
House holiday rentals in Chessington
Find and book unique houses on Airbnb
Quick stats about house rentals in Chessington

Total holiday rentals
Explore 20 holiday rentals in Chessington

Nightly prices starting at
Chessington holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 300 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Chessington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chessington rentals

4.8 Average rating
Chessington stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Chessington
Guests agree: these houses are highly rated for location, cleanliness and more.

The Nook
Kick back and relax in this calm, stylish space. This ground floor one bed apartment is perfect for romantic getaway with your partner, or if you are in town for work and you are looking for a home away from home. If you have a little one you want to bring with you. Victoria station is a 20 minute train away, as well as being 15 minutes away from Wimbledon and Croydon by tram. All house trained dogs of all sizes welcome. EV charging points are NOT on premise. They are on street charging points.

Architect-Designed Luxury Retreat, 3BR Chessington
Experience refined living in this architect-designed 3-bedroom home in Chessington. Featuring stunning modern interiors, high-end finishes, and light-filled living spaces, this luxury retreat offers the perfect blend of sophistication and comfort. Ideal for tennis lovers visiting Wimbledon , Skillion House is just a 5-minute walk from Chessington North station, with direct trains to Wimbledon in around 15 minutes. A peaceful and convenient base for enjoying the Wimbledon Tennis Championships

Tudor House
Tudor House is a newly refurbished 2 bedroom house, situated 1 minute walking distance to the world famous Epsom Downs Racecourse, home of the Epsom Derby. This delightful property has a spacious living room area, 1 downstairs WC, stylish kitchen and patio area. Upstairs you will find a comfortable double bed, wardrobes, TV and dressing table. The second bedroom consists of 2 single beds which can be made into a double, fitted wardrobe and TV. The upstairs bathroom has a bath and shower.

Beautiful 3 Bedroom Cottage In Central Dorking
Welcome to our fantastic newly renovated 3 bedroom home located in Dorking. Beautifully presented throughout, this self catering home benefits from an open plan fully equipped kitchen / lounge / diner with patio doors leading out to the courtyard which has its own outdoor dining area, which is well lit and full of gorgeous foliage. Spread over 4 floors there are 3 bedrooms that can comfortably accommodate up to 5 guests and two stunning bathrooms, both equipped with shower, sink and toilet.

Virginia Water Family Getaway
Lambly Hill House – Holiday Rental in Virginia Water, Surrey Welcome to Lambly Hill House, a stylish and spacious 4-bedroom holiday rental in Virginia Water, Surrey. Perfect for families, golf visitors and business travellers, this beautifully renovated home offers modern comfort, peaceful surroundings and a private garden in one of Surrey’s most desirable locations. Located just a short walk from Virginia Water train station, Lambly Hill House provides easy connections to central London.

Riverside Rustic Cottage (but not on an island ;0)
Tranquility in a busy world... Sit out and watch the river world go by in this haven of calm. With the rear garden running down to the River Thames itself, an ideal place to come back to after a busy day sightseeing (or working). In the beautiful village of Thames Ditton, complete with a wide range of restaurants, pubs, an Italian coffee shop, French bakery and other village stores but still with the trainline in to London. A great base or simply relax and unwind with the whole family.

Hampton Court: Spacious, Bright & Tranquil Annexe
Our newly renovated spacious 2 bedroom annex is situated in a wide tree lined road, a premier location just a few minutes walk away from the charming cafés, shops and restaurants of Hampton Court Village, Hampton Court Palace and local train station. Adjacent to but detached from our elegant Victorian family home, this bright and stylish space is tranquil and self contained and enjoys additional benefits of a private south facing patio garden and dedicated off street parking space.

Cheerful 5 bedroom house with off street parking
Bring the whole family to this great place with lots of room for fun. The house is very spacious with a good sized garden. Four double bedrooms and one single bedroom. Master suite with ensuite bathroom. Main bathroom and also shower room downstairs. Plenty of kitchen area with bar seating and also washing machine in separate annexe area. Excellent transport facilities nearby with both buses and trains. Very close to The Epsom Downs Racecourse. Excellent walking area.

Stunning 4BR Kingston Oasis, Free Parking Nr Train
Enjoy a relaxing stay at this luxury 4-bedroom home in the heart of Kingston, featuring a lush tropical garden and stylish modern interiors. With bright open-plan living area, spacious bedrooms and a gorgeous kitchen this is a home away from home Free on-street parking by request Amazing location within 5 minutes walk of shops, cafes, parks and 11 minutes walk to Kingston Station, with fast links to central London. Ideal for families or professionals.

2 bed 2 bath house in colourful Tooting
My place is a colourful haven amidst the hustle and bustle of Tooting - voted one of the top ten places to visit in the world by Lonely Planet! You'll love it because it is a five minute walk from the tube, off the high street where you can find everything from supermarkets to local curry houses. Quirky bars, restaurants and hot spots coupled with a solid community make for the perfect place to enjoy your stay in London!

House near Epsom, ideal for business travelers
Ideal for business travelers, a 3 bed house in Ewell West. #Adults only #. Close to Epsom, Sutton, Kingston & Wimbledon. London 30 mins by train. Heathrow and Gatwick airports 30-40 mins. Epsom Racecourse 15 mins. Golf, Walking, Farms and other leisure activities nearby. * School zone no entry between 8-9am, 2.30-4pm*

Orquidea Relaxation home with hot tub
Come and enjoy this peaceful time to disconnect and live a few days of relaxation. This beautiful place is newly renovated and equipped with all the amenities you need to have the best stay, with the hot tub available for you to use at all time all year round.
Popular amenities for house rentals in Chessington
House rentals with a pool

Blackham Farm

Bright spacious home with natural swimming pond

Kensington Pool & Piano | Unique 3BR w/ AC, Garden

Wellness Escape by River: Sauna, Pool, Hot Tub

Amazing family house in London ideal for families

Old Wharf Cottage

Little Rozel Retreat | Hot Tub, Swim Spa & Nature

Surrey Cottage with indoor heated swimming pool
Weekly house rentals

The Royal Paddock

Hampton Court Snug Sleeps 2-6 Walk to Palace+Train

Welcome to The Cottage - Thames Ditton, Surrey

A Cozy Home Away from Home

Beautiful 1870s Victorian House on River Thames

Idyllic House on the Thames

A luxurious country retreat with Jacuzzi hot tub
High Street Apartment ESHER
Private house rentals

Surrey Hills Studio, Private Entrance & Parking

Charming Period Home Near Wimbledon

Spacious 3 Bed Home, Conservatory & Private Garden

The Stanley Modern 3/4BED 3BATH | Comfort & Style

The White House Oxshott

Family home near Hampton Court (Sleeps 8)

Luxury one-bed house centrally located

Historic Surrey Hills Cottage 30 mins from London
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- Brighton Seafront
- ExCeL London
- The O2
- West Wittering Beach
- Emirates Stadium
- Tower Bridge
- Clapham Common
- University of Oxford
- Goodwood Motor Circuit
- Buckingham Palace
- Thorpe Park Resort
- South Downs National Park
- Chessington World of Adventures Resort
- Alexandra Palace
- London Stadium
- Big Ben
- Windsor Castle





