Tilghman vacation rentals

We found 381 vacation rentals — enter your dates for availability

Discover a selection of 17 homes and other vacation rentals in Tilghman that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for hanging out with the people that matter most, such as air conditioning and WiFi. No matter what you're looking for, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Tilghman

Showing deals for:Aug 14 - Aug 21

Image gallery for Unbelievable beach views for 6

You can't get much closer to the Chesapeake Bay than this 2-bed/1-bath gem that sleeps 6!
10 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

Unbelievable beach views for 6

North Beach

8% off
Price is $379
$2,651 for 7 nights
All fees included
Unbelievable beach views for 6

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Find out more about Tilghman

Why visit Tilghman

  • Stunning waterfront views: Tilghman offers picturesque natural landscapes and easy beach access, perfect for relaxation.
  • Outdoor adventures: Engage in a variety of activities such as kayaking, fishing, and exploring scenic parks.
  • Local culture: Experience the unique lifestyle of Tilghman watermen and participate in community events like Tilghman Island Day.
  • Charming accommodations: Choose from private vacation homes, cozy cottages, and comfortable apartments for a perfect stay.
  • Art and galleries: Explore local galleries to appreciate the island's artistic charm and vibrant culture.

Popular types of accommodation in Tilghman

If you're exploring vacation rentals in Tilghman, you're in for a treat. The most sought-after accommodations include houses, charming cottages, and cozy apartments. Whether you're looking for a vacation home in Tilghman or considering options like the Marriott on Tilghman Island, we have a range of available properties to suit your needs. Enjoy your stay with transparency, savings, and peace of mind.

  • Houses: The top choice for visitors to Tilghman, offering spacious and comfortable accommodations for families or groups.
  • Cottages: A charming option for those seeking a cozy and quaint getaway by the water.
  • Apartments: Ideal for solo travelers or couples, these rentals combine convenience with comfort.
  • Condos: Great for those wanting a blend of luxury and amenities, often located near attractions.
  • Cabins: A rustic escape for nature enthusiasts, perfect for a peaceful retreat.**

Top attractions in and around Tilghman

Tilghman, Maryland, is perfect for outdoor and scenic vacations, offering attractions like urban parks, marinas, and history museums. Visitors can enjoy a variety of activities, including outdoor adventures, family-friendly experiences, and cultural explorations. Don't miss the chance to participate in Tilghman Island Day or visit local galleries for a taste of the island's charm. With plenty of enjoyable activities available, Tilghman promises a memorable getaway.

  • Tilghman Watermen’s Museum: Immerse yourself in the rich maritime history of the Chesapeake Bay through exhibits showcasing the life of watermen. This museum offers a unique cultural experience, highlighting local traditions and the community's connection to the water.
  • Tilghman Island Marina: Experience adventure at this lively marina, perfect for boating, fishing, and enjoying the beautiful beach scenery. It's an ideal spot for outdoor enthusiasts looking to explore the waters of the Chesapeake Bay.
  • Chesapeake Bay Maritime Museum: Located 9 miles away, this museum features engaging exhibits on the region's maritime history. Discover the culture of the bay through interactive displays and historic vessels.

Things to do recommended for couples

For a romantic getaway in Tilghman, consider visiting the Old South Country Club, just 19 miles away. Experience luxury vibes while enjoying a round of golf or savoring a delightful meal together in a scenic setting that promises to create lasting memories.

Things to do recommended for families

Families visiting Tilghman can explore the beautiful Chesapeake Bay with a family-friendly kayak tour, enjoy a day of crabbing, or visit local farms for berry picking, creating memorable experiences together. Don't miss the chance to relax by the water and savor fresh seafood at local eateries.

