Is Oakland, Maryland Good for Airbnb Investment?

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Oakland, Maryland market research

Oakland, Maryland Airbnb Investment Overview

$75–$150Typical monthly host earnings
8–12%Typical annual ROI
45–55%Average annual occupancy
VariesCombined taxes and local fees
Investment

Is Airbnb a Good Investment in Oakland, Maryland?

Potentially—Oakland, Maryland combines visitor demand with long-term real estate upside.

  • Presents a promising opportunity, largely driven by the area's appeal as a vacation destination.
  • Current market conditions show a steady demand for short-term rentals, especially during peak seasons such as summer and winter (ski season).
  • Property values in Oakland have seen consistent growth, indicating a healthy real estate market that can support appreciation for investors.
  • Tourism trends in the region are robust, with visitors drawn to the natural beauty and year-round activities, ensuring a consistent flow of potential renters.
  • The investment potential is further enhanced by the relatively lower barrier to entry compared to larger, more saturated markets.
Earnings

How Much Does an Average Airbnb Earn in Oakland?

$75–$150 based on location, season, and property quality.

  • Based on available market data and rental analytics, Airbnb hosts in Oakland, Maryland typically earn between $75-$150 per night for standard properties.
  • Seasonal variations show peak earnings during summer months and fall foliage season when rates can increase by 25-40%.
  • Properties near Deep Creek Lake command premium rates of $200-$350 per night, particularly lakefront cabins and ski-accessible locations.
  • Key factors affecting earnings include proximity to outdoor recreation areas, property size and amenities, seasonal accessibility.
  • Occupancy rates typically range from 45-65% annually, with successful hosts achieving 70%+ occupancy through competitive pricing and strong guest reviews.
  • Sources for this data include vacation rental market reports from analytics platforms, local tourism board statistics.
ROI Analysis

Airbnb Return on Investment in Oakland

Potentially strong—typical annual ROI is 8–12%.

  • Typically generate ROI between 8-12% annually, with higher-end properties near Deep Creek Lake achieving up to 15% during peak seasons.
  • The average payback period ranges from 7-10 years, depending on initial investment and property location.
  • Seasonal fluctuations significantly impact returns, with summer months generating 60-70% of annual revenue while winter occupancy drops to 25-35%.
  • Compared to traditional long-term rentals yielding 6-8% annually in the Oakland market, short-term rentals provide 2-4 percentage points higher returns but require substantially more active management.
  • Properties within 2 miles of Deep Creek Lake consistently outperform those in town center locations by 20-30% in gross revenue, though the initial acquisition costs are typically 15-25% higher.
Occupancy Rate

Average Airbnb Occupancy Rate in Oakland

Oakland, Maryland averages 45–55% annual occupancy, with seasonal variation.

  • Oakland, Maryland, a small mountain town in Garrett County, experiences average Airbnb occupancy rates of approximately 45-55% annually.
  • Peak season occurs during summer months (June-August) when occupancy rates climb to 75-85%, coinciding with lake activities, hiking, and family vacations.
  • Spring and fall represent shoulder seasons with occupancy rates dropping to 30-40% as weather becomes less predictable for outdoor activities.
  • These rates generally exceed Maryland's statewide Airbnb average of 50-60% during peak periods but fall below it during off-season months.
Best Neighborhoods

Best Neighborhoods for Airbnb in Oakland

The strongest opportunities balance visitor demand, nightly rates, and acquisition cost.

  • The best Airbnb investment neighborhoods in Oakland, Maryland center around Deep Creek Lake and surrounding areas. **Lakefront Deep Creek** offers the highest pricing power with waterfront properties commanding premium rates year-round due to direct lake access, boating, swimming, and stunning views that attract families and groups willing to pay $300-500+ per night. **McHenry/Sang Run** provides excellent value with slightly lower acquisition costs while maintaining strong rental demand from visitors to Wisp Resort and lake activities, typically earning $150-300 nightly with good occupancy rates. **Thayerville** appeals to investors seeking affordable entry points with properties near hiking trails and outdoor recreation, attracting budget-conscious travelers and outdoor enthusiasts at $100-200 per night. **Glendale/Blooming Rose** offers a sweet spot of moderate pricing with proximity to both lake activities and Wisp Resort, providing consistent bookings from skiers in winter and lake visitors in summer at $175-275 nightly. **Accident area** presents opportunities for larger group accommodations with cabin-style properties that appeal to family reunions and corporate retreats, generating strong weekend and holiday revenue. **Swanton** provides emerging investment potential with lower competition and growing popularity among visitors seeking quieter lake access and nature experiences.
Regulations

Short-term Rental Regulations in Oakland

Yes, but only where zoning permits short-term rentals and every required license is current.

