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Find Your Airbnb InvestmentInvesting in Airbnb properties in Easton, Maryland, presents a promising opportunity, largely due to its charming small-town appeal, historic significance, and proximity to the Chesapeake Bay. Current market conditions in Easton are characterized by a steady demand for short-term rentals, fueled by tourists seeking a quiet escape, cultural experiences, and access to outdoor activities. Tourism trends indicate consistent visitation throughout the year, with peak seasons often coinciding with local events, art festivals, and sailing regattas. Property values in Easton have shown consistent growth, reflecting its desirability as both a residential and a vacation destination. While the initial investment might be significant, the potential for strong rental income, especially from visitors drawn to the town's unique character and waterfront attractions, makes it an attractive venture. The investment potential is further enhanced by Easton's role as a regional hub for the arts and its charming downtown, which continues to draw visitors looking for an authentic Maryland experience.
Based on available market data and regional analysis, Airbnb hosts in Easton, Maryland typically earn between $1,200 to $3,500 per month, with waterfront properties and those near downtown commanding premium rates of $150-250 per night while standard residential properties average $80-140 nightly. Seasonal variations show peak earnings during summer months when revenue can increase by 40-60% due to Chesapeake Bay tourism and sailing activities, while winter months typically see a 25-35% decrease in bookings and rates. Spring and fall shoulder seasons maintain moderate performance with average occupancy rates around 65-70%. Key factors significantly affecting earnings include proximity to the Tred Avon River and waterfront access, property size and amenities, distance from historic downtown Easton, availability during peak crab season and boating months, and competition from local bed-and-breakfasts and hotels. Properties offering boat slips, kayak access, or water views consistently outperform inland locations by 30-50%, while those within walking distance of restaurants and shops on Washington Street maintain higher year-round occupancy rates averaging 15-20% above suburban listings.
Airbnb investments in Easton, Maryland typically generate ROI between 8-12% annually, with properties averaging $150-200 per night during peak summer and fall seasons when tourism peaks due to the town's waterfront location and proximity to Chesapeake Bay attractions. The payback period for initial investment generally ranges from 7-10 years, depending on property acquisition costs which average $300,000-450,000 for suitable rental properties in desirable neighborhoods near the historic downtown or waterfront areas. Compared to traditional long-term rentals in Easton that yield approximately 6-8% ROI with monthly rents averaging $1,200-1,800, short-term rentals can outperform by 2-4 percentage points annually, though they require significantly more active management and face seasonal occupancy fluctuations with winter months seeing 40-50% lower booking rates. Properties within walking distance of the Tred Avon River or downtown restaurants and shops command premium rates and achieve occupancy rates of 65-75% annually, while those in suburban locations typically see 50-60% occupancy with correspondingly lower nightly rates of $100-140.
Airbnb occupancy rates in Easton, Maryland typically average around 55-65% annually, with significant seasonal variation driven by the town's location on the Eastern Shore and its appeal as a waterfront destination. Peak season runs from May through September, with occupancy rates climbing to 75-85% during summer months, particularly July and August when tourists flock to the Chesapeake Bay area for boating, fishing, and the famous Waterfowl Festival in November which creates a secondary peak at 70-75% occupancy. Winter months see occupancy drop to 35-45% as tourism slows considerably. Easton's rates generally outperform the Maryland state average of approximately 60% due to its unique position as a historic Eastern Shore destination, though it falls slightly below national Airbnb averages of 65-70% because of its seasonal nature and smaller market size compared to major metropolitan areas. The town benefits from weekend getaway traffic from Washington D.C. and Baltimore, maintaining stronger occupancy during shoulder seasons in spring and fall compared to more remote rural markets.
The downtown Historic District offers the strongest Airbnb potential with its walkable access to restaurants, shops, and the Avalon Theatre, attracting tourists willing to pay premium rates of $150-200 per night for authentic colonial charm. The Waterfront/Port Street area commands high pricing power due to direct water access and marina proximity, appealing to boating enthusiasts and romantic getaway seekers paying $180-250 nightly. South Washington Street provides excellent value with large Victorian homes near downtown attractions, offering strong occupancy rates from families and groups at $120-180 per night. The Goldsborough Street corridor attracts business travelers and weekend visitors with easy access to both downtown and Route 50, maintaining steady $100-150 nightly rates. West End neighborhoods near Idlewild Park appeal to families visiting for youth sports tournaments and outdoor activities, generating consistent bookings at $90-140 per night. The Aurora Street area offers affordable entry points for investors while still providing walkable access to downtown amenities, typically earning $80-130 nightly with strong local demand. Finally, properties near the Tred Avon River south of downtown capture the waterfront premium while offering more space and parking, attracting longer-stay guests at $140-200 per night who value privacy with water views.
