Vacation rentals in Chelsham

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Top-rated vacation rentals in Chelsham

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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
4.87 out of 5 average rating, 388 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.

Top guest favorite
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 Greater London
4.97 out of 5 average rating, 143 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 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, 107 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
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, 58 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 favorite
A freestanding bathtub filled with water and flower petals is complemented by a wooden tray holding a glass of wine and an open book. A large ornate mirror and wall-mounted lights enhance the serene atmosphere. A hand towel and bath robe hang nearby.
Place to stay in Box Hill
4.97 out of 5 average rating, 176 reviews

Potting Shed, freestanding bath

Welcome to The Potting Shed Surrey Hills it’s ian exquisite retreat, offering a perfect blend of luxury and tranquility. Watching the sunrise while soaking in your freestanding bath amidst 6 acres of private land is truly magical. It’s luxurious and stylish decor creates an unforgettable experience for guests seeking relaxation and indulgence. From AONB country walks to the personalised room service, the Potting Shed offers a level of extravagance that sets it apart from other retreats.

Guest favorite
Home in Outwood
4.94 out of 5 average rating, 124 reviews

The Barn

Boutique Barn in quiet rural location, separate to main house, with off-street parking and own entrance. Very comfortable accommodation with living/dining room, separate kitchen with combination microwave oven and a ceramic hob for preparing simple meals and coffee machine. Situated in excellent location surrounded by National Trust land with its excellent country walks. Local pubs for all-day dining within easy distance. Easy access to Gatwick Airport and Redhill mainline train station.

Top guest favorite
The sleeping area features a king size bed dressed with soft bedding and accent pillows. A large painting of flowers hangs above the headboard. Natural light enters through a nearby door, illuminating the bedside tables and built-in closets.
Tiny home in Greater London
4.98 out of 5 average rating, 42 reviews

The Little House Self contained woodland setting

Enjoy the lovely setting of this romantic spot set in woodlands, surrounded by nature and wildlife. On site is a yoga studio with classes available to book or free use of the studio for personal practice when available. With good public transport links to East and West Croydon, from there be in Central London within the hour for shopping, theatre, museums and night life. Locally we have a good selection of restaurants and bars. Nearby you will find a hair salon, newsagent and beauty salon.

Guest favorite
Condo in Tatsfield
4.82 out of 5 average rating, 65 reviews

Cosy apartment near Biggin Hill, Westerham, Kent

Country apartment near Biggin Hill Airport. Nearest Village is Tatsfield or 5 miles to Woldingham /Oxted Rail Stations to London. Situated behind main house with private entrance, 3 car parking & outside deck area. Beautiful kitchen, tempur mattress, Apple TV, fast wifi (perfect for remote work) and flooded with natural light. Ideal for couples, who require a longer stay. Situated down a rural bridle path. SUV recommended! We have had many happy visitors, please see our reviews !

Guest favorite
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, 548 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 (please enquire and book in advance). 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 favorite
Guest suite in Brasted
4.96 out of 5 average rating, 129 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.

Superhost
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut in Chessington
4.98 out of 5 average rating, 360 reviews

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Superhost
Apartment in Sevenoaks
5 out of 5 average rating, 4 reviews

Spacious and Modern Apartment | Free parking

Spacious and fully furnished 3-bedroom flat, ideal for long-term contractors or families relocating. Enjoy a bright living area, well-equipped kitchen, fast Wi-Fi, and comfortable workspaces. Located in a convenient area with excellent transport links, shops, and local amenities nearby. Perfect for extended stays, offering a true home-away-from-home with everything you need for comfort and practicality.

Popular amenities for Chelsham vacation rentals

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  4. Surrey
  5. Chelsham