Stay Bubo Annapolis

01/08/2026

Congrats to the team! 5+ years of Superhost status!

03/28/2025

We love delighting our owners and guests. Super-proud to be in top 1% of Vacation Rental Managers in the country and 4.8 on Google!

Announcing the Spring 2025 Comparent Market Leaders I’m incredibly excited to reveal this season’s winners — the top 1% of vacation rental managers across… | 67 comments on LinkedIn

12/19/2024

We want to express our deepest thanks to each and every one of you—our incredible guests, proud homeowners, dedicated vendors, and phenomenal team members—who have been instrumental in making Stay Bubo sparkle this year.

We continue our holiday tradition of donating generously to the communities we serve. Join us, and we'll match individual donations up to $200 to the following charities helping folks in our communities facing housing insecurity. Simply email us a screenshot of your end of year donation by December 30th, 2024.

With heartfelt thanks and holiday cheer,
The Stay Bubo Team

Our Choice Charities:
Nelson County Community Fund
Warren County Habitat
Annapolis Light House
Louisa County Emergency Fund
SMYAL
Sasha Bruce Youth Network
Covenant House
Garrett County Community Action

01/26/2024

Come play in the snow with us at our sister vacation rental destination at Wintergreen, VA!

Stay Bubo is the premiere vacation rental home marketing and property management provider in Wintergreen, VA.

12/28/2023

Big thanks to Stay Bubo Annapolis’ operations manager, Abi, for suggesting this year‘s beneficiary of charitable giving, City Wildlife. We salute the great work they are doing in our community!

Rehabilitating injured and orphaned wildlife in DC

11/09/2023

Stay BnB has rebranded, welcome to Stay Bubo!

Rest assured, we're the same great team, just a new name.

To our valued guests and partners: Thank you. You are, and always will be, the force that drives the Stay Bubo team.

10/01/2023

October is knocking on the door… and that means our annual day of festivaling is just around the corner! Mark those calendars—Sunday, October 22nd… here on the Avenue. We can’t wait to see you.

10/01/2023

🦀🦀🦀

10/01/2023

Anne Arundel County is located in central Maryland and surrounds the city of Annapolis. It is one of the most populous counties in Maryland and is known for its diverse communities, including suburban, rural, and waterfront areas.
The county has a strong connection to the Chesapeake Bay, with many residents enjoying boating, fishing, and other recreational activities on the bay and its tributaries.

08/02/2023

08/02/2023

Enjoy a shake at Chick and Ruth's!
Whether it's deli sandwiches, crab cakes, or their famous milkshakes, you can't come to Annapolis without making a visit to Chick and Ruth's at least once. Opened in 1965, this is as iconic as it gets for foodies in Annapolis, both for quality and portion size.
If you think you've got the stomach to take down a six-pound milkshake, you can win a free T-shirt by successfully completing the challenge. Even without the challenge, you need to have at least one meal here before you leave Annapolis. 🍨