Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Brewster, Massachusetts
Brewster, Massachusetts, offers a variety of Airbnb accommodations that cater to diverse preferences and needs. Visitors can find charming Cape Cod-style cottages that exude a classic New England charm, often featuring cozy interiors and picturesque surroundings. For those seeking a more luxurious experience, there are spacious beachfront homes with stunning ocean views and modern amenities. Additionally, Brewster hosts quaint bed-and-breakfasts that provide a more intimate and personalized stay, often with homemade breakfasts and local insights. Guests can also opt for unique stays such as converted barns or historic homes that offer a glimpse into the area's rich history. Whether travelers are looking for a romantic getaway, a family vacation spot, or a peaceful retreat, Brewster's Airbnb options provide a welcoming and comfortable base for exploring the scenic beauty of Cape Cod.
In Brewster, Massachusetts, short-term rentals, including those listed on platforms like Airbnb, are subject to specific regulations and taxes. Hosts are required to register their properties with the town and comply with local zoning laws, which may restrict the number of days a property can be rented or limit the number of guests. Additionally, short-term rentals in Brewster are subject to the Massachusetts state lodging tax, which includes a 5.7% state tax, a 6% local option tax, and a 2.75% Cape Cod and Islands Water Protection Fund tax. Hosts must ensure they collect and remit these taxes appropriately. Compliance with health and safety standards, such as smoke detectors and carbon monoxide alarms, is also mandatory to ensure guest safety.
Managing an Airbnb in Brewster, Massachusetts, involves several key tasks to ensure a successful operation. Hosts need to focus on maintaining the property to meet high cleanliness and comfort standards, 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. Marketing the property through appealing listings and competitive pricing strategies is essential to attract bookings, especially during peak tourist seasons. Additionally, understanding and complying with local regulations and tax requirements is necessary to avoid legal issues. Finally, gathering and responding to guest feedback can help improve the guest experience and enhance the property's reputation.
Brewster, Massachusetts, offers a charming and serene Cape Cod experience, making it an ideal destination for an Airbnb stay. The best areas to consider include the picturesque Brewster Flats, known for its stunning tidal flats and proximity to Cape Cod Bay, providing a tranquil setting with beautiful sunsets. Staying near Main Street offers easy access to quaint shops, local eateries, and the historic Brewster General Store, perfect for those who enjoy a blend of convenience and charm. Additionally, the area around Nickerson State Park is ideal for nature enthusiasts, offering opportunities for hiking, biking, and enjoying freshwater ponds. Each of these areas provides a unique taste of Brewster's natural beauty and small-town charm, ensuring a memorable stay.
Brewster, Massachusetts, located on Cape Cod, is an attractive market for Airbnb investment due to its charming coastal setting, historical appeal, and year-round tourist attractions. The town offers a mix of beautiful beaches, nature trails, and cultural sites, such as the Cape Cod Museum of Natural History and the Stony Brook Grist Mill, which draw visitors throughout the year. The demand for short-term rentals is bolstered by the area's popularity as a summer destination, with families and couples seeking vacation homes near the ocean. Additionally, Brewster's quaint New England charm and proximity to other Cape Cod attractions make it a desirable location for travelers looking for a peaceful retreat. Investors can benefit from the strong seasonal rental market, with potential for high occupancy rates during peak tourist seasons.
Brewster, Massachusetts, a charming town on Cape Cod, has seen a steady demand for Airbnb rentals, largely due to its picturesque landscapes and proximity to popular attractions. The average Airbnb revenue in Brewster varies depending on the season, with peak earnings typically occurring during the summer months when tourism is at its highest. Hosts in Brewster can expect to earn a moderate income, with properties that offer unique amenities or are located near the beach generally commanding higher rates. Overall, while not as high as in major urban centers, the Airbnb market in Brewster provides a reliable supplementary income for property owners, especially those who capitalize on the town's seasonal influx of visitors.
Brewster, Massachusetts, located on Cape Cod, experiences a highly seasonal occupancy rate for Airbnbs, with peak demand occurring during the summer months from June to August. During this period, occupancy rates can soar as high as 80-90% due to the influx of tourists seeking beach vacations and outdoor activities. The shoulder seasons of spring and fall see moderate occupancy, typically ranging from 50-70%, as visitors are drawn to the area's natural beauty and milder weather. In contrast, the winter months witness a significant drop in occupancy, often falling below 30%, as colder temperatures and fewer attractions lead to decreased tourist activity. This seasonality reflects the broader tourism trends of Cape Cod, where summer remains the most popular time for visitors.
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.
