Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Westhampton Beach, New York
In Westhampton Beach, New York, guests can find a diverse range of Airbnb accommodations to suit various preferences and budgets. Options include luxurious beachfront homes offering stunning ocean views and direct beach access, perfect for those seeking a high-end, relaxing getaway. There are also charming cottages and quaint bungalows nestled in quiet neighborhoods, providing a cozy and intimate atmosphere for couples or small families. For larger groups, spacious multi-bedroom houses with modern amenities and private pools are available, ideal for family reunions or group vacations. Additionally, guests can opt for stylish apartments or guest suites located closer to the village center, offering convenient access to local shops, restaurants, and cultural attractions. Whether seeking a serene retreat or a vibrant local experience, Westhampton Beach's Airbnb offerings cater to a wide array of tastes and needs.
In Westhampton Beach, New York, short-term rentals, such as those offered through platforms like Airbnb, are subject to specific regulations. The village requires property owners to obtain a rental permit for short-term rentals, which are defined as rentals of less than 30 consecutive days. The permit process includes safety inspections and adherence to occupancy limits. Additionally, there are restrictions on the number of days a property can be rented out on a short-term basis annually. Regarding taxes, hosts are required to collect and remit a hotel or occupancy tax, which is typically a percentage of the rental income. Compliance with these regulations is crucial for property owners to avoid fines and ensure the legality of their rental operations.
Managing an Airbnb in West Wardsboro, Vermont, involves several key tasks to ensure a smooth operation and a positive guest experience. First, property maintenance is crucial, including regular cleaning, landscaping, and addressing any repairs promptly, especially given the region's seasonal weather changes. Effective communication with guests is essential, from handling inquiries and bookings to providing detailed check-in instructions and local recommendations. Marketing the property through appealing listings and high-quality photos can help attract more visitors, particularly during peak seasons like winter for skiing and summer for hiking. Additionally, managing pricing strategies to remain competitive while maximizing occupancy rates is important. Compliance with local regulations and tax requirements is also necessary to avoid any legal issues. Overall, attention to detail and proactive management are key to running a successful Airbnb in this picturesque Vermont location.
Westhampton Beach, New York, offers several appealing areas for Airbnb stays, each with its unique charm. The village center is a popular choice, providing easy access to boutique shops, restaurants, and the beautiful beaches that define the Hamptons experience. Staying near Dune Road offers stunning ocean views and proximity to the beach, ideal for those looking to enjoy sun and surf. For a more tranquil setting, the areas around Moriches Bay provide a peaceful retreat with opportunities for kayaking and enjoying nature. Each of these areas offers a blend of relaxation and convenience, making them excellent choices for visitors to Westhampton Beach.
Westfield, Vermont, offers a promising Airbnb investment opportunity due to its picturesque rural setting and proximity to popular attractions in the Northeast Kingdom. The area's natural beauty, including the nearby Jay Peak Resort, attracts outdoor enthusiasts year-round for skiing, hiking, and other recreational activities. The demand for short-term rentals is bolstered by visitors seeking a peaceful retreat in a quintessential Vermont landscape. Additionally, Westfield's small-town charm and community-oriented atmosphere appeal to travelers looking for authentic, off-the-beaten-path experiences. Investors can capitalize on the growing trend of eco-tourism and the desire for unique, nature-focused accommodations, making Westfield a potentially lucrative market for Airbnb investments.
As of the latest data, Westerly, Rhode Island, has seen a steady performance in its Airbnb market, with average revenues reflecting its appeal as a coastal destination. The town's proximity to popular beaches and attractions like Watch Hill and Misquamicut State Beach contributes to its attractiveness for short-term rentals. On average, Airbnb hosts in Westerly can expect to earn a moderate income, with peak revenues typically occurring during the summer months when tourism is at its highest. The seasonal nature of the market means that hosts often experience fluctuations in occupancy and pricing, with summer rates significantly higher compared to the off-season. Overall, Westerly's Airbnb market benefits from its scenic location and seasonal tourist influx, making it a viable option for hosts looking to capitalize on the area's natural charm.
Westhampton Beach, New York, experiences a fluctuating Airbnb occupancy rate that is heavily influenced by its seasonal appeal as a summer destination. During the peak summer months, from June to August, occupancy rates tend to be high, often reaching near full capacity, as tourists flock to the area for its beaches, outdoor activities, and proximity to the Hamptons. This period sees a surge in demand, leading to higher rental prices and increased competition for available properties. In contrast, the off-peak months, particularly from late fall through early spring, witness a significant drop in occupancy rates as the tourist influx diminishes and the weather becomes less conducive to beach-related activities. Consequently, hosts may lower prices or offer promotions to attract guests during these quieter months. Overall, the Airbnb market in Westhampton Beach is characterized by its strong seasonality, with a clear distinction between the bustling summer season and the more subdued off-season.
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.