Holiday houses in Chelsfield

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Top-rated holiday 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, 152 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, 62 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.

Top Guest favourite
The image captures an aerial view of a charming Tudor property surrounded by lush greenery. Two distinctive white-tipped oast houses are prominently displayed, along with neatly manicured gardens and open spaces. The serene countryside landscape extends into the background, showcasing rolling hills.
Home in Ide Hill
4.96 out of 5 average rating, 314 reviews

Oast Farmhouse, Ide Hill, Hever, Edenbridge

The Oast House is on a private Tudor Estate. A listed mid-Victorian property has charming period features, a large garden and storage. It theoretically sleeps 10 but suitable for 7 if one prefers sleeping alone. Terrific for group bookings, cycling and triathlon participants, temp workers, golfers, extended families in area for special occasions, corporate charity rides, or bake off weekends! Perfect for visiting Tudor England all around beautiful West Kent. We are 35 mins from South London

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, 149 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
The exterior of the ground floor annex is shown, featuring a brick facade and a wooden framed window with multiple panes. A small bench is visible to the side, surrounded by a landscaped area with greenery.
Condo in Eltham
4.92 out of 5 average rating, 324 reviews

1 bedroom Self contained flat in SE London near 02

Relax at this peaceful place to stay. Unique accommodation available perfect for an individual, couples, families or friends. Ground floor annex with private entrance. The property comprises of one bedroom which includes a King size bed, a single bed, wardrobes and a chest of draws. An en-suite shower room and private living room. There is a large sofa bed, table and 4 chairs. Also there is a small kitchen area. Wi-Fi and sky available Outdoor court yard includes dining table and chairs.

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.

Superhost
Apartment in Greater London
5 out of 5 average rating, 3 reviews

Palm Tree House | Namaste

Our themed 73 sqm 1-bedroom apartment can host up to 4 people. Enjoy modern furnishings, a fully equipped kitchen with a washing machine and dishwasher, a spacious bathroom with a shower, a comfy Super-King bed and a sofa bed. Free access to the shared GYM and WORKSPACE. Located in a building with a lift, take advantage of free parking and super-fast WiFi. It is just minutes from Orpington Train Station, with easy access to London Bridge. POTENTIAL FOR NOISE, READ BELOW.

Top Guest favourite
Bungalow in Kent
4.97 out of 5 average rating, 86 reviews

Luxury Spa Retreat: Sauna, Steam & 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
Guest suite in Brasted
4.95 out of 5 average rating, 100 reviews

Charming Private Guest Suite in the 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.

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, 104 reviews

Quiet guest suite w/ kitchenette

Welcome to a calm, private London base designed for comfort and independence. This fully self-contained guest suite offers a quiet place to unwind after busy city days: - Sleeps 1 | 1 bedroom | 1 bed | 1 baths - Entire guest suite with private entrance - Single bed that can be extended to a double bed - Rainfall walking shower & heated towel rail - Central heating, Smart TV & free WiFi - Kitchenette, washer & free street parking

Popular amenities for Chelsfield holiday rentals

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