
Vacation rentals in Chessington
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Quick stats about vacation rentals in Chessington

Total vacation rentals
Explore 40 vacation rentals in Chessington

Nightly prices starting at
Chessington vacation rentals start at G$6,266 GYD per night before taxes and fees

Verified guest reviews
Over 1,330 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 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 vacation rentals in Chessington
Guests agree: these stays are highly rated for location, cleanliness, and more.

Elegant Epsom Flat in Period Building
Our spaces are designed solely for the use of our guests, not someone elses home rented while they are away for a while. Neither do we think of them as serviced apartments, we try to create spaces where you will feel at home from the moment you walk through the door. We do not cut corners and consistently invest in our properties to create an environment we would want to live in ourselves. We do charge a bit more but everything you need to run the apartment is in the price, whether its the bathroom toileteries, the dishwasher tablets and whatever you need for all the appliances and even the bathrobes and the hairdryers. We stock the fridge with the basics as we know the last thing you want to do after a long trip is to have to make that trip to the supermarket to buy that pint of milk. We like to welcome our guests personally on arrival, but if you wish checkin can be as easy as punching in the code into the lockbox outside the front door, And at departure, simply leave the keys on the table and close the door behind you. No more anxious waiting at reception as someone departs to your room to audit what you said you had from the minibar. Our goal is to make travelling easier combining the comfort of a home from home with the attention to detail of a hotel. We are very grateful to the guests who have given us such kind feedback and we hope to welcome you to stay with us in Epsom in the future. Well essentially, its your home for the duration you are with us. You have the keys. You have access to the whole flat. Noone is going to show up unexpected. We have secure parking outside. We can provide additional services such as cleaning and bedding and linen change at a small extra charge on request and with advance notice we can provide surprise special touches for you on arrival for those important or romantic occasions. We are available at short notice to help with any issues which guests may face - though we will leave you to your own devices. For stays of 7 days or more we offer are least one cleaning and bedding change a week. The apartment is situated right in the town centre, so everything is available right outside the door. Major restaurants and shops are within a five-minute walk, and it's close to the station. The location could not be better or more convenient. We have secure private parking and can accomodate 1 car per apartment. There are other parking options nearby most notably the Ashley centre which is a 5 minute walk. The station is about 300 metres away. Uber is pretty good and usually arrive in less than 10 minutes. The best local taxi firm in our view is Clocktower Cars which is in our House Manual.

Ground floor studio flat
A quiet, ground floor studio flat, fully self-contained, affording high levels of privacy & comfort, with freedom to come & go via your own front door at anytime day or night. Situated in a quiet, safe, leafy cul-de-sac in Cobham (dubbed UK’s Beverly Hills!) which offers: The Ivy, gastro pubs, boutique shops, Waitrose & more. Driving: 5mins to Oxshott station, 10mins to M25, 20mins to Guildford (or train). Airports: Heathrow (10miles), Gatwick (16miles). Trains to London Waterloo: 35mins.

Beautiful 1 bedroom flat in the heart of Esher
Unique 1 bedroom flat nestled just behind beautiful Esher High St. Featuring stunning floor-to-ceiling windows that flood the open-plan living area with natural light offering peaceful living in a premier location. Across the road from Sandown Park Race Course, 10 mins drive to Hampton Court, 20 mins to Wimbledon by train/car making it the perfect place to stay to enjoy your favourite past times. Space includes : open plan living area with sofa bed, kitchen/diner, double bedroom & bathroom.

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

Studio, own access, self contained.
The room has it's own entrance door. It has a double Queen size bed, shower room and kitchen area (tea, coffee, cereal etc supplied) with fridge, microwave and single induction hob. There is a sofa, TV & table with two chairs. Our home is about a 15 minute walk to Claygate station. Trains direct to London Waterloo (35 mins) and Guildford. Claygate has local shops and a CoOp, several pubs and restaurants and we are close to a bus stop with a frequent bus service to Kingston for major shops.

Clive House, Portsmouth Road, Esher, KT10 9LH
Nestled walking distance from Esher High Street the apartment is situated across the courtyard of Clive House, a Georgian dwelling built in the middle of the eighteenth century by Clive of India. The newly refurbished accommodation includes : living area, kitchen/ diner and ensuite double bedroom with a kingsize bed. Living includes a new compact and bijou fully fitted kitchen, dining area with wood burner, luxurious sofa and Smart HD TV/ Sonos sound bar as well as complimentary WiFi.

