House vacation rentals in Chessington

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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.

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Guest favorite
The outdoor seating area features a rectangular table with a decorative flower arrangement, arranged on a light-colored tiled surface. In the background, large glass doors open to a stylish interior, revealing a modern kitchen and comfortable sofa.
Home in Greater London

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
Top guest favorite
Home in Chessington

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
Guest favorite
Home in Chessington

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
Top guest favorite
Home in Edenbridge

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
Superhost
Home in Surrey

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
Guest favorite
The welcoming entrance of the property is framed by lush greenery and colorful foliage. A gravel driveway leads to the main door, with the house showcasing a clean, white facade and multiple windows, allowing natural light to illuminate the interior.
Home in Oxshott

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
Superhost
Home in Surrey

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
Top guest favorite
Home in Hampton

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
Top guest favorite
The open plan living area features gabled ceilings and stylish furnishings. A comfortable sofa sits across from a galley kitchen with modern cabinetry. French windows open to a private patio garden, while natural light enters through sheer curtains, creating a bright and inviting atmosphere.
Home in East Molesey

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
Top guest favorite
The exterior of a spacious two-story house is captured, featuring a blend of textured cream and brick siding. A neatly landscaped front garden includes vibrant greenery. A driveway accommodates a parked vehicle, and a secure entrance with a decorative door is visible.
Home in Surrey

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
Guest favorite
A bright family room features light wooden flooring and a spacious dining table with seating for six. A plush sofa sits in the corner, complemented by colorful cushions. Natural light enters through double doors that lead to a garden, with floral curtains adding a touch of detail.
Home in Wandsworth

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
Top guest favorite
The entrance of a charming cottage is highlighted, featuring a dark blue door framed by white trim. Flower pots with vibrant blooms line the path, while multiple windows allow natural light to illuminate the red brick facade. A lantern-style light fixture adds a quaint touch.
Home in Halstead

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 reviews

Popular amenities for Chessington house rentals