
House holiday rentals in Chislehurst
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Top-rated house rentals in Chislehurst
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Popular amenities for Chislehurst house rentals
House rentals with a pool

Large period 5 bedroom home with pool SW London
I visited Jenny and Sam’s place with my 2 teenage sons and we’ve all had the best week ever! We can’t thank Jenny and her family enough for sharing their lovely home with us. The house was beautiful, really felt like home and Jenny was a fantastic host, who kept in touch all the time. The pool and garden were a real treat and the location was perfect with easy access to so many great places. We all agreed that we’d love to stay there again and would 100% recommend this fabulous place and lovely hosts. Thank you again for the best summer holiday from us all, Amelia and family😊👍❤️

Spacious & stylish family home
Ann’s house was exactly what we were looking for and we had a wonderful stay and felt very much at home. Everything was easy to find and use and the house had all the amenities we needed for a family of 5. The neighborhood was lovely and we loved walking around.

Detached house on cul-de-sac
We had 2 nights at Kristians house Was perfect location for us as we were spending our time in London Close to train station Plenty of places to eat Lovely quiet location, the house was beautiful with so much space Would highly recommend and book myself again

Pool & Piano | Hidden Oasis in Kensington Olympia
very nice and cooperative host. lovely place.

Modern 1-bed home with free parking
Very clean, and spacious - and with all the comforts you could possibly need. Very responsive and good host. Would definitely go back on future visits.

London Spacious Dulwich family house with Pool
We had a fabulous week in this beautiful home. The house is perfect, we couldn’t have wished for better. The garden was like an oasis, so quiet, it was hard to believe we were in London. We would sit outside for a morning coffee before meeting our little granddaughter for the day, then recharge our batteries in the evening, with a beer in the garden. The garden is beautiful. We loved having coffee and brunch at flotsam and Jetsam at Dulwich Picture Gallery, about a thirty minute stroll from the rental. For us, the location was perfect, the house was perfect and we would definitely like to stay there again. Bonus points for the quality towels and parking on the property. Loved every minute of our stay.

The Place: 2-Bedroom Getaway
Our stay was exceptionally great. The train station is close which made our movements easy. The place was very clean. There was easy access to food and groceries. Chioma was very helpful and accommodating. We were able to check in earlier than the scheduled time and leave just as easy. Overall the experience was great and I highly recommend.

River House with Heated Pool, Parking & Garden
I had a wonderful 2 days with my family. There were so many positive things, we did not see any deficiency. Thank you very much for everything Dana
Weekly house rentals

Modern house in Kent countryside
Extremely happy with our recent visit. We stayed here for a yoga retreat style weekend as a group of friends. The host was very helpful and gave us a tour on arrival and was on text messages if we needed anything. We brought our own yoga mats with us and did yoga on the decking with beautiful views surrounding us. We had a private chef cook us a meal - the kitchen was super modern and clean, dining tables outside and inside so if it's sunny you can make the most of the outdoor space. We visited local Yotes Court Vineyard for a tour which was fab and only 15 mins away by car. The property felt very clean and the facilities were perfect. Would 100% recommend and would visit again.

Taylour House - Historic, unique, yet modern
Wow. Staying at Taylour House was like stepping back in time - in the best possible way. The house is steeped in history and beautifully preserved, full of character and charm. It felt like staying in a living museum, but with all the modern comforts thoughtfully in place. Caroline, the host, was absolutely wonderful - friendly, welcoming, and incredibly flexible, which made the whole experience relaxed and easy. The house was spotless, extremely well equipped, and exceeded our expectations in every way. The location is perfect, right in the heart of Edenbridge, with a great pub directly opposite that serves top-notch Sunday roasts. A rare bonus was having off-street parking for two cars - a real luxury for a town centre property. Taylour House is a gem. Full of history, excellent value, and hosted with genuine warmth - we’d love to come back.

Large House w/parkingin Sydenham,SE26
Our family of five (all adults) stayed for a week at Manuela’s place, and had a wonderful visit. Manuela made every effort to accommodate us, was very responsive to messages, and gave helpful info on nearby sites and restaurants. Taking the train into London’s city center was easy— just a short 8 minute walk to one of two stations, then 20 minutes or less to the city. We enjoyed four nearby restaurants recommended by Manuela and would return to any of them again—all terrific! We would absolutely stay here again.

5* Cosy 2 bed House Excel, Sleeps 5-Free Parking*
Myself, hubby and son stayed here for the London Marathon 2025 and we loved it! Beautifully clean and presented. Very comfy to relax in. Great access to DLR and bus stops, with ExCel within walking distance. Very close to supermarkets to stock up on essentials. Would highly recommend!

