Get in touch about letting your property

Holiday letting in Hampshire

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 Property Manager

Georgina, 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.

From the tides of the Solent to the depths of the New Forest and a county so rich in history; Hampshire is a great place to invest in a property, being so well connected to the rest of the country. 

Georgina Stickland - Property Manager

Local Experts in Hampshire

Our local Area Manager, Georgina, 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, Georgina 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.

Hints and tips for letting your holiday cottage

How your kitchen can add value to your holiday home

How your kitchen can add value to your holiday home

Bradbury's Kitchens give us some tips on designing and styling the kitchen in your holiday home.

Interior design 2 weeks ago Dominique Adams
Owner's Story: Finding the perfect holiday let in Falmouth

Owner's Story: Finding the perfect holiday let in Falmouth

Jackie & Julian Forsey talk about their love affair with Falmouth & buying a holiday cottage, 3 Thetis Place....

Property stories 2 months ago Dominique Adams
Instagram tips for your cottage

Instagram tips for your cottage

Have you thought about creating an Instagram account to promote your property or would like some tips on doing so? We’ve put together five tips to help you get started…

How to holiday let 4 months ago Dominique Adams
Electric Car Charging Installation

Electric Car Charging Installation

Electric cars bring many benefits, and with them becoming increasingly popular, we look at installing a charging point in your property in more depth.

How to holiday let 6 months ago Dominique Adams

Hints and tips for holidays in the area

Things to do in October half term in Dorset

Things to do in October half term in Dorset

Happy Halloween and Half Term from Dorset! The county has a host of entertaining events throughout October half term to put smiles on little faces.

Things to do 2 months ago Hannah Denby
An Adventure in Chichester

An Adventure in Chichester

Explore the unique attractions that Chichester has to offer for a day out or a stay in the area.

Places to Go 3 months ago Hannah Denby
Dorset Gardens

Dorset Gardens

We've compiled a list of the four best places to visit in Dorset in the spring. Of course these are some of the finest gardens you'll ever see...

Places to Go 10 months ago Becky Bye
Holidays in Sussex

Holidays in Sussex

Welcome to the garden of England. Here's your guide to a Sussex Holiday.

Things to do 10 months ago Kayleigh Hardy