Things to do recommended for groups

Explore the serene waters of the Chesapeake Bay with a group kayak tour, or enjoy a fun-filled day fishing off the coast. Don't miss a visit to the local seafood market for a taste of fresh crab and oysters.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Tilghman

When planning your trip—whether you're traveling with friends, family, pets, or looking for extended stays—be sure to prioritize your search filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Tilghman with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group activities. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Tilghman with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with having suitable amenities, like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Tilghman: For many families, a vacation wouldn't be the same without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Tilghman: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Tilghman

Tilghman, Maryland, offers a charming escape where visitors can immerse themselves in stunning waterfront settings and enjoy outdoor adventures. Explore the local atmosphere with friendly people, and experience the unique lifestyle of Tilghman watermen. With easy beach access and picturesque natural landscapes, this destination is perfect for families seeking relaxation and scenic beauty. Don't miss the chance to unwind and soak up the coastal charm that makes Tilghman a delightful getaway.

  • St. Michaels: Located 8 miles from Tilghman, St. Michaels is a charming town known for its picturesque waterfront and rich maritime history. Visitors flock to this delightful destination for its outdoor recreation, scenic views, and inviting beaches. Explore the scenic boardwalk that runs along the bay, ideal for a leisurely stroll or a bike ride. St. Michaels boasts a variety of local attractions, including beautiful family-friendly beaches and recreational areas perfect for picnicking and water sports. The town’s quaint shops and art galleries add to its appeal, making it a great spot for a day trip.
  • Tilghman Island: Nestled in the Chesapeake Bay, Tilghman Island is a serene paradise that offers visitors a tranquil escape. This island destination is known for its breathtaking outdoor scenery and pristine beaches, attracting nature lovers and beachgoers alike. Popular activities include exploring the local recreational areas and enjoying scenic views along the boardwalk. The island’s natural beauty is complemented by its family-friendly beaches, where you can relax, swim, or indulge in water activities. Whether you're looking for adventure or a peaceful retreat, Tilghman Island has something for everyone.
  • Neavitt: Just 3 miles from Tilghman, Neavitt is a quaint town that offers a perfect blend of outdoor activities and serene waterfront views. This hidden gem is ideal for those seeking a relaxing getaway. Visitors can enjoy scenic hikes along well-maintained trails or take a leisurely walk along the boardwalk. Neavitt is surrounded by beautiful beaches and the stunning bay, making it a great spot for families to enjoy beach days. The peaceful atmosphere and natural beauty make Neavitt a must-visit for anyone looking to immerse themselves in the charm of the Chesapeake Bay area.

Best time to go to Tilghman

If you're planning a trip to Tilghman, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January36.3°F (2.4°C)Light RainMostly SunnyModerately LowSlightly Low
February38.8°F (3.8°C)Light RainMostly SunnyAverageSlightly Low
March45.3°F (7.4°C)Light RainMostly SunnyAverageSlightly Low
April55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
May64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
June73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
July78.4°F (25.8°C)Light RainMostly SunnyModerately HighSlightly High
August76.8°F (24.9°C)Light RainMostly SunnyModerately HighSlightly High
September71.1°F (21.7°C)Light RainMostly SunnyAverageAverage
October61.0°F (16.1°C)Light RainMostly SunnyAverageAverage
November49.5°F (9.7°C)Light RainMostly SunnyModerately LowAverage
December42.3°F (5.7°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Are you eager to save on your next getaway? Keeping your travel dates flexible can be a great strategy, as prices often vary. Additionally, opting for a longer stay typically leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travels. You can start new trips, pick up right where you left off, or easily view and organize your travel plans. Any properties you’ve saved or booked can now be accessed under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The waterfront setting of Tilghman is ready to explore

The island views and wildlife provide a pleasant backdrop to your vacation home in Tilghman. This city's fishing, bird watching and boating draw many visitors. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Tilghman

Are you hoping to discover attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Tilghman a one-of-a-kind vacation spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • St. Michaels Winery (8.2 mi / 13.3 km)
  • Chesapeake Beach Water Park (10.7 mi / 17.2 km)
  • Phillips Wharf Environmental Center (1 mi / 1.6 km)
  • Talbot Massage (15.7 mi / 25.2 km)
  • Easton Cycle and Sport (15.7 mi / 25.3 km)

