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Holiday houses 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.
Guesthouse in Old Coulsdon
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.
Condo in Otford
4.99 out of 5 average rating, 154 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.
Guesthouse in Surrey
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
A modern exterior view of the Airbnb space is captured, showcasing large windows that allow ample natural light. A small patio area features a round table with two chairs, surrounded by greenery, providing a peaceful outdoor setting.
Guest suite in Surrey
5 out of 5 average rating, 12 reviews

Near Caterham School easy access to Gatwick/London

Relaxing self contained, spacious, 2.5 rooms near London (by train), next to Caterham School & North Downs plus the M23 for Gatwick Airport. Own access into 1 bedroom, shower room & lounging room with basic kitchenette; fridge, microwave & coffee/tea facility. Outdoor patio & back garden. Conveniently located, 15min walk to Caterham town centre (many good restaurants & cafés) & London train line (zone 6). By car junction 6 off the M25 & only 1/2 hour drive from Gatwick Airport. Parking on site.

Guest favourite
Apartment in South Croydon
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 spacious open-plan living area features high wooden beams and large windows that allow ample natural light. Comfortable leather sofas are arranged around a coffee table, while a dining area with metal chairs is positioned nearby. A large mirror and a television enhance the space.
Home in South Croydon
4.89 out of 5 average rating, 208 reviews

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.

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.
Guesthouse in Warlingham
5 out of 5 average rating, 27 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!

Top Guest favourite
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, 315 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

Guest favourite
The spacious studio features exposed brickwork and elegant decor. A large bed with neutral linens is complemented by a comfortable leather sofa and a dining area with a table and chairs. Natural light streams through two windows, highlighting the room's modern yet classic charm.
Apartment in Croydon
4.84 out of 5 average rating, 263 reviews

Studio 17 - A unique and luxurious space

Studio 17, fabulous fusion of Victorian splendour and state of the art living. Fully self contained and spacious studio apartment with no shared spaces. Featuring air conditioning to maintain the temperature you chose. Fully equipped, spacious kitchen with dishwasher, Nespresso coffee maker and large fridge freezer, spacious power shower and our on site laundry at the rear of the building are other features of note as well as first class transport lings directly into central London.

Superhost
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 in Surrey
5 out of 5 average rating, 4 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
Guest suite in Brasted
4.95 out of 5 average rating, 100 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.

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, 512 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

Popular amenities for Chelsham holiday rentals

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