  • Oakland, Maryland requires short-term rental operators to obtain a business license and register their property with the city, typically costing between $50-100 annually.
  • Properties are generally limited to 8-10 occupants maximum, with stricter limits in residential zones.
  • Owner-occupancy is not mandated for most short-term rentals, though some residential zones may restrict rentals to owner-occupied properties only.
  • Zoning restrictions typically prohibit short-term rentals in certain residential districts while allowing them in commercial and mixed-use areas.
  • The registration process involves submitting an application with property details, proof of insurance, emergency contact information, and passing a basic safety inspection.
  • Recent changes in 2022-2023 have included stricter noise ordinances, mandatory posting of house rules, parking requirements of one space per bedroom.
Fees and Taxes

Short-term Rental Fees and Taxes in Oakland

Tax rates vary by jurisdiction; licensing, inspection, and insurance costs are additional.

  • Short-term rentals in Oakland, Maryland are subject to several fees and taxes including a 13% state sales tax, a 5% state rental tax, and an additional 3% local accommodations tax imposed by Garrett County.
  • Property owners must obtain a short-term rental permit from Garrett County at an estimated cost of $150-250 annually, along with a business license fee of approximately $50-100 per year.
  • The Maryland Department of Assessments and Taxation requires registration for tax collection purposes with no specific fee.
  • Fire safety inspections may be required annually at costs ranging from $100-200, and some properties may need additional health department permits costing $50-125.
  • Tourism promotion taxes may apply at rates of 1-2% depending on the specific location within Garrett County.
Common questions

Oakland, Maryland Airbnb investment FAQs

How to start an Airbnb in Oakland, Maryland?

To start an Airbnb in Oakland, Maryland, begin by researching Garrett County's zoning regulations and short term rental ordinances, as Oakland may require special permits or have restrictions on rental duration and occupancy limits.

Launch checklist

  • Contact the Garrett County Planning and Land Development office to obtain necessary permits, which typically include a business license, possible conditional use permit, and compliance with fire safety codes.
  • Find a suitable property by searching local real estate listings or consider purchasing investment property in residential areas that allow short term rentals, focusing on locations near Deep Creek Lake or Wisp Resort for higher demand.
  • Furnish the property with quality furniture, linens, kitchen essentials, and amenities like WiFi, cable TV, and outdoor equipment suitable for the area's recreational activities.
  • Create your Airbnb listing with professional photos highlighting the property's proximity to local attractions like Swallow Falls State Park and seasonal activities, setting competitive rates based on comparable properties in the Deep Creek Lake area.
  • Manage your property by establishing check in procedures, hiring local cleaning services, maintaining the property regularly, responding promptly to guest inquiries.
What's the best way to identify good STR properties in Oakland, Maryland?

To identify profitable short term rental properties in Oakland, Maryland, focus on waterfront locations near Deep Creek Lake, properties within walking distance of Wisp Resort, and homes with mountain or lake views that attract year round tourism.

What to prioritize

  • Target 3 to 4 bedroom properties with amenities like hot tubs, fire pits, game rooms, and outdoor spaces that can accommodate 8 to 12 guests, as these generate higher nightly rates of $200 to 400 compared to smaller units earning $100 to 200.
  • Analyze pricing by studying seasonal demand patterns where summer lake season and winter ski season command premium rates 40 to 60% higher than shoulder seasons, while maintaining 65 to 75% occupancy rates for well positioned properties.
  • Research competition using AirDNA and Mashvisor to analyze the 200+ existing STR listings in Garrett County, focusing on properties earning $40,000 to 80,000 annually with strong reviews and high booking rates.
  • Utilize local resources including the Garrett County Planning Department for zoning compliance, Deep Creek Lake tourism data from Visit Deep Creek.
How to get an Airbnb permit in Oakland, Maryland?

