
House holiday rentals in Chessington
Find and book unique houses on Airbnb
Top-rated house rentals in Chessington
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Chessington
House rentals with a pool

West Sussex Hideaway – Woodland & Pool Access
I had an absolutely fantastic experience during my stay! The flat was fully equipped with all the essentials and was in impeccable condition. Rebekah is a great host, made everything effortless; she was incredibly helpful and always quick to respond whenever I had a question. I would definitely recommend this place to anyone seeking a stay in the area. You won't be disappointed.

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.

Bright spacious home with natural swimming pond
This is an amazing and beautiful eco property. Ivana and John have spent a lot of time carefully considering so many aspects of their beautiful home. The location is so peaceful. The beautiful aspect across their garden meant you could see wildlife and bunnies and beautiful sunrises. 🌅 All beds were super comfy. The wood burner was cozy. The sofa was great for a family and their TV stereo set up was brilliant. There are ALOT of lights etched to get used to, that create mood lighting in each room and Ivana manages the heating of the property remotely.

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

The Barn at Stoaches: Parking | Pool | Countryside
The barn was beautiful, we had such a lovely stay. The decor was stunning and there was lots of special touches that made our stay more comfortable. Michelle was very good at communicating with us and the main owner of the barn met us on out first day and gave us lots of useful information regarding the barn the sites and walks around the area. We would definitely love to come back in the future.

Barn conversion, Henley-on-Thames
We had a lovely time at Sarah's place. It's as the photos suggest and is in a very peaceful surrounding. The barn is next to Sarah's family home, but the way it is oriented means you get plenty of privacy. Thank you for letting us in to your home. We all had a lovely quality time with friends.

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.

Cozy Studio with Private En-Suite, Kitchenette
We had an extremely pleasant time during our stay. While booking I didn’t realize that there was no cooking range at the accomodation . We wanted some eggs for breakfast, Miles was extremely helpful. He made some mouth watering scrambled eggs for us. Thank you Miles for that.. really appreciate it . The surrounding place is extremely peaceful and scenic. I highly recommend staying at the place if you are in EG
Weekly house rentals

Dream Quaint 2 king bed countryside barn
Kate’s Place is beyond description. Perfect in every way. The converted barn has every modern convenience. Comfortable, lots of room, very stylish, quiet and secluded. The beds were very comfortable with great pillows which is always very important we loved it. Easy access to the west, London or the further south. We made several day trips. Kate is an amazing host and made our stay perfect. We can’t wait to come back.

Beautiful modern bungalow with Hot Tub
From the moment we inquired about this home, Rich was outstanding to work with and answered all our questions regarding logistics/transportation, etc. He was quick to respond (even with a 6 hr time difference). His attentiveness continued throughout our entire stay. He genuinely wants his guests to feel at home and have a great time in London. Rich went above and beyond in so many ways to make our visit personal and special. The house is exactly as described and feels like home from the moment you walk in. Rooms are spacious with plenty of closet space. The kitchen is well equipped. The backyard was private, quiet, and peaceful with an inviting hot tub. There are plenty of restaurants/shops very close by, and the Southwestern Rail is only a 10 min walk to the station and a 25 min ride into London Waterloo - We chose the Travel Card Ticket, which allowed us to travel between Zones 1-6 on the rails, tube, or buses . This is truly a great place to stay. We cannot wait to go back!

3 bedroom house with parking
I stay at Magda’s a lot and I can’t fault her advice and friendlinesss. Highly recommend.

Surbiton Home + Free parkings Kingston upon Thames
Great house with lots of daylight streaming in! It’s in a really good location with off street parking. Just be mindful that if you have a larger car, you may struggle getting it into the drive. Anything bigger than an XC60 will get scratches either side ☺️ Lovely garden, perfect for kids and dogs! I stayed with my two Ridgebacks (huge dogs), the fence at the back of the garden is quite low so they effortlessly hopped over it, into the neighbour’s garden. If you plan on staying with smaller dogs, that shouldn’t be a worry lol Thanks for having us! 👌🏾

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!

