Vacation rentals in Westerham

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Top-rated vacation rentals in Westerham

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A living area features exposed wooden beams and a cozy seating arrangement. A gray sofa sits in front of a decorative fireplace, complemented by a textured area rug. Bookshelves line the walls, providing a warm and inviting space that leads to a dining area visible in the background.
Home in Kent
4.95 out of 5 average rating, 21 reviews

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.

Top guest favorite
Two wooden lounge chairs are positioned on a stone patio, offering views of the expansive greenery and rolling hills in the distance. Lavender plants line the edge of the patio, enhancing the serene rural setting.
Cottage in Sevenoaks Weald
4.99 out of 5 average rating, 113 reviews

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.

Top guest favorite
Home in Edenbridge
4.98 out of 5 average rating, 119 reviews

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.

Top guest favorite
The image captures an aerial view of a charming Tudor property surrounded by lush greenery. Two distinctive white-tipped oast houses are prominently displayed, along with neatly manicured gardens and open spaces. The serene countryside landscape extends into the background, showcasing rolling hills.
Home in Ide Hill
4.96 out of 5 average rating, 355 reviews

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

Top guest favorite
A tranquil outdoor area is surrounded by rustic wooden walls and beautiful greenery. Comfortable seating is arranged around a table, with pots of plants adding color. Wisteria drapes elegantly from above, creating a serene setting that is inviting for relaxation.
Barn in Chiddingstone Causeway
4.97 out of 5 average rating, 183 reviews

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.

Top guest favorite
Guest suite in Brasted
4.96 out of 5 average rating, 142 reviews

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.

Guest favorite
Apartment in Kent
4.85 out of 5 average rating, 13 reviews

The Den - Cosy Apartment in Westerham!

Brand new and fully equipped studio apartment in the heart of Westerham! Ideal for nightly or weekly stays, our brand new apartments have been designed and furnished with a discerning guest in mind. Comfortable beds, luxury linen and a fully equipped kitchen ensure you have everything you need for a truly comfortable stay. Positioned on Market Square, you are on the doorstep of everything this historic market town and surrounding area has to offer.

Top guest favorite
Home in Surrey
5.0 out of 5 average rating, 16 reviews

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.

Top guest favorite
A spacious interior of the barn features high wooden beams and large windows, allowing ample light to illuminate the area. A long dining table is placed centrally, surrounded by chairs. A comfortable sofa and various lamps create a cozy seating arrangement, enhancing the overall atmosphere.
Barn in Kent
4.89 out of 5 average rating, 552 reviews

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.

Top guest favorite
The entrance of a charming cottage is highlighted, featuring a dark blue door framed by white trim. Flower pots with vibrant blooms line the path, while multiple windows allow natural light to illuminate the red brick facade. A lantern-style light fixture adds a quaint touch.
Home in Halstead
4.99 out of 5 average rating, 152 reviews

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.

Guest favorite
The exterior of the guest suite is shown, featuring natural wood paneling and large windows that invite sunlight inside. Vibrant autumn foliage surrounds the building, with a neatly trimmed hedge of golden leaves. A clear blue sky enhances the fresh, outdoor atmosphere.
Guest suite in Oxted
4.91 out of 5 average rating, 183 reviews

Skyfall Guest Suite

Welcome to Skyfall, a contemporary guest suite, with a kitchenette, including microwave, mini fridge and sink. There is parking available. Accommodation includes a large king size bedroom with modern en-suite bathroom, large walk in shower, kitchenette and all the creature comforts including modern day essentials such as ultra fast broadband and access to Netflix.

Guest favorite
Home in Riverhead
4.77 out of 5 average rating, 13 reviews

3 Bed cottage in upmarket Sevenoaks, Kent

Relax with the whole family at this peaceful village cottage. With off-street parking and garden. Accommodation for up to 5 in 3 bedrooms. The property is in beautiful Riverhead and within walking distance to Sevenoaks highstreet with loads of restaurants, Chipstead lake for open water swimming, golf courses and the famous Knole park (deer park).

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