Holiday rentals in Westerham

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Top-rated holiday rentals in Westerham

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Guest favourite
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
5 out of 5 average rating, 18 reviews

Cosy, homely countryside cottage

A beautiful Grade II listed cottage in the quaint and 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 favourite
A well-maintained garden is framed by lush greenery, showcasing vibrant flower beds and neatly trimmed hedges. Beyond the garden, expansive views of rolling hills and the Darent Valley can be seen under a partly cloudy sky.
Apartment in Otford
4.99 out of 5 average rating, 156 reviews

Stunning Views over Garden & Valley

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

Guest favourite
The Summerhouse features a charming wooden exterior with a sloped roof and large glass doors. Surrounded by lush greenery, it includes a small seating area on the patio for outdoor relaxation, inviting nature into the living space.
Guest house in Surrey
4.95 out of 5 average rating, 570 reviews

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.

Guest favourite
The exterior of the cottage is captured in natural light, showcasing a stone facade and a welcoming entrance. A vast green lawn surrounds the property, complemented by trees and shrubs, creating a peaceful outdoor setting against a clear blue sky.
Home in Ide Hill
4.95 out of 5 average rating, 336 reviews

Sweet farm cottage, Ide Hill, Hever, Edenbridge

Puncheur Place is a semi-detached cottage on a private Estate in the middle of cycling country at the foot of Ide Hill nr Hever. It is quiet yet accessible to dozens of pubs/golf. The garden is west facing and large. Perfect for outdoor picnics. The cottage is not huge, but cozy. Many footpaths. This is Tudor County so many period properties and pubs nearby. Indeed our Estate was once owned by Thomas Boleyn, then Mary Boleyn after the beheading of her sister Anne in 1533. #puncheurplace

Top guest favourite
A charming cottage exterior is depicted, featuring a combination of whitewashed walls and earthy wooden elements. The slate roof is adorned with warm wooden shingles. A small, well-maintained shrub adds greenery to the entrance, alongside a wooden door framed by an inviting porch.
Cottage in Kemsing
4.94 out of 5 average rating, 228 reviews

Comfortable & cosy 17th century Listed Cottage.

The cottage is in a semi-rural setting. There is a garden with table and chairs for sitting outside, and a BBQ to enjoy summer days. The cottage has everything to ensure your stay is comfortable. Nearby there is a choice of quaint country pubs and the bars and restaurants of Sevenoaks are a short drive. There are lots of wonderful nearby country walks. Hever Castle, Chartwell House (Winston Churchill), & Down House (Charles Darwin) are just some of the attractions within a short drive.

Top guest favourite
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
4.98 out of 5 average rating, 166 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 favourite
Guest suite in Brasted
4.95 out of 5 average rating, 102 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 favourite
The living area is designed for comfort, featuring a cozy seating arrangement with patterned sofas. A brick fireplace with a wood-burning stove adds warmth. A flat-screen television is positioned near a side table, while soft lighting from lamps creates a welcoming ambiance.
Home in Kent
4.97 out of 5 average rating, 34 reviews

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.

Top guest favourite
The spacious bedroom features a comfortable bed dressed in soft linens, flanked by bedside tables with lamps. Exposed wooden beams create a rustic ambiance, while patterned curtains frame the window. A wooden dresser adds character, and a full-length mirror reflects the room's charm.
Barn in Horley
4.94 out of 5 average rating, 515 reviews

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. 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

Top guest favourite
A spacious living area showcases wooden beams and an open layout. A comfortable sofa faces a wood-burning stove, with a flat-screen TV nearby. The dining table is surrounded by woven chairs, and large windows provide natural light while offering views of the entrance and surrounding nature.
Cottage in Marden
4.99 out of 5 average rating, 590 reviews

The Lodge

**Opted in to Airbnb's enhanced cleaning protocol** Cosy barn-style accommodation nestled in the heart of the Kent countryside. Located close to National Trust sites and country walks. The Lodge is the perfect country getaway and romantic retreat. Please note this is strictly a NO SMOKING property inside the Lodge, the garden and surrounding field. The property is also NOT SUITABLE for infants, children or pets. Two adults only.

Top guest favourite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 339 reviews

The Granary, Organic Vineyard stay with Pool.

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Top guest favourite
The bedroom features a plush kingsize bed with soft linens and an inviting assortment of pillows. Warm gray paneling surrounds the bed, complemented by stylish bedside tables with lamps. Natural light enters through a skylight, adding brightness to the cozy space.
Cottage in Plaxtol
5 out of 5 average rating, 272 reviews

Exquisite Cottage in Beautiful Kent Countryside

This delightful cottage has been lovingly refurbished and offers a luxurious, yet cosy and comfortable space for the perfect weekend getaway. Located in a designated Area of Outstanding Natural Beauty, we are situated in the heart of our pretty village surrounded by miles of beautiful Kent countryside. A beautiful spot to indulge in countryside walks and delicious pub lunches.

Popular amenities for Westerham holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Kent
  5. Westerham