Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Nantucket, Massachusetts
Nantucket, Massachusetts, offers a diverse range of Airbnb accommodations that cater to various preferences and budgets. Visitors can choose from charming historic cottages that reflect the island's rich maritime heritage, often featuring classic shingle-style architecture and cozy interiors. For those seeking a more luxurious experience, there are upscale homes and estates with modern amenities, ocean views, and private beach access. Additionally, quaint bed-and-breakfasts provide a more intimate and personalized stay, while centrally located apartments and condos offer convenience for exploring the island's shops, restaurants, and attractions. Whether guests are looking for a romantic getaway, a family vacation, or a solo retreat, Nantucket's Airbnb options provide a unique and memorable experience.
In Nantucket, Massachusetts, short-term rentals, including those listed on platforms like Airbnb, are subject to specific regulations and taxes. Property owners must register their rental properties with the town and comply with local zoning laws, which may restrict the number of days a property can be rented or the number of guests allowed. Additionally, short-term rentals are subject to the Massachusetts state lodging tax, which is 5.7%, and a local option tax that Nantucket has set at 6%. There is also a 2.75% Cape and Islands Water Protection Fund tax applied to short-term rentals. These taxes are typically collected by the rental platform and remitted to the state and local authorities. Property owners must ensure compliance with all registration, zoning, and tax requirements to legally operate short-term rentals in Nantucket.
Managing an Airbnb in Nantucket, Massachusetts, involves several key responsibilities to ensure a successful operation. Hosts need to focus on maintaining the property to meet the high standards expected by guests, which includes regular cleaning, maintenance, and timely repairs, especially given the island's coastal climate. Effective communication with guests is crucial, from providing clear check-in instructions to being responsive to inquiries and issues during their stay. Additionally, managing bookings efficiently to maximize occupancy during the peak tourist season, while adhering to local regulations and zoning laws, is essential. Marketing the property through appealing listings and leveraging positive reviews can help attract more guests. Lastly, understanding and implementing sustainable practices can enhance the property's appeal, given the growing interest in eco-friendly travel options.
Nantucket, Massachusetts, offers several charming areas for an Airbnb stay, each with its unique appeal. The historic Downtown area is ideal for those who want to be in the heart of the action, with cobblestone streets, boutique shops, and a vibrant dining scene. For a more tranquil experience, consider staying in Siasconset, known for its picturesque rose-covered cottages and stunning coastal views. Madaket is perfect for beach lovers, offering beautiful sunsets and a laid-back atmosphere. Meanwhile, Brant Point provides easy access to beaches and the iconic Brant Point Lighthouse, making it a great choice for families. Each area offers a distinct taste of Nantucket's charm, ensuring a memorable stay.
Nantucket, Massachusetts, is a prime market for investing in Airbnb properties due to its status as a popular vacation destination known for its charming coastal scenery, historic architecture, and upscale amenities. The island attracts a steady stream of affluent visitors, particularly during the summer months, which drives high demand for short-term rentals. Properties in Nantucket can command premium rental rates, especially those located near beaches, the downtown area, or with ocean views. The limited availability of accommodations on the island further enhances the potential for strong occupancy rates and lucrative returns. However, investors should be mindful of the seasonal nature of the market and local regulations that may impact short-term rental operations.
Nantucket, Massachusetts, is a popular vacation destination known for its charming coastal scenery and historic architecture, which contributes to its robust Airbnb market. The average Airbnb revenue in Nantucket can vary significantly depending on the season, with peak earnings typically occurring during the summer months when tourism is at its highest. During this period, hosts can command premium prices due to high demand, often resulting in substantial monthly revenues. Conversely, in the off-season, revenues tend to decrease as visitor numbers dwindle. Overall, Nantucket's Airbnb market is characterized by its seasonal fluctuations, with hosts capitalizing on the island's allure to maximize their earnings during the busy summer months.
Nantucket, 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 soar as tourists flock to the island for its beaches, historic charm, and cultural events. This period often sees occupancy rates reaching near full capacity, with many properties booked well in advance. In contrast, the off-season months, especially from late fall through early spring, witness a significant drop in occupancy as the island's harsh weather and limited accessibility deter visitors, resulting in much lower demand and availability. This pronounced seasonality reflects the island's reliance on summer tourism, with property owners often adjusting pricing and availability to capitalize on the high demand during the warmer months.
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.