Holiday Let Management in Cheltenham

Unlock your property's full potential with professional Holiday Let Management in Cheltenham!

We've got you covered every step of the way!

Stress-free property handling

With our holiday let management service, you can generate high returns from your property while eliminating the stress of handling guests, reservations, turnovers, and inquiries.

Maximise Earnings

Our complete holiday let management service in Cheltenham ensures a smooth short-term rental process, allowing you to enjoy a hands-off experience while increasing your earnings.

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Dynamic Pricing by

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Ideal properties for Holiday Lets in Cheltenham

Holiday lets in Cheltenham work well for all property types. We offer a FREE Holiday Let Valuation tailored to your property’s location, size, and standard, which provides an estimate of your potential monthly earnings.

Cheltenham stands out as one of the UK’s most sought-after holiday let destinations. This elegant Regency spa town attracts visitors year-round with its packed calendar of events including the world-famous Cheltenham Festival and Gold Cup, the Literature Festival, Jazz Festival, and Science Festival.

Properties in Cheltenham typically enjoy higher booking rates than the national average, with peak periods during festival seasons bringing in premium rates.

We have an excellent understanding of the local Cheltenham market. If you’re unsure about your property’s suitability for holiday letting, please don’t hesitate to contact us. 

Our Holiday Let Management Service in Cheltenham

You can trust that we’ll go above and beyond to provide you with an outstanding experience, every step of the way.

Guest Communication

EasierManagement provides round-the-clock service to all guests, promptly addressing any inquiries to ensure a great experience throughout their stay. We handle all guest queries and provide helpful local information about Cheltenham’s attractions, festivals, and dining options.

Property Care & Bedding

We manage all cleaning scheduling and linen changeovers. Our dedicated housekeeping team keeps your property in perfect condition, ensuring guests are always greeted by spotlessly clean accommodations. We understand that Cheltenham’s reputation as a premium destination means high standards are expected.

Guest Screening & Deposits

In addition to our thorough guest vetting process, all guests must sign our Strict Terms & Conditions, pay a security deposit and submit a photo ID, ensuring a smooth and conflict-free experience. This is particularly important during festival periods in Cheltenham when demand soars.

Maintenance Service

EasierManagement works with trusted maintenance teams in Cheltenham to promptly address both routine and urgent maintenance requests. Our local connections ensure quick response times, preserving both guest satisfaction and your property’s condition.

Staging & Professional photography

Our staging and photography services enhance the visual appeal of your property, attracting more guests and bookings. We know how to showcase Cheltenham properties to highlight their unique features, whether that’s Regency architecture, modern luxury, or prime location near key events.

Listing Creation

We’ll expertly list your property on popular booking platforms like Airbnb, Booking.com, and others, ensuring wide exposure and quality bookings. Our listings highlight the unique selling points of your Cheltenham property, whether it’s proximity to the racecourse, town centre, or the scenic Cotswolds.

Owner’s dashboard

All property owners have real-time access to their personalised ‘Owner’s Dashboard,’ where they can easily track bookings, calendar availability, and detailed end-of-month reports. This transparency allows you to monitor your property’s performance, especially during Cheltenham’s peak seasons.

Replenish of necessities

Our cleaning team will proactively top up essential items such as toiletries, tea, coffee, and towels whenever they are running low or have been used. We ensure your property is always guest-ready, with special attention to detail that reflects Cheltenham’s reputation for quality.

Proactive sales & Direct Bookings

EasierManagement strategically assesses market demand to build relationships with local businesses, organisations, and event planners in Cheltenham, driving direct bookings and substantially boosting your profit margins. We actively network with festival organisers, racing associates, and corporate clients.

Handling payments

We manage booking fees and all revenue on your behalf, with detailed information provided in your monthly breakdown report. Our clear financial reporting ensures you always have insight into your property’s performance, seasonal variations, and growth potential.

Revenue Management

We use advanced, dynamic smart-pricing software to monitor rates, adjusting pricing for ideal occupancy rates and increasing your profitability while staying ahead of the competition. Our pricing strategy is particularly effective during Cheltenham’s festival periods when accommodation demand peaks sharply.

Ongoing Client Support

When you join us, you’re not just a client; you’re our valued business partner. We work hand in hand with you to unlock your property’s earning potential and offer constant support. Consider us your trusted ally, always here for you whenever you need us. Our team’s knowledge of the Cheltenham property market ensures you receive informed advice specific to your property’s situation.

Our step-by-step Holiday Let Management approach...

1. Application​

After completing the FREE Holiday Let Valuation form, we’ll assess your property/application and conduct initial research to offer you a prompt estimate. Following this, we’ll contact you with a potential monthly earnings projection and schedule a viewing at your convenience. Our Cheltenham market experts will evaluate your property’s unique potential, considering factors like location relative to key attractions and upcoming events in the town’s calendar.

2. Contract

After viewing your property and mutually agreeing on our collaboration, we will provide you with our holiday let management contract. This document covers our management terms, fees, and plans for any agreed-upon work. We ensure complete transparency and are happy to discuss any aspects of the agreement before proceeding.

3. Onboarding

After reviewing and signing the management contract, we’ll start the onboarding process. We’ll gather details about your Cheltenham property, prepare it for short-term rentals, ensure legal compliance, and then begin marketing to secure your first bookings. Our team will advise on any improvements that might enhance your property’s appeal in Cheltenham’s competitive market.

4. Agreement

Once onboarding is complete and your property is set up, we’ll start marketing. We’ll fine-tune your listings on our website, promote across our channels, and continuously refine the strategy to boost bookings. For Cheltenham properties, we implement special marketing approaches targeting festival-goers, racing enthusiasts, and visitors drawn to the town’s cultural events.

We List your Holiday Let in Cheltenham on Multiple Platforms

Live Reviews of Our Holiday Let Management Service

Holiday Let Management Cheltenham: FAQ's

Is the management commission a percentage of the gross income or the percentage of the profit after deducting other costs?

The commission is applicable on turnover (i.e. gross income or what the guest pays). All other costs will be deducted afterwards and the remaining profit will be transferred to the landlord’s account on the 22nd of each month, alongside the breakdown of the total turnover and corresponding costs. This transparent approach ensures you always understand exactly how your Cheltenham property is performing financially.

Absolutely. Hiring a local management company like EasierManagement for your Cheltenham property offers numerous advantages. We have deep knowledge of the local market, including seasonal trends related to Cheltenham’s famous festivals and events. Our local presence ensures rapid response to any property issues, personal check-ins when needed, and established relationships with reliable local services.

Managing a holiday let in Cheltenham presents unique challenges, particularly during peak tourist seasons when the town sees a massive influx of visitors. Cheltenham’s status as a premium destination means guest expectations are very high, and meeting these demands requires careful attention to detail. Additionally, many Cheltenham properties have period features that require specialised care and maintenance.

Our management service removes these burdens, allowing you to enjoy the benefits of Cheltenham’s profitable short-let market without the stress and time commitment of day-to-day management.

Cheltenham offers a unique holiday let market due to its world-famous festivals and events, creating consistently high demand throughout the year.

The town’s elegant character means properties can command premium rates, while its diverse appeal attracts various guest types from racing enthusiasts to cultural tourists. Cheltenham’s blend of historical charm and modern amenities creates specific guest expectations that differ from other locations.

Our local expertise allows us to navigate these unique aspects of Cheltenham’s market, positioning your property perfectly to benefit from the town’s specific tourism patterns and visitor expectations.