Holiday rentals in Leatherhead

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Top-rated holiday rentals in Leatherhead

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

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Guest favourite

Guest house in Chipstead

4.91 out of 5 average rating, 270 reviews

A private country escape with stunning views

A charming, fully self contained guesthouse, set in a private garden of a 14th century cottage located in the pretty village of Chipstead. A perfect country escape with fast access into London and Gatwick Airport a short taxi ride away. The guesthouse offers views over open countryside, enjoy total peace and quiet, lots of privacy, all in an area of outstanding natural beauty. If you're wanting to explore leafy Surrey with great links into London, our guesthouse offers you the perfect location.

11–18 Oct

$165 SGD per night

Guest favourite

Guest suite in Surrey

4.82 out of 5 average rating, 134 reviews

Quite self-contained Annex, own entrance, No ULEZ

Self-contained Annex with independent entrance at rear of building. Peaceful location 100 yards from Happy Valley. 25 minute walk from Coulsdon South Station with a regular 30 minute train service to central London. After 11.30 at night, the train service can be a little unreliable. Cosy annex with bedroom (double bed), bathroom with shower, comfortable living room with TV and Internet. Small kitchenette with tea and coffee making facilities, fridge and microwave. Outside London ULEZ zone

17–24 Sep

$106 SGD per night

Guest favourite

Guest house 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.

31 May – 7 Jun

$153 SGD per night

Guest favourite

Guest suite in East Horsley

4.95 out of 5 average rating, 438 reviews

Lovely self-contained annex with shower room

Lovely, light spacious annex with en-suite shower room. It has a separate entrance and access to a deck. Off street parking is available. Situated in a quiet, tree-lined lane, it is a 5 minute drive to Horsley station which has a direct line into London Waterloo. Lots of lovely restaurants, pubs and cafes nearby for breakfast, lunch or dinner. There’s a mini fridge and microwave in the annex. PLEASE NOTE: ON BOOKING I’LL SEND DETAILED DIRECTIONS AND INFORMATION ON ACCESSING THE ANNEX.

30 Sep – 7 Oct

$131 SGD 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!

1–8 Oct

$235 SGD per night

Guest favourite

Guest house 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*

27 Apr – 4 May

$146 SGD per night

Guest favourite

Guest house 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.

18–25 Nov

$152 SGD per night

Guest favourite

Guest suite in Surrey

4.97 out of 5 average rating, 727 reviews

Pretty garden room in courtyard setting

This is a very cosy self contained double bedroom with ensuite, not a cottage with lots of rooms! Please read the full description and look carefully at the photos. Kettle, mini fridge, toaster and microwave. Very efficient electric wall heaters. Fresh croissants and home made jam included and brought to your door in the mornings on some days of the week. Please enquire. Check-in after 4pm. Check-out by 10am.

30 May – 6 Jun

$97 SGD 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.

9–16 Feb

$165 SGD per night

Superhost

Farm stay in Surrey

4.81 out of 5 average rating, 187 reviews

Self-contained stable retreat

Set in a traditional equestrian yard, this self-contained purpose-built barn, is set on a farm between the Surrey Hills and Epsom downs. The perfect place to explore and get in touch with nature post lockdown. The accommodation is a self-contained barn/ stable conversion which you have all to yourselves, accessed from the active stable yard.

4–11 Dec

$190 SGD per night

Guest favourite

Place to stay in Lower Kingswood

4.89 out of 5 average rating, 234 reviews

Rural chill out retreat, accessible to London

Secluded cosy cabin made of Scandinavian timber in a semi-rural area at the end of a long tree/shrub lined garden. Four poster bed, en suite shower, kitchenette area with basic facilities (microwave, fridge, mini oven). Iron/ironing board, wardrobe, drawers, laptop table, electric heating, fan. Good wi-fi. Decking area. BBQ equipment.

8–15 Sep

$101 SGD per night

Guest favourite

Guest house in Abinger Hammer

4.97 out of 5 average rating, 239 reviews

The perfect hideaway, nestled in the Surrey Hills.

Nestled in the heart of The Surrey Hills (Area of Outstanding Natural Beauty), Abinger Hammer is a peaceful, historic village set on the banks of the Tillingbourne. It is the perfect country escape and an ideal destination for cyclists, hikers or for those just seeking a peaceful hideaway. Insta: @klb.surreyhills

20–27 Sep

$136 SGD per night