Exploring the natural landscape of Tilghman

Travelers enjoy Tilghman for its island views and sunsets. Whether you're an adventurous traveler or just want to take in the scenery, Tilghman is a great place to get outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Breezy Point Beach (11.1 mi / 17.8 km)
  • Shadyside Park (13.7 mi / 22.1 km)
  • Gerry Boyle Park at Great Marsh (16.2 mi / 26.1 km)
  • Long Wharf Park (16.8 mi / 27 km)
  • Matoaka Beach (17.8 mi / 28.7 km)
  • Northern Chesapeake Bay (18.1 mi / 29.1 km)

Transportation to and around Tilghman

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 16.5 mi (26.6 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Baltimore Washington Intl. Airport (BWI), which is 37.4 mi (60.1 km) away.

Frequently asked questions

What is the best area to stay in Tilghman, Maryland, United States of America when booking a vacation rental?
When considering the best area to stay in Tilghman, Maryland, a great choice would be the waterfront neighborhoods that offer stunning views of the Chesapeake Bay. This picturesque setting not only provides a serene backdrop for your vacation but also places you close to some of the area's top attractions. For instance, the nearby Tilghman Island Marina is a fantastic spot for boating and fishing enthusiasts, while the Tilghman Island Historical Society offers a glimpse into the rich maritime heritage of the region.

In terms of vacation rentals, the waterfront areas typically feature a variety of options, from charming cottages to more spacious homes, allowing visitors to enjoy the beauty of the bay and easy access to local activities. You can also explore the nearby Chesapeake Bay Environmental Center, which offers trails and educational programs for nature lovers.
How much does it cost to rent a vacation home in Tilghman?
Prices for vacation rentals in Tilghman vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Tilghman to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Tilghman vacation house rentals?
You can find great discounts on house rentals in Tilghman on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Tilghman?
For renting a beach house in Tilghman, Maryland, consider the picturesque waterfront along the Chesapeake Bay. The area near Tilghman Island features charming cottages and homes that often come equipped with amenities like private docks, expansive decks for outdoor dining, and beautiful views of the water, making them superb for families or groups looking to relax by the shore.

The community offers various recreational activities, including kayaking and fishing, with many properties providing easy access to the water. Additionally, houses in this area may include features such as fire pits for evening gatherings and fully equipped kitchens for home-cooked meals after a day of exploring.

Nearby, the Tilghman Island Marina is a hub for boating enthusiasts, and travelers can find rentals that cater to those looking to spend time on the water. The scenic landscapes of the area provide ample opportunities for birdwatching and enjoying nature trails, adding to the appeal of a beach house rental in Tilghman.
What is the most popular type of vacation rental accomodation in Tilghman?
In Tilghman, vacation houses are the most popular rental option, with approximately 17 available throughout the area. These homes often feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups looking to enjoy a relaxing getaway. Many of these properties also come with outdoor spaces, such as decks or patios, great for soaking in the scenic views of the Chesapeake Bay. Additionally, there are several charming cottages available that offer a cozier, more intimate atmosphere, typically equipped with essential amenities for a comfortable stay.
Are there any family house rentals in Tilghman?
In Tilghman, Maryland, there are some family-friendly house rentals available, with around 14 properties to choose from. This charming waterfront community offers a picturesque setting for families looking to enjoy a peaceful getaway. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for kids to play or for family gatherings.

Visitors will appreciate the proximity to local attractions such as the Tilghman Island Inn and the scenic views along the Chesapeake Bay. Families can also explore nearby parks and nature trails, providing ample opportunities for outdoor activities like kayaking and fishing.
Can I rent a vacation home with a pool or hot tub in Tilghman?
In Tilghman, Maryland, there are several vacation homes available for rent that feature pools and hot tubs. This charming waterfront community offers a serene escape with beautiful views of the Chesapeake Bay. Many of the rentals come equipped with private pools, outdoor hot tubs, and spacious decks, superb for relaxing after a day of exploring the area. Travelers can also expect amenities such as fully equipped kitchens, comfortable living spaces, and easy access to local attractions like marinas and nature trails.
Can I find long-stay vacation rentals in Tilghman?
A long-stay vacation rental in Tilghman is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Tilghman?
In Tilghman, Maryland, there are several pet-friendly house rentals available for travelers seeking a getaway with their furry companions. Many of these vacation homes feature amenities such as spacious backyards, fully equipped kitchens, and cozy living areas, superb for relaxing after a day of exploring. The waterfront properties often come with private docks and outdoor spaces, ideal for enjoying the serene views of the Chesapeake Bay.

