Monthly Rentals in Round Bay

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

Nearby monthly rentals

Cottage in Severna Park
4.74 out of 5 average rating, 23 reviews

Colorful Round Bay Cottage

SarahRating, 5 stars16 months ago
This was a wonderfully furnished gem of a house in a fantastic location. Everything was great - beds, linens, living room, kitchen, decor. The house has a water view. Jennifer was a wonderful host. Renters may want to be aware that the bathroom is through the master bedroom, which was fine for us :)
Guest favorite
Guesthouse in Annapolis
4.9 out of 5 average rating, 280 reviews

Calico Cottage Guest House, king bed, free parking

LindsayRating, 5 starstoday
Was such a nice and comfortable stay. Loved the outside areas that were available. Felt very homey and safe! Thank you also for the assorted teas I loved this as an avid tea drinker. Will be back for sure! Host was also very responsive and helpful.
Top guest favorite
Home in Severna Park
4.91 out of 5 average rating, 34 reviews

Serene setting + Navy Commissioning Week!

MaryRating, 5 stars6 months ago
Can’t say enough good things about Brigitte and Paul! They are very warm and caring and an all around great couple who make their guests feel totally at home. We stayed 1 month while visiting our daughter and family in the Chartwell community of Severna Park. Their cottage was located 3 miles from our daughter’s house which made it a perfect location for visiting our family. Easy access to Annapolis, Baltimore and surrounding attractions. The cottage is cosy with many interesting artifacts and pictures that make you think you’ve stepped into another place in time. The 2 televisions had excellent programming and the bed was extremely comfortable. Thank you so much Brigitte and Paul! We enjoyed our stay immensely!
Top guest favorite
Apartment in Severna Park
5 out of 5 average rating, 58 reviews

Welcome to Anchors Aweigh!

JudyRating, 5 stars1 week ago
This place was very clean,and perfect for our get away. The pictures do not do it justice. This place was tastefully decorated. The bed was comfy. Very nice of you to leave snacks/drinks. We will definitely stay here again when visiting family.

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 vacation rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

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