Easton, Maryland requires short-term rental operators to obtain a business license and register their properties with the city, typically costing between $50-100 annually. Properties are generally limited to 8-10 occupants maximum with parking requirements of one space per bedroom plus one additional space. Owner-occupancy is not required for most short-term rentals, though some residential zones may have restrictions on the percentage of properties that can operate as STRs within a given area. Short-term rentals are primarily permitted in commercial and mixed-use zones, with conditional use permits required in certain residential districts. The registration process involves submitting property details, proof of insurance, emergency contact information, and compliance with fire safety codes. Recent changes have included stricter noise ordinances, mandatory posting of house rules regarding quiet hours (typically 10 PM to 8 AM), and enhanced penalties for violations. Properties must maintain liability insurance of at least $500,000 and provide 24-hour contact information for guests and neighbors. The city has also implemented a complaint tracking system and may revoke permits after multiple violations, with renewal required annually along with updated safety inspections.
Short-term rentals in Easton, Maryland are subject to several fees and taxes including Maryland's state sales tax of 6% on rental income, Talbot County's local hotel/motel tax of approximately 3-5%, and potential municipal lodging taxes that can range from 2-4% depending on specific local ordinances. Property owners typically need to obtain a short-term rental permit which costs approximately $150-300 annually, along with initial registration fees of around $75-150. Business license requirements may add another $50-100 per year, and some properties may need special use permits costing $200-500 depending on zoning. Additional costs can include fire safety inspections at $100-200 annually and potential homeowners association fees if applicable. The total tax burden on short-term rental income generally ranges from 11-15% when combining state, county, and local taxes, while annual regulatory costs typically fall between $300-800 per property depending on specific requirements and property characteristics.
Investing in Airbnb properties in Easton, Maryland, presents a promising opportunity, largely due to its charming small-town appeal, historic significance, and proximity to the Chesapeake Bay. Current market conditions in Easton are characterized by a steady demand for short-term rentals, fueled by tourists seeking a quiet escape, cultural experiences, and access to outdoor activities. Tourism trends indicate consistent visitation throughout the year, with peak seasons often coinciding with local events, art festivals, and sailing regattas. Property values in Easton have shown consistent growth, reflecting its desirability as both a residential and a vacation destination. While the initial investment might be significant, the potential for strong rental income, especially from visitors drawn to the town's unique character and waterfront attractions, makes it an attractive venture. The investment potential is further enhanced by Easton's role as a regional hub for the arts and its charming downtown, which continues to draw visitors looking for an authentic Maryland experience.
Based on available market data and regional analysis, Airbnb hosts in Easton, Maryland typically earn between $1,200 to $3,500 per month, with waterfront properties and those near downtown commanding premium rates of $150-250 per night while standard residential properties average $80-140 nightly. Seasonal variations show peak earnings during summer months when revenue can increase by 40-60% due to Chesapeake Bay tourism and sailing activities, while winter months typically see a 25-35% decrease in bookings and rates. Spring and fall shoulder seasons maintain moderate performance with average occupancy rates around 65-70%. Key factors significantly affecting earnings include proximity to the Tred Avon River and waterfront access, property size and amenities, distance from historic downtown Easton, availability during peak crab season and boating months, and competition from local bed-and-breakfasts and hotels. Properties offering boat slips, kayak access, or water views consistently outperform inland locations by 30-50%, while those within walking distance of restaurants and shops on Washington Street maintain higher year-round occupancy rates averaging 15-20% above suburban listings.
Airbnb investments in Easton, Maryland typically generate ROI between 8-12% annually, with properties averaging $150-200 per night during peak summer and fall seasons when tourism peaks due to the town's waterfront location and proximity to Chesapeake Bay attractions. The payback period for initial investment generally ranges from 7-10 years, depending on property acquisition costs which average $300,000-450,000 for suitable rental properties in desirable neighborhoods near the historic downtown or waterfront areas. Compared to traditional long-term rentals in Easton that yield approximately 6-8% ROI with monthly rents averaging $1,200-1,800, short-term rentals can outperform by 2-4 percentage points annually, though they require significantly more active management and face seasonal occupancy fluctuations with winter months seeing 40-50% lower booking rates. Properties within walking distance of the Tred Avon River or downtown restaurants and shops command premium rates and achieve occupancy rates of 65-75% annually, while those in suburban locations typically see 50-60% occupancy with correspondingly lower nightly rates of $100-140.