The charming Tilghman Island area offers picturesque landscapes and opportunities for outdoor activities, including kayaking and fishing, making it a great destination for pet owners. Nearby parks and nature trails provide additional options for walking and enjoying time with pets in a tranquil setting.
Are there any remote work vacation rentals in Tilghman?
In Tilghman, Maryland, there are around 20 vacation rentals that cater to remote work needs. This charming town offers a peaceful environment, superb for those looking to blend work and leisure. Travelers can expect properties equipped with reliable Wi-Fi, ensuring smooth connectivity for remote tasks. Many rentals feature dedicated office spaces or work-friendly areas, allowing for a productive setup. Additionally, guests can enjoy communal spaces with free internet access, enhancing the overall convenience of their stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Tilghman vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Tilghman with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Tilghman?
In Tilghman, popular vacation rental amenities cater to travelers seeking comfort and convenience. Most rentals feature well-equipped kitchens, allowing guests to prepare their own meals and enjoy a home-cooked dining experience. Coffee and tea makers are also commonly available, ensuring that guests can enjoy their favorite brews at any time. Onsite parking is a standard amenity, making it easy for visitors to arrive and explore the picturesque surroundings without worrying about parking. Many properties come with decks or patios, providing a superb outdoor space to relax and take in the serene views of the area. Additionally, gardens are a frequent feature, offering a tranquil environment for guests to unwind amid nature.
When is the best time to visit Tilghman for a vacation rental?
The best time to visit Tilghman, Maryland, for a vacation rental is during the summer months, particularly from June to August. This peak season attracts travelers seeking a seaside getaway filled with outdoor activities, such as kayaking, fishing, and exploring the charming waterfront. With warm temperatures averaging in the mid-80s Fahrenheit, visitors can enjoy the picturesque scenery and vibrant local culture.

July is particularly popular, bringing together families and friends who want to soak up the sun and savor fresh seafood at local waterfront restaurants. The atmosphere is lively, making it an ideal time for those who appreciate a bustling vacation experience.

For those looking for a more budget-friendly option, consider visiting in November. This month offers a peaceful retreat with fewer crowds, allowing you to enjoy the natural beauty of Tilghman at a more relaxed pace. The cooler temperatures, typically in the low 50s Fahrenheit, provide a comfortable backdrop for scenic walks and cozy evenings by the fire.

Ultimately, your choice will depend on whether you prefer the vibrant energy of the summer season or the tranquil charm of a quieter fall visit.
How early should I book a Tilghman vacation rental?
Book your Tilghman vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Tilghman, Maryland, United States of America?
In Tilghman, Maryland, visitors can immerse themselves in the charm of this small waterfront community. One of the top attractions is the Tilghman Island Marina, where travelers can enjoy boating and fishing activities while taking in scenic views of the Chesapeake Bay. The nearby Black Walnut Point Inn offers beautiful waterfront vistas and is a great spot for birdwatching, particularly during migration seasons.

The local wildlife refuge, the Chesapeake Bay Environmental Center, showcases the natural beauty of the area and provides opportunities for hiking and kayaking. For those interested in local history, the Tilghman Watermen's Museum offers insight into the region's maritime heritage and the life of the watermen. Additionally, the serene beaches and quiet coves around the island are superb for relaxation and enjoying the outdoors.
Can I change or cancel my Tilghman home rental booking on Vrbo?
To find Tilghman vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Tilghman vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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