Choose from 30 vacation rentals located in Tilghman Island, Maryland. Top filters in Tilghman Island include Parking, Internet / Wifi, and Air conditioner. Prices range from $61 to $2,010 per night. Our most popular vacation rental types near Tilghman Island are Hotel and RV.

Top vacation rentals in Tilghman Island

Beachfront
Property view
4.0
Good(21 Reviews)
Hotel
 in Saint Michaels
4star
Wylder Hotel - Tilghman Island
Garden · Pool · Pets allowed

Hotel in Tilghman Island, for $167 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Property grounds
4.9
Outstanding(78 Reviews)
House
 in Tilghman
SUMMER DATES BOOKING FAST- BOOK YOUR STAY NOW!
6 guests · 3 bedrooms · 3 baths
Garden · Kitchen / Kitchenette · Air conditioner

This inviting House in Tilghman Island can fit your needs for many types of vacations, at $738 per night.

$$$$
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Fridge, microwave, oven, stovetop
4.8
Outstanding(45 Reviews)
House
 in Tilghman Island
BOOK NOW FOR FALL & WINTER DATES.
6 guests · 3 bedrooms · 3 baths
Garden · Kitchen / Kitchenette · Air conditioner

This attractive House in Tilghman Island, $654 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Property view
House
 in Maryland
Spotting Chessie
10 guests · 5 bedrooms · 4 baths
Pool · Pets allowed · Family friendly

Indulge in a peaceful retreat at Spotting Chessie, our elegant House in Tilghman Island. Enjoy amenities including Family friendly, Pool and Pets allowed, and more.

$$$$
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Explore vacation rentals with the most popular amenities in Tilghman Island

Vacation rentals with parking in Tilghman Island

Lake
4.7
Outstanding(20 Reviews)
Cottage
 in Tilghman
Jellyfish Cottage - Spectacular Sunsets over Chesapeake Bay
5 guests · 3 bedrooms · 2 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

When traveling to Tilghman Island, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $582 per night.

$$$$
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Pool
4.9
Outstanding(11 Reviews)
House
 in Tilghman
Tilghman | Pool | Private Dock | Pet Friendly
6 guests · 3 bedrooms · 3 baths
Garden · Pool · Pets allowed

This House in Tilghman Island, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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View from property
5.0
Outstanding(8 Reviews)
House
 in Tilghman Island
House on the Chesapeake Bay
6 guests · 3 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Tilghman Island? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Beach
5.0
Outstanding(9 Reviews)
House
 in Tilghman Island
Last guest said property was AMAZING.
8 guests · 4 bedrooms · 4 baths
Garden · Kitchen / Kitchenette · Air conditioner

House in Tilghman Island, for $777 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Tilghman Island

Tilghman Island travel guide

Let us help you plan your perfect Tilghman Island vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Tilghman Island, and more.

Frequently asked questions

What is the price range for rentals in Tilghman Island?

Vacation rentals in Tilghman Island have a price range between $61-$2,010. The average price for rentals in Tilghman Island is $323 per night.

What are the top things to do in Tilghman Island, MD?

Tilghman Island, MD is a great destination for outdoor recreation and relaxation. Here are the top things to do in Tilghman Island:

  • Explore the Black Walnut Point Natural Area
  • Visit the Chesapeake Bay Maritime Museum
  • Go fishing at Dogwood Harbor
  • Take a boat tour of the Chesapeake Bay

Tilghman Island offers something for everyone, from outdoor activities to sightseeing. Whether you're looking for a relaxing getaway or an adventure, you'll be sure to find something to enjoy here.

What are the most popular vacation rental amenities in Tilghman Island, MD?

The most popular vacation rental amenities in Tilghman Island, MD include:

  • Private swimming pools
  • Outdoor decks and patios
  • Fully equipped kitchens
  • Spacious living areas
  • High-speed internet access

Many rental properties also offer access to a variety of outdoor activities, such as fishing, kayaking, and sailing. Some properties offer access to community amenities, such as tennis courts, golf courses, and boating marinas. Additionally, many rental properties feature modern appliances, such as washers and dryers, dishwashers, and air conditioning.