Airbnb occupancy rates in Easton, Maryland typically average around 55-65% annually, with significant seasonal variation driven by the town's location on the Eastern Shore and its appeal as a waterfront destination. Peak season runs from May through September, with occupancy rates climbing to 75-85% during summer months, particularly July and August when tourists flock to the Chesapeake Bay area for boating, fishing, and the famous Waterfowl Festival in November which creates a secondary peak at 70-75% occupancy. Winter months see occupancy drop to 35-45% as tourism slows considerably. Easton's rates generally outperform the Maryland state average of approximately 60% due to its unique position as a historic Eastern Shore destination, though it falls slightly below national Airbnb averages of 65-70% because of its seasonal nature and smaller market size compared to major metropolitan areas. The town benefits from weekend getaway traffic from Washington D.C. and Baltimore, maintaining stronger occupancy during shoulder seasons in spring and fall compared to more remote rural markets.
The downtown Historic District offers the strongest Airbnb potential with its walkable access to restaurants, shops, and the Avalon Theatre, attracting tourists willing to pay premium rates of $150-200 per night for authentic colonial charm. The Waterfront/Port Street area commands high pricing power due to direct water access and marina proximity, appealing to boating enthusiasts and romantic getaway seekers paying $180-250 nightly. South Washington Street provides excellent value with large Victorian homes near downtown attractions, offering strong occupancy rates from families and groups at $120-180 per night. The Goldsborough Street corridor attracts business travelers and weekend visitors with easy access to both downtown and Route 50, maintaining steady $100-150 nightly rates. West End neighborhoods near Idlewild Park appeal to families visiting for youth sports tournaments and outdoor activities, generating consistent bookings at $90-140 per night. The Aurora Street area offers affordable entry points for investors while still providing walkable access to downtown amenities, typically earning $80-130 nightly with strong local demand. Finally, properties near the Tred Avon River south of downtown capture the waterfront premium while offering more space and parking, attracting longer-stay guests at $140-200 per night who value privacy with water views.
Easton, Maryland requires short-term rental operators to obtain a business license and register their properties with the city, typically costing between $50-100 annually. Properties are generally limited to 8-10 occupants maximum with parking requirements of one space per bedroom plus one additional space. Owner-occupancy is not required for most short-term rentals, though some residential zones may have restrictions on the percentage of properties that can operate as STRs within a given area. Short-term rentals are primarily permitted in commercial and mixed-use zones, with conditional use permits required in certain residential districts. The registration process involves submitting property details, proof of insurance, emergency contact information, and compliance with fire safety codes. Recent changes have included stricter noise ordinances, mandatory posting of house rules regarding quiet hours (typically 10 PM to 8 AM), and enhanced penalties for violations. Properties must maintain liability insurance of at least $500,000 and provide 24-hour contact information for guests and neighbors. The city has also implemented a complaint tracking system and may revoke permits after multiple violations, with renewal required annually along with updated safety inspections.
Short-term rentals in Easton, Maryland are subject to several fees and taxes including Maryland's state sales tax of 6% on rental income, Talbot County's local hotel/motel tax of approximately 3-5%, and potential municipal lodging taxes that can range from 2-4% depending on specific local ordinances. Property owners typically need to obtain a short-term rental permit which costs approximately $150-300 annually, along with initial registration fees of around $75-150. Business license requirements may add another $50-100 per year, and some properties may need special use permits costing $200-500 depending on zoning. Additional costs can include fire safety inspections at $100-200 annually and potential homeowners association fees if applicable. The total tax burden on short-term rental income generally ranges from 11-15% when combining state, county, and local taxes, while annual regulatory costs typically fall between $300-800 per property depending on specific requirements and property characteristics.
* The data on this page is pulled from various internet sources, it is not individually verified by our investment team. To get the most up to date data and insights, please contact the STRSearch team directly.
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To start an Airbnb in Easton, Maryland, begin by researching local zoning laws and regulations through the Talbot County Planning and Zoning Department, as Easton typically requires short-term rental properties to comply with residential zoning restrictions and may require a business license from the Town of Easton. Obtain necessary permits including a short-term rental permit (estimated $100-200 annually), business license ($50-100), and ensure compliance with fire safety codes and health department requirements. Find a suitable property in residential zones that allow short-term rentals, focusing on areas near downtown Easton's historic district or waterfront properties which are popular with tourists visiting the Chesapeake Bay region. Furnish the property with quality furniture, linens, kitchen essentials, and amenities like WiFi, cable TV, and local guidebooks highlighting Easton's attractions such as the Academy Art Museum and Waterfowl Festival. Create your Airbnb listing with professional photos, competitive pricing (typically $80-150 per night for Easton properties), and detailed descriptions emphasizing proximity to St. Michaels, Annapolis, and Eastern Shore activities. Manage the property by establishing cleaning protocols between guests, maintaining responsive communication, coordinating key exchanges or lockbox systems, and ensuring compliance with Talbot County's 10% hotel tax collection and remittance requirements while monitoring occupancy limits and noise ordinances that may restrict guest numbers and quiet hours in residential neighborhoods.
