥25,427
￥71,962 total
includes taxes & fees
Nov 16 - Nov 17
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
A deck with a view of a marina, including boats and docks.

10. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (54 reviews)
"Love This rental. One of our favorites. Small but everything needed. And the view is absolutely wonderful."
United States
Yamilet
Cass-N-Reel Luxury Houseboat
Downstairs living Space

11. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Very clean and nice property"
United States
Ben W.
The price is ￥22,364
￥62,719 total
includes taxes & fees
Dec 2 - Dec 3
Family Beach House: Spacious Deck, Grill & Views
A living room with two grey sofas, a coffee table, and a ceiling fan.

12. Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
Cambridge
8.0 out of 10, Very good, (4 reviews)
"great location."
United States
Anonymous traveler
The price is ￥10,394
￥47,470 total
includes taxes & fees
Nov 8 - Nov 9
Cambridge Apt in Walkable Neighborhood
A living room with a sofa, coffee table, fireplace, and artwork on the wall.

13. 3-bedroom house in Deale located on Bay many amenities and great views

3-bedroom house in Deale located on Bay many amenities and great views
Deale
10.0 out of 10, Exceptional, (1 review)
"Everything at this location was as shown on the listing and it was very clean. We were very satisfied with all elements of this stay. We were there for a weekend and did not use the place heavily, but it suited our needs. It's a quiet location. They had all the major points covered. The only negative comment I have is that the water out of the tap was smelly. I suggest bringing a couple of bottles of water and not drinking the water out of the taps. This is obviously a well maintained home...
United States
Amelia
The price is ￥28,348
￥68,763 total
includes taxes & fees
Nov 13 - Nov 14
3-bedroom house in Deale located on Bay many amenities and great views
A brick building with a white porch and a well-maintained lawn.

14. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.4 out of 10, Exceptional, (26 reviews)
"Pet friendly!"
United States
Mary Beth S.
The price is ￥28,348
￥59,931 total
includes taxes & fees
Nov 30 - Dec 1
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Fire pit (2)

15. Plum Point Cottage #14

Plum Point Cottage #14
Huntingtown
9.8 out of 10, Exceptional, (10 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
United States
Yonnick H.
The price is ￥53,862
￥84,335 total
includes taxes & fees
Nov 9 - Nov 10
Plum Point Cottage #14
A modern kitchen with a large window, a dishwasher, and a ceiling fan.

16. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
9.8 out of 10, Exceptional, (6 reviews)
"Our family enjoyed staying at the Sunset Cottage. It was clean, had everything we needed for a great trip and the communion was amazing."
United States
Michelle H.
The price is ￥32,915
￥65,352 total
includes taxes & fees
Dec 1 - Dec 2
Sunset Cottage - West River Access and Views!
Fire pit (2)

17. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is ￥44,885
￥71,271 total
includes taxes & fees
Nov 8 - Nov 9
Plum Point Cottage #17
Fire pit (2)

18. Plum Point Cottage #15

Plum Point Cottage #15
Maryland
The price is ￥53,682
￥88,838 total
includes taxes & fees
Nov 8 - Nov 9
Plum Point Cottage #15
A deck with outdoor furniture, a red door, and a house with windows.

19. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Shady Side
9.0 out of 10, Wonderful, (2 reviews)
"The location was spectacular, the host was communicative, and we had a great time! A beautiful and clean home with everything needed to make a trip a success. One small issue with some needed essentials meant a quick run to the store (TP!) but otherwise a great location, great stay, and would stay again!"
United States
David S.
The price is ￥26,931
￥56,555 total
includes taxes & fees
Nov 9 - Nov 10
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

20. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful place to stay."
United States
Sharon D.
The price is ￥24,411
￥38,062 total
includes taxes & fees
Nov 8 - Nov 9
Sailwinds Loft at Cambridge Creek
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

St Michaels Inn

St Michaels Inn

8/10 Good
"Front desk staff was pleasant and very accommodating. Housekeeping came every day with clean towels, as needed and to straighten up the room. We would definitely stay here again!"
Cheryl 4-night trip
Posted less than an hour ago
St Michaels Inn

Find out more about Tilghman

Search for holiday rentals in Tilghman on Expedia! You can easily find your home rentals, villas, holiday apartments in Tilghman using one of the methods below:

  • View our selection of featured holiday rentals in Tilghman
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  • Enter your travel dates to view the best deals on holiday rentals in Tilghman while they last

Look no further and take a look at our great range of rental properties in Tilghman!

Frequently asked questions

Are there vacation rentals in Tilghman?

Yes, you can find vacation rentals in Tilghman near Phillips Wharf Environmental Center, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Tilghman has to offer?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: Visitors like this Tilghman vacation home rental. It is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Tilghman?

Expedia has 16 vacation rentals for your stay in Tilghman.

What’s there to see and do in Tilghman?

Northern Chesapeake Bay and Chesapeake Bay are a couple of scenic spots to enjoy the outdoors, whereas Tilghman Watermen’s Museum is one of the cultural attractions. While here, Phillips Wharf Environmental Center and Tilghman Island Marina are other places worth a visit.

What’s a vacation rental in Tilghman like?

Vacation rentals are private properties you can book for a long or short time in Tilghman. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.