Vacation rentals in Chessington

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Top-rated vacation rentals in Chessington

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Guest favourite

Guest suite in Claygate

4.94 out of 5 average rating, 145 reviews

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 10to 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.

Mar. 1 – 8

$123 CAD per night

Guest favourite

Shepherd’s hut in London

4.99 out of 5 average rating, 196 reviews

Luxury Retreat 30mins Taxi Ride From West London

Cosily tucked away on a beautiful working farm in Surrey, this luxury stay is in an area of outstanding natural beauty where you’ll find breathtaking walks and incredible views of the Great British countryside. Comes with private use of an outdoor hot tub, chiminea BBQ, voice controlled sound system and a bottle of complementary Champagne. For a fun alternative getaway or romantic retreat in nature. Fully equipped with luxury bathroom, underfloor heating, flushable loo, king sized bed & kitchen.

Oct. 16 – 23

$444 CAD per night

Guest favourite

Guesthouse in London

5.0 out of 5 average rating, 132 reviews

Entire Cabin. Kingston/ Wimbledon/ Waterloo.

Welcome to Applecourt, a lovely self-contained cedar-clad cabin with its own private drive and courtyard. Located just 1 minute away from the A3 on New Malden's Thetford Road, Applecourt is a perfect, relaxing get-away. Enjoy a jaunt down to the Surrey Hills, take in history at nearby Hampton Court palace or catch the train to Wimbledon only two stops away. (Last stop Waterloo!) A true haven away from home, enjoy the cherry blossom courtyard in spring and the juicy pink lady apples in summer!

Jun. 10 – 17

$174 CAD per night

Guest favourite

Apartment in Sunbury-on-Thames

4.95 out of 5 average rating, 131 reviews

Lovely annexe, short walk to River Thames, Sunbury

A stylish, open plan and friendly space, in Sunbury-on-Thames. 5 minute walk to the River Thames and village. Large, modern, self-contained annexe, behind Sunbury House; own entrance and space for parking. Walking distance to the river, village centre with great pubs and restaurants. Hampton Court, Shepperton Studios and Kempton Park nearby. Easy access to Richmond, Windsor, Heathrow and the M3 / M25. Overground train into London Waterloo. Garage facility to store bikes or canoe / kayak.

Oct. 25 – Nov. 1

$158 CAD per night

Guest favourite

Guesthouse in Surrey

4.95 out of 5 average rating, 202 reviews

Ground floor studio with private entrance

A ground floor studio designed especially for guests in mind. This entirely self-contained studio affords high levels of privacy and comfort, with the freedom to come and go as you please via your own front door. The studio is situated at the end of a quiet leafy cul-de-sac within easy reach of Cobham High Street (Ivy, gastro pubs, boutique shopping). Just 5 mins off the A3, 10 mins to the M25, close to Heathrow and Gatwick airports, 20 mins from Guildford and London 40 mins by train.

Jan. 1 – 8

$155 CAD per night

Guest favourite

Shepherd’s hut in Headley

5.0 out of 5 average rating, 140 reviews

Luxury Woodland Shepherds Hut & Romantic Hot Tub

Escape to your own little bit of luxury in the stunning Surrey Hills, conveniently less than an hour from London, and stay in one of our two gorgeous shepherd's huts. We are located near the picturesque village of Headley near Box Hill, so you have the feeling of being in the countryside but in a luxury hut with modern facilities like high speed wifi! Plus we have an indulgent wood fired couples hot tub. Perfect for birthday celebrations, romantic anniversaries and special nights away!

Sep. 17 – 24

$239 CAD per night

Guest favourite

Guesthouse in Surrey

4.91 out of 5 average rating, 119 reviews

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*

Jun. 22 – 29

$151 CAD per night

Guest favourite

Guesthouse in Surrey

4.95 out of 5 average rating, 219 reviews

Quaint Self-contained Loft Studio nr Hampton Court

Quaint, quirky, 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.

Nov. 13 – 20

$159 CAD per night

Guest favourite

Guesthouse in Surrey

4.99 out of 5 average rating, 175 reviews

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.

Sep. 29 – Oct. 6

$235 CAD per night

Guest favourite

Guesthouse in London

4.94 out of 5 average rating, 194 reviews

Cosy detached studio- walking distance to CWOA!

In the village of Malden Rushett, Rushett studio is a self contained studio perfect for all guests. We are a 10 minute walk from the local theme park Chessington World of Adventures so perfect for a weekend away with the kids! We have a local pub The Shy Horse just a 10 minute walk away perfect for a meal with the kids or a quiet drink in front of the log fire. Explore the many walks around us with miles of public footpaths and beautiful scenery.

Oct. 31 – Nov. 7

$219 CAD per night

Guest favourite

Cottage in London

4.97 out of 5 average rating, 120 reviews

Lovely Annexe near Surbiton/Kingston, SW London

Self Contained 1 Double Bedroom Apartment Chessington/Surbiton with Private Patio Garden Beautiful self contained 1 double bed annexe with delightful private patio garden, attached to the main Georgian house with it's own independent front door and private off road parking. Short walk to bus or station. Short bus ride to Surbiton and Kingston. 16mins train to London Waterloo from Surbiton.

Jun. 1 – 8

$169 CAD per night

Guest favourite

Guest suite in Ewell

4.98 out of 5 average rating, 105 reviews

Stylish modern guest suite

Vintage industrial design in the suburbs of London with quick access to the capital, and surrounding areas. The apartment has been finished to a very high standard as you can see from the photos. Features include a vaulted ceiling, oak staircase and a giant circular window. Ideal for a couple's retreat or a small group looking to explore London or the surrounding Surrey countryside.

Dec. 14 – 21

$174 CAD per night