Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Brookline, Massachusetts
Brookline, Massachusetts, offers a diverse range of Airbnb accommodations that cater to various preferences and budgets. Visitors can find charming historic homes and brownstones that reflect the area's classic New England architecture, often featuring cozy interiors and period details. For those seeking modern comforts, there are contemporary apartments and condos equipped with the latest amenities, ideal for both short and extended stays. Additionally, Brookline boasts a selection of quaint guesthouses and private rooms within larger homes, providing a more intimate and personalized experience. Many of these accommodations are conveniently located near public transportation, making it easy for guests to explore the greater Boston area while enjoying the suburban charm and tree-lined streets of Brookline.
In Brookline, Massachusetts, short-term rentals, such as those listed on Airbnb, are subject to specific regulations. Hosts must register their properties with the town and obtain a certificate of registration, which must be renewed annually. The town imposes a limit on the number of days a property can be rented out short-term, typically capping it at 90 days per year if the host is not present. Additionally, hosts are required to comply with safety and health standards, including having smoke detectors and fire extinguishers. In terms of taxes, short-term rentals in Brookline are subject to the Massachusetts state room occupancy excise tax, which is 5.7%, along with a local option tax of up to 6%, and a 2.75% convention center financing fee, applicable in certain areas. Hosts are responsible for collecting and remitting these taxes to the appropriate authorities.
Managing an Airbnb in Brookline, Massachusetts, involves several key tasks to ensure a smooth operation and positive guest experience. Hosts need to maintain the property in excellent condition, which includes regular cleaning, restocking essentials, and addressing any maintenance issues promptly. Effective communication with guests is crucial, from providing clear check-in instructions to being responsive to inquiries and concerns. Hosts should also optimize their listing by keeping the calendar updated, setting competitive pricing, and enhancing the property's appeal with high-quality photos and detailed descriptions. Additionally, understanding and complying with local regulations and zoning laws specific to short-term rentals in Brookline is essential to avoid legal issues. Engaging with the local community and being aware of seasonal demand fluctuations can further enhance the success of an Airbnb in this area.
Brookline, Massachusetts, offers several charming neighborhoods ideal for an Airbnb stay, each with its unique appeal. Coolidge Corner is a popular choice, known for its vibrant atmosphere, historic architecture, and a variety of shops, cafes, and restaurants. It's also conveniently located near public transportation, making it easy to explore Boston. Brookline Village offers a quaint, small-town feel with tree-lined streets and a mix of local boutiques and eateries, perfect for those seeking a quieter stay. For a more upscale experience, consider staying in the Chestnut Hill area, which boasts beautiful homes and proximity to the Chestnut Hill Reservoir and The Street, an outdoor shopping center. Each of these areas provides a distinct taste of Brookline's charm and easy access to the broader Boston area.
Brookline, Massachusetts, presents a promising Airbnb investment opportunity due to its strategic location and vibrant community. Nestled adjacent to Boston, it offers easy access to the city's attractions while maintaining a quieter, suburban charm that appeals to a diverse range of visitors, including families, professionals, and students. The town is known for its historic architecture, tree-lined streets, and cultural amenities, such as the Coolidge Corner Theatre and Larz Anderson Park, which enhance its appeal as a tourist destination. Additionally, Brookline's proximity to major universities and medical centers ensures a steady influx of visitors year-round. The local regulations are relatively favorable for short-term rentals, though it's crucial for investors to stay updated on any changes. Overall, Brookline's blend of urban convenience and suburban tranquility makes it an attractive market for Airbnb investments.
Brookline, Massachusetts, a suburban town adjacent to Boston, has a thriving Airbnb market characterized by a diverse range of rental options, from cozy apartments to spacious family homes. The average Airbnb revenue in Brookline varies significantly depending on factors such as location, property size, and amenities offered. Generally, hosts in Brookline can expect to earn a moderate to high income, with properties closer to public transportation and popular attractions like Coolidge Corner and the Longwood Medical Area typically generating higher revenues. Seasonal fluctuations also impact earnings, with peak tourist seasons, such as summer and fall, often bringing increased bookings and higher nightly rates. Overall, Brookline's proximity to Boston and its charming, residential appeal make it a desirable location for Airbnb guests, contributing to a robust rental market.
Brookline, Massachusetts, experiences a relatively high occupancy rate for Airbnbs, largely due to its proximity to Boston and its appeal as a residential area with a suburban feel. The occupancy rate tends to peak during the late spring and summer months, from May to August, when tourists flock to the Greater Boston area to enjoy its historical sites, cultural events, and educational institutions. Additionally, the fall season, particularly September and October, sees another surge in occupancy as visitors come for the vibrant foliage and various academic events associated with the start of the school year. Conversely, the winter months, especially January and February, typically see a dip in occupancy rates due to colder weather and fewer tourist activities, although some demand persists due to business travel and local events.
Why Choose Checkmate Rentals?
Other Property Managers | ||
---|---|---|
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 |
What you get with Checkmate Rentals
Attract Guests

Listing on all top booking sites
Targeted digital marketing
High-definition photography
Custom copywriting
Manage Details

Dynamic rate-setting technology
Dedicated reservation agents
24/7 guest service
Consistent, professional cleaning
Stocking guest amenities
Payment processing
Take Care of You

Unlimited owner holds
No fixed contracts
Local staff in every market
Inspections and regular maintenance
Guest screening
Optional short-term rental insurance
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.
Direct Bookings
Earn more year after year as guests book their stay directly on our website.
Housekeeping
Make the perfect first impression with wall-to-wall cleanings before guests arrive.
Inspections
Know your property is guest-ready is top-to-bottom inspections after every booking.
Guest Damage Coverage
Save more when you let us cover accidental guest damage coverage up to $3k.
Smart Home Management
We manage your digital locks & noise monitoring tech in your home.
Fast Listings
Get your home fully listed and ready for guests in as little as 3 days.
Automated Touchpoints
Give guests a seamless experience with automated touchpoints from booking to checkout.
Owner Portal
Stay in the loop on your property with our easy-to-use owner portal that lets you check everything you need.