Our Leyton House
Second stay at this lovely home. Hosts are wonderful and the area is perfect. Ticks all of the boxes of what makes Airbnb special.

Serene Woodland Home with Countryside Views
The perfect place for any event with family and friends to relax and enjoy the chilled atmosphere with easy access to all facilities in the area. The host of Cantwara was outstandingly welcoming throughout our stay so I would recommend to anyone planning a staycation in the near future and beyond.

Blossom House New 3bed house in Barons Court
This home is absolutely gorgeous, and it was such a treat to stay here during our trip to London. My family enjoyed the neighborhood setting, which made for a quieter area to retreat to after days filled with sightseeing. It was easy to get to and from anywhere we wanted to go using the tube, and it was especially convenient for watching tennis at the Queen’s Club. I would highly recommend!

Umbrella Handle Factory
Easily a five star stay at Levin’s place in Dalston. Levin was responsive and kind and the place was exactly as photographed. A short walk to both Dalston Junction and Dalston Kingsland stations with lots to explore in the neighbourhood. The unit was clean and well equipped with lots of natural sunlight. Had a lovely and comfortable stay and would recommend Levin’s place.
Private house rentals

The Meadows
I cannot say enough positive things about Natalie’s Airbnb. From the lovely surroundings across from a sheep farm with brand new lambs running around to the lovely exterior and interior with a beautiful color scheme to the perfect cleanliness and every amenity you could possibly need. Natalie is the perfect hostess. We departed feeling like we had found new friends, Natalie and Simon. We have stayed at many Airbnbs over the years and The Meadows is definitely our favorite ❣️ Thank you again, Natalie and Simon, and we hope to see you in Oxted/Tandridge again in the future. xo

£3m Notting Hill Mews House
What a lovely place and location. The house was emaculate clean and well-equipped. It's so well-built and insulated in fact that it was quite warm upstairs. Had to leave all the windows open overnight. Good workout going up and down the stairs of this mews. The back yard was a wall of green which was incredibly relaxing to look at. Would definitely return and recommend.

Modern & Spacious w/ 98" TV & Garden
This was one of the best places we’ve stayed so far. Oana was very thoughtful and responsive, and her parents-in-law gave us such a warm welcome. The house was both welcoming and thoughtfully equipped, and we’re very glad and grateful for such a wonderful stay.

A Cozy Home Away from Home
This was my second stay here and I felt really at home as soon as I arrived after a busy few weeks travelling. The little house has everything you need for a great stay and is easily walkable to town and the station. John and James are fab hosts - easy to liaise with and I loved the little goodie box thank you

Stunning 2 Bedroom house with parking
Very welcoming hosts, the house is beautiful and we felt right at home! We would definetly stay here again.

Hampstead Heath
The most lovely home for our 10 day stay. Had all we needed and more. Spacious for 5 adults. Location was perfect for exploring London or staying in. Beautful English garden and outdoor spaces to relax. Host is the best! Kitchen even stocked with delicious staples to make us at home right away. We already miss it, will dream of our stay and would return any time! Thank you Ramona!!

Secluded bungalow and gardens
What a lovely little gem this place is. Kathy is a brilliant host, there is everything you need plus a few little extras like tea, coffee, and home made shortbread! Kitchen is well stocked with every item you might need. Everywhere was very clean and tidy and the extensive gardens are beautiful. It's a perfect place to escape the noise of a busy life. We walked to the North Pole pub which took us about 15 minutes, food was ok, just what we needed. If you are looking for an upmarket pub, you will need to got the their direction to The Kings and Queen. There are no local shops to walk to so a 2-5 minute drive in either direction will get you there. Brilliant place, will definitely recommend anyone who's looking for a bit or respite, thankyou again 😊

Cosy, homely countryside cottage
Greg’s place is a favorite indeed. It’s walking distance from all the places to eat and drink at. Greg’s always available and wonderful to speak with. Second stay in 4 months and looking to come back again soon.
Quick stats about house rentals in Chislehurst
Total rentals
90 properties
Nightly prices starting at
$34 NZD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- British Museum
- Green Park
- Buckingham Palace
- Covent Garden
- Big Ben
- Trafalgar Square
- Barbican Centre
- Harrods
- Tower Bridge
- London Bridge
- St. Paul's Cathedral
- Brockwell Park
- The O2
- Camden Market
- Emirates Stadium
- Wembley Stadium
- The Shard
- Hampstead Heath
- ExCeL London
- London Stadium
- River Lee Navigation
- Alexandra Palace
- Queen Elizabeth Olympic Park, London
- Windsor Castle