Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Roxbury Crossing, Massachusetts
Roxbury Crossing, Massachusetts, offers a diverse range of Airbnb accommodations that cater to various preferences and budgets. Visitors can find charming private rooms in historic brownstones, providing a cozy and authentic Boston experience. For those seeking more privacy, entire apartments and condos are available, often featuring modern amenities and stylish decor. Some listings highlight proximity to local attractions, public transportation, and universities, making them ideal for both tourists and business travelers. Additionally, unique stays such as artist lofts or eco-friendly homes can be found, appealing to guests looking for a distinctive and sustainable lodging option. Overall, Roxbury Crossing's Airbnb offerings provide a blend of comfort, convenience, and character, suitable for a wide array of travelers.
As of the latest information, Roxbury Crossing, Massachusetts, falls under the jurisdiction of Boston's regulations for short-term rentals like Airbnb. In Boston, hosts are required to register their properties with the city and pay an annual fee. The regulations distinguish between different types of short-term rentals, such as owner-occupied units and investor units, with specific rules for each category. Hosts must adhere to occupancy limits and ensure their listings comply with safety and building codes. Additionally, short-term rental operators in Boston are subject to a state-mandated room occupancy excise tax, which includes a 5.7% state tax, a 6% local option tax, and a 2.75% convention center financing fee. These taxes are typically collected and remitted by the hosting platform, such as Airbnb, on behalf of the hosts.
Managing an Airbnb in Roxbury Crossing, Massachusetts, involves several key tasks to ensure a successful operation. First, property owners need to maintain a clean and welcoming environment, which includes regular cleaning, restocking essentials, and ensuring all amenities are in working order. Effective communication with guests is crucial, from promptly responding to inquiries and booking requests to providing clear check-in and check-out instructions. Additionally, property managers should optimize the listing by using high-quality photos and detailed descriptions to attract potential guests. Staying informed about local regulations and compliance requirements is essential to avoid legal issues. Finally, implementing a dynamic pricing strategy can help maximize occupancy rates and revenue, taking into account local events and seasonal demand fluctuations.
Roxbury Crossing, Massachusetts, is a vibrant neighborhood in Boston that offers a mix of cultural diversity, historical significance, and modern amenities, making it an appealing area for Airbnb stays. The neighborhood is well-connected by public transportation, particularly the Orange Line, providing easy access to downtown Boston and other parts of the city. Visitors can explore local attractions such as the Museum of the National Center of Afro-American Artists and the nearby Franklin Park, which offers ample green space and recreational activities. Roxbury Crossing is also close to the Longwood Medical Area, making it convenient for those visiting the hospitals or universities in the vicinity. The area boasts a variety of dining options, from local eateries to international cuisine, reflecting its rich cultural tapestry. Overall, Roxbury Crossing offers a unique blend of urban convenience and cultural richness, ideal for travelers seeking an authentic Boston experience.
Roxbury Crossing, Massachusetts, presents a promising opportunity for Airbnb investment due to its strategic location and vibrant community. Situated near major educational institutions like Northeastern University and the Longwood Medical Area, the neighborhood attracts a steady stream of students, professionals, and visitors. Its proximity to downtown Boston and accessible public transportation options enhance its appeal to tourists seeking a convenient and affordable stay. The area's rich cultural diversity and historical significance add to its charm, making it an attractive destination for guests. With a growing demand for short-term rentals and a supportive local community, Roxbury Crossing offers a compelling market for Airbnb investors looking to capitalize on the area's dynamic and evolving landscape.
As of the latest data, the average Airbnb revenue for properties in Roxbury Crossing, Massachusetts, reflects a moderate yet promising market for short-term rentals. This area, being in close proximity to Boston, benefits from its accessibility to major universities, hospitals, and cultural attractions, which drives demand for temporary accommodations. Hosts in Roxbury Crossing typically see a steady stream of bookings, particularly during peak tourist seasons and academic events. The average monthly revenue for Airbnb listings in this neighborhood can vary significantly based on factors such as property size, amenities, and location within the area, but generally, hosts can expect to earn a competitive income compared to other Boston neighborhoods. This makes Roxbury Crossing an attractive option for both new and experienced Airbnb hosts looking to capitalize on the area's strategic location and diverse visitor base.
Roxbury Crossing, Massachusetts, experiences a moderate occupancy rate for Airbnbs, with fluctuations largely influenced by the academic calendar and local events. The area, being in close proximity to several universities and colleges, sees increased demand during the academic year, particularly from September to May, as students and visiting families seek short-term accommodations. Additionally, the summer months can also see a rise in occupancy due to tourists exploring Boston's historical and cultural attractions. However, the winter months, especially January and February, tend to have lower occupancy rates due to colder weather and fewer events drawing visitors to the area. Overall, the seasonality in Roxbury Crossing reflects a blend of academic and tourism-driven demand.
Why Choose Checkmate Rentals?
![]() | Other Property Managers | |
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Cost | Starting at 15% fee | 25-40% fee |
Guest Communications | Guest response within 10 minutes, 24 hours a day | Sporadic guest communications |
Host Communications | Designated host call in phone line | Bot response assistants |
Insurance | Full damage protection for every reservation | Unreliable insurance coverage |
Contract | No annual agreements | Contract lock-ins |
Checkmate Rentals

Attract Guests
List on top booking sites
Optimize listings for SEO
Feature show-stopping photos
Competitive, dynamic pricing
Mangage Operations
Tailored pricing algorithms
24/7 guest service
Reliable, professional cleaning
Restocking & inventory management
Maintenance coordination


Host Care
Unlimited owner stays
Flexible contract options
East to use host portal
Set it and forget it billing
Exclusive insurance discounts via our partner network
Get in touch with us.

Checkmate Rentals is a full-service property manager. That means the Airbnb listing, the home, the guest and the work is our responsibility.
Local Team Support
Know that you have a friendly, accessible team right up the road to handle any property needs.
Guest Screenings
Book only the most qualified guests 25 and over who’ll enjoy your home the right way.
Unlimited Owner Use
Block off your vacation days with ease, and enjoy your home as often as you want.
Reliable Property Maintenance
Keep your home running smoothly around the clock with a fast, reliable maintenance team.
Transparent Finances
Transparent Finances Booking payouts get paid directly to you for full financial transparency. We never handle your money.
Fast 24/7 Guest Communication
Make every guest feel cared for with industry best response times of 1-15 minutes day and night.
Marketing
Target, attract & book qualified guests with photography, email marketing, and optimized listings.
Revenue Management
Get the competitive edge with dynamic pricing and rates optimized daily by your pricing manager.

Ready to make the jump?
Let's get started! Schedule a call today to learn more about Checkmate Rentals.