Vacation rentals in Chislehurst

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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
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, 158 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

Top guest favorite
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, 103 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 favorite
Home in Eltham
5 out of 5 average rating, 12 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 favorite
Home in Greater London
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 favorite
Guest suite in Abbey Wood
4.99 out of 5 average rating, 106 reviews

Tranquil studio w/ private entrance

Welcome to your private London retreat, a peaceful and warm space designed for a comfortable stay in any season. This self-contained studio offers independent access, thoughtful amenities, and a peaceful place to unwind after the day. - Sleeps 1 | 1 bedroom | 1 bed | 1 bath - Entire private guest suite w/ private entrance - Rainfall walking shower & heated towel rail - Central heating & Flat-screen TV - Kitchenette, washer & free in-unit dryer - Free street parking & luggage dropoff allowed

Top guest favorite
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, 330 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 favorite
Apartment in Greater London
5 out of 5 average rating, 6 reviews

Palm Tree House | Birds of Feather

Our themed studio flat can accommodate up to 4 guests. It has a sofa bed and a mezzanine bedroom area with a king-size bed. It features modern furnishings, a fully equipped kitchen with a washing machine and dishwasher, a spacious bathroom, and a fully equipped kitchen. It is located in a building with a lift, Free Parking and super-fast WiFi. Free access to the shared GYM and WORKSPACE. It is just minutes from Orpington station, with easy access to London. POTENTIAL FOR NOISE, READ BELOW.

Guest favorite
Apartment in Eltham
5 out of 5 average rating, 9 reviews

Stunning Spacious 2 Bedroom Penthouse+Roof Terrace

This stylish place to stay, has two bedrooms and two bathrooms, perfect for group trips. Unique, spacious Penthouse apartment in a beautiful upmarket residential area of SE London. Direct 25 minutes train journey to the centre of London. Two train station about equal distance from the property, 13 min walk, Eltham and Mottingham stations. Use of walled garden plus roof terrace. Ideal for families with kids. Please note apartment is on the second floor of the manor house, without a lift.

Top guest favorite
An open-plan living and dining area is visible, featuring a circular dining table surrounded by green chairs. A modern kitchen with white cabinets is in the background. Natural light fills the space through large glass doors that lead to the patio.
Guest suite in Bickley
4.98 out of 5 average rating, 43 reviews

2 bed detached home in Bromley

Welcome to your beautiful 2 bedroom home in Bromley, BR2!. The property has been recently refurbished to a high standard, featuring an open plan living and dining area, modern kitchen and triple glazed windows. It is perfect for families or couples and there is off street private secure parking. Located in a quiet area close to shops, restaurants, and transport links, our home is the perfect choice for your London getaway. Book now and enjoy a comfortable and convenient stay!

Top guest favorite
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 Greater London
4.96 out of 5 average rating, 53 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 favorite
The spacious living area features a large sectional sofa adorned with decorative pillows, a coffee table with magazines, and a flat-screen television. Natural light enters through skylights above, highlighting vibrant artwork on the walls and a lush green plant in the corner.
Earthen home in Greenwich
4.93 out of 5 average rating, 709 reviews

Huge Luxury Studio Use of Parking & Garden

This unique space is huge, 500 sq ft!! and is close to Greenwich, Blackheath, The 02, Canary Wharf, City Airport and with a quick train journey to central London. You'll love the studio because of the location, the amazing views of canary wharf and the 02, with garden and key-box entry. This huge space is about the size of 4 London hotel rooms and so is a bargain. My place is good for couples, solo adventurers and families with young kids. Please read our 900 plus reviews.

Top guest favorite
A charming cottage is set against a clear blue sky, featuring a pitched roof and two gabled dormer windows. Flowering plants and green grass frame the inviting entrance, highlighting the cottage's warm yellow door and brick exterior.
Cottage in Kent
4.96 out of 5 average rating, 213 reviews

Cosy Private Cottage in Wrotham, Kent Downs AONB

Set on the edge of Wrotham village in the Kent Downs Area of Outstanding Natural Beauty. This self contained one bedroom cottage comes with free off street parking and use of a large cottage garden. We welcome well behaved dogs. A two minute walk into Wrotham Village, with a picturesque church, village shop, and three pubs including the AA Rosette awarded Bull Hotel. Now with a newly completed private patio to the rear solely for guest use. Dog secure with high gate.

Popular amenities for Chislehurst vacation rentals

When is the best time to visit Chislehurst?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,714 GYDG$26,132 GYDG$26,760 GYDG$25,505 GYDG$27,805 GYDG$28,223 GYDG$31,777 GYDG$30,314 GYDG$29,686 GYDG$29,059 GYDG$27,596 GYDG$29,477 GYD
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Frequently Asked Questions

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with a kitchen, over 20 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • Do apartment rentals in Chislehurst have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

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

    Yes! Work meets play with ease at over 30 house rentals in Chislehurst featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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.

  • Do apartment rentals in Chislehurst have a kitchen?

    Absolutely! We offer over 30 apartment rentals with a kitchen in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Chislehurst?

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

  • Do apartment rentals in Chislehurst have free parking?

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

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$4,181 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,760 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

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