Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Chatham, Massachusetts
In Chatham, Massachusetts, guests can find a variety of Airbnb accommodations that cater to different preferences and group sizes. Options range from charming, historic Cape Cod-style cottages and quaint beachside bungalows to modern, luxurious homes with stunning ocean views. Many of these properties offer amenities such as private beach access, outdoor decks, and spacious yards, perfect for enjoying the coastal scenery. For those seeking a more unique experience, there are also converted barns and rustic cabins available. Whether visitors are looking for a romantic getaway, a family vacation spot, or a group retreat, Chatham's Airbnb offerings provide a diverse selection to suit various tastes and budgets.
In Chatham, 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 rentals in certain residential areas. Additionally, short-term rental operators must collect and remit a state room occupancy excise tax of 5.7%, a local option room occupancy tax of up to 6%, and a Cape Cod and Islands Water Protection Fund tax of 2.75%. These taxes are intended to level the playing field between traditional lodging establishments and short-term rentals while generating revenue for local infrastructure and environmental projects. Compliance with these regulations is crucial for hosts to avoid penalties and ensure their operations are legal.
Managing an Airbnb in Chatham, Massachusetts, involves several key tasks to ensure a successful and smooth operation. First, property owners need to focus on maintaining the property to meet high cleanliness and aesthetic standards, as Chatham is a popular tourist destination known for its charming coastal appeal. This includes regular cleaning, landscaping, and timely repairs. Effective marketing is crucial, requiring high-quality photos and engaging descriptions to attract potential guests. Additionally, managing bookings and guest communications promptly is essential to provide excellent customer service and secure positive reviews. Compliance with local regulations and tax requirements is also necessary to avoid legal issues. Finally, offering personalized touches, such as local guides or welcome packages, can enhance the guest experience and encourage repeat visits.
Chatham, Massachusetts, offers a charming and picturesque setting for an Airbnb stay, with several appealing areas to consider. The downtown area is ideal for those who want to be close to boutique shops, local restaurants, and cultural attractions like the Chatham Railroad Museum and the Chatham Orpheum Theater. Staying near Lighthouse Beach provides stunning ocean views and easy access to the iconic Chatham Lighthouse, perfect for beach lovers and those seeking a serene coastal experience. For a more tranquil and nature-focused stay, South Chatham offers proximity to the Monomoy National Wildlife Refuge and scenic walking trails. Each area provides a unique blend of Chatham's quintessential Cape Cod charm, making any choice a delightful experience.
Chatham, Massachusetts, is a promising market for investing in Airbnb properties due to its picturesque coastal charm and popularity as a summer vacation destination. Located on Cape Cod, Chatham attracts tourists with its beautiful beaches, historic lighthouses, and quaint New England architecture. The town's vibrant summer tourism season, coupled with its appeal for off-season getaways, provides a steady stream of potential guests. Additionally, Chatham's upscale reputation and limited accommodation options can allow for premium pricing on short-term rentals. Investors should consider properties with proximity to the beach and local attractions to maximize occupancy rates and returns.
Chatham, Massachusetts, a picturesque town on Cape Cod, has become a popular destination for travelers seeking charming coastal experiences, which is reflected in the average Airbnb revenue for hosts in the area. The town's unique blend of historic charm, beautiful beaches, and vibrant local culture attracts a steady stream of visitors, particularly during the peak summer months. As a result, Airbnb hosts in Chatham typically see higher revenues during this period, with many properties commanding premium rates due to their desirable locations and amenities. On average, hosts in Chatham can expect to earn a moderate to high income from their rentals, with variations depending on factors such as property size, proximity to the beach, and the level of luxury offered. Overall, the Airbnb market in Chatham is robust, benefiting from the town's appeal as a quintessential New England getaway.
Chatham, Massachusetts, experiences a highly seasonal occupancy rate for Airbnbs, largely driven by its appeal as a summer vacation destination. During the peak summer months, particularly from June to August, occupancy rates are typically high, often exceeding 80%, as tourists flock to enjoy the coastal charm, beaches, and outdoor activities. The shoulder seasons of spring and fall see moderate occupancy, with rates generally ranging from 40% to 60%, as visitors take advantage of milder weather and fewer crowds. In contrast, the winter months witness a significant drop in occupancy, often falling below 30%, as colder temperatures and off-season conditions deter many travelers. This seasonal fluctuation reflects Chatham's reliance on its natural attractions and seasonal events to draw 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.
