Holiday houses in Chislehurst

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Top-rated holiday rentals in Chislehurst

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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, 163 reviews

Amazing 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

Top Guest favourite
A comfortable lounge area is highlighted by a yellow accent chair and a small white table with decorative apples. A lush potted plant adds greenery, while light natural wood flooring complements the soft rug. A flat screen TV is positioned within view.
Apartment in Greater London
4.99 out of 5 average rating, 164 reviews

Lovely self contained space close to stations

Cosy, self contained one bed apartment attached to our home. Private entrance and off street parking. Everything needed for a comfortable stay, separate bathroom (shower). Kitchenette with a combination microwave/oven/fridge/mini hob. Crockery/cutlery provided as well as tea/coffee making facilities. Washing machine/ironing board. Flat screen TV, separate bedroom with king size bed, wardrobe/desk. 3 mins from two train stations and excellent links to London Bridge (15mins), St Pancras (25 mins).

Top Guest favourite
Home in Bromley
5 out of 5 average rating, 10 reviews

School Cottage conversion

School cottages converted to a high quality luxury specification. Two bedroom, two bathrooms found up a spiral stairwell above a beautifully designed open area including a modern kitchen and living area. A unique and beautiful property, lived in with all the appliances you could need for a relaxing quiet stay. Large and spatial, including an outdoor patio area. Includes private parking, security features and a quiet space within walking distance of Bromley, or direct trains into 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 Eynsford
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

Superhost
A modern studio is set within a well-maintained garden, featuring a private outdoor deck with wooden railings. The entrance is framed by neatly trimmed shrubs, and large sliding doors provide a glimpse of the interior space, which is bright and welcoming.
Guest suite in Chislehurst
4.79 out of 5 average rating, 96 reviews

Garden gem: your private escape

Step into our cozy Chislehurst haven. Less than 45 mins from central London by public transport, our modern studio offers a private entrance, a comfy superking bed, a fully equipped kitchenette, self-contained toilet and shower room. Take a 5-min stroll to the charming village with shops and eateries. Explore London or venture into the beautiful Kent countryside. Ideal for two adults and can accommodate a child. Enjoy free roadside parking. Welcome to your retreat in the heart of SE London!

Guest favourite
The sitting room features an L-shaped sofa and an egg chair, bathed in natural light from bi-folding doors. A round glass coffee table sits on a textured rug, surrounded by wooden flooring. A view of the garden with greenery and outdoor seating can be seen through the doors.
Home in Lambeth
4.84 out of 5 average rating, 217 reviews

Modern London home & garden | Walk to landmarks

Stay in a stylish modern home in Central London, just a 15-minute walk from iconic landmarks, restaurants, and transport links. The bright open-plan living space features floor-to-ceiling bi-fold doors opening onto a private south-facing garden, creating a light-filled indoor–outdoor feel. Relax on the comfortable L-shaped sofa or iconic Egg chair, enjoy garden views, and make use of the fully equipped modern kitchen and luxury shower room. A peaceful, stylish base for exploring London.

Top Guest favourite
A private outdoor space is showcased, featuring a well-maintained lawn, wooden fencing, and a small dining set with four chairs underneath a dark umbrella. The sliding glass doors of the guest house provide access to the interior.
Guesthouse in Bromley
4.96 out of 5 average rating, 54 reviews

Guest House 1 double bed

Take it easy at this unique and tranquil getaway close to Bromley town centre. Complete with its own entrance this stylish guest house has everything you need for your stay. A double bed, dining table & chairs, oven, hob, microwave, kettle, fridge and washing machine. The bathroom includes an electric shower and there's strong wifi and a wall mounted tv with free access to Netflix, Sky, Amazon and Apple TV+. Bed linen, towels, crockery & cutlery are of course provided.

Guest favourite
Townhouse in Greater London
4.86 out of 5 average rating, 14 reviews

Luxury Victorian townhouse in Royal Greenwich

Welcome to a beautifully restored Victorian home in the heart of Greenwich – a place guests describe as spotless, homely and luxurious. Designed for comfort and privacy, the house sleeps up to six guests across three generous ensuite bedrooms, with multiple reception spaces and a private south-facing garden. With Greenwich Park, the village and the DLR moments away, it’s an ideal base for families, professionals and longer stays in London.

Superhost
Apartment in Bromley
4.77 out of 5 average rating, 13 reviews

Quiet Corner Bromley | Adjacent to High street

Welcome to your cosy home-away-from-home in the heart of Bromley. This stylish and comfortable 1 bedroom flat is ideal for small families, couples, small contractor groups or solo travellers looking for a quiet convenient stay with easy access to the city. Situated in a peaceful residential area, the flat is a few minutes walking to Bromley North and 8 minutes to Bromley South, offering direct trains to London Victoria in just 20 minutes.

Top Guest favourite
Bungalow in Kent
4.97 out of 5 average rating, 96 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.

Superhost
A private garden space is showcased, featuring a gravel area surrounded by lush greenery. A wooden table with chairs invites relaxation, while potted plants add a touch of nature. The background is marked by a tall hedge and a wooden structure, providing a sense of seclusion.
Home in Hackney
4.88 out of 5 average rating, 25 reviews

Victoria Village Haven

Your whole group will be comfortable in this spacious and unique space. A warm and welcoming home in the heart of Victoria Park Village conservation area. Our home has two, light-filled bedrooms, one with views over our beautiful garden - which I enjoy tending to when I am home. This is our private home and we take great pride in maintaining it for ourselves and our guests. We love living here, and we hope you enjoy it too.

Top Guest favourite
The entrance of a charming cottage is highlighted, featuring a dark blue door framed by white trim. Flower pots with vibrant blooms line the path, while multiple windows allow natural light to illuminate the red brick facade. A lantern-style light fixture adds a quaint touch.
Home in Halstead
4.98 out of 5 average rating, 126 reviews

The Coach House, Halstead Hall

The Coach House, Halstead Hall is a cosy, detached cottage within the grounds of the Grade II listed residence of the esteemed author Edith Nesbitt. Located in the peaceful village of Halstead, this idyllic retreat offers tranquility while being conveniently just a 20-minute train journey from London, accessible via a short taxi or bus ride to the local train station.

Popular amenities for Chislehurst holiday rentals

When is the best time to visit Chislehurst?

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Frequently Asked Questions

  • Are there family-friendly house rentals in Chislehurst?

    Chislehurst has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Chislehurst?

    Experience the best of Chislehurst with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly house rentals in Chislehurst?

    Four-legged friends are welcome in Chislehurst. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there apartment rentals with a dedicated workspace in Chislehurst?

    Yes! Work meets play with ease at over 10 apartment rentals in Chislehurst featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Chislehurst?

    Make yourself at home in Chislehurst by choosing from our most frequently booked neighborhoods. We have over 470 vacation rentals in Elmstead, over 4,230 vacation rentals in Chislehurst, and over 470 vacation rentals in Bickley.

  • Do house rentals in Chislehurst have a kitchen?

    Absolutely! We offer over 80 house rentals with a kitchen in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Chislehurst have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chislehurst have free parking?

    Absolutely! We offer over 80 house rentals with free parking in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Chislehurst

  • Total holiday rentals

    Explore 160 holiday rentals in Chislehurst

  • Nightly prices starting at

    Chislehurst holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,760 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Chislehurst holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chislehurst rentals

  • 4.7 Average rating

    Chislehurst stays receive an average rating of 4.7 out of 5 from guests

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