Best Vacation Homes in Tilghman
House
10.0(153 Reviews)
2 Bedrooms
2 Baths
4 Guests
1425 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
£247/Night
7 Nights - £1,730
House
9.0(1 Review)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
Pool
Pet Friendly- Parking
£508/Night
7 Nights - £3,557
Bed & Breakfast
9.0(56 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
Breakfast- Kitchen
£235/Night
7 Nights - £1,647
Cottage
10.0(15 Reviews)
2 Bedrooms
1 Bath
4 Guests
650 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£272/Night
7 Nights - £1,902
House
8.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1496.18 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
£204/Night
7 Nights - £1,431
Cottage
10.0(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
£285/Night
7 Nights - £1,997
House
10.0(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£238/Night
7 Nights - £1,665
House
10.0(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£190/Night
7 Nights - £1,327
Tilghman Luxury Rentals
£1,412/Night
7 Nights - £9,881
House
9.6(7 Reviews)
7 Bedrooms
6 Baths
12 Guests
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
£1,328/Night
7 Nights - £9,294
House
10.0(21 Reviews)
6 Bedrooms
4 Baths
12 Guests
- Private Pool
Hot Tub- Fireplace/Heating
- Pool
£728/Night
7 Nights - £5,095
House
9.4(15 Reviews)
3 Bedrooms
3 Baths
6 Guests
2060 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£710/Night
7 Nights - £4,971
House
4 Bedrooms
3 Baths
8 Guests
3083 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
£657/Night
7 Nights - £4,601
House
10.0(22 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
£634/Night
7 Nights - £4,441
House
10.0(19 Reviews)
5 Bedrooms
4 Baths
8 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£591/Night
7 Nights - £4,137
Tilghman Pet Friendly Vacation Rentals
House
10.0(36 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£289/Night
7 Nights - £2,022
House
1 Bedroom
2 Baths
6 Guests
1474.66 ft²
- Fireplace/Heating
View- Pet Friendly
- Parking
£437/Night
7 Nights - £3,062
£135/Night
7 Nights - £943
House
9.6(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£218/Night
7 Nights - £1,525
Hotel
9.2(64 Reviews)
9 Baths
325.31 ft²
Oceanfront- Fireplace/Heating
- Pool
Ocean View
£205/Night
7 Nights - £1,432
House
6.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1476 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£336/Night
7 Nights - £2,349
House
10.0(10 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
£447/Night
7 Nights - £3,127
House
5.0(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£260/Night
7 Nights - £1,823
Tilghman Large Vacation Homes
House
4.8(28 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
£372/Night
7 Nights - £2,604
Why Choose Rent By Owner for your Tilghman Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Tilghman
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can significantly enhance your experience, as the region offers different attractions and weather conditions throughout the year depending on the season you select for your stay.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you'll enjoy warm weather ideal for outdoor activities and relaxing by the water in this coastal area.
Average Temperature Daytime: 85°F - Nighttime: 70°F
Fall (September to October)
Early fall offers pleasant temperatures and vibrant scenery, making it a popular time for travelers seeking a peaceful getaway here.
Average Temperature Daytime: 75°F - Nighttime: 60°F
Off-Season Highlights
Late Fall to Winter (November to February)
During these cooler months, the area experiences quieter surroundings and lower accommodation rates for those seeking solitude or off-season discounts.
Average Temperature Daytime: 50°F - Nighttime: 40°F
Early Spring (March to April)
Springtime brings mild weather and fewer visitors, offering an excellent opportunity to explore the region’s natural beauty without the crowds.
Average Temperature Daytime: 60°F - Nighttime: 45°F
Weekly Weather Forecast for Tilghman
How to Book Your Tilghman Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Tilghman
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor space with a furnished patio or deck for relaxing and entertaining.
- Make the most of your stay with access to a waterfront view or direct water access, perfect for enjoying the region’s scenic beauty.
- Benefit from an outdoor dining area ideal for savoring meals amidst the natural surroundings.
- Take advantage of a community or private outdoor pool to cool off and unwind during warmer months.
- Experience outdoor activities with available fishing docks or piers nearby that highlight the area's serene waterways.
- Utilize a spacious yard or garden area for outdoor games, picnics, or family gatherings.
- Have peace of mind with well-maintained outdoor lighting for evening strolls in the tranquil setting here.
Top Attractions Around Tilghman
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities such as boating, fishing, and exploring scenic waterfront spots that highlight the natural beauty of this region.
Family Activities
- Tilghman Island Maritime Museum: Explore the area's rich maritime history with interactive exhibits perfect for engaging young minds and family learning adventures.
- Point Lookout State Park: Enjoy outdoor picnics, nature walks, and beach activities that make for memorable family days along the scenic shores.
- Fishing Charters and Boating Tours: Experience the region's boating culture firsthand by joining family-friendly fishing trips and scenic cruises nearby.
