
House vacation rentals in Chessington
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Top-rated house rentals in Chessington
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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.

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.

Detached 6 bedroom family house with Sky TV
Detached art deco house is short walk to the town centre with 30 min train links to London (Waterloo, Victoria Lon. Bridge) and close to Epsom downs and race course! All bedrooms benefit from 2 super King and 4 double beds plus high quality beds & bedding, one double sofa bed and large sofas. Family bathroom, separate shower room & WC downstairs. One bedroom is located downstairs next to the front door for easy access for guests who wish not to go upstairs. Very well equipped and clean home.

Oast Farmhouse, Ide Hill, Hever, Edenbridge
The Oast House is on a private Tudor Estate. A listed mid-Victorian property has charming period features, a large garden and storage. It theoretically sleeps 10 but suitable for 7 if one prefers sleeping alone. Terrific for group bookings, cycling and triathlon participants, temp workers, golfers, extended families in area for special occasions, corporate charity rides, or bake off weekends! Perfect for visiting Tudor England all around beautiful West Kent. We are 35 mins from South 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.

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.

Virginia Water Family Getaway
Escape to Lambly Hill, a stylish 4-bedroom home in exclusive Virginia Water, Surrey. Perfect for families and business travellers, this renovated, tranquil property offers modern luxury and a lovely garden. Located just a short walk from the train station, it provides easy access to nearby attractions such as Windsor Great Park and Wentworth Golf Club. A comfortable base for exploring the area and perfect as a base if traveling into London.

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

3 Bed | 5 Beds l Sleeps 6 | Garden l Free Parking
𝗦𝗣𝗘𝗖𝗜𝗔𝗟 𝗥𝗔𝗧𝗘𝗦 – Weekly & Monthly Discounts (Direct Bookings – see photo for details). Stylish 3-Bed Home with private garden, free parking, ideal for families, contractors, relocations or hospital staff. Minutes from Croydon City Centre with fast links to London Victoria & Gatwick via East Croydon Station (under 20 mins). Close to Colonnades (0.5m), Purley Way (1m), Croydon Univ. Hospital (2.2m) & historic Croydon Airport.

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.

Orquidea Relaxation home with hot tub
Come and enjoy this peaceful time to disconnect and live a few days of relaxation. This beautiful place is newly renovated and equipped with all the amenities you need to have the best stay, with the hot tub available for you to use at all time all year round.
Popular amenities for Chessington house rentals
House rentals with a pool

Bright spacious home with natural swimming pond

Wellness Escape by River: Sauna, Pool, Hot Tub

Entire flat - 1 minute to station

Modern Escape-Jacuzzi & Ice Bath

4 Bedroom Family Home nr Notting Hill w Garden

Country House includes tennis/pickle court + pool

Luxury lodge with heated pool and tennis court use

Serene and private double ensuite near Forest Row
Weekly house rentals

Modern 4BR House|Spacious|Garden|Free Parking

Ultra modern family 4 bed home

Spacious Family Bungalow with Garden for up to 7

3 bedroom house with parking

Small House

Lovely, Hidden Gem Kingston Retreat, Free Parking

Magnolia Lodge - 4 Beds, Fabulous Garden, Parking

Country home with amazing views
Private house rentals

Lovekush Epsom/Banstead 5 Bedrooms, London Views

Hot Tub & Sauna Spa House | Pets OK

A Gentle Riverside Charm 2 bedroom Mews House

Richmond Escape

4 Bed Victorian House Near Battersea Power Station

Family home near Hampton Court (Sleeps 8)

Waterside retreat in the heart of Sussex

Charming Cottage with Roof Terrace
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 G$8,366 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
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!
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- Paddington
- Big Ben
- British Museum
- London Bridge
- Covent Garden
- Marble Arch
- Buckingham Palace
- St Pancras International
- Hampstead Heath
- Natural History Museum
- Tottenham Court Road
- Kings Cross
- The O2
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Russell Square
- Olympia Events
- Camden Market
- Borough Market