Executive 2 En-Suite BR W/ Parking, Self Check-in
Not one for long reviews, however.. I can honestly say this is the best Airbnb property I have ever stayed in and I couldn’t think of anything that could be improved. Every little detail you could think of was thought about. Arrived on the hottest day of the year so far and was welcomed with a full fridge with two cold beers in it! If you are a home cook like myself there is a fully stocked kitchen with spices, oils, butter, cheese and everything you need to get going. I couldn’t recommend this place more to anyone looking for somewhere local to stay.

Beautiful home 30min to Central. Sofabed & Garden
Had a wonderful stay at this lovely house. It was equipped with all the amenities we needed, making it incredibly comfortable and convenient. Located in a peaceful neighborhood, it’s just a 5-minute walk to the bus stop and around 20 minutes to the train station, which made getting around really easy. The house had a great setup with a nice TV and a sound bar that made relaxing evenings even better. Check-in was smooth and flexible—Ayu was kind enough to accommodate an early check-in and a late check-out, which we truly appreciated. Ayu was also very communicative and helpful throughout our stay. Would definitely like to stay here again—highly recommended!

Birch House
Would absolutely recommend this place and would hopefully like to stay again in the future! The house is immaculate! Walkable distance to cute cafes (Sweet Carolina stood out for us) and markets. A bus ride away from the Thameslink! Really excellent and high standard finishes, quooker tap with sparkling water was a standout. The house also had a really peaceful feel to it and the downstairs blends outdoor indoor living which was super cool. Overall a really comfortable stay
Private house rentals

Victorian House, Close to Centre - Self Check-in
Dave is a lovely host. He prepared a welcome treat. Very communicative and supportive. Easy to reach in case of a question. Everything was as explained and what I needed for a comfortable stay. The house was nicely decorated. The kitchen was well equipped (s pity I did not have time for cooking). It was in walking distance to the station, bus, supermarkets, shopping and restaurants as well as to the Thames and park. Thank you! I would book that again.

Detached 6 bedroom family house with Sky TV
a great large house with plenty of room. an amazing garden and great host. extremely good for both large groups and family's. highly recommend this home

£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.

Racecourse Marina Lodge | Hot tub | Parking | EV
Absolutely loved our stay here, the views are stunning, the master bedroom was very comfortable and the hot tub was brilliant! The lodge had everything we needed and Gogos restaurant is phenomenal right on the doorstep 🙂 just ensure you mention the lodge no so your discount comes off the bill because we didn’t, and booking is essential at weekends for breakfast or dinner, it gets very busy.

Cozy 2-Bed near Thorpe Park + Free Parking
Great host and great communicator would recommend to others

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!!

The Coach House, Halstead Hall
Linda is a great host. She responds to messages quickly and her home is clean, comfortable, welcoming and beautiful. The property is great. A home away from home. The property had equipment for babies and toddlers which meant I didn’t have to travel with lots of stuff. Linda checked we were happy and was available if we needed support. It came across that she really cared about our stay.

Dairy Barn - fabulous views and hot tub
Lovely location the host was very responsive and accommodating to us having a baby would definitely stay here again. It’s a beautiful place.
Quick stats about house rentals in Chessington
Total rentals
20 properties
Nightly prices starting at
₹2,596 before taxes and fees
Total number of reviews
290 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
- South London Holiday rentals
- London Borough of Hammersmith and Fulham Holiday rentals
- Royal Borough of Kensington and Chelsea Holiday rentals
- Inner London Holiday rentals
- City of Westminster Holiday rentals
- London Holiday rentals
- Central London Holiday rentals
- City of London Holiday rentals
- London Borough of Camden Holiday rentals
- Regent's Canal Holiday rentals
- London Borough of Islington Holiday rentals
- London Borough of Hackney Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Oxford University