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Vacation rentals in Chessington

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Top-rated vacation rentals in Chessington

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Shepherd’s hut in Greater London

4.99 out of 5 average rating, 251 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.

Guesthouse in Surrey

4.95 out of 5 average rating, 237 reviews

Ground floor studio with private entrance

Ground floor studio built especially for guests. This entirely self-contained studio affords high levels of privacy & comfort, with the freedom to come & go via your own front door. Situated at the end of a quiet leafy cul-de-sac within easy reach of Cobham High Street (Ivy, gastro pubs, boutique shops, Waitrose). Driving times: 5 mins to Oxshott train station, 10 mins to M25, 20 mins to Guildford (or train). Airport: Heathrow (10 miles), Gatwick (16 miles). Trains: London Waterloo 40 mins

Guesthouse in Greater London

4.99 out of 5 average rating, 147 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!

Place to stay in Surrey

4.99 out of 5 average rating, 168 reviews

Private Log Cabin

Close to Heathrow Airport, Approx 5 miles,M3 1 mile, M4 ,5 miles ,M25 ,4 miles ,Hatton Cross underground to Heathrow and London Approx 4 miles, Ashford and Sunbury station into London, Twickenham, Windsor etc,Approx 1 . 5 miles,Ashford High Street in walking distance, Approx 1 mile, Log cabin set in corner plot garden, with own gate to entry/ exist which is always quiet and peaceful. Parking is always available on road side free, Can sleep 3 people includes a king size bed and a single bed.

Guest suite in Claygate

4.94 out of 5 average rating, 159 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 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.

Guesthouse in Epsom

5 out of 5 average rating, 120 reviews

Peaceful & cosy detached annex with outdoor space

Situated within the grounds of a private property, set back from the road in a leafy residential part of Epsom. Welcome to our peaceful, detached annex offering flexibility, comfort and outdoor space. International guests will find us conveniently situated within 30mins drive of London Gatwick and Heathrow Airports (traffic permitting) and 40mins by train into central London. Ideal for those needing a base to enjoy the delights that Surrey has to offer or somewhere quiet to work from.

Guesthouse in Surrey

4.92 out of 5 average rating, 133 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*

Guesthouse in Surrey

4.96 out of 5 average rating, 279 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.

Guesthouse in Surrey

5 out of 5 average rating, 206 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.

Guesthouse in Greater London

4.95 out of 5 average rating, 249 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.

Guest suite in Surrey

4.94 out of 5 average rating, 114 reviews

Grace Cottage

Grace Cottage is an annex on the side of our home. Access is via a locked side gate and then you will need to cross the main house patio area to get to the separate entrance to the flat. It is set up with the bedroom and living area being in one space, with a mezzanine floor where a single mattress is situated. There is a fully kitted kitchen with hob, oven, fridge/freezer, microwave, sink and dishwasher. Shower room with basin, toilet and shower.

Condo in Ewell

4.98 out of 5 average rating, 122 reviews

Stylish & Comfortable - Quick Access to London

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.

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Popular amenities for Chessington vacation rentals

Free parking on premises

Air conditioning

Stay near Chessington's top sights

Chessington World of Adventures Resort155 locals recommend

Hobbledown Adventure Farm Park and Zoo19 locals recommend

ODEON Epsom11 locals recommend

Go Ape Chessington World of Adventures (Treetop Challenge, Zip Lines, High Ropes)8 locals recommend

The Ashley Centre8 locals recommend

Epsom Playhouse8 locals recommend

Other great vacation rentals in Chessington

Condo in Surrey

4.97 out of 5 average rating, 39 reviews

Apartment in Epsom with Free Parking

Rental unit in Greater London

4.93 out of 5 average rating, 28 reviews

Stylish Flat 5 minutes Walk From The River/Station

Condo in Greater London

4.85 out of 5 average rating, 26 reviews

Surbiton Garden Flat

Home in Fetcham Surrey

5 out of 5 average rating, 17 reviews

A Cozy Home Away from Home

Rental unit in Surrey

4.97 out of 5 average rating, 35 reviews

Lynwood Studio Apartment

Condo in Surrey

4.98 out of 5 average rating, 40 reviews

Self-contained annex with access to garden

Rental unit in Greater London

4.86 out of 5 average rating, 22 reviews

Charming studio flat in Surbiton

Home in Surrey

4.95 out of 5 average rating, 61 reviews

High Street Apartment ESHER

Quick stats about vacation rentals in Chessington

Total rentals
50 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Frequently Asked Questions

How much does it cost to stay in apartment rentals in Chessington?
Experience the best of Chessington with our apartment 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.
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 free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 wifi?
Absolutely! We offer over 20 house rentals with wifi in Chessington. Enjoy a tailored experience with all the comforts you desire.
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.
Where should I stay in Chessington?
Make yourself at home in Chessington by choosing from our most frequently booked neighborhoods. We have over 2,680 vacation rentals in Tolworth, over 990 vacation rentals in Hook, and over 2,920 vacation rentals in Chessington.
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.

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