Monthly Rentals in Hooper Islands

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.

Top Guest favourite
Home in Fishing Creek
4.93 out of 5 average rating, 58 reviews

Bay-“View” Peaceful, Scenic, Enjoy Crabs N Fish

AmandaRating, 5 stars3 months ago
Laura & John were amazing host and super responsive to anything we needed! The home was super clean and had very item we could possibly need (literally don’t have to bring anything)! My dog fell in love with the huge yard to run around in and play in and we fell in love with the beautiful scenery sorrunding the house. Laura & John were able to bring us fresh same day caught oysters from the local waterman (can’t get any fresher then this). We will definitely be coming back and would recommend anyone to come stay here when visiting the Eastern Shore of Maryland.
Top Guest favourite
Home in Fishing Creek
5 out of 5 average rating, 14 reviews

Hoopers Island Victorian with 360 Water Views

JanaRating, 5 stars8 months ago
We had a great stay at Kristin’s place! Everything was exactly as described and she left us a nice welcome note and a bottle of wine. Absolutely loved how the living room opened up to the screened in porch. We enjoyed the area and did some fishing, ate at Old Salty’s and got some local crab meat from Rippons. The backyard was perfect for playing cornhole by the fire pit, and we loved watching the hummingbirds on the front porch. Great house and great host. Thanks Kristin!
Guest favourite
Home in Fishing Creek
4.95 out of 5 average rating, 20 reviews

Sunrise Waterfront Cottage

SarahRating, 5 stars7 months ago
Lovely little home in a fantastic location. Lots of little touches to make you feel right at home. Could not recommend it any more highly.
Top Guest favourite
Home in Park Hall
4.94 out of 5 average rating, 103 reviews

Rolling Stone Farm - Charming 1930s House

HeatherRating, 5 stars1 month ago
Our 2nd stay at the Farmhouse. We love it there. Home away from home. Close to our son’s house and close to all the restaurants and stores. Looking forward to our next stay.

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.
*Some exclusions may apply in certain geographies and for some properties.