Holiday rentals in Chislehurst

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Quick stats about holiday rentals in Chislehurst

  • Total holiday rentals

    Explore 150 holiday rentals in Chislehurst

  • Nightly prices starting at

    Chislehurst holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 2,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    150 of Chislehurst holiday rentals include wifi 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

Top-rated holiday rentals in Chislehurst

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

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Top guest favourite
Guest suite
5 out of 5 average rating, 35 reviews

Large studio with free parking, Chislehurst London

Stylish Spacious Studio | Private Entrance | Free Parking Relax in this peaceful, modern studio in Chislehurst, London, on a quiet private road with your own entrance and free parking. 5 min walk to Elmstead Woods station - 20 min train to London Bridge - 30 min train to Central London The charming Chislehurst village high street is 5 min drive away, with its boutique shops, restaurants, pubs and cafés. The historic Chislehurst Caves and scenic National Trust walking routes are 1 mile away.

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
4.99 out of 5 average rating, 193 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
Home
4.95 out of 5 average rating, 21 reviews

Lovely 3 double bed large house, fully renovated

Bring the whole family to this great place with lots of room for fun. Two reception rooms, downstairs washroom, large modern bathroom, fully fitted kitchen, large garden and parking in own gated driveway. Close to two overland train stations 15 mins walk away. Close to bus stops, shops and restaurants. Opposite to a park. Places of interest, Eltham Palace, Greenwich park with the Royal Obsevatory, Royal naval college, cutty Sark Clipper, Leeds Castle, Hever Castle, Hall Place, Penshurst Manor.

Top guest favourite
Home
5 out of 5 average rating, 21 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.

Guest favourite
The image displays a modern glass roof, featuring a structured framework that allows ample natural light to flood the space below. The balcony railing is sleek and metallic, complemented by frosted glass panels, contributing to a sense of openness and brightness.
Home
4.93 out of 5 average rating, 91 reviews

Light-Filled Loft • 3 -Night Minimum • Long Stays

This unique loft has a style all its own. A Victorian conversion, large Atrium ceilings, glass roof. Speedy wifi. Master bedroom with en-suite. Private parking space. Bromley North train station 2 minutes walk, train time to London Bridge within 20 minutes. Bromley South 8 minute walk, London Victoria 15 minutes direct. Shopping centre 3 minute walk, high street including supermarkets, restaurants, bars, pubs, 5 minute walk. 10 minute drive to Charles Darwin's house and Kent country side.

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
4.81 out of 5 average rating, 109 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 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
5 out of 5 average rating, 17 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
Guest suite
4.93 out of 5 average rating, 110 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 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.
Guest house
4.97 out of 5 average rating, 68 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.

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
5 out of 5 average rating, 72 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.

Superhost
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.
Flat
4.79 out of 5 average rating, 24 reviews

Palm Tree House The Forest

Welcome to our Bright, Modern, Forest-themed studio in Orpington, perfect for your stay in London. Enjoy a private terrace, 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 central London. Potential for noise, read below.

Top guest favourite
Bungalow
4.97 out of 5 average rating, 105 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 Chislehurst holiday rentals

When is the best time to visit Chislehurst?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Chislehurst?

    Chislehurst has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Chislehurst with our condo 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 vacation rentals in Chislehurst?

    Four-legged friends are welcome in Chislehurst. Choose from more than 30 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 70 vacation rentals in Chislehurst featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Chislehurst have a kitchen?

    Absolutely! We offer over 20 apartment 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 apartment rentals in Chislehurst have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Chislehurst?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with a kitchen, over 10 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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