A rocky shoreline with waves crashing onto the beach, a clear blue sky, and a forested area in the distance.

Tilghman Island Vacation Rentals

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Our top choices for Tilghman Island vacation rentals

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, (24 reviews)
"Cute, family friendly home. Had everything we needed for a comfortable stay."
United States
Johanna S.
The price is CA $137
CA $474 total
includes taxes & fees
Oct 21 - Oct 22
Beachside Oasis with Beach Passes & King Suite by A Haven Away

2. 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 CA $379
CA $768 total
includes taxes & fees
Oct 19 - Oct 20
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

3. 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)
"Our host Adam was wonderful and very communicative. We love the house and the location was just great. It was close to everything and had water views. We will certainly come back again."
United States
Rebecca B.
The price is CA $129
CA $415 total
includes taxes & fees
Oct 21 - Oct 22
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

4. 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 CA $169
CA $408 total
includes taxes & fees
Oct 21 - Oct 22
The Cozy Crab- Your Charming Haven in Lovely North Beach!

5. Plum Point Cottage #14

Plum Point Cottage #14
Huntingtown
9.8 out of 10, Exceptional, (9 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
United States
Yonnick H.
The price is CA $464
CA $777 total
includes taxes & fees
Oct 20 - Oct 21
Plum Point Cottage #14

6. 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 CA $135
CA $458 total
includes taxes & fees
Oct 23 - Oct 24
Cambridge Apt in Walkable Neighborhood

7. 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 CA $217
CA $666 total
includes taxes & fees
Nov 9 - Nov 10
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

8. 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, (75 reviews)
"Just what was needed for our weekend stay."
United States
barbara s.
The price is CA $1,064
CA $1,875 total
includes taxes & fees
Oct 18 - Oct 19
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

9. Plum Point Cottage #15

Plum Point Cottage #15
Maryland
The price is CA $463
CA $821 total
includes taxes & fees
Oct 21 - Oct 22
Plum Point Cottage #15

10. 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 CA $348
CA $718 total
includes taxes & fees
Nov 10 - Nov 11
Sunset Cottage - West River Access and Views!

11. Rose Haven Coastal Cottage

Rose Haven Coastal Cottage
North Beach
10.0 out of 10, Exceptional, (3 reviews)
"Warm and cozy- amazing home, beautiful area"
United States
Sodbileg
The price is CA $320
CA $616 total
includes taxes & fees
Oct 18 - Oct 19
Rose Haven Coastal Cottage

12. 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 CA $248
CA $560 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

13. 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)
"The perfect off-season get-away! "
United States
Pamela B.
The price is CA $338
CA $764 total
includes taxes & fees
Oct 30 - Oct 31
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

14. 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 CA $204
CA $650 total
includes taxes & fees
Nov 9 - Nov 10
Family Beach House: Spacious Deck, Grill & Views

15. 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 CA $220
CA $361 total
includes taxes & fees
Oct 26 - Oct 27
Sailwinds Loft at Cambridge Creek

16. 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 CA $115
CA $399 total
includes taxes & fees
Oct 18 - Oct 19
Charming Coastal/Country Home w/3 Acres & Sauna!

17. Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (67 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
The price is CA $294
CA $357 total
includes taxes & fees
Oct 20 - Oct 21
Waterfront Getaway with Dock

18. 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
The price is CA $255
CA $625 total
includes taxes & fees
Oct 21 - Oct 22
3-bedroom house in Deale located on Bay many amenities and great views

19. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is CA $372
CA $640 total
includes taxes & fees
Oct 18 - Oct 19
Plum Point Cottage #17

20. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (8 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is CA $166
CA $362 total
includes taxes & fees
Oct 26 - Oct 27
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
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 Island Hotel Reviews

Find out more about Tilghman Island

Everything you need to know about Tilghman Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Tilghman Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Tilghman Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Tilghman Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tilghman Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Tilghman Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Tilghman Island vacation rentals we have selected for you start as low as CA $415 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Tilghman Island rentals

At Expedia, we put the best Tilghman Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Tilghman Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Tilghman Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Tilghman Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.