Private luxury apartment with free Secure parking
Outbuilding with front free parking (only 1 car per booking). Peaceful surroundings with west facing sun (longer days) and wildlife. Close amenities with 24 hour gas station and close shops near by, 7 mins to Epsom town and 6 mins to Chessington world of adventures (by car) and 30 mins trains straight to Waterloo. Very secure apartment as there is CCTV outside in the main house. You will truly enjoy this quiet luxury apartment. *Discount will be offered to returning guests*

Self Contained with private entrance, Surbiton
The Courtyard is a luxury, completely self contained apartment, safe and secure with its own private entrance. The king size bedroom and seating area overlook our courtyard in leafy Long Ditton. Close to Surbiton with trains direct to London Waterloo in just 16 minutes. Access to the suite is from a key safe. Guests can enjoy complete privacy during their stay, while we live in separate on-site accommodation should you have questions. Parties and gatherings are not permitted.

Quaint Self-contained Loft Studio nr Hampton Court
Quaint, homely, clean and bright for you to relax in private, coming and going as you wish. Nestled in a safe, quiet area, perfectly situated for Hampton Court, Sandown Park Racing, Wimbledon Tennis, Bushy Park with its wild deer, the Thames and great shopping in Kingston. Breakfast included with pubs and restaurants nearby. Within walking distance of two railway stations, direct into London. Twickenham Stadium is just under 30 minutes away. Plenty of free on-street parking.

Architect home w/ Countryside Views near Guildford
Contemporary rural home with stunning views, floor to ceiling windows. Ideal base for Surrey Hills walking and cycling adventures. Secluded yet within close proximity of local amenities. Perfect couples retreat. In winter cosy up with 3 sided log fire. Enjoy summertime relaxing on spacious terrace enjoying stunning views. BBq available. 10 min drive to Guildford, hour from London. Fast wifi. Children welcome but must be supervised as we have dogs and farm machinery.

Self Contained Cottage in Thames Ditton Village
Beautiful self contained 1 bedroom cottage in the grounds of one of Thames Ditton’s oldest properties. Superbly located next to the river with pubs, restaurants, coffee shops, and village stores close by. Thames Ditton is a pretty village located close to Hampton Court, Surbiton, and Kingston Upon Thames and 30 minutes by train to London Waterloo. Go Boat hire is a minutes walk and the slipway to the Thames is opposite the house if you have your own paddle board/canoe.

The Ultimate Couples Retreat | 30 Mins from London
This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.
Popular amenities for Chessington vacation rentals
Other great vacation rentals in Chessington

Quiet & Modern Studio Close to London | EV Charger

1 Bedroom Garden Flat in Esher

Modern flat in central location.

1-Bedroom with Terrace Near Wimbledon

Flat overlooking the river at Hampton Court

Solar powered house boat Hampton Court Palace

Tamanzi Taggs-floating home on idyllic island

Studio in Epsom
When is the best time to visit Chessington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,199 GYD | G$24,857 GYD | G$24,439 GYD | G$24,439 GYD | G$24,648 GYD | G$26,528 GYD | G$25,484 GYD | G$25,484 GYD | G$24,022 GYD | G$24,230 GYD | G$23,395 GYD | G$24,439 GYD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Chessington?
Chessington has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Chessington?
Experience the best of Chessington with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chessington?
Four-legged friends are welcome in Chessington. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Chessington?
Yes! Work meets play with ease at over 10 vacation rentals in Chessington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Chessington have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Chessington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chessington have wifi?
Absolutely! We offer over 20 house rentals with wifi in Chessington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chessington have free parking?
Absolutely! We offer over 20 house rentals with free parking in Chessington. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Chessington?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- Brighton Seafront
- ExCeL London
- The O2
- West Wittering Beach
- Emirates Stadium
- Tower Bridge
- Clapham Common
- University of Oxford
- Goodwood Motor Circuit
- Buckingham Palace
- Thorpe Park Resort
- South Downs National Park
- Chessington World of Adventures Resort
- Alexandra Palace
- London Stadium
- Big Ben
- Windsor Castle





