Get in touch about letting your property

Holiday letting in Hampshire

Holiday letting guide

We are a family run company, a holiday letting agency whose high standards are reflected not only in our property portfolio, but the feedback left by happy guests that holiday with us year on year.

Your own local Area Manager

Laura, Classic's local expert in Hampshire, will guide you through the holiday letting process, supported by a regional team of in-house administration, marketing, financial and IT specialists.

Marketing your property

As an online agency, we optimise our website for ease of use to let people find the right property as quickly as possible. On top of this we ensure our visibility is high by ranking across thousands of terms and supported by PPC and SEO campaigns.

With a combination of paid marketing, social media, re-targeting and tailored email campaigns we can maximise your bookings and increase online visibility.  

Live control of your account

Log in to your owner account to see live availability, questionnaires, all your finances and amend any details whenever you like. You'll know what and when you'll be paid thanks to our transparent and simple holiday letting fees.

For any enquiries please contact our Owners Support team on 01326 555 500.

Local Experts in Hampshire

Our local Area Manager, Laura, is passionate about providing the best holidays in Hampshire.

If you are thinking about dipping your toe in the holiday market around Hampshire, and are looking for an experienced holiday letting agency to help, Laura is happy to provide you with an assessment of any property that you may be considering; this service is free and comes with no obligation. She can advise you on all aspects of holiday letting from what sort of flooring works well, to bed sizes, decor and the best plumber to use if you need one.


'The team team helped me through the process, from guidance on the right sort of property to buy through to advice about what to provide in the cottage for incoming guests. They have been a great help and the whole team has been brilliant throughout.'

Owner of Yachtsman's Cottage, Lymington (3194)

Holiday let management in Hampshire

Classic Cottages is a holiday letting agency established in 1977, that remains a family run company to this day. We pride ourselves on our attention to detail and the personal service that we provide property owners and guests alike. Our marketing and IT teams are on the ball to maximize the online exposure of our portfolio of properties; from a rural cosy bolthole for two, to a dog friendly family property by the sea. We use professional photographers to ensure all properties are captured in their best light, showing off all their features without misleading guests - updated when needed at no additional cost. Our highly experienced administration and booking office teams ensure that everything runs smoothly and you receive your monthly payments on time, every time. You will have your own online account to oversee everything that happens, from live availability to booking info and finances.

Our website receives about 2.5 million visitors annually so if you decide that you would like us to market your holiday property it will be highly visible. We are a VisitEngland Quality Accredited Agency, which gives reassurance to both owners and guests that we maintain the highest standards.

How much can I earn?

Buying a property to holiday let is a very sound, tax efficient investment; your guests effectively purchase your property for you and you can visit and enjoy it for your own use whenever you wish. The short break holiday market has increased significantly over the past few years as everyone likes a special oasis on the horizon to look forward to. This has increased occupancy in the out-of-season months, further boosting your income.

Each property is different, so we wouldn’t like to say what you'll make without seeing the property with our own experienced eyes. We can tailor the rent to match the property and help you make the most of your investment with free, no obligation advice and a full financial projection.

What should I buy?

Hampshire has some fantastic villages and market towns that make a great base for a holiday in the county. Coastal properties are always popular but do not underestimate the appeal of a luxury woodland hideaway, or a cottage next to a village green.

Allowing a dog(s) will definitely increase bookings and having a wood-burner extends the season. Good walking country from your door is very much appreciated and a walkable distance to a pub/restaurants/village shop/farm shop will help guests make their mind up when choosing between properties to book.

A thatch looks great and excites that chocolate box feel, especially to overseas guests looking for something quintessentially English, but bear in mind there will be extra considerations for insurance, wood-burners and barbecues. Parking is important to our guests, so unless you're in a stunning town centre location, try to ensure there's private parking available. The bedroom/bathroom ratio makes a difference too - they're paying for luxury and convenience, which does not involve sharing a loo between seven people...

Comfort and luxury means the little decisions are important, like choosing 5ft and 6ft beds instead of a standard double to increase perceived value. 

Why Choose Hampshire for holiday letting

Hampshire boasts pretty villages, England's ancient capital, The South Downs National Park, and The New Forest National Park which extends down to the coast and the vibrant Georgian town of Lymington. Exbury Gardens has magnificent and rare species of rhododendrons and azaleas whilst the National Motor Museum at Beaulieu has over 250 cars including the earliest motor carriages and sleek sports cars to marvel at. The Isle of Wight is unique; the minute that the ferry or hovercraft leaves the mainland you have that exciting feeling of having left the country, Hampshire certainly has a lot of great places to visit and explore.

Our guides

How to be a dog friendly holiday cottage and the benefits

Increased bookings, more money per booking, and providing households with dogs somewhere lovely to stay. Read up on the latest figures on dog friendly holiday lets and see if this is a way you can maximise bookings at your property.

Guide to VAT for Furnished Holiday Lets

Here is our rundown of VAT for Furnished Holiday Lets in 2024 so you can navigate these waters with confidence.

The Government announces regulation changes for short term lets

The government has set out new rules for short term lets, focusing on a registration scheme and changes to planning laws. We have summarised the changes and given our stance on how these changes will impact the industry.

New fire safety regulations for holiday homes in England and Wales

Understand the new guidance and regulations for holiday home fire safety in England and Wales with our handy guide.

Managed Services with Classic

Find out more about our complimentary Managed Holiday Letting Service with Classic Cottages.