Two people in a red canoe on a body of water with a sunset and a bridge in the background.

Tilghman Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Tilghman vacation rentals

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1. 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, (16 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
The price is ￥50,486
￥95,007 total
includes taxes & fees
Sep 29 - Sep 30
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Outdoor dining

2. Sunset Breezes - quiet waterfront retreat

Sunset Breezes - quiet waterfront retreat
Dorchester County
10.0 out of 10, Exceptional, (45 reviews)
"Comfortable, roomy, awesome views!"
United States
John C.
The price is ￥60,665
￥76,099 total
includes taxes & fees
Sep 27 - Sep 28
Sunset Breezes - quiet waterfront retreat
Interior

3. Rose Haven Coastal Cottage

Rose Haven Coastal Cottage
North Beach
"Great place to stay! Location was nice and close to water views. House was charming and CLEAN. Owners went above and beyond to make the stay welcoming and convenient. Price was reasonable until additional Vrbo fees were added."
United States
Sharon t.
The price is ￥35,229
￥67,717 total
includes taxes & fees
Sep 23 - Sep 24
Rose Haven Coastal Cottage
Exterior

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

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (55 reviews)
"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."
United States
Dawn G.
The price is ￥17,292
￥47,956 total
includes taxes & fees
Sep 23 - Sep 24
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Beach nearby

5. 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, (23 reviews)
"Cute, family friendly home. Had everything we needed for a comfortable stay."
United States
Johanna S.
The price is ￥19,250
￥56,809 total
includes taxes & fees
Sep 28 - Sep 29
Beachside Oasis with Beach Passes & King Suite by A Haven Away
On the beach, sun loungers, beach towels

6. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
10.0 out of 10, Exceptional, (74 reviews)
"Just what was needed for our weekend stay."
United States
barbara s.
The price is ￥124,868
￥216,653 total
includes taxes & fees
Sep 20 - Sep 21
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Interior

7. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 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 ￥48,189
￥89,553 total
includes taxes & fees
Oct 6 - Oct 7
Sunset Cottage - West River Access and Views!
Terrace/patio

8. The Harness Creek Retreat in Annapolis

The Harness Creek Retreat in Annapolis
Hillsmere
The price is ￥42,107
￥70,047 total
includes taxes & fees
Sep 22 - Sep 23
The Harness Creek Retreat in Annapolis
Exterior

9. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Stevensville
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic, property, location and positive interaction with owner."
United States
David R.
The price is ￥132,558
￥226,181 total
includes taxes & fees
Sep 21 - Sep 22
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Exterior

10. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is ￥42,496
￥71,386 total
includes taxes & fees
Sep 21 - Sep 22
Plum Point Cottage #17
Exterior

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (47 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
United States
Michelle P.
The price is ￥13,798
￥43,252 total
includes taxes & fees
Sep 21 - Sep 22
Charming Coastal/Country Home w/3 Acres & Sauna!
Smart TV, books, printers

12. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford
9.6 out of 10, Exceptional, (35 reviews)
"Anne is a great host, always responded promptly regardless of time.Property is huge! Lots of patio space, and included kayaks for us to use. Next time in the area will definitely stay there"
United States
Ramon A.
The price is ￥65,794
￥112,315 total
includes taxes & fees
Oct 6 - Oct 7
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Exterior

13. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking
Stevensville
7.6 out of 10, Good, (4 reviews)
"The place was very clean and Host was ok the shopping was six miles away, not in walking distance, we had no pets on this trip."
United States
Anonymous traveler
The price is ￥112,284
￥164,315 total
includes taxes & fees
Sep 20 - Sep 21
5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking
Terrace/patio

14. Waterfront • Heated Decks • Workspace • EV Charging • Home Gym • Downtown

Waterfront • Heated Decks • Workspace • EV Charging • Home Gym • Downtown
Cambridge
10.0 out of 10, Exceptional, (2 reviews)
"We only stayed one night but wouldn't hesitate to come back and stay for a few days. Beautiful home overlooking the docks."
United States
mike
The price is ￥43,172
￥89,417 total
includes taxes & fees
Sep 20 - Sep 21
Waterfront • Heated Decks • Workspace • EV Charging • Home Gym • Downtown
Outdoor dining

15. 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, (37 reviews)
"We enjoyed our stay in North Beach at this lovely residence. It was spacious, clean, nicely furnished and only a few minutes walk to the bay. The beds were so comfortable too!!"
United States
Penny N.
The price is ￥16,977
￥65,916 total
includes taxes & fees
Sep 24 - Sep 25
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach nearby, sun loungers, beach towels

16. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (19 reviews)
"Almost everything that you might need is provided, but if not there is shopping close by. Hot tub was nice. Very clean home."
United States
Sharon Z.
The price is ￥30,878
￥74,847 total
includes taxes & fees
Sep 22 - Sep 23
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Coffee/tea maker, fridge, microwave, oven

17. Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (66 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
The price is ￥35,869
￥41,823 total
includes taxes & fees
Oct 4 - Oct 5
Waterfront Getaway with Dock
TV, offices

18. Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula | Deck | Sleeps 10
Edgewater
10.0 out of 10, Exceptional, (5 reviews)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is ￥37,755
￥110,421 total
includes taxes & fees
Sep 20 - Sep 21
Family Home on Mayo Peninsula | Deck | Sleeps 10
Outdoor dining

19. Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home
Arundel on the Bay
9.8 out of 10, Exceptional, (78 reviews)
"Our family had a wonderful stay at your beautiful home! The views are to die for! House was very clean with all equipment and kitchen appliances all available! Very happy with our stay! "
United States
Whitney M.
The price is ￥63,316
￥120,893 total
includes taxes & fees
Sep 22 - Sep 23
Charming Annapolis WaterVIEW Home
Pool

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

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is ￥22,457
￥70,455 total
includes taxes & fees
Sep 20 - Sep 21
Family Beach House: Spacious Deck, Grill & Views
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

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

10/10 Excellent
"Never heard any noise from anyone in room Nextdoor."
Noah 1-night trip
Posted 17 hours ago
Best Western Plus Easton Inn & Suites

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:

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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, Tilghman Island Marina and Knapp's Narrows Marina & Inn 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.