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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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Guesthouse in Chipstead

4.91 out of 5 average rating, 306 reviews

A private country escape with stunning views

A charming, fully self contained guesthouse, set in a private garden of a 14th century cottage located in the pretty village of Chipstead. A perfect country escape with fast access into London and Gatwick Airport a short taxi ride away. The guesthouse offers views over open countryside, enjoy total peace and quiet, lots of privacy, all in an area of outstanding natural beauty. If you're wanting to explore leafy Surrey with great links into London, our guesthouse offers you the perfect location.

Rental unit in Lambeth

4.97 out of 5 average rating, 394 reviews

Swifts Yard *ENTIRE* 1 bed flat Vintage Industrial

Entire 1 bed flat, styled on Vintage Industrial, set in a private Victorian gated yard. Stunning city views from the street. A quiet, fully equipped space, right next to Crystal Palace Triangle which has 50+ bars, restaurants & shops with luxury Everyman Cinema & bar. 9mins walk to Over Ground Tube & Rail. A Dinosaur Park, Sports Centre & Horniman Museum are minutes away. Luxury UK King size bed. Great for fun or work. Please ask if you require a longer stay than days visible on the calendar.

Condo in Greenwich

4.9 out of 5 average rating, 210 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.

Home in Greenwich

4.91 out of 5 average rating, 113 reviews

18 mins to Central London - Beautiful Period Home

Our five bedroomed 1904 Edwardian House is available to rent. It comfortably sleeps 10/12 people. Perfectly situated for Eltham Palace and London visits. Beechhill House is situated in a very quiet, mature street four hundred metres from Eltham High Street, and a 7 minute walk to Eltham Mainline Railway station. 6 trains per hour to London Bridge take 18 minutes. It is a large, double fronted house. The front garden has borders and off street parking for three cars - free parking on road.

Guest suite in Lullingstone

4.98 out of 5 average rating, 109 reviews

Lullingstone Eynsford Annexe & Private Garden

Nestled in the Darent Valley (outside ULEZ 😁) surrounded by farmland and horses, we are a mile from Eynsford Village. We have Lullingstone Country Park and golf course as our back garden and Lullingstone Roman Villa and Lullingstone Castle as our neighbours. Own private access, parking on private drive and private, secure garden for your enjoyment with views of the countryside. One bedroom, bathroom, lounge with reclining leather sofa, smart TV, DVD player and fully equipped kitchen

Guest suite in Chislehurst

4.91 out of 5 average rating, 91 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.

Home in Greater London

4.91 out of 5 average rating, 11 reviews

2 Bed Bungalow

2 bed bungalow with modern decor and close to local amenities. This bungalow has two additional loft rooms and toilet upstairs should you require use. With a large drive, it can fit up to 3 cars on it. Close to local shops, restaurants, train station etc. Closest station is St Mary Cray. Perfect for couples or families. Situated in a client cul-de-sac. With modern kitchen, bathroom, wadrobes, flooring and carpet this property is perfect for those looking for a stylish stay!

Earthen home in Greenwich

4.93 out of 5 average rating, 515 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.

Cottage in Kent

4.97 out of 5 average rating, 158 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.

Rental unit in Farningham

4.92 out of 5 average rating, 149 reviews

Lime Tree House Flat - Double room

A welcoming, quiet 1st floor flat with a modern double bedroom. Available to let for midweek and weekend stays. Ideal for visitors or staff of events held at Brands Hatch, as well as anyone visiting the local area. Situated on the edge of Farningham village with lots of beautiful local country locations, my flat is within walking distance of several friendly pubs/restaurants and less than a 5 minute from M25/M20, with plenty of off road parking for guests.

Serviced apartment in Orpington

4.95 out of 5 average rating, 59 reviews

Abbots Park House 2 Bed flat in tranquil location

Kick back and relax in this calm, stylish space. Located in National Trust Woodlands and surrounded by natural beauty, yet only 25 minutes by train to Central London. Attached but Independent from main house with own entrance. Perfect for woodland walks, strolls for pub lunches. Plenty of good restaurants and a 10 minute bus ride to Cinema. Excellent location with great transport links. View us on instagram @abbotsparkhouse or Facebook: abbotsparkhouse

Guesthouse in Lewisham

4.98 out of 5 average rating, 144 reviews

Blythe Vale Studio with private garden + entrance

Blythe Vale Studio is a self contained, quiet, garden room with own kitchen and bathroom situated at the bottom of a 90ft garden. Private access via the side gate of the main house. It is ideally situated for exploring Greenwich, the Southbank and Central and East London. Train stations are a 12 minute walk away. Like to check in earlier? Please do ask in advance, we will do our best to accommodate your request.

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Popular amenities for Chislehurst vacation rentals

Free parking on premises

Air conditioning

Stay near Chislehurst's top sights

Chislehurst Caves52 locals recommend

Sainsbury's25 locals recommend

Nando's10 locals recommend

Tesco Express9 locals recommend

Nugent Shopping Park8 locals recommend

Scadbury Park8 locals recommend

Other great vacation rentals in Chislehurst

Loft in Lewisham

4.95 out of 5 average rating, 22 reviews

Entire Spacious Loft Studio-Own En-Suite & Kitchen

Rental unit in Greater London

4.93 out of 5 average rating, 15 reviews

Character-filled garden flat in Bromley

Guest suite in Greater London

4.93 out of 5 average rating, 85 reviews

2 Bed Guest Suite fully furnished

Home in Greenwich

4.85 out of 5 average rating, 48 reviews

Cheerful 3BRD Home, Free Parking, near O2 / Excel

Condo in Lewisham

4.94 out of 5 average rating, 33 reviews

Spacious flat with garden

Home in Greater London

4.93 out of 5 average rating, 14 reviews

1 Bedroom Townhouse. Cul-de-sac in Beckenham

Rental unit in Shoreham

4.99 out of 5 average rating, 77 reviews

Garden View Apartment

Condo in Greater London

4.94 out of 5 average rating, 36 reviews

2 Bed 2 Bathroom Gated Apartment 1 free Parking

Quick stats about vacation rentals in Chislehurst

Total rentals
130 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Frequently Asked Questions

What are the most popular amenities for House Rentals in Chislehurst?
Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with a kitchen, over 60 homes with free parking, over 80 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Chislehurst?
Four-legged friends are welcome in Chislehurst. Choose from more than 20 vacation rentals for guests traveling with pets.
Do apartment rentals in Chislehurst have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Chislehurst. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Chislehurst?
Yes! Work meets play with ease at over 60 vacation rentals in Chislehurst featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Chislehurst?
Experience the best of Chislehurst with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Chislehurst have a kitchen?
Absolutely! We offer over 70 house 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 3,200 vacation rentals in Longlands, over 400 vacation rentals in Elmstead, over 4,130 vacation rentals in Chislehurst, and over 400 vacation rentals in Bickley.
Do house rentals in Chislehurst have free parking?
Absolutely! We offer over 60 house rentals with free parking in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore