Holiday rentals in Chelsfield

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Top-rated holiday rentals in Chelsfield

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Top guest favourite
Home
5 out of 5 average rating, 46 reviews

A luxurious country retreat with Jacuzzi hot tub

A unique and luxurious retreat set alongside a historic 13th Century Wealden hall house Your private countryside haven- a beautifully designed contemporary hideaway for two offers rare privacy and indulgence. Nestled in one of the most magical and peaceful corners of Kent. Heritage meets luxury, where the charm of medieval England blends effortlessly with refined comfort. Surrounded by rolling Wealden countryside and some of the finest traditional pubs in the country. Relax and unwind in style.

Top guest favourite
A private garden area is presented, featuring a mix of stone and gravel pathways, surrounded by low-maintenance shrubs and plants. A comfortable lounge chair is positioned for relaxation, and outdoor lighting enhances the space. The entrance to the property is visible in the background.
Guest suite
4.99 out of 5 average rating, 163 reviews

Lullingstone Eynsford Annexe & Private Garden

Along the Darent Valley, minutes from M25 between Dartford and Sevenoaks (outside ULEZ 😁), surrounded by farmland and horses, we are a mile from Eynsford Village and with short cut to train station less. The Park and golf course are our back garden and The Roman Villa and Castle/World Gardens our neighbours. Lavender Farm is a short walk too and Brands Hatch 10mins drive. Parking on drive and private access to secure garden. 1 bedroom, bathroom, lounge, smart TV, DVD & fully equipped kitchen

Top guest favourite
A cozy lounge area is featured with a spacious sofa and two modern armchairs arranged around a low wooden coffee table. A window allows natural light to brighten the space, while a decorative rug complements the wooden ceiling beams and gentle colour palette.
Cottage
4.93 out of 5 average rating, 112 reviews

Gingerbread House in a quiet woodland setting

Gingerbread House is a self-contained annex set within the owners property, bordered by bluebell woodland and arable fields. The house is ideally situated for day trips into central London by train, many National Trust and English Heritage sites in Kent/Sussex, or events at Brands Hatch. The village of Pratts Bottom and the local pub is within a 10 minute walk. The nearest train stations are a 10 mins drive and offer fast services to London Charing Cross on the Tunbridge Wells/Hastings line.

Top guest favourite
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
4.99 out of 5 average rating, 109 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 favourite
Cabin
4.98 out of 5 average rating, 44 reviews

Cozy Woodland Cabin Retreat in the North Downs

Nestled in the garden of Winter Lodge, Winter Cabin is tucked gently among mature trees in the quiet heart of the North Downs, it’s a modest 1 bedroom 1 bathroom retreat. Tall trees, oak and pine stand like sentinels, filtering dappled light onto the cabin. The only disturbance you will hear will be birds calling. The small porch is perfect for tea at dawn and a book at dusk. Inside the space its simple but welcoming wooden walls and ceilings with large windows frame the green outside world.

Top guest favourite
Tiny home
4.99 out of 5 average rating, 77 reviews

Luxury Studio-incredible view-peaceful getaway

Set in a rural idyll this is an inspirational space that will warm, rest, relax and nourish you as you retreat from everyday life. Unwind in quiet untainted air and stillness. Recharge mind and body on undulating country walks with uplifting views and enjoy the deep deep peace of the beautiful panoramic vista from your own terrace. Off street parking, picturesque rambling, village pubs, wedding venues, historic properties, M25, A21. Perfect Location.! Air BnB fees now included in price.

Superhost
A modern living area features a large sofa and an armchair in a soft blue upholstery, complemented by vibrant wall art inspired by Van Gogh. A flat-screen TV rests on a wooden console, with a round yellow coffee table in front. Natural light streams through a large window.
Flat
5 out of 5 average rating, 4 reviews

Palm Tree House Van Gogh

Escape to a living work of art in Orpington! This unique, Van Gogh-inspired 2-bed, 2-bath flat comfortably sleeps 6. Features a luxurious whirlpool tub, fully equipped kitchen, superfast WiFi, and free parking. Shared gym & workspace available. A bright, modern, and unforgettable stay awaits you, perfect for exploring both the local area and central London. Ideal for travellers seeking a stylish stay! Potential for noise, read below! Dishwasher replacement Mon 18th May 10.00-14.00

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
4.94 out of 5 average rating, 550 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 favourite
Guest suite
4.96 out of 5 average rating, 130 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
A shepherd's hut is surrounded by a vibrant field of wildflowers, featuring bright red poppies. The structure has a classic design with a light door and a chimney visible atop the roof. Natural greenery frames the hut, creating a tranquil atmosphere.
Shepherd’s hut
5 out of 5 average rating, 71 reviews

Cosy shepherd’s hut with stunning valley views

Tucked away in the peaceful village of Shoreham, Sevenoaks, this cosy shepherd’s hut for two offers sweeping views of the Darenth Valley. Set in the grounds of a beautiful Grade II listed home, it’s fully equipped with a kitchenette, shower, toilet, basin, log burner as well as outdoor furniture to enjoy the view. With great local pubs, a vineyard, and walks nearby, and warm hosts on-site, this is the perfect spot to relax, recharge, and soak up the Kent countryside.

Guest favourite
Bungalow
4.95 out of 5 average rating, 40 reviews

Chapel of the Good Shepherd

Brand new zero energy hideaway in the heart of a peaceful hamlet, the Chapel consists of a beautifully designed vaulted living space with a luxury marble bathroom, 2 cosy bedrooms and a patio. Incorporating many of the features of the old chapel - metal cladding, oak beams and floors, whilst providing clean energy powered by the solar roof, underfloor heating, a state of the art kitchen and organic beds, you are guaranteed to have the best night's sleep ever.

Guest favourite
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
4.98 out of 5 average rating, 361 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.

Popular amenities for Chelsfield holiday rentals

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