
Holiday houses in Chelsham
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Top-rated holiday rentals in Chelsham
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Convenient Caterham Bolt Hole near Gatwick/London
We have 2 delightful, and newly-renovated double rooms plus shower room at semi-basement level. ‘Below Stairs’ has its own entrance so you have full privacy away from the busy family life going on upstairs! The accommodation is a perfect place to lay your head for a weekend, a work trip or accommodation around a wedding or event. There’s no kitchen although tea and coffee are provided and the nearby Caterham Cafe does a great breakfast! Costa, Cafe Nero and restaurants are also moments away.

Amazing Clockhouse in a perfect location
The Clockhouse is a fabulous self-contained lodge in a semi rural setting with its own private garden area, off street parking & superb transport links to London (45 min) & LGW/LHR airports (30/90 min) .A spacious & tranquil open plan living area offering flexible accommodation has the added advantage of a double bed & x2 single sofa beds, a splendid shower room & a well equipped kitchen. The separate private access means privacy & relaxation is assured & makes for a perfect base all year round.

Stunning Views and Aircon!
Wake up & lift the automatic blinds directly from your SUPER KING SIZE BED & be captivated by the VIEW of the beautiful Darent Valley unfolding before you through the picture windows. SNUGGLE in a cosy armchair with a book, listen to your favourite music or EXPLORE many footpaths along the valley. Stroll through the fields to Otford & Shoreham villages, visit HISTORIC HOUSES & vineyards or simply stay at home & enjoy a spacious studio apartment whilst staring at the sunset with a glass of wine

A private country escape with stunning views
A charming, fully self contained guesthouse, set in a private garden of a 14th century cottage located in the pretty village of Chipstead. A perfect country escape with fast access into London and Gatwick Airport a short taxi ride away. The guesthouse offers views over open countryside, enjoy total peace and quiet, lots of privacy, all in an area of outstanding natural beauty. If you're wanting to explore leafy Surrey with great links into London, our guesthouse offers you the perfect location.

Quiet luxury rural cottage with fantastic views.
Rare, peaceful and spacious newly built cottage with private garden, comfortably sleeps 6. On Greensand AONB escarpment, with spectacular uninterrupted views over the Kent countryside. Rural retreat 2 miles south of Sevenoaks, half an hour by train to London Bridge. On private road. Own access and parking. New kitchen with light and airy dining and sitting area. WiFi. Very private south facing garden and patio. Fantastic walks to local pubs, national trust, great cycling. Use of tennis court.

SUMMERHOUSE luxury smart barn, projector 75Mb WiFi
The Summerhouse is a modern barn conversion located on the Flagpole Cottage estate with the main house dating back to 1650 in quaint and friendly Tandridge Village. The Summerhouse has a private entrance with magnificent views over the country side from the floor to ceiling windows, yet only 20 miles from London. Open plan living with sleeping arrangements on the mezzanine and ground floor sofa bed. WiFi (75Mb fibre) and secure parking (24/7 outdoor CCTV) is free. Private terrace on the back.

Taylour House - Historic, unique, yet modern
Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.

Amazing large pristine heated pool, country views
Unique eco sustainable guest house built in 2022 with stunning views over private fields lined with Oak Trees as well as views overlooking a private new pristine 17m swimming pool. The beautiful pool is heated from March 2026. Quiet location, country walks (close to National Park) and a local pub 1 mile away. Modern, new stylish interiors with a cosy wood burner (in Winter months) and a large patio, BBQ and fire pit outside (wood not included). Conveniently located 15 miles to Gatwick Airport.

47m2 Smart& Modern one bedroom flat/TV
This distinctive, modern one-bedroom apartment offers a completely PRIVATE, SELF- CONTAINED space with NO SHARED AREAS, ensuring a comfortable and exclusive stay. Ideally located just a 7-minute walk from Sanderstead and Purley Oaks train stations, with direct connections to LONDON Victoria and London Bridge in under 25 MINUTES. A wide selection of restaurants and shops are. within easy walking distance,and Gatwick Airport is conveniently accessible, just a 25-minute drive from the property.

Beautiful Light, Open Plan Garden Lodge
This beautiful Garden Lodge is set away from the main house, accessed via automatic gates within gated grounds. Fitted kitchen with all mod cons in a very large open plan living space. 2 very small bedrooms. Bedroom 1: 1 double bed. Bedroom 2: 1 double bed. Main Space: 1 double bed. Suitable for couples, families, solo guests, business travellers, and groups, sleeping up to 6 people. Also, useable for daytime business meetings, seminars and training sessions up to 12 people by application.

Cosy, Rustic 17th Century Country Barn.
Charming 17th century Barn conversion. Restored with every attention to detail, abundance of character & exposed beams, fully equipped kitchen, attractive bathroom with roll top bath & rain shower. Underfloor heating, High Speed Wifi, Smart TV and optional hot tub (please enquire and book in advance). Just 14 minutes from Gatwick Airport/Station & the Express into London takes only 30 minutes, yet the Barn is set in open countryside, surrounded by fields, on an Equestrian property

Charming Guest Suite in the Kent Countryside
Our private annexe is nestled in a peaceful cul-de-sac, just 3 miles from Chartwell and 4 miles from Sevenoaks. London Bridge is a convenient 30-minute train ride away. Enjoy high-speed WiFi, HDTV, and a well-equipped bathroom. Refreshments like coffee, tea as well as an assortment of snacks are provided for our guests. The High Street, local pub, and shops are within walking distance. Guests can park their car on-site for free. EV charging available at extra cost.
Popular amenities for Chelsham holiday rentals
Other great holiday rentals in Chelsham

2 Bedroom Guest House, Sleeps 4 with parking

4BR Sleeps 8 Garden Flat En-suite Large | WiFi

Beautiful garden maisonette 30mins to zone1 london

Lavender Cottage with Garden, Woodland & Tennis

Historic Surrey Hills Cottage 30 mins from London

Chapel of the Good Shepherd

Picturesque 4 Bed Cottage in Lingfield, Surrey

White Lotus Haven
Destinations to explore
- South Downs National Park
- Paddington
- Covent Garden
- British Museum
- St Pancras International
- Hampstead Heath
- Buckingham Palace
- The O2
- Wembley Stadium
- Tottenham Court Road
- Tower Bridge
- Marble Arch
- London Bridge
- Big Ben
- Natural History Museum
- Trafalgar Square
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common





