Holiday houses in Chelsfield

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Top-rated holiday rentals in Chelsfield

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

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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, 164 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

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, 148 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
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, 112 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
An outdoor hot tub is situated on a wooden deck, surrounded by lush greenery. A seating area with a light-colored chair offers a comfortable spot to relax. Large sliding glass doors lead into the retreat, allowing for seamless indoor-outdoor access.
Shepherd’s hut in Chessington
5.0 out of 5 average rating, 201 reviews

Lavish Retreat & Champagne 30mins Taxi from London

The Little Touch of Grey, provides an electric ambiance and the perfect setting for the elite of mind, who wants to reward both themselves and their partner. We are proud to share the latest addition to our portfolio with those who appreciate of all things bespoke. Included are; a complimentary bottle of Champagne, indoor & outdoor Jacuzzi, underfloor heating, sound system and salacious yet tasteful surprises throughout. For special occasions, use our secret compartment to add to your surprise.

Guest favourite
A spacious living area is presented with a stylish corner sofa, adorned with soft cushions, facing a small coffee table. A kitchenette is visible, complemented by light-colored cabinetry. Above, a mezzanine area houses a queen-sized bed under a skylight, contributing to the airy ambiance.
Condo in Sevenoaks
4.86 out of 5 average rating, 102 reviews

Guest mezzanine apartment in Kent - XL Double Bed

Guests will enjoy easy access to Sevenoaks town from this centrally located place. Modern self contained mezzanine annex. Self check in & check out. 5 minute walk to the leisure centre, Knole Park National Trust site, town centre. 10-15 minute walk to Sevenoaks train station. The property is located in a quiet residential cul-de-sac, down a private gated drive with an EV charger. It has a queen-sized bed upstairs, with a large corner double sofa-bed & shower room downstairs. No smoking.

Guest favourite
A quaint entrance is framed by a variety of colorful flowers, including pink and purple blooms, cascading from hanging baskets and garden beds. The rustic wooden door is set against a whitewashed wall, complementing the charming brick pathway leading up to it.
Place to stay in Addington
4.98 out of 5 average rating, 262 reviews

Petite Gite in an idyllic cottage garden.

Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

Top Guest favourite
Tiny home in Sevenoaks Weald
4.99 out of 5 average rating, 81 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.

Top Guest favourite
A modern retreat features a sleek facade with large glass windows that invite natural light. Surrounded by lush greenery, the entrance is accentuated by steps leading to a well-kept landscape, creating an inviting outdoor space.
Bungalow in Kent
4.96 out of 5 average rating, 57 reviews

Contemporary luxury unique 2 bed 2 bath retreat

Indulge in serenity at our retreat nestled in 3 acres of countryside. Unwind in the comfort of two spacious bedrooms, where relaxation reigns supreme. Feel and bask in the warmth of sunlight on two inviting patios, perfect for enjoying a morning coffee or a glass of wine under the stars. Stay connected with super high-speed WIFI, ensuring you're always in touch with the modern world. Conveniently located near Brands Hatch and Bluewater, our retreat offers - seclusion and accessibility.

Superhost
A modern living area features sleek wood paneling complemented by a large window providing natural light. A neutral sofa is arranged with a textured blanket, facing a wall-mounted Smart TV. A console table is positioned nearby, showcasing a minimalist design.
Apartment in Orpington
5.0 out of 5 average rating, 9 reviews

Palm Tree House The Stables

Welcome to a bright, modern, themed studio in Orpington, perfect for your stay in London. Sleeps 3, with a super-king-size bed and a sofa bed. Enjoy a private balcony, fast WiFi, and exclusive access to a shared gym, co-working space, and one free parking. This stylish apartment offers a seamless blend of comfort and convenience, providing an ideal base for exploring the city. It is just minutes from Orpington station and offers easy access to London. Potential for noise, read below:

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, 79 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.

Top Guest favourite
Bungalow in Shoreham
4.95 out of 5 average rating, 43 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.

Top Guest favourite
Bungalow in Kent
4.97 out of 5 average rating, 107 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.

Popular amenities for Chelsfield holiday rentals