Beautiful and ancient Chesham lies in the heart of Buckinghamshire, and the historic market town is a great spot for a short break. You'll find 23 Grade II listed buildings to explore, a thriving cafe culture, superb restaurants and a wide array of excellent accommodation, whether you fancy a chic little B&B or a cosy holiday cottage with a hot tub. Even better, Chesham is easy to get to by car via the M25, or from the centre of London via the Underground Metropolitan line. Just prepare to book your accommodation early during peak holiday periods, as this desirable destination tends to get busy.
Top 15 Recommended holiday lettings in Chesham
Find your perfect holiday home, apartment or cottage in Chesham from just £50 per night!
Recommended pet-friendly holiday lettings
Top holiday lettings with fishing spots nearby
Budget-friendly Holiday Homes in Chesham
Find Fantastic yet Cheap Lettings
Top-Rated Lettings and Properties in Chesham
Book Holiday Letting Offers with the Highest User Rating
Why choose HomeToGo?
Securely pay and stay your way
Choose local, trusted payment methods, plus trip insurance and add-on services.
Award-winning customer service
Experience seamless, hands-on support for any booking questions or concerns.
Verified reviews
Trust in the quality and comfort of your stay with verified guest reviews.
Price clarity, no surprises
Spend your budget exactly as planned by comparing thousands of providers.
Smart search made simple
Transform holiday planning into a joy with advanced, AI-powered search tools.
Find your dream stay
Explore 15 million+ rentals, the world’s biggest selection of holiday homes.
Popular holiday rental amenities in Chesham
You will have a lot of holiday lettings to compare and from which to choose if you are looking for a rental including a pool in Chesham. Hotel room with pools in Chesham are an excellent option for groups of 9 and cost, on average, £161 a night. Among these rentals, most are situated within 2 kilometres of water.
Where are the unique attractions in Chesham?
Enjoy Chesham's Varied Attractions
Chesham is a compact spot to explore, especially if you book one of the excellent accommodation options in the town centre or a holiday cottage in the surrounding Buckinghamshire countryside.
Visit the old town centre which is built on a prehistoric holy site, and see pretty St Mary's Church and the sixteenth-century buildings which nestle around the main square. Lowndes Park is ideal for a stroll and Chesham Museum brings the town's fascinating history and culture to life.
Accommodation in Chesham is also well located for other nearby attractions, such as the Chiltern Open Air Museum, the Roald Dahl Museum & Story Centre, Frogmore Paper Mill and the stunning Ashridge Estate with its sweeping landscaped grounds.
Information about holiday rentals in Chesham
| 🏡 Holiday homes available | 83 rentals |
|---|---|
| 🌙 Nightly prices from | £50 |
| ⭐ Popular amenities | Pets allowed, Parking and Garden |
| 🐾 Pet friendly rentals | 24 properties |
| 🏊 Holiday rentals with pools | 19 properties |
Frequently Asked Questions
What is a common nightly price for a holiday rental in Chesham?
Nightly rates for holiday rentals in Chesham start from around £50. Prices vary depending on the type of holiday let, season, and amenities. Check HomeToGo to see current rates and discounts.
How many holiday homes are available to book in Chesham? And what are the most popular types of holiday lets?
There are 83 holiday homes in Chesham to choose from and book for your next trip. Holiday homes in Chesham often include spacious apartment rental and bed and breakfast rental. They’re ideal whether you’re planning a romantic escape or a group getaway. Discover the most booked options quickly with HomeToGo’s smart filters.
What is the most popular holiday rental amenity in Chesham?
When looking for a holiday home in Chesham, consider looking for a place with Pets allowed, Parking, or Garden, which are the three most popular amenities for this destination.
Do you offer holiday homes with a swimming pool in Chesham?
Yes, 23% of holiday homes in Chesham come with a swimming pool. Whether you’re travelling with kids or just want a splash, you’re sorted with 19 options available. Browse poolside holiday rentals on HomeToGo, starting from around £161.
