Holiday rentals in Leatherhead

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Top-rated holiday rentals in Leatherhead

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Top guest favourite
A charming outdoor area is surrounded by trees, featuring a wooden cabin and a circular seating arrangement. Two wooden lounge chairs are positioned near a fire pit, with a winding pathway leading toward the cabin, creating a serene and inviting atmosphere.
Shepherd’s hut in Headley
5 out of 5 average rating, 387 reviews

Luxury Woodland Shepherds Hut & Romantic Hot Tub

Escape to your own little bit of luxury in the stunning Surrey Hills, conveniently about an hour from London, and stay in one of our two gorgeous shepherd's huts. We are located near the village of Headley near Box Hill, so you can enjoy beautiful countryside walks, whilst staying in a luxury hut with modern facilities like high speed wifi! Dog friendly (extra fee). We have a wood fired couples hot tub and can supply grazing platters, perfect for birthdays, anniversaries and special nights away!

Top guest favourite
The spacious bed is dressed in white linens, complemented by decorative pillows featuring tropical patterns. Gold sconces flank the bed, illuminating the unique textural wall with intricate patterns. A round mirror adds depth, reflecting the soft lighting in the cozy sleeping area.
Guest house in Surrey
4.96 out of 5 average rating, 305 reviews

Ground floor studio with private entrance

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.

Top guest favourite
A bright sitting room features a cozy sofa adorned with yellow cushions. A large mirror reflects natural light, while a dresser and a small cabinet provide convenient storage. A circular area rug adds softness to the floor, and windows are dressed with simple curtains.
Guest suite in Surrey
5 out of 5 average rating, 127 reviews

Self-contained, double bed, clean and comfortable

Please read. A comfortable, clean uncluttered standard double bed annexe with en-suite, kitchenette and sitting room looking out onto the garden in a residential road, for 'single occupancy' only. NB. the annexe is not a 'day/holiday sanctuary' as life continues around it during the busy working day within a residential road. Most suitable for those working (regular hours) in the area as guest will be required to vacate the property daily between the hours of 11.00-16.00 or thereabouts.

Guest favourite
The exterior of a charming brick house is showcased, featuring a mix of red brick and white detailing. Two distinct front doors are positioned symmetrically, with one door framed by an arched entrance. The sky above is clear, creating a bright backdrop.
Home in Surrey
4.86 out of 5 average rating, 108 reviews

Beautiful 3 Bedroom Cottage In Central Dorking

Welcome to our fantastic newly renovated 3 bedroom home located in Dorking. Beautifully presented throughout, this self catering home benefits from an open plan fully equipped kitchen / lounge / diner with patio doors leading out to the courtyard which has its own outdoor dining area, which is well lit and full of gorgeous foliage. Spread over 4 floors there are 3 bedrooms that can comfortably accommodate up to 5 guests and two stunning bathrooms, both equipped with shower, sink and toilet.

Top guest favourite
The detached annex showcases a brick exterior with a pitched roof. A paved pathway leads to the entrance, bordered by potted plants. Lush greenery frames the property, and a gravel area provides additional parking and access to the surrounding garden.
Guest house in Epsom
5 out of 5 average rating, 138 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.

Top guest favourite
A spacious sleeping area features a soft, upholstered headboard and ample natural light from the glass doors leading to a deck. A table with two chairs is visible outside. Fresh towels are neatly arranged on the bed, framed by light wood flooring and neutral walls.
Guest suite in East Horsley
4.96 out of 5 average rating, 619 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.

Top guest favourite
A bright lounge area features a comfortable sofa with plaid cushions, alongside a dining table and chairs. Large skylights and glass doors illuminate the space, opening to a patio garden filled with greenery. Two framed artworks enhance the inviting ambiance.
Guest house in Surrey
5 out of 5 average rating, 273 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.

Guest favourite
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut in Royal Kingston upon Thames
4.99 out of 5 average rating, 337 reviews

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.

Top guest favourite
The exterior of a self-contained annex is presented, featuring a charming brick façade with a sloping tiled roof. A welcoming blue door is framed by vibrant flowers and greenery. Natural light casts a warm glow on the well-maintained garden that surrounds the entrance.
Guest suite in Surrey
4.97 out of 5 average rating, 963 reviews

Pretty garden room in courtyard setting

This is a very cosy self contained annex, consisting of a double bedroom with ensuite. There is a kettle, mini fridge, toaster and microwave, but no other cooking facilities. One towel per person is supplied. Fresh croissants and home made jam included and brought to your door in the mornings on certain days of the week. This does rather depend on what time I have to go out in the morning, but often we can agree on a time. Please do enquire.

Top guest favourite
A grand Georgian house is featured, set among a spacious gravel courtyard. The white exterior is complemented by large windows and a welcoming front door. Lush greenery is visible in pots on either side of the entrance, contributing to the property's neatly landscaped front.
Cottage in Royal Kingston upon Thames
4.97 out of 5 average rating, 151 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.

Top guest favourite
A cozy room features a spacious bed with soft bedding and accent pillows. A giant circular window allows natural light to fill the space, while dark curtains add privacy. A wooden chair and a wicker basket complement the decor, along with a glass balustrade overlooking the area.
Apartment in Ewell
4.99 out of 5 average rating, 162 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.

Top guest favourite
The garden features a well-maintained lawn flanked by flowering plants and bushes. A leafless tree stands prominently, providing a contrast to the vibrant greenery. In the background, a charming cottage with a sloped roof is partially visible, set against a clear blue sky.
Guest house in Abinger Hammer
4.97 out of 5 average rating, 426 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

Popular amenities for Leatherhead holiday rentals

When is the best time to visit Leatherhead?

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Frequently Asked Questions

  • Are there house rentals with a dedicated workspace in Leatherhead?

    Yes! Work meets play with ease at over 10 house rentals in Leatherhead featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly apartment rentals in Leatherhead?

    Leatherhead has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Where should I stay in Leatherhead?

    Make yourself at home in Leatherhead by choosing from our most frequently booked neighborhoods. We have over 120 vacation rentals in Leatherhead, over 2,680 vacation rentals in Ashtead, and over 120 vacation rentals in Tyrrell''s Wood.

  • Do apartment rentals in Leatherhead have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Leatherhead. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Leatherhead?

    Experience the best of Leatherhead with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Leatherhead have a kitchen?

    Absolutely! We offer over 30 apartment rentals with a kitchen in Leatherhead. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Leatherhead have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Leatherhead. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Leatherhead?

    Four-legged friends are welcome in Leatherhead. Choose from more than 10 vacation rentals for guests traveling with pets.

Quick stats about holiday rentals in Leatherhead

  • Total holiday rentals

    Explore 80 holiday rentals in Leatherhead

  • Nightly prices starting at

    Leatherhead holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    80 of Leatherhead holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Leatherhead rentals

  • 4.7 Average rating

    Leatherhead stays receive an average rating of 4.7 out of 5 from guests

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