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Holiday Rentals in Tilghman

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Holiday Rentals in Tilghman

Tilghman Waterfront | Indoor Pool | Private Dock | Pool House
Fridge, microwave, oven, stovetop
Tilghman Waterfront | Indoor Pool | Private Dock | Pool House
9.4 out of 10, Exceptional, (3)
"We really enjoyed our stay at Tranquil Waters in Tilghman. The house was perfect for our family gathering. The property was very clean with quiet surroundings. We spent a lot of time outside and loved the view from the back deck. The grandkids really enjoyed the indoor pool as well as boating on Harris Creek. A great time was had by all."
Tilghman Waterfront | Indoor Pool | Private Dock | Pool House
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Exterior
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (190)
"We had a wonderful time at the cottage! It was nice to be close to the water and have a comfortable place to stay. The kitchen had everything we needed for cooking and the deck was great for watching the sunset. We enjoyed sitting by the dock and going kayaking. Thank you to the hosts for such a relaxing weekend!"
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Fridge, microwave, stovetop, dishwasher
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
9.6 out of 10, Exceptional, (7)
"Spent a week at the property with three generations and multiple families. Aside from picking up groceries, we found little reason to leave the property. Btwn the waterfront dock, the tree shade the screened in porch, the sun deck, the indoor pool and many living areas, everyone found a place to enjoy to be as relaxed or active as they liked."
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Pool and Bay Views on wrap around deck in Kent Island
Outdoor pool
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, (21)
"Everyone really loved the house and the location. The pool was great"
Pool and Bay Views on wrap around deck in Kent Island
Walk to Everything House
Fridge, microwave, oven, stovetop
Walk to Everything House
10.0 out of 10, Exceptional, (64)
"The house was perfectly located in town in St. Michael’s with off street parking as a bonus. Despite the weather being cold and rainy, we had a lovely time in charming St. Michaels. It was a delightful spot for our annual girls weekend."
Walk to Everything House
Anchor's Away in the Heart of Eastport!
Fridge, microwave, oven, stovetop
Anchor's Away in the Heart of Eastport!
9.8 out of 10, Exceptional, (31)
"Property is very convenient to the USNA and DTA. You can walk, but they're a good 25-30 minutes and parking was available even during Commissioning week and at the local restaurants. Plus, we could park about 25 feet from the door of the VRBO all the time. It is a first floor, easy to access door. There is a full kitchen and fridge, a comfy couch, and a nice bathroom. It's really like a nice hotel suite. A couple idiocycracies however. The bed pulls down from the wall, which gives you more play...
Anchor's Away in the Heart of Eastport!
Relax on Kent Island in 3 Bedroom Home w/Waterview
Exterior
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (23)
"We'd stay there again but with modified expectations based on our experience. The 'water view' is quite distant and obtuse. The water is hundreds of yards away, and separated from the house by several suburban style homes and an unpaved road."
The price is €255
per night
3 Jul - 4 Jul
Relax on Kent Island in 3 Bedroom Home w/Waterview
Maryland Vacation Rental w/ Private Pool & Dock
Property grounds
Maryland Vacation Rental w/ Private Pool & Dock
10.0 out of 10, Exceptional, (4)
"Had a great time fishing from the dock while we got out of the city for a weekend."
Maryland Vacation Rental w/ Private Pool & Dock
Relaxing Waterfront Cottage Near St Michaels, Maryland
Exterior
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, (199)
"This is the perfect place for a private anniversary getaway. The house is very clean and the views are terrific."
Relaxing Waterfront Cottage Near St Michaels, Maryland
Charming Annapolis WaterVIEW Home
Property grounds
Charming Annapolis WaterVIEW Home
9.6 out of 10, Exceptional, (44)
"This was my Mom's first vacation since the covid pandemic and this location really made it special! She was a kid again in the swings and I found her out there each morning. The location is great, the house is HUGE, and it was full of amazing amenities. Would definitely stay again."
The price is €699
per night
10 Jul - 11 Jul
Charming Annapolis WaterVIEW Home
Cass-Away Luxury Houseboat
Smart TV
Cass-Away Luxury Houseboat
10.0 out of 10, Exceptional, (84)
"We took this trip to celebrate my 48th bday and to get away from the busy life in Washington DC. It is not only a beautiful little boat house but the location is great. We sampled most of the restaurants in the area via walking. We enjoyed our time in the roof top looking at the sunset, water and boats. It was extremely relaxing and beautiful. We hope to have the opportunity to come back."
Cass-Away Luxury Houseboat
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Fridge, microwave, oven, stovetop
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (27)
"The house was perfect for our needs. It has a cute, fenced in yard so our 2 dogs could hang outside. It had everything we needed for a wonderful weekend birthday celebration!"
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Chesapeake Houseboat Getaway on Kent Island, Maryland
Property grounds
Chesapeake Houseboat Getaway on Kent Island, Maryland
10.0 out of 10, Exceptional, (9)
"This houseboat was amazing. Tha amenities were all top rate. Great setting also looking out on the water"
Chesapeake Houseboat Getaway on Kent Island, Maryland
Waterfront Cottage on the Eastern Shore
Fridge, microwave, oven, stovetop
Waterfront Cottage on the Eastern Shore
9.0 out of 10, Wonderful, (4)
"Very much as pictured in ad. Convenient to we did venue we were attending"
The price is €963
per night
9 Jul - 10 Jul
Waterfront Cottage on the Eastern Shore
Charming Cottage with Hot Tub 1 Block from the Bay
Property grounds
Charming Cottage with Hot Tub 1 Block from the Bay
10.0 out of 10, Exceptional, (6)
"Was a super comfortable spot my 5 friends and I. Super comfy couches and beds, nice TV, well appointed kitchen. Took a nice walk down to the water in the am. Would stay again!"
The price is €586
per night
3 Jul - 4 Jul
Charming Cottage with Hot Tub 1 Block from the Bay
Bay View Studio Apartment
Outdoor spa tub
Bay View Studio Apartment
10.0 out of 10, Exceptional, (29)
"Overall, we had a great stay, the kitchen was well stocked, and the unit was very clean. Only issue was the chain that you have to unlock and lock every time you enter. I would definitely recommend the property though if you want the great location, beautiful sunrises and easy access to downtown Annapolis."
Bay View Studio Apartment
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
Fridge, microwave, oven, stovetop
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
9.6 out of 10, Exceptional, (100)
"Perfect location, can walk to everything and off street parking. House is much larger then what it appears in photos, great yard for gatherings. Great home in the heart of Eastport."
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Property grounds
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
9.8 out of 10, Exceptional, (157)
"House had all items we needed. Sheets on bed a bit old. Kitchen stocked adequately. Great setup for 2 couples!"
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Beautiful Waterfront Retreat in Cambridge!
Fridge, microwave, oven, stovetop
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (18)
"This house is incredible! Probably the cleanest rental house I have ever stayed in! The house was well stocked and very comfortable. However, we didn’t spend much time in the house because the outside is the real winner! The Crab House has everything to entertain kids and adults for hours! We spent all day in the yard, taking in the beautiful sights! If you are an early riser, like myself and one son, don’t miss the sunrise. So peaceful! If you are looking for crabs while there, Soft & Salty...
The price is €546
per night
21 Jul - 22 Jul
Beautiful Waterfront Retreat in Cambridge!
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
9.8 out of 10, Exceptional, (77)
"We were very pleased overall with our stay. Location is great - reasonable drive to nearby cities and beaches, multiple good restaurants very close by. View is beautiful. We had six people and were a little worried about only having one shower, but we made it work, and hot water held up nicely. We'd definitely stay there again if we're in the area."
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
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See all available properties in Tilghman
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.

