Holiday rentals in Chelsham

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Top-rated holiday rentals in Chelsham

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Top guest favourite
An entrance adorned with dry foliage frames a charming lodge. A central water fountain is visible, surrounded by lush grass and greenery. Soft lighting highlights the architectural features of the building, while tall trees create a natural backdrop.
Guest house
4.97 out of 5 average rating, 136 reviews

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.

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
4.99 out of 5 average rating, 155 reviews

Amazing 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
A cozy bedroom is presented with soft yellow tones and patterned bedding, creating a tranquil environment. A spacious bed is complemented by decorative pillows. Natural light filters through the large windows, dressed in light curtains, while a fan and a mirror are positioned nearby for comfort and convenience.
Guest house
4.9 out of 5 average rating, 60 reviews

Annexe Haven Cosy Space with own (shower&entrance)

Escape at this unique and serene getaway. This stunning annex is an extension to the main property. This unique space boats of it's own private entrance with security night lights and it's own entrance to your private patio. Within the annex separate from the bedroom is a shower, a toilet and a sink. Also allocated in this space is your own hallway with fridge/freezer, a microwave and a kettle. The nicely designed bedroom is spacious with a smart tv & own private study & Free Netflix account.

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
4.95 out of 5 average rating, 569 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
Flat
4.97 out of 5 average rating, 179 reviews

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.

Top guest favourite
A charming exterior showcases a well-maintained building with a tiled roof and large glass doors. A basketball hoop stands beside the entrance, surrounded by lush greenery. A gravel driveway leads to the building, providing ample space for parking and outdoor activities.
Guest house
5 out of 5 average rating, 28 reviews

Where Country meets Suburbs

Situated in the picturesque countryside of Warlingham, there is something for everyone; a variety of pastimes that will appeal to that naturistic inner being and or a well-deserved relaxing break. Close to Biggin Hill Airport and London Gatwick Airport. Easy access to London. Central to four Golf Clubs in the area. Various dinning options, including the famous White Bear Gastro Pub (2 min walk). See the history of Charles Darwin and visit his house. Walking and cycling trails, and Much More!

Guest favourite
A spacious living area features a large, comfortable corner sofa, complemented by accent pillows and a sleek coffee table. Expansive windows provide scenic views of the outdoors, while a modern fireplace adds warmth. The dining area is visible in the background, showcasing elegant seating.
Home
5 out of 5 average rating, 5 reviews

Twilight Retro Haven + Hot Tub + Garden Cinema

Step into Kooringa, an Asian-inspired retro haven in Warlingham, Surrey. This stylish retreat offers a luxurious hot tub, a garden cinema for magical movie nights, and stunning countryside views. Just 10 minutes from Upper Warlingham Station (direct to London in 30 mins), it's perfect for couples or small groups. Explore local gems like Surrey Hills, enjoy the secluded garden, and unwind in retro-modern comfort. Your idyllic escape, just a short journey from city life, awaits!

Top guest favourite
A light-filled lounge is furnished with a comfortable gray sofa adorned with various decorative cushions. A cozy armchair, positioned beside a small wooden table, complements the space. A brick fireplace is featured, with a television mounted above, creating a welcoming atmosphere.
Cottage
4.96 out of 5 average rating, 216 reviews

Charming Cottage with lovely garden & parking

Delightful entire 1 bedroom cottage, built over 200 years ago with a spacious lounge, diner and a fully fitted kitchen and benefits from its own private patio. With picturesque views across the golf course and a wonderful hiking trail. You will find this to be a perfect spot to relax for single and couples wanting break away or even if away for work purposes. A 10 minute stroll to a nearby local village pub, a delightful cafe and restaurant, including an off license.

Top guest favourite
Guest suite
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
A cozy living area features a brown leather sofa positioned across from a white dining table and chairs. A digital piano is situated to the left, while natural light floods in through large windows. Decorative plants add a touch of freshness to the space.
Apartment
4.97 out of 5 average rating, 39 reviews

Modern Flat - Spacious & Comfy

Kick back and relax in the peaceful, clean, comfy apartment. Fantastic location that has it all, shops, supermarkets, restaurants, bars, theatre and next to Park Hill where you'll find benches to sit, nature, a walled herb garden, Victorian water tower and more. . . East Croydon train station is only 5-10 mins walk where you can take the train to Gatwick airport, London Bridge and Victoria or catch a bus to Heathrow airport.

Guest favourite
A comfortable living area is showcased with a plush gray sectional sofa placed adjacent to a round wooden coffee table. A flat-screen television is positioned on a wooden console, while a large window allows natural light to illuminate the space, framed by soft window treatments. A colorful wall art piece adds a vibrant touch.
Guest house
4.94 out of 5 average rating, 65 reviews

Double bed annex

Self contained Annex attached to house with kitchen/living room, separate bedroom and shower room. Ample parking. 12 minutes walk to nearest rail - approx 30 mins into central London. In the pretty village of Warlingham with lots of walks, riding opportunities and Golf Courses nearby. An ideal location from which to explore the Surrey Hills. 25 mins drive to Gatwick.

Guest favourite
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
4.91 out of 5 average rating, 173 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.

Popular amenities for Chelsham holiday rentals

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