Tilghman Vacation Rentals from $258: Search Short-Term Rentals

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Our top choices for Tilghman vacation rentals

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

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

Stevensville

Dawn G.

$254 nightly

Sep 23 - Sep 24

Total with taxes and fees

A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

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

North Beach

Johanna S.

$309 nightly

Sep 28 - Sep 29

Total with taxes and fees

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

Chesapeak beach

Bryan P.

$433 nightly

Sep 23 - Sep 24

Total with taxes and fees

An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

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

North Beach

Penny N.

$400 nightly

Sep 29 - Sep 30

Total with taxes and fees

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

Cambridge

Jill C.

$581 nightly

Sep 24 - Sep 25

Total with taxes and fees

A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

6. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Nancy P.

$244 nightly

Sep 30 - Oct 1

Total with taxes and fees

A modern exterior with a black door, a metal staircase, and a lantern.

7. Cass-Away Luxury Houseboat

Grasonville

Jamie L.

$273 nightly

Sep 28 - Sep 29

Total with taxes and fees

A laundry room with a washing machine and dryer, wooden cabinets above, and a shelf with a bottle.

8. Rose Haven Coastal Cottage

North Beach

Sharon t.

$381 nightly

Sep 23 - Sep 24

Total with taxes and fees

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Top Tilghman Hotel Reviews

Comfort Inn & Suites Cambridge

10/10 Excellent

"The GM gave out goodie bags with handwritten notes to those who were participating in the Ironman race. The staff was very sweet. Good property for the price and located in decent proximity to the race."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Gorgeous hotel. I wish we had been there more than a night just to enjoy the various outdoor areas to relax. Enjoyed drinks and apps at their restaurants and had great coffee and breakfast at their market. We definitely want to go back when we have more time. We stayed in the Barn and it was just beautiful and quiet."

Wylder Tilghman Island

8/10 Good

"Property is well maintained and clean. The rooms are small but adequate. Our only fault was the restaurant pricing. Dishes are at least 25 to 40 percent upvharged. For example, a bowl of gazpacho was priced at $18 . If crab eas added it would have been $15 more for a grand total of $33 for a bowl of soup. Outrageous. I’ve been to 5 star restaurants and never paid that much for a bowl of soup. The chicken entree was $30 and the chicken consisted of 2 small chicken finger type pieces. No full breast or thigh/leg. Drinks definitely upcheged. Drive a bit down the road and eat at Chesapeake seafood or drive into town. If you don’t feel comfortable driving at night, go in and have a late lunch or get takeout."

Find out more about Tilghman

Everything you need to know about Tilghman 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 vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Tilghman vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $258 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Tilghman rentals

At Expedia, we put the best Tilghman 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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.

Room 1

Check prices for these dates

Our top choices for Tilghman vacation rentals

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

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

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

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

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