Other types of properties in Tilghman you may be interested in

The Tilghman Island Inn
Garden View Double Queen First Level - Not Dog Friendly | View from room
The Tilghman Island Inn
3.5 star property
9.8 out of 10, Exceptional, (58)
"Thanks to Sherri! Her care and concern added to our stay., a beautiful scenic setting…very peaceful and relaxing…The Tilghman Island Resort exceeded our expectations!"
The price is €256
per night
23 Jul - 24 Jul
The Tilghman Island Inn
Knapps Narrows Marina & Inn
Exterior
Knapps Narrows Marina & Inn
3.0 star property
9.4 out of 10, Exceptional, (309)
"The room was clean, spacious and had a nice view of the bay. The staff extremely helpful. Bikes are available for free. Breakfast is simple, coffee and tea are available during the day. The grounds around the pool need improvement. "
The price is €215
per night
8 Jul - 9 Jul
Knapps Narrows Marina & Inn
Hyatt Regency Chesapeake Bay
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
Hyatt Regency Chesapeake Bay
4.0 star property
8.8 out of 10, Excellent, (1000)
"Nice "
The price is €182
per night
8 Jul - 9 Jul
Hyatt Regency Chesapeake Bay
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.

Everything you need to know about Tilghman holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Tilghman holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Tilghman holiday 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 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Tilghman holiday rentals we have selected for you start as low as €255 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Tilghman rentals

At Expedia, we put the best Tilghman holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Tilghman?

Yes, there are holiday rentals in Tilghman close to Phillips Wharf Environmental Center, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Tilghman has to offer?

Pool and Bay Views on wrap around deck in Kent Island: This holiday home rental outside of Tilghman offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Tilghman?

Expedia has 16 holiday rentals for your stay in Tilghman.

What’s there to see and do in Tilghman?

Cultural attractions include Tilghman Watermen’s Museum, whereas Phillips Wharf Environmental Center is just one of the family-friendly sights. St. Michaels Winery and Chesapeake Bay Maritime Museum are a couple of places you'll find in the wider area.

What’s a holiday rental in Tilghman like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Tilghman. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family getaway.

Recent reviews of Tilghman properties
Expedia verified reviews

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

5/5 Excellent
Excellent
"Excellent"
A verified traveller stayed at Hyatt Place Kent Narrows & Marina
Posted 19 hours ago
Hyatt Place Kent Narrows & Marina