
House holiday rentals in Chessington
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Top-rated house rentals in Chessington
Guests agree: these houses are highly rated for location, cleanliness and more.

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.
High Street Apartment ESHER
Newly converted town centre apartment in fantastic order throughout, offers bright, generous-sized living space. One generous sized double bedroom, ultra modern shower room, fully fitted open plan kitchen (including dishwasher) /reception room. Unlimited high speed internet connectivity. Free, designated parking is available in 100 m. Esher High Street has an excellent range of restaurants including Waitrose, Cote, Giggling Squid, The Good Earth an Everyman Cinema along with coffee shops, pubs.

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

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.

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.

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!

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.

Twilight Retro Haven + Hot Tub + Garden Cinema
Step into Kooringa, an Asian-inspired retro haven in Warlingham, Surrey. This stylish retreat offers a luxurious hot tub, a garden cinema for magical movie nights, and stunning countryside views. Just 10 minutes from Upper Warlingham Station (direct to London in 30 mins), it's perfect for couples or small groups. Explore local gems like Surrey Hills, enjoy the secluded garden, and unwind in retro-modern comfort. Your idyllic escape, just a short journey from city life, awaits!

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.

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

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.

The Lodge 1.5 miles from Gatwick gated driveway
Please come and stay at our light, comfortable and spacious Lodge. Ideal for families travelling from Gatwick as less than 1 mile away. Also good for work accommodation with a secure driveway for vans. There is parking right in front of the lodge in a secure gated driveway set in woodlands.
Popular amenities for house rentals in Chessington
House rentals with a pool

Bright spacious home with natural swimming pond

Wellness Escape by River: Sauna, Pool, Hot Tub

Blackham Court Farmhouse

Old Wharf Cottage

Luxury lodge with heated pool and tennis court use

Serene and private double ensuite near Forest Row

Surrey Cottage with indoor heated swimming pool

Large Country House, Pool, sleeps 12, 2 acres
Weekly house rentals

4 Bedroom Luxury Home Features HotTub & Pool Table

Spacious Family Bungalow with Garden for up to 7

Little Burley

Goldfinch Grove:1BR London Home Near Heathrow

Beautiful 1870s Victorian House on River Thames

Idyllic House on the Thames

3 Dbl Bed House Nr Hampton Court. Free Parking

House near Epsom, ideal for business travelers
Private house rentals

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

A Cozy Home Away from Home

Charming 4-bedroom bungalow in Ashford, Surrey

Hot Tub & Sauna Spa House | Pets OK

The Stanley Modern 3/4BED 3BATH | Comfort & Style

Beautiful Beamed Cottage

Charming 2 bed cottage.

Country escape
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!
Destinations to explore
- South Downs National Park
- Paddington
- British Museum
- Covent Garden
- St Pancras International
- Hampstead Heath
- London Bridge
- Buckingham Palace
- Wembley Stadium
- Kings Cross
- Big Ben
- The O2
- Tower Bridge
- Marble Arch
- Tottenham Court Road
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events




