Holiday houses 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
4.83 out of 5 average rating, 152 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

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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, 167 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

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Top Guest favourite
Condo in Eltham
4.93 out of 5 average rating, 371 reviews

Free Parking | Private Flat Near O2 & Greenwich

Private self-contained flat with free parking in peaceful Avery Hill, South East London. Ideal for couples, families, business travellers and O2 visitors. Features a private entrance, king-size bed, single bed, sofa bed, shower room, living area, kitchenette, WiFi and courtyard seating. Close to Greenwich, Blackheath, Eltham Palace and The O2, with excellent links to Central London. ✓ Sleeps 4 ✓ Free parking ✓ Self check-in ✓ Private entrance ✓ Fast WiFi ✓Courtyard ✓ Near 02 Arena & Greenwich

LocationFamilyCheckout

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 in Sevenoaks Weald
4.99 out of 5 average rating, 114 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.

LocationFamilyWi-Fi

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.

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Top Guest favourite
A bright open-plan living area features two comfortable sofas, a coffee table, and a Smart TV. A wood-burning stove is centrally located, with a dining table and chairs nearby. A window allows natural light to illuminate the space, complemented by decorative artwork on the wall.
Home in Farningham
5.0 out of 5 average rating, 90 reviews

Converted barn in rural Kent

Whether you’re into motor racing, golf, cycling, long country walks or simply after some R&R, the Old Dairy Cottage is the perfect choice for a peaceful and serene retreat. The cottage is located in a rural hamlet, set amongst the beautiful Kent countryside (AONB). With miles of scenic walks and cycle routes on your doorstep plus Brands Hatch, London Golf Club, historic castles, English Heritage/National Trust sites, country parks, picturesque villages and much more all a short drive away.

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Superhost
An open-plan living area is presented, featuring a circular dining table with modern chairs, a flat-screen TV on a white unit, and a comfortable sofa complemented by a side table. Natural light floods the space through large windows adorned with vertical blinds.
Apartment in Orpington
4.91 out of 5 average rating, 217 reviews

Spacious Cosy Modern Apartment in Greater London

*FLEXIBLE EARLY CHECK-IN AND LATE CHECK-OUT at no extra cost* A charming, modern, spacious, cosy 2-bedroom apartment for 4-5 guests, conveniently located in Orpington town centre. Only 7-9 mins walk away from Orpington train station (London fare Zone 6) with REGULAR TRAIN SERVICES INTO LONDON (17mins to London Bridge, 20mins to London Waterloo East, 27mins to Charing Cross). Ideal location for visiting London and travelling by car from EUROPE via DOVER (66 miles / 70 mins drive away).

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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
4.91 out of 5 average rating, 116 reviews

Gingerbread House in a quiet woodland setting

Gingerbread House, popular with families, 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, sightseeing in Kent/Sussex, or events at Brands Hatch. The village of Pratts Bottom and the local pub is within a 8 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.

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Top Guest favourite
Bungalow in Shoreham
4.95 out of 5 average rating, 44 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. Full fibre optic broadband.

LocationFamilyCleanliness

Superhost
The exterior of the barn conversion showcases a gravel courtyard surrounded by lush greenery and traditional black wooden siding. The structure features multiple windows, allowing for ample natural light, and a charming steep roof. The inviting entrance is framed by climbing plants.
Home in Hildenborough
4.9 out of 5 average rating, 31 reviews

Beautiful rural barn

Escape to the picturesque Kentish countryside and enjoy a charming stay at our beamed barn conversion. Perfect for families or friends, this unique holiday destination offers the ideal blend of rustic charm and modern amenities. When the weather is fine, take advantage of the spacious garden to enjoy a barbecue on the terrace. On colder days, cozy up indoors in front of the large wood burner or challenge your companions to a game of pool in the well-equipped games room.

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Top Guest favourite
Bungalow in Kent
4.97 out of 5 average rating, 108 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.

ValueFamilyTV

Superhost
A contemporary open-plan dining area features a wooden table surrounded by four chairs. Pendant lights hang above, illuminating the space. The modern kitchen, equipped with sleek appliances, is visible in the background, showcasing a polished finish with bright surfaces.
Home in Hextable
4.85 out of 5 average rating, 128 reviews

Luxurious House close to Rowhill Grange - Sleeps 6

Hazelbury House is a spacious and luxurious property situated in the heart of the village of Hextable. Completely renovated in 2020, the ground floor of the property is dominated by a huge open plan living space which opens out onto a patio & garden. Upstairs there are 3 bedrooms (1 with en-suite) as well as a large family bathroom with freestanding bath. To the rear of the property is a private carport providing parking for 2 cars.

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Popular amenities for Chelsfield holiday rentals