Vacation rentals in Westerham

Cosy, homely countryside cottage

A beautiful Grade II listed cottage in the charming, historic Westerham, home of Churchill. Ideal for individuals, couples, families or friends. Tastefully decorated & furnished, homely, peaceful & private. On a quiet lane in the heart of the village, with cafes, restaurants, country pubs & independent shops. A perfect base for countryside walks & exploring historic attractions (Chartwell House, Hever Castle, Igtham Moat etc). Roadside parking nearby. 3 miles from Oxted, with trains to London.

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.

Oast Farmhouse, Ide Hill, Hever, Edenbridge

The Oast House is on a private Tudor Estate. A listed mid-Victorian property has charming period features, a large garden and storage. It theoretically sleeps 10 but suitable for 7 if one prefers sleeping alone. Terrific for group bookings, cycling and triathlon participants, temp workers, golfers, extended families in area for special occasions, corporate charity rides, or bake off weekends! Perfect for visiting Tudor England all around beautiful West Kent. We are 35 mins from South London

Charming barn conversion in the Kent countryside

Barneta is the annex of a converted barn and is set in an idyllic spot on a sheep farm in the heart of the Kentish countryside but only 10 minutes drive from Hildenborough train station with trains to London and the South Coast. All the amenities of Royal Tunbridge Wells are 20 minutes drive away. It is an excellent base for walking and there are many places of interest to discover such as Penshurst Place, Chiddingstone and Hever Castles with fantastic local pubs along the routes.

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.

The Stables

Experience the beauty of the Kent, Surrey and Sussex borders with our inviting two-bedroom holiday let, offering a cosy retreat amidst picturesque landscapes and great local attractions. This charming two-bedroom converted stables with a walled garden and patio is the perfect haven for your break, offering a blend of comfort and convenience. Set back from the road behind gates and with a gravel courtyard, this property provides plenty of character.

Annex with sunny patio, nr Oxted

2 bedroom detached Annex with secure off-road parking in the Surrey Hills AONB (area of outstanding natural beauty), yet close to the M25. 10min walk to Godstone village and its gastropubs/cafes. 15min drive to Gatwick airport. A 10min bus ride to Oxted and its restaurants, and from there a 40min train to central London. The Annex enjoys its own sunny patio, and a shared lawn and meadow (with all its wildlife!). EV charging available.

Deep Well | Surrey Hills View Retreat

Escape to the Surrey Hills and enjoy a peaceful stay at Deep Well, a stylish one-bedroom retreat set within beautiful countryside. Ideal for couples or solo guests, the space offers comfort, privacy and a calm, elegant feel. Perfect for short breaks or longer stays, with easy access to local walks, villages and transport links to London. A relaxing base to unwind, recharge and enjoy the surroundings.

Beautiful 18th century barn.

Welcome to our beautiful, unique 18th century barn! The property is complete with a large open space, bathroom and mezzanine level double bedroom. Underfloor heating. Wood burning stove. A piano. We can put a double and single mattress downstairs for large families. Children under 10 are free. Wifi. Private parking and entrance. Seating area outside and garden to share.

The Coach House, Halstead Hall

The Coach House, Halstead Hall is a cosy, detached cottage within the grounds of the Grade II listed residence of the esteemed author Edith Nesbitt. Located in the peaceful village of Halstead, this idyllic retreat offers tranquility while being conveniently just a 20-minute train journey from London, accessible via a short taxi or bus ride to the local train station.