
Holiday houses in Chessington
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Top-rated holiday rentals in Chessington
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Chessington

Apartment in Greater London
4.94 out of 5 average rating, 17 reviewsRegent Road Annexe
SiobhanRating, 5 stars1 month ago
We had a lovely stay at the Annex. It was a very comfortable stay, quiet and in a lovely neighbourhood. Peter was a fantastic host, very communicative and helpful with anything we needed. There were a couple of things missing that would have been useful for a longer stay.

Tiny home in Long Ditton
4.67 out of 5 average rating, 137 reviewsLong Ditton Tiny House
GeorgeRating, 5 stars11 months ago
me and my partner stayed for 6 nights in total. it was very clean and the bed was comfortable. we thoroughly enjoyed our stay, lots of great places to eat nearby and the rail links to London are brilliant. thank you David!

Condo in Ewell
5 out of 5 average rating, 3 reviewsPrivate London Garden Flat NearStation FreeParking
AlexRating, 5 stars3 weeks ago
I stayed here for an extended work trip in London and very happily called this place a home away from home. The location is very convenient to get in and out of London every day but when you get off the train you feel the peace and quiet of the countryside. The outside space attached to this apartment is really lovely, effectively doubling the size of the AirBnB and providing a calm place to wind down in the evenings. The kitchenette is sufficiently well-equipped that I could cook from scratch. Finally, Mathew could not have been more helpful and accommodating. He made my stay completely comfortable and made me feel right at home. Next time I come to London I will definitely stay here again.
Guest favourite

Apartment in Tolworth
4.91 out of 5 average rating, 44 reviewsModern family friendly 2-bed apartment in London
KAORURating, 5 stars5 months ago
Before visiting London, Nello cleared my questions. He always replied quickly, and I left home with peace of mind! We enjoyed our stay, but there are two things we didn't expect. One is that the hot water tank is small and runs out in the bath. Only one can take a bath. We had to wait for enough hot water. And we found it’s normal in England! The second one is no dryer with a cloth washing machine. We hung our clothes on chairs to dry. Anyway, they are not big problems. The most important thing is how we rely on Nello. And perfectly we did! Thank you very much!
Top Guest favourite

Home in Greater London
5 out of 5 average rating, 5 reviewsUnique Boathouse, detached free parking x4 cars
SallyRating, 5 stars5 days ago
My stay at Mark's home was a bit unconventional as we were filming a student film there, but we still felt no shortage of hospitality and as though the place was our own for those few days. Truly, nothing can replicate the incredible feeling of looking over the river from any number of spaces throughout the property. It was beautiful and pristine and we felt so grateful to experience it. Myself and others in the crew will be competing with availability on the calendar to book it again and properly enjoy it for a vacation soon! Would highly recommend to anyone and everyone looking for a cozy break from London's city center. Mark was the most incredible host, warm, open, communicative and hospitable from the moment we booked until after we checked out. Thank you for everything and can't wait to come back!
Top Guest favourite

Private room in Esher
4.92 out of 5 average rating, 221 reviewsNear Hampton Court Single small room
MarieRating, 5 stars3 weeks ago
Monika’s place is stunning and immaculate, clean and comfortable. The area is perfect for walks to Hampton Court, river Thames and nice restaurants. Her garden looks like paradise. She was very welcoming, along with her family members. Thoroughly recommended.

Home in Norbiton
5 out of 5 average rating, 4 reviewsLovely, Tranquil Retreat, Kingston, Free Parking
TomRating, 5 stars4 days ago
I had an amazing stay at this apartment! Everything was super clean, which made me feel instantly at home. The place itself is very cozy and comfortable—perfect for relaxing after a day out. You can really tell that a lot of care went into making this space feel like a home. The host management was excellent—responsive, friendly, and made the whole check-in/check-out process smooth and easy. I honestly couldn’t have asked for a better experience. Everything was just great overall. Would stay here again and highly recommend it to others
Top Guest favourite

Private room in Greater London
4.99 out of 5 average rating, 104 reviewsA light, airy Kingsize room near station
DamirRating, 5 stars3 weeks ago
We had a great stay at James' house! From the moment we arrived, he gave us a warm welcome and told us to make ourselves at home – and that’s exactly how we felt. The house was cozy, clean, and had everything we needed. The nearest train station was just a 10-minute walk away, and there was a small supermarket right around the corner, which was super convenient. We didn’t miss a thing and felt completely comfortable throughout our stay. Highly recommended – we’d love to come back!
Quick stats about holiday rentals in Chessington
Total rentals
40 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- South London Holiday rentals
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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
- Oxford University