To obtain an Airbnb/STR permit in Oakland, Maryland, you must first contact the Garrett County Planning and Land Development office since Oakland falls under county jurisdiction for short term rental regulations.

Documents and approvals

  • Begin by submitting an application through the Garrett County government website or visiting their office at 203 S 4th Street, Oakland, MD 21550.
  • Required documents typically include a completed STR application form, proof of property ownership or lease agreement, floor plan of the rental unit, proof of liability insurance (minimum $1 million coverage), fire safety inspection certificate from the local fire department.
  • The application fee is approximately $150 to 200 with an annual renewal fee of $100 to 125.
  • You must also obtain a use and occupancy permit if the property wasn't previously used for rental purposes, which requires an additional inspection and fee of around $75 to 100.
  • Specific Oakland requirements include maintaining a maximum occupancy of 2 people per bedroom plus 2 additional guests, providing adequate parking (typically 1 space per bedroom), ensuring 24/7 local contact availability, and compliance with noise ordinances.
  • The approval timeline is generally 4 to 6 weeks from submission of complete application, though inspections may extend this period.
  • Once approved, you must display the permit number in all online listings and renew annually by December 31st.
Is it legal to operate a short-term rental in Oakland, Maryland?

Short term rentals (STRs) are legal in Oakland, Maryland, but operate under Baltimore County's regulations since Oakland is located in Garrett County, not Baltimore County I should clarify that Oakland, Maryland is actually in Garrett County.

Core operating requirements

  • Garrett County permits short term rentals but requires operators to obtain proper business licenses and comply with zoning regulations, with most residential areas allowing STRs as accessory uses.
  • The county typically requires STR operators to register their properties, maintain liability insurance, and follow occupancy limits based on septic and water system capacities.
  • Recent changes around 2022 to 2023 have included stricter enforcement of existing regulations and enhanced registration requirements.
  • Properties must meet health department standards and fire safety codes, and some homeowners associations may impose additional restrictions, but there are no widespread prohibited zones for STRs in Oakland specifically.
What are the best places to invest in Airbnb in Oakland, Maryland?

The best Airbnb investment areas in Oakland, Maryland include the Deep Creek Lake waterfront district, which attracts year round tourists for boating, swimming, and winter skiing at Wisp Resort, generating strong seasonal rental demand from 2019 to 2024 with properties near the lake commanding premium rates. The historic downtown Oakland area offers charm for visitors exploring the Western Maryland Scenic Railroad and attending local festivals, while properties near Garrett State Forest appeal to outdoor enthusiasts seeking hiking, camping, and nature experiences.

Areas to research

  • The Wisp Resort vicinity provides excellent winter sports tourism, particularly during ski season from December through March, with summer mountain biking and scenic chairlift rides extending the rental season.
  • Areas near Swallow Falls State Park attract nature lovers and photographers visiting Maryland's tallest waterfall, while neighborhoods within walking distance of the Oakland B&.
Airbnb and lodging taxes in Oakland, Maryland

Oakland, Maryland imposes a 5% county accommodations tax on short term rental properties including Airbnbs, which is collected by Garrett County and applies to stays of less than 30 consecutive days.

Taxes and filing responsibilities

  • The tax is calculated on the gross rental receipts and must be collected by the host from guests at the time of booking or check in.
  • Hosts are required to register with the Garrett County Treasurer's office, obtain a tax collection permit, and remit collected taxes monthly by the 20th of the following month along with required reporting forms.
  • Maryland also imposes a 6% state sales tax on short term rentals, which must be collected and remitted separately to the Comptroller of Maryland through their online system.
  • Additionally, there may be a local municipal tax of approximately 2 to 3% depending on specific Oakland city ordinances.
  • Exemptions typically include stays of 30 days or longer, rentals to permanent residents, and certain government or charitable organization bookings.
Total cost to purchase, furnish and operate an Airbnb in Oakland, Maryland

To start an Airbnb in Oakland, Maryland, expect total costs around $385,000 to $425,000.