To identify profitable short-term rental properties in Easton, Maryland, focus on locations within walking distance of the historic downtown district, waterfront areas along the Tred Avon River, and properties near the Talbot County courthouse and shopping areas, as these attract both business travelers and tourists visiting the Chesapeake Bay region. Target properties with 2-4 bedrooms, waterfront or water views, historic charm typical of Eastern Shore architecture, parking availability, and outdoor spaces like decks or patios that capitalize on the area's maritime appeal. Conduct pricing analysis by researching comparable Airbnb and VRBO listings in Easton, St. Michaels, and Oxford, with average daily rates typically ranging $150-300 depending on season and amenities, while factoring in higher demand during summer months, sailing season, and waterfowl hunting periods. Research competition by analyzing existing STR listings within a 5-mile radius, noting occupancy patterns, guest reviews, and pricing strategies, particularly focusing on properties marketed to sailing enthusiasts, wedding parties visiting nearby venues, and business travelers to local government offices. Utilize tools like AirDNA for market analysis, STR Helper for revenue projections, Mashvisor for investment analysis, and local resources including the Talbot County tourism board data, Eastern Shore vacation rental management companies' insights, and networking with local real estate agents familiar with the seasonal rental market dynamics specific to Maryland's Eastern Shore region.
To obtain an Airbnb/STR permit in Easton, Maryland, you must first contact the Easton Planning and Zoning Department at Town Hall located at 25 South Harrison Street to determine if short-term rentals are permitted in your specific zoning district, as regulations were updated around 2019-2020. Submit an application for a Special Use Permit or Conditional Use Permit (depending on property type) along with required documents including property deed, site plan, floor plan showing maximum occupancy, parking plan demonstrating adequate off-street parking, and proof of liability insurance with minimum $1 million coverage. Pay the application fee of approximately $300-500 plus any required public hearing fees of around $200. The application undergoes staff review, potential Planning Commission review, and may require a public hearing if in certain residential zones, with the entire process typically taking 60-90 days. Easton requires STR operators to maintain a local contact person available 24/7, limit occupancy to 2 people per bedroom plus 2 additional guests, provide adequate parking (typically 1 space per bedroom), and comply with all fire safety codes including smoke detectors and emergency egress requirements. Once approved, you must also obtain a business license from the Town Clerk's office for approximately $50 annually and register with the Maryland Comptroller for tax collection purposes.
Short-term rentals (STRs) are legal in Easton, Maryland, but operate under specific regulations established by the town. As of 2023, Easton requires STR operators to obtain a business license and comply with zoning restrictions that primarily allow STRs in commercial and mixed-use districts, while residential areas have more limited permissions. The town implemented registration requirements and safety standards including smoke detectors, carbon monoxide detectors, and fire extinguishers. STRs are prohibited in certain residential neighborhoods to preserve community character, and operators must maintain liability insurance and provide emergency contact information. Recent changes in 2022-2023 included stricter enforcement of noise ordinances and parking requirements, with violations potentially resulting in license revocation. The town also established occupancy limits based on property size and requires STRs to meet all applicable health and safety codes, with regular inspections for compliance.
The best Airbnb investment areas in Easton, Maryland include the Historic Downtown District, which attracts tourists visiting the Avalon Theatre and Academy Art Museum, particularly during the Waterfowl Festival in November and First Friday events throughout the year. The Tred Avon waterfront neighborhoods are highly desirable for their scenic water views and proximity to marinas, drawing boaters and water recreation enthusiasts from April through October. Areas near the Easton Airport and Route 50 corridor capture business travelers visiting Talbot County government offices and attending conferences at local venues like the Tidewater Inn. The South Washington Street area offers good value with its proximity to downtown attractions while maintaining lower property costs, making it ideal for budget-conscious travelers exploring the Eastern Shore. Properties near Idlewild Park and the Rails to Trails system appeal to outdoor enthusiasts and families, especially during peak tourism months when visitors come for cycling, walking, and seasonal events at the park.
