Monthly Rentals in Tilghman Island

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Home in Tilghman Island
5 out of 5 average rating, 3 reviews

Tilghman Island Retreat By Knapps Narrows!

Natividad TenacioRating, 5 stars1 month ago
We had a wonderful spring week at this house! The house had everything we needed to enjoy our stay. We especially enjoyed relaxing and reading in the sunroom and grilling on the patio. This was our first trip to the area, and the location was great for exploring the island and nearby town of St. Michaels. The hosts were very communicative and we would definitely stay here again!
Top guest favorite
Home in Tilghman Island
5 out of 5 average rating, 18 reviews

Panoramic water views

MeganRating, 5 stars3 weeks ago
This was one of the loveliest Air BnBs I’ve had the pleasure of staying at. The photos don’t do it justice. A warm, welcoming and cozy home, filled with sunlight and stunning water views from every window. You literally feel like you’re on a boat! Comfortable furnishings and beds, a super well-stocked kitchen with lovely dishes and decor, bikes, kayaks, gas grill… everything you could want. The Tilghman Island General Store was just a short walk through a lovely neighborhood with the friendliest people. Breakfast at Two if by Sea was amazing! And crab cakes at Gina’s on the Bridge were delish. My dog loved the stay too! Tilghman Island is a peaceful treasure in today’s crazy world.
Guest favorite
Home in Tilghman Island
5 out of 5 average rating, 5 reviews

The Getaway

AnuRating, 5 stars1 week ago
Kathleen's place is perfect for a quiet peaceful vacation. We were there for a celebration and it offered something for everyone, a workspace to catch up on some work, hangout space in the lounge and also outdoors, and TV if you were so inclined. Kitchen is super well equipped and everything is spotless. Kathy was very responsive to any question or request. I highly recommend this place, we had a wonderful time.
Guest favorite
Home in Tilghman
5 out of 5 average rating, 10 reviews

Waterfront Bliss: Ultimate Tilghman Retreat

TyraRating, 5 stars4 days ago
My stay was absolutely incredible truly beyond anything I expected! One piece of advice: definitely have transportation, as the property is on an island and things are a bit spread out. That said, I enjoyed a lovely walk into town where I dined at some charming local spots and even did a little boutique shopping. Be aware that Uber and Lyft aren’t readily available in the area, and when they are, they’re pretty pricey. But honestly, the property itself feels like something straight out of a Lifetime movie peaceful, picturesque, and exactly the kind of escape I didn’t know I needed. I can’t say enough good things about this stay… so I’ll just say: BOOK IT!

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

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Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

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