Vacation rentals in Chislehurst

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Quick stats about vacation rentals in Chislehurst

  • Total vacation rentals

    Explore 160 vacation rentals in Chislehurst

  • Nightly prices starting at

    Chislehurst vacation rentals start at G$4,179 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,850 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Chislehurst vacation 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

Top-rated vacation rentals in Chislehurst

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

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Top guest favorite
Guest suite in Chislehurst
5 out of 5 average rating, 27 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.

Guest favorite
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
4.99 out of 5 average rating, 189 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 favorite
Home in Eltham
5 out of 5 average rating, 18 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.

Guest favorite
A dining area features a large wooden table surrounded by six light-colored chairs, complemented by a patterned rug. Above, three pendant lights offer illumination. A staircase is visible in the background, leading to the upper level, and an archway opens to a cozy living space.
Home in Chislehurst
5 out of 5 average rating, 11 reviews

Cosy little house.

10 miles from Central London.Great transport links.15 mins from M25. Choice of 3 trains stations into Central London-25 mins ( Chislehurst/ New Eltham/ Mottingham) .Fully working log burner & central heating. Situated 100 yards from Chislehurst High Street with great local amenities of cafes/ pubs/ restaurants. 15 mins walk from the famous tourist attraction of Chislehurst Caves. 15 mins walk from a National Trust park ( Hawkswood Estate) and Nature Reserve ( Scadbury Park) Pets welcome :-)

Top guest favorite
Home in Greater London
5 out of 5 average rating, 18 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 favorite
A charming exterior showcases a well-maintained building with a tiled roof and large glass doors. A basketball hoop stands beside the entrance, surrounded by lush greenery. A gravel driveway leads to the building, providing ample space for parking and outdoor activities.
Guesthouse in Warlingham
5 out of 5 average rating, 57 reviews

Where Country meets Suburbs

Situated in the picturesque countryside of Warlingham, there is something for everyone; a variety of pastimes that will appeal to that naturistic inner being and or a well-deserved relaxing break. Close to Biggin Hill Airport and London Gatwick Airport. Easy access to London. Central to four Golf Clubs in the area. Various dinning options, including the famous White Bear Gastro Pub (2 min walk). See the history of Charles Darwin and visit his house. Walking and cycling trails, and Much More!

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
4.8 out of 5 average rating, 107 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 favorite
A modern kitchen with a sleek island bar is highlighted by chrome pendant lights. Large sliding doors provide access to a private garden, allowing natural light to fill the space. A skylight adds brightness to the overall design, enhancing the clean lines of the cabinetry.
Home in Greater London
4.92 out of 5 average rating, 93 reviews

Luxury Cottage in Bromley, South East London

Welcome to our lush cottage in South East London! Perfect for business or pleasure with easy journeys to Central London, O2 Centre, Excel, historic Greenwich and the Kent Countryside. It’s a few mins walk to Bromley North Station which offers routes into London Bridge and Charing Cross. A short walk through the modern Glades Shopping Centre (with its huge offering of shops & restaurants) to Bromley South Station with many routes including direct trains to London Victoria in just 16 mins.

Guest favorite
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 Bromley
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 favorite
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 out of 5 average rating, 67 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
Apartment in Greater London
5 out of 5 average rating, 4 reviews

Modern Bromley Apartment with Fast London Links

Discover this charming one-bedroom flat in Bromley, south east London. Offering a bright and inviting living space that opens onto a stunning communal garden with a swimming pool. Perfect for relaxation, this comfortable home is ideally located in a well-connected area with excellent transport links, green spaces, and a vibrant local community. Enjoy nearby parks, cafes, and shops, making it an ideal place to live with convenience and leisure at your doorstep.

Top guest favorite
Bungalow in Kent
4.97 out of 5 average rating, 104 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 vacation rentals

When is the best time to visit Chislehurst?

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Avg. priceG$29,252 GYDG$29,461 GYDG$27,789 GYDG$25,491 GYDG$27,789 GYDG$28,207 GYDG$31,759 GYDG$30,297 GYDG$29,670 GYDG$29,043 GYDG$27,580 GYDG$29,461 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Chislehurst?

    Chislehurst has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Chislehurst with our apartment rentals, starting at about $30 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 house rentals in Chislehurst have wifi?

    Absolutely! We offer over 80 house 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 House Rentals in Chislehurst?

    Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with wifi, over 80 homes with a kitchen, over 70 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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