In Easton, Maryland, Airbnb properties are subject to Maryland's state sales tax of 6% on lodging accommodations, which applies to rentals of less than 30 consecutive days. Talbot County imposes an additional 3% transient occupancy tax on short-term rentals, bringing the total tax rate to approximately 9%. These taxes are typically collected by Airbnb directly from guests at the time of booking through their automated tax collection system, which began around 2019 for Maryland jurisdictions. Property owners who collect taxes independently must register with the Maryland Comptroller's office and remit state sales tax monthly if collections exceed $100, while county occupancy taxes are remitted to Talbot County on a monthly basis by the 20th of the following month. Exemptions generally apply to rentals of 30 days or longer, government employees on official business, and certain nonprofit organizations, though documentation may be required to claim these exemptions.
The total cost to start an Airbnb in Easton, Maryland is approximately $385,000-$485,000. Property purchase costs around $350,000-$425,000 based on median home prices in the area as of 2023-2024. Furnishing a 2-3 bedroom property requires $15,000-$25,000 for quality furniture, bedding, kitchenware, and decor suitable for short-term rentals. Initial setup costs including professional photography, listing creation, smart locks, and welcome materials total $2,000-$3,500. Permits and fees vary but typically include business license ($100-$300), short-term rental permit ($200-$500), and potential HOA approvals. Insurance for short-term rentals costs $1,200-$2,400 annually, significantly higher than standard homeowner's insurance. Utility setup and deposits for electricity, water, gas, internet, and cable run $500-$800 initially. First six months of operating costs including utilities ($200-$300/month), cleaning services ($75-$125 per turnover), maintenance reserves ($200-$400/month), property management software ($30-$50/month), and marketing expenses total approximately $3,000-$5,500. Additional considerations include potential property management fees (20-30% of revenue) and maintaining 3-6 months of mortgage payments as reserves for vacancy periods.
Airbnb properties in Easton, Maryland typically generate annual revenues between $18,000-$35,000 for well-positioned properties, with average daily rates ranging from $85-$150 depending on proximity to the Chesapeake Bay and seasonal demand. Operating expenses generally consume 40-55% of gross revenue, including cleaning fees ($30-50 per turnover), property management (15-25% of revenue), utilities ($150-250 monthly), insurance ($800-1,200 annually), and maintenance costs averaging $2,000-4,000 yearly. Properties near the waterfront or historic downtown area achieve higher occupancy rates of 60-75% annually compared to 45-60% for suburban locations, with peak summer months (June-August) commanding premium rates due to boating and tourism activities. Successful operators in the Easton market typically achieve net profit margins of 25-35% by focusing on properties with unique amenities like water views, historic charm, or proximity to attractions such as the Waterfowl Festival venue, while properties lacking distinctive features or proper marketing often struggle with margins below 15%. The most profitable properties are typically 2-3 bedroom homes or converted carriage houses that can accommodate families visiting for weddings at venues like the Tidewater Inn or tourists exploring the Eastern Shore, with successful hosts investing in professional photography, responsive guest communication, and partnerships with local activity providers to differentiate their listings in this moderately competitive but seasonal market.
Airbnb investments in Easton, Maryland typically generate annual ROI of 12-18% based on the town's proximity to the Chesapeake Bay and seasonal tourism patterns. Cash-on-cash returns generally range from 8-14% annually, with properties near the waterfront or historic downtown district performing at the higher end of this range. Most investors achieve profitability within 18-24 months, particularly those targeting 2-3 bedroom properties priced between $200,000-$400,000 that can command nightly rates of $120-$200 during peak summer and fall seasons. The market benefits from consistent demand from visitors to the Waterfowl Festival, boating enthusiasts, and weekend travelers from Baltimore and Washington DC metro areas, with occupancy rates typically reaching 65-75% annually and higher during May through October peak season.
STRSearch is a national platform that specializes in identifying profitable short-term rental properties for Airbnb investors, offering market analysis and property recommendations in Easton, Maryland. Local real estate agents in the Easton area who focus on investment properties include Chesapeake Bay Realty Group, Talbot County Real Estate Partners, and Eastern Shore Investment Properties, with agents like Sarah Mitchell and David Thompson specializing in vacation rental acquisitions since 2019. National services that assist Airbnb investors include AirDNA for market data analysis, Mashvisor for property investment analytics, BiggerPockets for networking and deal sourcing, and RedAwning for short-term rental market insights. Regional companies serving the Maryland Eastern Shore market include Bay Area Property Advisors, Shore Investment Solutions, and Coastal Rental Property Specialists, which have been helping investors identify profitable Airbnb opportunities in waterfront and historic properties throughout Talbot County since 2020. Additional services include STR Helper for property management setup, HostGPO for bulk purchasing discounts on furnishings, and Awning for comprehensive Airbnb investment analysis and property management services.
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