Holiday rentals in Tilghman Island

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Top-rated holiday rentals in Tilghman Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Cottage in Saint Michaels
St. Michaels-Historic Dist. Margaret Wells House
The Margaret Wells House is in the heart of the Historic District between the main street and water. Enjoy a total renovation of this charming home. A short walk to the water's edge, Inn at Perry Cabin, Chesapeake Bay Maritime Museum, restaurants, shops, winery, brewery and local market. A perfect spot for a couple's Shore weekend getaway or attending a wedding, nearby. Our nightly pricing includes coffee, tea, fresh linens on beds, hand-milled natural soap, fresh bath towels and wash cloths.
20–27 Nov
€ 213 per night
4.98 out of 5 average rating, 417 reviews
Guest favourite
Cottage in Cambridge
Church Creek - waterfront cottage & pool - private
Close to Blackwater NWR and the Harriet Tubman Center, enjoy peaceful days at our secluded waterfront cottage on Church Creek. Two miles from a main road, and our closest neighbor is across a cove, our estate offers 50 acres of privacy and one of the best waterfront views on the Chesapeake. Enjoy a view from every window and nature all around you. Excellent walking, swimming (in-ground pool-May 3-Oct 1), great birding and bicycling. Launch your kayak from the backyard. Perfect private getaway!
7–14 Jan
€ 211 per night
4.99 out of 5 average rating, 106 reviews
Guest favourite
Home in Cambridge
"Happy Campers" Waterfront Apartment!
Come and experience a relaxing getaway at our fully furnished, detached waterfront apartment! Happy Campers is located on the Choptank River, surrounded by acres of pristine land! You will enjoy quiet afternoons, whether you choose to lounge on chairs by the water and birdwatch or take a bike ride down the lane to explore quiet back roads and beautiful country scenery! A short 15 minute drive into the town of Cambridge offers unique boutiques and restaurants, sightseeing and Sailwinds Park!
21–28 AugIndividual Host,
€ 154 per night
5.0 out of 5 average rating, 262 reviews

Popular amenities for Tilghman Island holiday rentals

Stay near Tilghman Island's top sights

Wylder Hotel Tilghman Island3 locals recommend
Characters Bridge Restaurant5 locals recommend
Two if by Sea6 locals recommend
Marker 55 locals recommend
Tilghman Island Marina & Rentals7 locals recommend
Tilghman Watermen's Museum3 locals recommend

Other great holiday rentals in Tilghman Island

Guest favourite
Flat in North Beach
Bayside Oasis of Southern Maryland
7–14 SepIndividual Host,
€ 135 per night
4.97 out of 5 average rating, 100 reviews
Superhost
Cottage in Wittman
Perfect St. Michaels Getaway
7–14 NovProfessional Host,
€ 157 per night
4.86 out of 5 average rating, 144 reviews
Guest favourite
Cottage in Tracys Landing
Charming Waterfront on Chesapeake Bay
22–29 OctIndividual Host,
€ 262 per night
4.9 out of 5 average rating, 335 reviews
Guest favourite
Cabin in Lusby
Hideaway on the Bay: Waterfront Vintage A Frame
4–11 Apr
€ 278 per night
4.93 out of 5 average rating, 136 reviews
Superhost
Tiny home in Cambridge
Blackwater Tiny Cabin on Snakehead Creek
11–18 JunProfessional Host,
€ 85 per night
4.89 out of 5 average rating, 491 reviews
Guest favourite
Tiny home in Solomons
“Cabana by the Bay”-tiny home on a pier!
30 Dec – 6 JanIndividual Host,
€ 149 per night
4.95 out of 5 average rating, 528 reviews
Guest favourite
Guest suite in Saint Michaels
Charming Studio in the heart of St. Michael's, MD.
2–9 AugProfessional Host,
€ 422 per night
4.91 out of 5 average rating, 123 reviews
Guest favourite
Cottage in North Beach
Club Carp North Beach - Steps to the Bay!
28 Nov – 5 DecIndividual Host,
€ 239 per night
4.95 out of 5 average rating, 123 reviews
Guest favourite
Guest house in Cambridge
Rosses Chance Guest House
12–19 MayIndividual Host,
€ 238 per night
4.99 out of 5 average rating, 109 reviews
Guest favourite
Cabin in Lusby
Peaceful Waterfront Retreat on The Bay
13–20 SepIndividual Host,
€ 176 per night
4.91 out of 5 average rating, 202 reviews
Guest favourite
Cottage in Neavitt
The Middle Point Cottage at Saint Michaels
27 Sep – 4 OctIndividual Host,
€ 445 per night
4.89 out of 5 average rating, 123 reviews
Guest favourite
Farm stay in Madison
Madison Nature Getaway
30 Jun – 7 JulIndividual Host,
€ 123 per night
4.98 out of 5 average rating, 159 reviews

Quick stats about holiday rentals in Tilghman Island

Total rentals

20 properties

Wifi availability

20 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

300 reviews

Nightly prices starting at

€ 119 before taxes and fees

Destinations to explore