Monthly Rentals in Callaway

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

Nearby monthly rentals

Top guest favourite
Cottage in California
4.97 out of 5 average rating, 232 reviews

Cozy Little Cottage

JohnRating, 5 stars1 month ago
Tammy and her place were awesome! Clean and well appointed, we needed for nothing. She went out of her way to be flexible and meet all of our needs. We would highly recommend staying in her cottage if your travels take you to southern Maryland.
Guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 182 reviews

Beach Front and 'Perfectly Placed'

BenjaminRating, 5 stars1 week ago
It is the perfect location for a relaxed getaway. Several lovely state parks within a short distance. The space is well equipped and comfortable with magical sunsets over the Potomac. Theresa is super responsive.
Top guest favourite
Flat in Leonardtown
4.98 out of 5 average rating, 134 reviews

Stunning Sunsets on Breton Bay, Seaside apartment

KyleRating, 5 stars1 week ago
What a calm and peaceful private retreat! My fiancée and I spent a couple of days enjoying the brisk bay breezes and beautiful sunsets at Vickie’s. Everything was exactly as advertised and Vickie (and Scott) are true treasures—extremely responsive and thoughtful hosts who want you to have everything you need. Plus, their knowledge of the area gave us a great introduction to Leonardtown. So much more to the area than we thought! Whether birdwatching from “the best view on the block” or reflecting on the glider by the bay, we loved every moment of quiet and can’t wait to visit again. Thank you!
Superhost
Flat in California
5 out of 5 average rating, 4 reviews

Relaxing Studio Apartment

ChristopherRating, 5 stars2 weeks ago
Really enjoyed my stay. Very quiet and comfortable. Jessica goes the extra mile to make sure you’re taken care of. Will stay again!!

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 wifi and dedicated working spaces.

Looking for corporate housing?

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

Stay near Callaway's top sights

Cecil's Country Store10 locals recommend
Herring Creek Furniture5 locals recommend
Weis Markets5 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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