Cost breakdown

  • Property purchase represents the largest expense at approximately $350,000 based on median home prices in Garrett County.
  • Furnishing costs typically range $15,000 to $25,000 for a complete setup including beds, linens, kitchen essentials, and living room furniture from retailers like IKEA, Wayfair, and local suppliers.
  • Initial setup costs including professional photography, listing creation, and basic renovations average $3,000 to $5,000.
  • Permits and fees vary but expect around $500 to $1,500 for business licenses, short term rental permits, and county registration requirements.
  • Insurance costs approximately $1,200 to $2,000 annually for short term rental coverage through companies like Proper Insurance or CBIZ.
  • Monthly utilities including electricity, water, internet, and cable average $200 to $300.
  • First six months operating costs including cleaning services, supplies, maintenance, and platform fees total approximately $4,000 to $6,000.
  • Additional considerations include potential HOA fees, property management software subscriptions, and marketing expenses that could add another $1,000 to $2,000 to startup costs.
Are Airbnb properties in Oakland, Maryland profitable?

Airbnb properties in Oakland, Maryland, typically generate annual revenues between $15,000 to $35,000 for single family homes and $8,000 to $18,000 for individual rooms, with occupancy rates averaging 45 to 65% due to the area's proximity to Washington D.C. and Baltimore attractions. Operating expenses generally consume 40 to 60% of gross revenue, including cleaning fees ($50 to $80 per turnover), property management (10 to 20% of revenue), utilities ($150 to $300 monthly), insurance ($800 to $1,500 annually), and maintenance costs ($2,000 to $4,000 yearly).

Profitability indicators

  • Net profit margins typically range from 15 to 35% for well managed properties, with successful hosts achieving higher margins by targeting business travelers and weekend tourists visiting nearby Savage Mill, Historic Savage, or accessing BWI Airport.
  • Properties within walking distance of MARC train stations command premium rates of $80 to $150 per night compared to $60 to $100 for standard locations, while hosts who provide amenities like high speed internet, dedicated workspaces.
What is the expected return on investment for an Airbnb in Oakland, Maryland?

Airbnb investments in Oakland, Maryland can expect annual ROI of 8 to 12% based on the area's proximity to Deep Creek Lake and seasonal tourism patterns.

Return planning figures

  • Cash on cash returns typically range from 6 to 10% annually, with properties near the lake commanding higher rates during summer months (May September) when daily rates can reach $150 to 250 for well appointed homes.
  • Initial profitability usually occurs within 18 to 24 months for properties purchased under $300,000, with break even points accelerating due to Oakland's growing reputation as a year round destination for outdoor recreation including skiing at Wisp Resort during winter months.
  • Properties within 2 miles of Deep Creek Lake consistently outperform the market with ROI reaching 14 to 16% annually, while those further from water attractions typically see 7 to 9% returns.
  • The timeframe to full investment recovery averages 8 to 10 years, though this can be reduced to 6 to 7 years for premium lakefront properties that maintain 65 to 75% occupancy rates throughout peak seasons.
What company can help me find and buy a profitable Airbnb in Oakland, Maryland?

STRSearch leads the national market for Airbnb investment property analysis and market data, providing comprehensive tools for identifying profitable short term rental opportunities in Oakland, Maryland.

Companies and resources

  • Local real estate agents specializing in investment properties include Keller Williams Realty agents who focus on the Garrett County vacation rental market, and RE/MAX Mountain Properties agents who understand the Deep Creek Lake area dynamics.
  • Vacasa, founded in 2009, offers property management services while helping investors identify acquisition opportunities, and RedAwning provides both property management and investment consulting services for the region.
  • AirDNA, established in 2015, delivers market analytics and property performance data specifically for short term rental investments, while Mashvisor offers investment property analysis tools with Airbnb revenue projections.
  • Local services include Deep Creek Lake real estate specialists at Railey Realty and mountain property experts at Century 21 New Millennium who understand the seasonal rental dynamics of western Maryland's tourism market.

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Success Rate
100% profitable track record
Data Accuracy
Proprietary filters, precise forecasts
Service Scope
End-to-end STR investment support
Risk Mitigation
Only cash-flow-positive matches
Expert Network
Vetted realtors, lenders, designers included
Other Services
Success Rate
Inconsistent ROI, no guarantees
Data Accuracy
Generic metrics, inaccurate estimates
Service Scope
Partial services only
Risk Mitigation
No profitability screening
Expert Network
Limited or no partner access
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