Holiday rentals in Chelsham

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Top-rated holiday rentals in Chelsham

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Superhost
A double bed with white linens and blue accents is featured in this cozy room. Two gray cushions are placed on the bed, with neatly folded towels at the foot. Wall art showcasing cityscapes is displayed above the bed, creating a pleasant backdrop.
Guest suite in Surrey
4.86 out of 5 average rating, 399 reviews

Convenient Caterham Bolt Hole near Gatwick/London

We have 2 delightful, and newly-renovated double rooms plus shower room at semi-basement level. ‘Below Stairs’ has its own entrance so you have full privacy away from the busy family life going on upstairs! The accommodation is a perfect place to lay your head for a weekend, a work trip or accommodation around a wedding or event. There’s no kitchen although tea and coffee are provided and the nearby Caterham Cafe does a great breakfast! Costa, Cafe Nero and restaurants are also moments away.

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 in Greater London
4.97 out of 5 average rating, 146 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 serene bedroom features a spacious white bed dressed in crisp linens, accompanied by two bedside tables with soft lighting. A neat gray blanket is casually placed at the foot of the bed. A fitted closet is visible along one wall, blending seamlessly with the soft gray decor.
Home in Chaldon
4.97 out of 5 average rating, 77 reviews

Gorgeous annex in Surrey, near to Caterham School

Luxury annex bristling with light, part of a beautiful house set in half an acre of garden with pond and trees. Located in a semi rural setting, just off the North Downs in leafy Chaldon, with the rolling Surrey Hills on your doorstep. 1 mile to Caterham town centre. Perfect for a family passing by the area or while moving homes/building renovations. Great for Caterham school visiting parents. Direct access to Central London in less than 1 hour, Gatwick Airport in 20 minutes, 5 min to the M25.

Superhost
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 in New Addington North
4.86 out of 5 average rating, 77 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.

Top guest favourite
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 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 in Warlingham
5.0 out of 5 average rating, 69 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
Flat in South Croydon
4.97 out of 5 average rating, 187 reviews

Smart& Modern one bedroom flat/30 min CLondon

This distinctive, modern one-bedroom flat 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.

Guest favourite
Flat in Greater London
5.0 out of 5 average rating, 9 reviews

4BR Sleeps 8 Garden Flat En-suite Large Free WiFi.

Welcome to this beautifully appointed ground-floor flat, a perfect retreat for families, groups of friends, or anyone seeking a comfortable, well-connected home in South London. Spread across a generous layout, this 4-bedroom, 2-bathroom home comfortably sleeps up to 8 guests, offering plenty of space for everyone to relax and unwind For the safety and security of our guests and the property, CCTV cameras are installed in the external areas only

Guest favourite
An inviting open plan living area is presented, featuring a sleek kitchen countertop with a potted fern. Two comfortable seating areas with dark sofas are visible, and a dining space with a table and chairs is positioned in the background, surrounded by greenery.
Flat in Surrey
4.95 out of 5 average rating, 20 reviews

Snuggle Inn -Group Stays- Parking - Free Gym- M25

This stylish open plan apartment is perfect for family vacations, group trips, contractors, relocation short or Mid-term stays. Snuggle Inn provide premium fully furnished serviced apartments with all the comforts of home at affordable prices. We have secure gated parking with electric plug in stations. Easy train links from Whyteleafe to London, Gatwick airport and Brighton, only mins walk from the apartment plus the M25 is nearby.

Top guest favourite
Apartment in Woldingham
5.0 out of 5 average rating, 23 reviews

Beautiful One Bed Annex in Woldingham Countryside

Set in Woldingham, this self-contained annex at Bourne House offers four rooms in total, arranged with a separate living area leading through to a dining area. The kitchen includes a sink, fridge, kettle, microwave and toaster (no oven or washing machine). The bathroom features a bath and separate shower. Parking for one car. Direct access to the North Downs with excellent countryside walks nearby.

Top guest favourite
Home in Surrey
4.93 out of 5 average rating, 85 reviews

Caterham-on-the-Hill Calm – Private Annexe

Welcome to Caterham-on-the-Hill Calm, a peaceful private annexe set in a quiet Surrey neighbourhood, directly opposite Kenley Aerodrome and surrounded by open green space. Designed for guests who value calm, privacy, and comfort, this self-contained annexe is ideal for couples, solo travellers, and professionals looking for a relaxed stay near South London or Gatwick Airport.

Top guest favourite
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, 153 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.

Popular amenities for Chelsham holiday rentals