Where is Tilghman Island, MD?

Tilghman Island, MD is located in the Eastern Shore of Maryland, on the Chesapeake Bay. It is a small community of about 500 people, and is home to many small fishing and crabbing businesses. The island is accessible by a bridge and is a popular destination for tourists.

What are the best neighborhoods to visit in Tilghman Island, MD?

The best neighborhoods to visit in Tilghman Island, MD are:

  • Knapps Narrows
  • Dogwood Harbor
  • Hog Neck

These areas offer stunning views of the Chesapeake Bay, plenty of outdoor activities, and a variety of local restaurants and shops.

What are the popular shopping destinations in Tilghman Island, MD?

Tilghman Island, MD is home to some great shopping destinations. Here are some of the popular spots:

  • Tilghman Island Country Store
  • Tilghman Island Crafts
  • Tilghman Island Trading Post
  • Tilghman Island Emporium

These stores offer a variety of items, from local crafts to souvenirs and more!

Is Tilghman Island, MD safe to travel to?

Tilghman Island, MD is a safe place to travel to. Here are a few reasons why:

  • Low crime rate
  • Friendly locals
  • Beautiful scenery

If you're looking for a safe place to explore, Tilghman Island, MD is a great option.

What is the culture like in Tilghman Island, MD?

Tilghman Island is a small fishing village located on Maryland's Eastern Shore. It's a tight-knit community, and the locals are proud of their local culture and traditions.

  • The Chesapeake Bay is central to life in Tilghman Island. People here are passionate about the natural environment, and enjoy activities like fishing, crabbing, and boating.
  • The locals are friendly and welcoming. There are many small businesses, and everyone knows each other.
  • The community is proud of its history, and many of the old homes and buildings are still standing.
  • The island is known for its seafood, especially crabs and oysters. There are several restaurants and seafood markets in the area.
  • The island is a popular tourist destination, and visitors can enjoy activities such as kayaking, paddle boarding, and bird watching.

Where can I find affordable accommodation in Tilghman Island, MD?

Tilghman Island, MD offers a variety of affordable accommodation options including bed and breakfasts, inns, and hotels. Here are four of the best options:

  • Tilghman Island Inn: This charming inn offers comfortable rooms with private bathrooms, a complimentary breakfast, and free Wi-Fi.
  • Island Inn at Tilghman: This cozy inn features rooms with flat-screen TVs, private bathrooms, and a complimentary continental breakfast.
  • Tilghman Beach and Golf Resort: This resort boasts spacious rooms with private balconies, a heated outdoor pool, and a full-service spa.
  • Tilghman Island Bed and Breakfast: This bed and breakfast offers a range of rooms and suites, a complimentary breakfast, and free Wi-Fi.

How can I get around in Tilghman Island, MD?

You can get around Tilghman Island, MD in the following ways:

  • By car
  • By boat
  • By bike

What are the must-visit tourist attractions in Tilghman Island, MD?

Tilghman Island, MD is home to many amazing attractions that make it a great destination for a vacation. Here are some of the must-visit attractions in Tilghman Island:

  • Chesapeake Bay Maritime Museum
  • Knapps Narrows Drawbridge
  • Tilghman Island Country Store
  • Tilghman Island Watermen's Museum

No matter what you're interested in, you're sure to find something to do in Tilghman Island. From museums to stores, there's something for everyone. So, don't wait, plan your trip to Tilghman Island today!

What do I need to know before visiting Tilghman Island, MD?

Before visiting Tilghman Island, MD, it is important to note the following information:

  • Tilghman Island is accessible by car or boat.
  • The island is known for its seafood and water activities such as fishing and crabbing.
  • There are several local restaurants and shops to explore.

It is also important to be aware of the weather and tides before visiting, as they can be unpredictable and change quickly.

What are the most popular vacation rental amenities in Tilghman Island?

  • Parking
  • Internet / Wifi
  • Air conditioner

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