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Vacation rentals in Chelsfield

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Top-rated vacation rentals in Chelsfield

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Top guest favourite
A well-maintained garden is framed by lush greenery, showcasing vibrant flower beds and neatly trimmed hedges. Beyond the garden, expansive views of rolling hills and the Darent Valley can be seen under a partly cloudy sky.
Condo in Otford
4.99 out of 5 average rating, 147 reviews

Stunning Views over Garden & Valley

Wake up & lift the automatic blinds directly from your SUPER KING SIZE BED & be captivated by the VIEW of the beautiful Darent Valley unfolding before you through the picture windows. SNUGGLE in a cosy armchair with a book, listen to your favourite music or EXPLORE many footpaths along the valley. Stroll through the fields to Otford & Shoreham villages, visit HISTORIC HOUSES & vineyards or simply stay at home & enjoy a spacious studio apartment whilst staring at the sunset with a glass of wine

Guest favourite
The studio features a modern layout with a comfortable sofa in grey, accented by yellow cushions. A small dining table is positioned beside a kitchenette equipped with essential appliances. A TV is situated nearby, and natural light enters through a glass door leading to the patio.
Guesthouse in Greater London
4.97 out of 5 average rating, 61 reviews

Cosy Studio ‘Summer House’ South-East London

Individual entrance, kitchenette (no hob/oven), bathroom, sofa/double-bed, patio, large table, underfloor heating, blackout curtains. Chelsfield station 8 min walk, 30 min to London Bridge, ‘Oyster Card’ accepted. Next to the station is a nice British Pub/Restaurant and some small grocery stores. Our 'Summer House' is a proper Studio with everything you need for a short-term stay. We're a multinational family and love to travel. You'll stay in a quiet, friendly, and green part of Greater London.

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
4.92 out of 5 average rating, 101 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 modern studio apartment is displayed, featuring a living area with a green sofa and a wooden coffee table. Large windows allow natural light to fill the space, while a fully equipped kitchen is visible in the background, showcasing sleek cabinetry and appliances.
Apartment in Greater London
4.94 out of 5 average rating, 18 reviews

Palm Tree House - The Forest

Welcome to our Brand New, Stylish-themed studio in a building with Lift. Enjoy modern furnishings, a fully equipped kitchen with a washing machine and dishwasher, a spacious bathroom with shower, a cosy bedroom area, and a private balcony. Take advantage of the Free Parking, super fast WiFi Throughout + Smart TV, access to a shared gym and workspace. It is just minutes from Orpington station, with easy access to London. Orpington Hospital and Shopping Centre are also within walking distance.

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 Lullingstone
4.99 out of 5 average rating, 148 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 train station. We have the Park and golf course as our back garden and The Roman Villa and Castle/World Gardens as our neighbours. Castle 'Lavender' Farm is a short walk too. Brands Hatch is a short drive. Parking on drive and private access to secure garden. 1 bedroom, bathroom, lounge, smart TV, DVD & fully equipped kitchen

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 out of 5 average rating, 65 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.

Top 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, 230 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.

Guest favourite
The exterior of a charming two-story cottage is shown, featuring a mix of stone and brick finishes. A pathway leads to the door, flanked by well-maintained greenery. Several large windows allow natural light, and the dual chimneys add character to the traditional design.
Cottage in Keston
5 out of 5 average rating, 16 reviews

Keston. Pretty Cottage, 2 double bedrooms and view

Overlooking Keston Common, quiet and set back from Commonside with parking to the front, two double bedrooms with first floor bathroom having separate shower and “egg bath”. Minimum 3 nights, discounts for weekly stay. Fully fitted kitchen with bay window & window seat overlooking the Common, open plan lounge with double doors to patio with swinging sofa and pretty back garden. Ground floor WC/utility room. Incredible holiday stay, easy transport to London, 40 mins drive to Gatwick.

Top guest favourite
The kitchen features modern cabinetry with glass fronted shelves displaying various plates and glassware. A gas stove is positioned alongside an oven. Solid countertops provide ample workspace, with dual sinks under a window offering natural light and an outdoor view. Kitchen essentials are organized for convenience.
Guest suite in Chislehurst
4.92 out of 5 average rating, 105 reviews

One bedroom fully equipped flatlet

Located in beautiful wooded area on outskirts of London: 20 minutes by train to London Bridge. Chislehurst station 7 minutes walk, or 2 minutes bus ride. Village has "old" and "new" part with boutique restaurants & shops incl. supermarket (10-15 minutes walk ). Near the station are Chislehurst caves, restored historic monument & tourist attraction from war time use as a bomb shelter. Around the flat there are beautiful walks , runs & cycling in Petts Wood. House has quiet garden.

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, Sevenoaks
5 out of 5 average rating, 28 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
The self-contained annex features a charming exterior adorned with lush green foliage, creating an inviting entrance. Large windows allow natural light to fill the living space, while the brick pathway leads up to the door, enhancing the property's connection to its surroundings.
Guesthouse in Kent
4.89 out of 5 average rating, 182 reviews

Beautifully developed historic stables, high spec

Professionally designed and newly developed self contained annex, part of a historic grade II listed building from the 17th century. Centrally located in Sevenoaks town, on the High Street, opposite Sevenoaks School and Knole Park National Trust site. Within the Kent Downs Area of Outstanding Natural Beauty (AONB). Private off-street parking and hot tub (both free of charge) and EV charging available. Pets welcome.

Top guest favourite
A compact kitchen area features modern cabinetry with an integrated oven and a seamless stovetop. A kettle and additional kitchen essentials are positioned on the counter. The space is illuminated by natural light streaming through a skylight above, enhancing the warm wooden tones of the flooring.
Guest suite in Abbey Wood
5 out of 5 average rating, 103 reviews

Peaceful guest suite w/ kitchenette

Welcome to your London retreat - a pvt calm studio designed for comfort & ease: - Sleeps 1 | 1 bedroom | 1 bed | 1 bath - Rainfall walk-in shower & heated towel rail - Single bed that can be extended to a double bed - Kitchenette w/ oven, mini fridge & cooking basics - Central heating & portable fans - In-unit washer & free dryer - Private entrance & free street parking

Popular amenities for Chelsfield vacation rentals

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