Some info has been automatically translated. Show original language

House holiday rentals in Chessington

Find and book unique houses on Airbnb

Top-rated house rentals in Chessington

Guests agree: these houses are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
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
4.93 out of 5 average rating, 118 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 favourite
A spacious Mediterranean-style garden is visible, featuring a green lawn, a hammock, and comfortable seating under a large umbrella. Surrounding walls are adorned with plants, providing a serene atmosphere. Steps lead to a raised wooden deck, enhancing the outdoor space.
Home in Greenwich
4.96 out of 5 average rating, 119 reviews

Hidden Oasis 15min To Central London (entire home)

WELCOME TO OUR BEAUTIFUL HOME! Perfect for families and large groups (up to 10). The entire home and gardens will be all yours. Recently renovated with 4 comfortable bedrooms (2 with en-suite), a big kitchen for socialising in and a Mediterranean-style gardens located on a quiet residential road. We are 20 min walk to Woolwich Station. From here you can get to the Excel (4mins), Canary Wharf (8mins), Liverpool St (15mins), Tottenham Court Rd (20mins), Paddington (26mins), Heathrow (50mins).

Guest favourite
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, 115 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 favourite
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, 158 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.

Guest favourite
A modern living area features a vibrant blue sofa adorned with soft cushions in varying shades of turquoise and pink. The industrial-style exposed brick wall and art piece create visual interest. A dining area with sleek chairs is visible adjacent to a glass coffee table.
Home in Englefield Green
4.92 out of 5 average rating, 177 reviews

Charming Mews House near Windsor Castle, London and Ascot

This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious beds, a beautiful bathroom, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

Top guest favourite
The exterior view of the property showcases a black wooden structure with prominent gabled roofs and dormer windows. A warm, inviting entryway is framed by greenery, and a wooden gate is visible, providing access to a secluded area.
Home in Surrey
4.99 out of 5 average rating, 214 reviews

Ty Bach

A cosy, clean, warm and light annexe with its own walled garden. Situated on a beautiful private road a short walk from the historic cobbled streets of Guildford town centre with its numerous boutique shops and quality independent restaurants. Ty Bach is on the edge of the beautiful Surrey Hills (a designated Area of Outstanding Natural Beauty) and the Rivey Wey. It is the perfect destination for walkers, mountain bikers and lovers of the outdoors. Dog walking and country pub heaven!

Top guest favourite
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, 129 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.

Guest favourite
A living room features a spacious grey sectional sofa adorned with a yellow throw pillow. A round mirror is mounted above a wooden fireplace, while a small side table with a lamp and decorative items is positioned nearby. A doorway leads to an adjoining area.
Home in Chessington
4.89 out of 5 average rating, 9 reviews

Cozy Cottage-House

Make some memories at this unique and family-friendly house. Just a 5 minute drive to Chessington World of Adventures & a 20 minute drive to Wimbledon Tennis. A cosy but spacious, family friendly house with a 5 minute walk to Chessington North train station, that has direct links to Wimbledon and London Waterloo where it will take you just 35 minutes to be in Central London. Sit back and relax in the 100 foot garden, have a drink on the patio. Free parking for 2 ca

Guest favourite
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, 120 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.

Top guest favourite
The image shows the entrance of a brick cottage, featuring a wooden door and a small step leading to it. A picket fence borders the grassy front yard, which is well-maintained. A planter with flowers is visible near the door, complementing the home's inviting exterior.
Home in Molesey
4.98 out of 5 average rating, 132 reviews

Lovely bright 2 bed home close to Hampton Court

We are situated just half a mile from Hampton Court where you will find an array of restaurants, cafes and shops to peruse and just a three minute walk from a large open park leading down to the River Thames. However, please note - Hampton Court is not in London and if you want to be close to London we may be too far for you. There is railway station which is about a 10 - 15 minute walk away and the line takes you to London Waterloo (a 35 minute journey).

Guest favourite
Home in Surrey
5 out of 5 average rating, 6 reviews

Modern 1-Bed Self-Catering Home, Zone 6 London

Enjoy a stylish experience at this centrally-located home. This is a modern and tastefully designed self contained home, comes with a double bedroom with en-suite bathroom, fully equipped kitchen, utility room, garden and living-room with own driveway for free parking. 2 mins walk to West Ewell station from the property and it is only 35mins by train to London Waterloo It is I’deal for tourists, friends, business travellers or contractors

Guest favourite
A master bedroom is presented with a spacious bed, adorned with soft linens and decorative pillows. Two bedside lamps provide gentle lighting. Large glass doors lead to a balcony, framed by neutral curtains. Framed wall art adds a modern touch above the bed.
Home in Surrey
4.98 out of 5 average rating, 49 reviews

Cozy 3 Bedroom Terrace Cottage in Epsom

Welcome to your Ozzy Cozy Stays home away from home! 3 bed cottage style house, beautifully situated in the peaceful part of Epsom and moments from open woodland. The city centre and station are a 24 minute walk away, offering convenient 30 minute train links to London. The house comfortably accommodates up to 7 guests and features contemporary living space with 2 reception rooms, a fully equipped kitchen, 2 bathrooms, and 1 cloakroom.

Popular amenities for house rentals in Chessington

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 $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 310 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!

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