Monthly Rentals in Deal Island Historic District

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Guest favourite
Cottage in Deal Island
4.93 out of 5 average rating, 137 reviews

Water View Cottage

AndrewRating, 5 stars3 months ago
Nice place to stay. Quiet and peaceful setting close by some water views. Mo provided details & descriptions to make finding and getting into the house easy. It worked out great for us to be able to visit with family nearby.
Guest favourite
Home in Deal Island Historic District
4.93 out of 5 average rating, 29 reviews

House of the Setting Sun/Deal Island Bayfront Home

DianaRating, 5 stars3 months ago
perfect family-friendly retreat. love the secluded area. it was so peaceful and Serene. the layout of the house was such that,even with nine people, there was a secluded place for everyone if needed and a place to gather as well.
Top Guest favourite
Guesthouse in Deal Island Historic District
5 out of 5 average rating, 29 reviews

Blue Crab Bungalow

PamelaRating, 5 stars3 weeks ago
Could not recommend more! The Blue Crab Bungalow was an amazing place to stay. Hosts were super responsive and always willing to give us recommendations. The bungalow was exactly as described, had great ammenities that made our stay very pleasant, and we felt right at home! The property is beautiful with direct access to a pier. We also enjoyed saying hi to the friendly neighborhood kitties. 10/10 stay, would definitely stay here again if we’re back in the area. Thank you Dana and Wendy!
Guest favourite
Guest suite in Crisfield
4.74 out of 5 average rating, 196 reviews

The Serenity House

JeremyRating, 5 stars2 weeks ago
Annas place was comfortable and homey. Really nice location. Would like to visit this area more someday!

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

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

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

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Stay near Deal Island Historic District's top sights

Arby's Dockside Bar and Grill4 locals recommend
Arby's General Store4 locals recommend
Deal Island Boat Ramp3 locals recommend
*Some exclusions may apply in certain geographies and for some properties.