House holiday rentals in Chessington

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Top-rated house rentals in Chessington

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Top guest favourite
Home
5 out of 5 average rating, 29 reviews

A luxurious country retreat with Jacuzzi hot tub

A unique and luxurious retreat set alongside a historic 13th Century Wealden hall house Your private countryside haven- a beautifully designed contemporary hideaway for two offers rare privacy and indulgence. Nestled in one of the most magical and peaceful corners of Kent. Heritage meets luxury, where the charm of medieval England blends effortlessly with refined comfort. Surrounded by rolling Wealden countryside and some of the finest traditional pubs in the country. Relax and unwind in style.

Top guest favourite
A two-story white house with a gabled roof is positioned in a residential area. The main entrance features a welcoming porch framed by potted plants. A paved driveway leads to the door, with neighboring houses and greenery visible on either side.
Home
4.95 out of 5 average rating, 130 reviews

Film Studio*Heathrow Airport*Families*Long Stays

Outstanding Property with Excellent Reviews (4.95/5 from 156 Guests) Nestled in a picturesque area, this property offers a perfect balance of tranquillity & convenience. Enjoy a short stroll to the scenic canal, lush farmlands, and numerous attractive footpaths. Key amenities are just moments away, including Addlestone train station, GP services, a pharmacy, Tesco Extra, shops, and cozy cafés. Weybridge is also within walking distance. Discover the perfect stay at our highly-rated property

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
4.93 out of 5 average rating, 121 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.

Superhost
The exterior of a charming Edwardian house features a brick facade with white window frames and decorative details. Flower boxes are aligned beneath the front windows, and a blue door adds a welcoming touch. The driveway provides off-street parking, bordered by neat greenery.
Home
4.8 out of 5 average rating, 76 reviews

Edwardian House for 6 people, Surrey/London.

A large period Edwardian house with high ceilings, decorative coving, chandelier lighting and fireplaces. The house is a ten minute walk to the town centre of Epsom where you will find shops and restaurants including Waitrose, Gails, Costa, Oliver Bonas, Caballo Lounge, The Picture House, an arthouse cinema and a leisure centre. Epsom has a train station from where you can travel to London Waterloo in 35 minutes. Epsom has numerous bus routes which end in Croydon, Sutton, Morden and Kingston.

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
4.85 out of 5 average rating, 122 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
4.93 out of 5 average rating, 159 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 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
4.99 out of 5 average rating, 216 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
5 out of 5 average rating, 131 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
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
4.91 out of 5 average rating, 123 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 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
4.98 out of 5 average rating, 51 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.

Superhost
A spacious master bedroom is presented with a large double bed adorned with a soft grey throw and matching pillows. Two angled windows provide natural light, while a wall-mounted 4K smart TV is positioned across from the bed. Modern storage units and a soft light fixture complete the minimalist design.
Home
4.85 out of 5 average rating, 13 reviews

Luxury house with annex

Luxury 4 bedroom house with x4 bathrooms, x7 smart 4k TVs with sky sports and movies Air conditioning and underfloor heating Detached en-suite annex Designer kitchen with all Bosch appliances and granite worktops Fireplace-only in use during November- February X4 bifold doors leading to designer garden with outdoor eating area Very safe house with security locks and cctv surrounding the exterior No parties and no event’s allowed

Top guest favourite
Home
5 out of 5 average rating, 9 reviews

Executive 2 En-Suite BR W/ Parking, Self Check-in

Kick back and relax in this calm, stylish space. Close toTrain Link to London! The space Modern townhouse with 2 en-suite bedrooms in West Ewell, near Epsom Sleeps 4, making it ideal for tourists, families, friends, business travellers or contractors. With easy access to central London and a range of local attractions, this home offers the perfect blend of city convenience and peaceful retreat

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 £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!

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