Are there any pet-friendly holiday cottages in Chesham?
Yes, 29% of holiday rentals in Chesham are pet-friendly, with 24 options where your pet is welcome. With HomeToGo, it’s easy to find a place that suits both you and your four-legged companion. Just tick the ‘Pets allowed’ filter on HomeToGo to see what’s available for you and your pet.
What's the perfect time to travel to Chesham?
Book your Chesham holiday in June or April to avoid a washout; these are the months with the least amount of rain.
Where can I see discounts on holiday rentals in Chesham?
You can get great value holiday lettings in Chesham with prices for a let starting at just £50 - and HomeToGo has introduced plenty of features that make it quick and simple to discover some outstanding deals. If you don't have set dates for a trip, try a search using HomeToGo's flexible dates technology to scan for great value date options and get discounts of up to 10%. Additionally, HomeToGo's 'distance from' filter enables you to locate hidden gem holiday homes in lower-price, under-the-radar locales that are just as close to your desired destination, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Start your search as soon as possible to take advantage of the greatest variety of options and top discounts - and do so with confidence by clicking on HomeToGo's 'free cancellation' filter when using the website or app.
What are the advantages of booking a holiday letting in Chesham with HomeToGo?
From serenity away from the crowds to plenty of room to enjoy with your loved ones, holiday rentals in Chesham have many bonuses. HomeToGo shows you real reviews written by previous guests, and searching is secure, easy, and hassle-free - so with 83 lets from 4 providers in the region, you're sure to locate the right type of accommodation with all of the amenities that are important to you in Chesham.
Do you offer holiday accommodation for couples in Chesham?
Yes, there are many romantic holiday rentals in Chesham perfect for two. Whether you're after a quiet countryside cottage or a city-centre flat, there’s something to suit your style. HomeToGo helps you discover the best spots for two.
Can I book a waterfront holiday rental in Chesham?
Yes, there are 83 waterfront holiday lets available in Chesham. They're great for beach lovers or anyone seeking a peaceful retreat by the water. Use HomeToGo’s "Near the water" filter to find your perfect waterfront holiday let.
Why should I book my holiday rental with HomeToGo?
With HomeToGo, you get access to the world’s largest selection of holiday lettings – all in one place. We compare prices across providers to help you save time and money. Your next great stay is just a few clicks away.
Can I find family-friendly holiday lettings in Chesham?
Yes, many holiday homes in Chesham are ideal for families, with plenty of space and useful amenities. Many come with space for medium-sized groups and families and practical features like kitchens and gardens. Start your search with HomeToGo for a stress-free getaway.
Can I cancel my holiday rental booking for free?
Yes, many holiday lettings on HomeToGo offer free cancellation. This gives you flexibility in case your travel plans change.
Is it possible to rent a holiday home for a weekend getaway in Chesham?
Need a weekend getaway in Chesham? Lots of holiday rentals offer short stays for a quick and easy break. You’ll find plenty of holiday homes that accept 2-3 night bookings. Find yours easily on HomeToGo.
Are there any last-minute holiday rental deals in Chesham?
Yes, HomeToGo regularly features last-minute holiday deals in Chesham. You might even save up to 10% if you’re flexible with dates. Use HomeToGo’s filters to see what’s available right now.
