Holiday rentals in Chelsfield

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Top-rated holiday rentals in Chelsfield

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Guest favourite
The exterior of a brick building is shown, featuring three large windows arranged vertically, adorned with white fairy lights. A grey planter sits below one window, while a patterned stone pathway leads to the entrance.
Home in Crockenhill
4.82 out of 5 average rating, 142 reviews

Stunning 2 Bedroom house with parking

An Annexe of a larger property this is 2 Bedroom house fully equipped with all facilities. Two bedrooms both with double beds so the property sleeps 4 easily we also have a travel cot Central location near junction 3 of the M25 station is 10 minutes walk. Situated in the charming village of Crockenhill ,in the lovely kent countryside. nr to Brandshatch. Please note we only have a bath and hand held shower unit for washing hair The property has access to a stunning large garden. 1 parking space

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 in Eynsford
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
Home in Chiddingstone
5.0 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 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 in Greater London
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.

Guest favourite
A charming lounge area features a detailed brick fireplace with a black chimney hood as its focal point. Two comfortable sofas adorned with decorative cushions are situated around a glass coffee table, accompanied by a vase of fresh flowers. Artwork decorates the walls, enhancing the cozy ambiance.
Home in West Kingsdown
4.89 out of 5 average rating, 98 reviews

Serene Woodland Home with Countryside Views

Are you Active? Are you into Motor Sports, Super Bikes, Golf, Cycling and Rambling? Or just looking to enjoy some Peace, Quiet & Beautiful rural countryside? Forget all your worries in this Stylish & Serene Woodland Home. This Premium Property is located on a quiet road on the edge of the rural Kentish Countryside but also on the doorstep of Brands Hatch, London Golf Club, stunning Cycling & Walking routes plus historic Knole Park, Ightham Mote, Chartwell, Hever Castle, Penshurst and more.

Top guest favourite
Cabin in Shoreham
4.98 out of 5 average rating, 46 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.

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 in Orpington
5.0 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
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 in Shoreham
5.0 out of 5 average rating, 72 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 in Shoreham
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.

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, 362 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.

Top guest favourite
Bungalow in Kent
4.97 out of 5 average rating, 105 reviews

Luxury Spa Retreat: Sauna & Hot Tub

Escape to our exclusive gated spa retreat, nestled on 5.5 acres of serene countryside in picturesque Fawkham, Kent. This private and tranquil haven offers breathtaking views of rolling hills, perfect for relaxation. Unwind in the luxurious sauna, steam room, or hot tub, soaking in the peace after exploring local attractions. Just minutes from Brands Hatch, our retreat blends seclusion with convenience, your ultimate quiet getaway awaits.

Top guest favourite
The interior features a vaulted ceiling with exposed wooden beams and intricate stained glass details. Natural light fills the space, highlighting the contrast between the rustic wood and modern design elements. A circular structure is visible, contributing to the open and airy atmosphere.
Barn in Plaxtol
4.98 out of 5 average rating, 169 reviews

Unique luxury self-contained oast house

Huge loft style Kentish roundel conversion. Situated on a farm set back from the road it is beautifully peaceful, with circular jacuzzi bath, projector, screen, all mod cons. Amazing walks & pubs from the doorstep, perfect for a country retreat, yet only 30 miles from London. Huge King size circular bed. Reynolds spa is 15 mins away. The house recently featured in Mr Bates v The Post Office, & the roundel was the actors green room.

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