House vacation rentals in Chessington

Find and book unique houses on Airbnb

Quick stats about house rentals in Chessington

  • Total vacation rentals

    Explore 20 vacation rentals in Chessington

  • Nightly prices starting at

    Chessington vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 300 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

    20 of Chessington vacation rentals include wi-fi 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.

1 of 1 pages1 / 1
Guest favorite
A comfortable living area features a blue loveseat with decorative cushions, accompanied by a red armchair. A wall unit holds an array of books and plants, while a flat-screen TV displays a serene ocean scene. A coffee table with candles and a checkered pattern sits in front.
Home in Molesey
4.94 out of 5 average rating, 34 reviews

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

Artsy+ Quirky 2 bedroom 2-6 guests. Sofabed is best for 1 adult or 2 kids. For a special night, weekend away or remote work. (Total 12 guests onsite - msg us) Kitchen, washer/dryer, EV charger, free parking, kid and dogs friendly. 25+restaurants. Antique, clothes, art, gift, flower & quilt shops. Walk to Hampton Court Palace & Flower Show, Thames riverboats, Bushy Park’s Parkruns & London trains. Buses to rugby & Richmond (home of Ted Lasso & LondonAtelierByproducts - gifts & women’s fashion!

Top 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
4.94 out of 5 average rating, 130 reviews

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.

Guest favorite
Home in Chessington
5 out of 5 average rating, 9 reviews

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

Top guest favorite
Home in Surrey
4.97 out of 5 average rating, 37 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.

Guest favorite
The exterior of a charming brick house is showcased, featuring a mix of red brick and white detailing. Two distinct front doors are positioned symmetrically, with one door framed by an arched entrance. The sky above is clear, creating a bright backdrop.
Home in Dorking
4.86 out of 5 average rating, 133 reviews

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.

Top guest favorite
A light-filled living area is furnished with a plush sofa and decorative pillows. A stylish coffee table sits centrally on a patterned rug. Lush plants add a touch of greenery, while a large television rests against a sleek media console, enhancing the inviting ambiance.
Home in Surrey
4.93 out of 5 average rating, 165 reviews

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.

Top guest favorite
Home in Hampton
4.93 out of 5 average rating, 15 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.

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 Molesey
5 out of 5 average rating, 134 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.

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
4.92 out of 5 average rating, 132 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.

Guest favorite
The bedroom features a spacious bed with neutral-toned linens, complemented by decorative pillows. A dresser and bedside tables flank the bed, and large windows allow natural light to fill the room. A stylish canvas art piece decorates the wall above the bed.
Home in Surrey
4.77 out of 5 average rating, 39 reviews

Spacious Family Bungalow with Garden for up to 7

Spacious & Family friendly 2 bedroom bungalow with large garden. Lots of natural light. Open plan lounge with double sofa bed, 55" large TV & fully fitted kitchen with appliances and essentials. Finished to a very high and stylish standard. Comfortable bedrooms (king, double, single size beds and double sofa bed) & fully fitted guest bathrooms with WC and a separate toilet. Close to the town centre and train station with direct high-speed links to London.

Top guest favorite
Home in Kingston upon Thames
5 out of 5 average rating, 32 reviews

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.

Superhost
A dining area and living room are displayed in an open layout. A dark wooden table is set with colorful placemats, complemented by a bowl of fruits. A modern sofa and HD TV are visible in the background, illuminated by warm lighting from wall fixtures.
Home in Ewell
4.9 out of 5 average rating, 102 reviews

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*

Popular amenities for Chessington house rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Greater London
  5. Chessington
  6. House rentals