
House holiday rentals in Chesham
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Top-rated house rentals in Chesham
Guests agree: these houses are highly rated for location, cleanliness and more.

Magical Marlow town centre
Wing Cottage is a charming period terraced cottage with log burner in the heart of Marlow. It has been stylishly refurbished and has its own secluded courtyard garden. 5 minutes walk from High St shops with Everyman Cinema, Tom Kerridge’s Michelin* Hand &Flowers & The Coach, plus Marlow Ivy Garden, Côte Brasserie, Piccolino, The Compleat Angler and several historic pubs. The Park and Thames Path river walk are 10 minutes walk. Nearby bus stops serve neighbouring Henley-on-Thames (8 miles away).

Stunning riverside house in the heart of Chilterns
Breathtaking location set in the heart of stunning Chilterns countryside only 30 min from London. Come & recharge with views of the River Chess flowing past your bedroom. Relax in the large sitting/dining room (dbl sofa bed) or bask in the sunny conservatory watching swans glide by. Glorious walking on Chess Valley Walk. Nearby Amersham, Chalfont & Chenies all offer superb restaurants/shops & Met line tube. Amazing location just off M25 - Harry Potter World 15min, Heathrow 25min & Ascot 45 min.

Charming Mews House near Windsor Castle, London and Ascot
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious beds, a beautiful bathroom, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

The Stables, Little Marlow
A fabulous, converted barn, located in the very desirable village of Little Marlow, Bucks. The property is set within 3/4 acre for your private use and has it's own private driveway + parking. The interior has underfloor heating, a wood burning stove, panelled walls, en-suite, and a family bathroom. Little Marlow has been in numerous Midsomer Murder TV series. The village has two pubs, a cricket ground and a church. The property is a 10 min walk to the river Thames. AONB & cons. area

Gorgeous Cottage in Skirmett with Parking
This gorgeous 3 bedroom cottage, is in the quiet village of Skirmett, situated in the Hambleden Valley, in a particularly pretty area of the Chilterns. Many films and TV series have been filmed in the area, as it is often thought of as quintessentially English. Just a hop and a skip from London and its airports and a short distance from Marlow, Henley or High Wycombe stations... come and step back in time and enjoy a rural setting you won't forget.

Luxury Character Apartment easy access to London
Apartment37 is a self contained luxury Apartment tucked away in the heart of Flitwick, just 5 minutes walk from a mainline train station taking you directly into London in just 45 minutes. Our apartment boasts lots of natural light, but our designer window frosting creates a very private and intimate feel making it the perfect location whether you just need an overnight stop or you want to stay a while with our "home from home" interior design.

Chiltern Hills Escape | Walks & Parking
Set in a peaceful rural location near Saunderton Station, this family-friendly home offers scenic countryside walks and nearby golf courses. Ideally placed for exploring Coombe Hill, Chequers, Waddesdon Manor, the Hellfire Caves and the Roald Dahl Museum, all just a short drive away. The house features a fully equipped kitchen, 65-inch TV, utility room and downstairs bathroom, providing comfort, space and everything needed for a relaxing stay.

Cosy Victorian cottage in central Berkhamsted
Renovated beautiful cottage with open plan living on the ground floor with corner sofa and gas stove. French doors are leading out to a private courtyard garden. Well appointed kitchen with hob, oven and dishwasher. Washing machine in separate lobby leading through to a ground floor shower room / WC. Upstairs there are 2 bedrooms , a main bedroom with king-size bed and a twin room with 2 single beds. Self check in

The Olde Dairy renovated barn
The Olde Dairy is a newly renovated barn which is very spacious and has a very cosy ambience. Popular with visitors to Warner Brothers Studios ‘ Harry Potter’ Bekonscot model village, Roald Dahl museum, Chiltern Open Air museum, Bovingdon Studios, Legoland, Windsor, and the train station 5 mins away straight into London Baker Street approximately 40mins, there are many lovely local pubs and walks on our doorstep.

3 Bedroom Maisonette House in Kew Gardens/Richmond
Elegant and spacious 3-bedroom maisonette just moments from Kew Gardens. This light-filled home features a stylish living area, fully equipped kitchen, and a beautiful private terrace—ideal for outdoor dining. Located close to Kew Gardens Underground Station with fast links to central London. A perfect base for families, friends, or business travellers seeking comfort, charm, and convenience.

Spacious Victorian Farmhouse with rural views
A spacious Victorian Farmhouse with a stunning rural landscape, offering big views of farmland and woods from the garden terrace, lovely country walks and a charming pub/restaurant within 100 metres (The Bottle and Glass Inn). It's perfect for families or groups of friends and within easy reach of Henley-On-Thames (3 miles) and Reading (4 miles).

Mews house in the center of Great Missenden
Quirky mews style house opposite the Roald Dahl Museum in the historical center of Great Missenden. Only a few minutes to the train station by foot and even closer to the Missenden Abbey venue. Set on two stories with balcony on first floor. Parking for one standard sized vehicle directly outside. Plenty of free parking a couple of minutes away.
Popular amenities for house rentals in Chesham
House rentals with a pool

The Mill House

Ivy | Ellerton Road | Pro-Managed

Spacious Home Heated Pool(April-Sep) in Tilehurst

Wellness Escape by River: Sauna, Pool, Hot Tub

Stylish Island Home on the River Thames

4 Bedroom Family Home nr Notting Hill w Garden

Spacious 5B House with Private Pool | Parking x3

The Pool House
Weekly house rentals

Fulham Victorian Retreat w/ Private Sunny Terrace

Luxury house and garden in St Albans

Stylish self-contained 1-bedroom

Artists Victorian Semi

Historic Gem in Old Amersham

Modern & spacious Chilterns home

Contractors Dream~POOL TABLE~Close to Airport

Hidden Gem - St Albans Fishpool Street with Garden
Private house rentals

The Windsor Courtyard

The Lodge at River Acres

Countryside Retreat with hot tub

The grey retreat

Character Cottage in Markyate

Stunning Edwardian Family Home in the Chilterns

Back Door Cottage

Cute & Cosy Cottage | Chilterns
Quick stats about house rentals in Chesham

Total holiday rentals
Explore 20 holiday rentals in Chesham

Nightly prices starting at
Chesham holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Chesham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesham rentals

4.8 Average rating
Chesham stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Paddington
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Marble Arch
- St Pancras International
- Hampstead Heath
- Buckingham Palace
- Tottenham Court Road
- Kings Cross
- The O2
- Natural History Museum
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Camden Market
- Borough Market