- Kayaking and Canoeing in the Area: Discover the peaceful waters around here by paddling through calm creeks and tributaries suited for all skill levels.
Adult Activities
- Cruise the Chesapeake Bay: You can enjoy a relaxing boat cruise in the region, offering stunning views and the chance to explore the area's rich maritime heritage.
- Visit Local Fish Markets: Discover fresh seafood at neighboring markets, perfect for sampling or taking home authentic regional flavors.
- Explore Nature Trails: Take advantage of scenic walking and biking trails nearby that showcase the natural beauty of this coastal destination.
- Attend Community Events: Engage with local gatherings and festivities that highlight the vibrant culture of the area and its friendly community.
Other Places to Stay in Tilghman, MD
Phillips Wharf Environmental Center
Tilghman Watermen’s Museum
Tilghman Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for the Best Stays: Book your vacation rentals early to secure the ideal property and take advantage of seasonal rates in this charming area.
- Explore Local Water Activities: Make the most of your visit by enjoying boating, fishing, or kayaking on the nearby waters that define the region’s outdoor appeal.
- Discover Nearby Dining and Shops: Take time to explore the local eateries and boutiques near your vacation rental for a true taste and feel of the area's community.
- Respect the Natural Environment: Practice eco-friendly habits during your stay to help preserve the pristine surroundings that make this destination special.
Transportation Options
- Car Rentals: Renting a car gives you flexibility to explore the region surrounding Tilghman at your own pace and convenience.
- Water Taxis: Water taxis provide a scenic and practical way to travel between key points in this waterfront destination.
- Local Shuttle Services: Familiar to visitors, local shuttles connect popular spots and make it easy to get around here without hassle.
- Public Transportation: Buses serve the area, offering an affordable option for navigating within this region and reaching nearby attractions.
Local Customs Options
- Tilghman Island Seafood Traditions: You’ll find that fresh seafood, especially Maryland blue crabs, plays a central role in local gatherings and dining customs here.
- Boating and Watercraft Etiquette: Respect for waterways is essential, with boaters typically adhering to specific navigation rules and sharing the waters considerately along the Chesapeake Bay area.
- Community Celebrations: Participating in seasonal festivals and maritime events is common, reflecting the region’s rich nautical heritage and close-knit community spirit.
- Local Craftsmanship and Artisanship: Supporting regional artisans by engaging with local craft markets and handmade goods is a valued custom among residents and visitors alike.
Frequently Asked Questions About Tilghman?
1. What are the top vacation rentals in Tilghman?
There are a lot of options in Tilghman. If you plan on staying in the Tilghman area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Tilghman:
- Overlook on Dun's Cove - Luxury waterfront hideaway minutes from St. Michaels
- Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
- Tilghman Island Waterfront Retreat with Brand New Pool – Summer 2026!
- 6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access
- Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels
- House on the Chesapeake Bay
- "Point of View" Waterfront cottage with panoramic views on Tilghman Island
- Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
- Charming Cottage in Tilghman Island—Walk to Marinas, Dining & Wedding Venues
- Bayfront Retreat Near St. Michaels | Private Dock Sunset Views
2. Which vacation homes in Tilghman are best for families?
If you are looking for a family-friendly vacation home in Tilghman, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Tilghman:
3. How many Rentbyowner vacation rentals are available in Tilghman?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 44 in the Tilghman area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Tilghman.
4. What is the cancellation policy for vacation rentals in Tilghman, Maryland?
The cancellation policy varies by listing. You should review the specific rental's terms on the property page or contact the owner directly to understand the cancellation rules and any applicable fees.
5. Are there any additional fees associated with booking a vacation rental in this area?
Additional fees such as cleaning fees, security deposits, or service charges are typically outlined in the listing details. To get an accurate understanding, review the listing carefully or reach out to the property owner before booking.
6. How do I confirm the availability of vacation rentals in Tilghman, Maryland?
Availability can be checked online through the booking platform by entering your desired dates. For real-time updates or special requests, contacting the owner directly ensures you receive the most current information.
7. What amenities are commonly available in vacation rentals here?
Most rentals offer amenities like Wi-Fi, parking, kitchen facilities, and outdoor spaces. Specific features are listed on each property page, so reviewing these details will help you select the ideal accommodation for your stay.
8. Is it possible to make special requests or accommodations when booking in this destination?
Yes, many owners are willing to accommodate special requests such as early check-in, late check-out, or specific amenities. Contact the owner directly through the listing before completing your booking to discuss your needs.
Tilghman Top Rated Vacation Rentals
£205/Night
7 Nights - £1,432
£123/Night
7 Nights - £859
Hotel
8.7(114 Reviews)
9 Baths
264.31 ft²
Private Beach- Oceanfront
- Fireplace/Heating
- Pool
£211/Night
7 Nights - £1,474