Top cities to visit
- Ascot
- Beaconsfield
- Belgravia
- Bicester
- Bloomsbury
- Bracknell
- Bray
- Camberwell
- Canning Town
- Chessington
- Chingford
- City of London
- Clerkenwell
- Dunstable
- East London
- Farnborough
- Golders Green
- Greenwich
- Hampton
- Hampton Court
- Harrow
- Hatfield
- Hayes
- Headington
- Hitchin
- Hounslow
- Hyde Park
- Leatherhead
- London
- London Docklands
- Luton
- Maidenhead
- Marylebone
- Mayfair
- Old Windsor
- Putney
- Slough
- Southwark
- St Albans
- Sutton
- Thames Ditton
- Uxbridge
- Victoria
- Walton-on-Thames
- Ware
- Watford
- Welwyn Garden City
- Weybridge
- Wimbledon
- Woking
Discover Nearby Regions Worth Exploring
- Arundel
- Barford
- Basingstoke and Deane District
- Bedford
- Berkhamsted
- Berkshire
- Bishop's Stortford
- Brize Norton
- Buckinghamshire
- Canvey Island
- Carterton
- Central London
- Cirencester
- City of Winchester
- Cookham
- Crowborough
- Datchet
- Ditchling
- Duxford
- Essex
- Harpenden
- Haslemere
- Henfield
- Henley-on-Thames
- Hertfordshire
- Hever
- Horley
- Hungerford
- London Borough of Camden
- London Borough of Enfield
- London Borough of Richmond upon Thames
- Maidstone District
- Midhurst
- Milton Keynes
- Northamptonshire
- Oundle
- Oxfordshire
- Pewsey
- Royal Borough of Kingston upon Thames
- Shere
- Shoreham
- South Cerney
- Stansted Mountfitchet
- Tunbridge Wells
- Wantage
- Warwick
- West Sussex
- Whittlesey
- Witney
- Wokingham
Most Popular Destinations
- Holiday homes & rentals in Cornwall
- Holiday homes & rentals in Norfolk
- Holiday homes & rentals in Scotland
- Holiday homes & rentals in Northumberland
- Holiday homes & rentals in Wales
- Holiday homes & rentals in the Lake District
- Holiday homes & rentals in England
- Holiday homes & rentals in Devon
- Holiday homes & rentals in the United Kingdom
- Holiday homes & rentals in Dorset
- Holiday homes & rentals in Whitby
- Holiday homes & rentals in Anglesey
- Holiday homes & rentals on the Isle of Wight
- Holiday homes & rentals on the Isle of Skye
- Holiday homes & rentals in Tenby
- Holiday homes & rentals in North Wales
- Holiday homes & rentals in Suffolk
- Holiday homes & rentals in Keswick
- Holiday homes & rentals in Pembrokeshire
- Holiday homes & rentals in Lyme Regis
- Holiday homes & rentals in Padstow
- Holiday homes & rentals in France
- Holiday homes & rentals in Salcombe
- Holiday homes & rentals in Newquay
- Holiday homes & rentals in Edinburgh
- Holiday homes & rentals in Bath
- Holiday homes & rentals in Abersoch
- Holiday homes & rentals in Roses
- Holiday homes & rentals in Dartmouth
- Holiday homes & rentals in Spain
- Holiday homes & rentals in North Yorkshire
- Holiday homes & rentals in Loch Lomond
- Holiday homes & rentals in Bamburgh
- Holiday homes & rentals in Weymouth
- Holiday homes & rentals in Bournemouth
- Holiday homes & rentals in Adelaide
- Holiday homes & rentals in Jersey
- Holiday homes & rentals in Edinburg
- Holiday homes & rentals in Harris
- Holiday homes & rentals in Derbyshire
- Holiday homes & rentals on the Isle of Mull
- Holiday homes & rentals in York
- Holiday homes & rentals in Tenerife
- Holiday homes & rentals in Southwold
- Holiday homes & rentals in Great Britain
- Holiday homes & rentals in Sheringham
- Holiday homes & rentals in Bude
- Holiday homes & rentals in Kent
- Holiday homes & rentals in Falmouth
- Holiday homes & rentals in Llandudno
- Holiday homes & rentals in Seahouses
- Holiday homes & rentals in Filey
- Holiday homes & rentals on the Gower Peninsula
- Holiday homes & rentals in Ireland
- Holiday homes & rentals in Cromer
- Holiday homes & rentals in Ambleside
- Holiday homes & rentals in Riverside
- Holiday homes & rentals in North Berwick
- Holiday homes & rentals in Woolacombe