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

Total vacation rentals
Explore 30 vacation rentals in Chessington

Nightly prices starting at
Chessington vacation rentals start at G$6,276 GYD per night before taxes and fees

Verified guest reviews
Over 310 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Chessington vacation rentals include wi-fi access

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

4.9 Average rating
Chessington stays are highly rated by guests—averaging 4.9 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.
FamilyLocationWalkability
4.93 out of 5 average rating, 135 reviews
Unique Architect-Designed 3BR Home, London
Experience refined living in this architect-designed 3-bedroom stylist home, where contemporary design meets everyday comfort.Enjoy bright open-plan living, premium finishes, air-conditioned living areas, a fully equipped kitchen, luxurious bathrooms, and a private landscaped garden perfect for relaxing. Just a 5-minute walk to Chessington North station, with direct trains to Wimbledon (15 mins) and London Waterloo (30 mins). Minutes walk to Chessington World of Adventure, golf courses and more.
ValueFamilyCheckout
5.0 out of 5 average rating, 15 reviews
Wonderful family home
Experience the ultimate family retreat, conveniently located just 30 minutes from the vibrant city of London. Dive into adventure at Chessington World of Adventures, just 8 minutes away by bus, or unwind in the adjacent public playground. Enjoy the convenience of local shops within a 5-minute stroll. Our cozy home welcomes you with free Wi-Fi, driveway parking, and a private garden in the sun. Book now and create cherished memories with your loved ones in this haven of relaxation and excitement!
LocationValueGrill
4.87 out of 5 average rating, 31 reviews
Taylour House - Historic, unique, yet modern
Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.
ValueLocationDecor
4.98 out of 5 average rating, 119 reviews
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.
FamilyLocationComfort
4.88 out of 5 average rating, 48 reviews
The White House Oxshott
Bring the whole family and friends to this great place with lots of room for fun. The house sits on 0.5 acre plot of land, with ample gardens and 4 cars parking driveway. Recently renovated benefiting AGA cooker, Samsung climate control, EV charger. Situated within 2 miles radius - Chessington World of Adventure Resort, Painshill, RHS Wisley, Golf Courses, Restaurants, Supermarkets. 0.6miles to Oxshott train station and 30 mins to Central London. Both LHR and LGW are 21 miles away.
FamilyLocationPets
5.0 out of 5 average rating, 14 reviews
Surrey/London. Home for 6/8 people. Fibre WiFi.
A lovely Edwardian period house with original features that accommodates 6 and can accommodate 8 on request. A ten minute walk to Epsom town centre, you will find shops and restaurants including Waitrose, Gails, Costa, Oliver Bonas, Caballo Lounge, The Picture House, a cinema and a leisure centre. Epsom train station (8-10 mins walk) gets you to London Waterloo in 35 minutes and areas to the south too. The town has numerous bus routes which end in Croydon, Sutton, Morden and Kingston.
FamilyValueWalkability
4.81 out of 5 average rating, 86 reviews
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.
FamilyLocationAmenities
4.89 out of 5 average rating, 28 reviews
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.
FamilyLocationHospitality
5.0 out of 5 average rating, 141 reviews
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.
FamilyLocationAccess
4.92 out of 5 average rating, 138 reviews
Delightful Three Double Bedroomed House, Parking
This lovely home, it has three large bedrooms and comfortably sleeps six, also one and a half bathrooms. There is a separate kitchen, dining, family room, with WIFI, sofa, chairs, sky football and a garden. Its quiet London location has easy access to the city. There is free parking for two cars. It's self-contained, well equipped, carefully cleaned and secure. It is suitable for long or short stay, so do get in contact with any questions.
ValueLocationWalkability
4.88 out of 5 average rating, 143 reviews
The Coach House, Halstead Hall
The Coach House, Halstead Hall is a cosy, detached cottage within the grounds of the Grade II listed residence of the esteemed author Edith Nesbitt. Located in the peaceful village of Halstead, this idyllic retreat offers tranquility while being conveniently just a 20-minute train journey from London, accessible via a short taxi or bus ride to the local train station.
FamilyLocationGrill
4.99 out of 5 average rating, 153 reviewsPopular amenities for Chessington house rentals
House rentals with a pool

Surrey Cottage with indoor heated swimming pool
ValueLocationSleep quality
4.98 out of 5 average rating, 115 reviews
2BR Victorian cottage w/ Garden near Camden Mkt
FamilyLocationOutdoor spaces
4.78 out of 5 average rating, 125 reviews
Woodland Escape with Heated Pool
LocationFamilyKitchen
4.74 out of 5 average rating, 23 reviews
Wellness Escape by River: Sauna, Pool, Hot Tub
LocationValueWalkability
5.0 out of 5 average rating, 7 reviews
Kensington Pool & Piano | Unique 3BR w/ AC, Garden
LocationFamilyBathroom
4.81 out of 5 average rating, 16 reviews
3 miles to Royal Ascot, pool, sleeps 12 in 2 acres
FamilyLocationView
5.0 out of 5 average rating, 11 reviews
Bright spacious home with natural swimming pond
FamilyLocationGrill
5.0 out of 5 average rating, 15 reviews
Little Rozel Retreat | Hot Tub, Swim Spa & Nature
LocationComfortWifi
5.0 out of 5 average rating, 7 reviewsWeekly house rentals

3 bedroom house with parking
FamilyLocationWifi
4.91 out of 5 average rating, 79 reviews
Spacious Family Bungalow with Garden for up to 7
FamilyValueAir conditioning
4.78 out of 5 average rating, 41 reviews
Welcome to The Cottage - Thames Ditton, Surrey
FamilyLocationCheckout
5.0 out of 5 average rating, 36 reviews
Luxury 4BR Kingston Home | Oasis Garden | Nr Train
LocationValueParking
5.0 out of 5 average rating, 39 reviews
Luxury one-bed house centrally located
ValueFamilyComfort
4.9 out of 5 average rating, 42 reviews
A modern, quirky hideaway - great links to London
LocationFamilyNearby
5.0 out of 5 average rating, 20 reviews
Modern 3 bed family home near Esher
LocationFamilyHospitality
4.9 out of 5 average rating, 20 reviews
Beautiful 2 Bedroom Mews House
FamilyValueDecor
4.84 out of 5 average rating, 38 reviewsPrivate house rentals

Luxury AC Townhouse w/ Private Terrace | Hyde Park
ValueLocationComfort
5.0 out of 5 average rating, 3 reviews
Historic Surrey Hills Cottage 30 mins from London
LocationFamilyIndoor spaces
4.91 out of 5 average rating, 44 reviews
Stylish Home Wimbledon | Richmond Park Retreat
FamilyLocationCheck-in
5.0 out of 5 average rating, 8 reviews
Cosy Hidden Gem in the Heart of Kingston
LocationKitchenCheck-in
5.0 out of 5 average rating, 9 reviews
5 Bed Family & Contractor Stay| Parking | Sleeps 8
LocationAmenitiesAccuracy
5.0 out of 5 average rating, 3 reviews
Stylish Twickenham Home | Private Garden & Parking
ValueLocationGetting around
4.95 out of 5 average rating, 19 reviews
The Lodge
LocationFamilyCheckout
5.0 out of 5 average rating, 64 reviews
Timeless Tadworth Treasure
FamilyLocationOutdoor spaces
4.89 out of 5 average rating, 18 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- West Wittering Beach
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Goodwood Motor Circuit
- University of Oxford
- Victoria Park
- Thorpe Park Resort
- The National Bowl
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace





