Holiday houses in Leatherhead

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Top-rated holiday rentals in Leatherhead

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Guest favourite
Apartment in Surrey
4.95 out of 5 average rating, 175 reviews

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.

Top Guest favourite
Guesthouse in Chipstead
4.91 out of 5 average rating, 396 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.

Top Guest favourite
A warm glow emanates from the shepherd's hut, surrounded by trees. The welcoming entry features two open doors, revealing a cozy interior. A spacious deck showcases a circular day bed and a small dining area with two chairs, enhanced by potted ferns on either side.
Shepherd’s hut in Headley
5 out of 5 average rating, 450 reviews

Secret Lodge: shepherds hut with hot tub & sauna

Stay in a luxury shepherds hut in the stunning Surrey Hills, only an hour from London. A perfect couples escape with a beautiful private hot tub under the trees and wellness area with sauna/cold plunge, bookable as an extra. We are located near Box Hill, you can enjoy countryside walks, spectacular views and visit some lovely local gastropubs. We are dog friendly for an extra fee. We supply a variety of grazing platters too. The perfect stay for birthdays, anniversaries and special nights away!

Top Guest favourite
The studio's interior features a spacious bed with soft bedding, a small dining table for two, and a kitchenette in the background. Natural light filters through the two windows, illuminating a comfortable seating area with a television and decorative elements.
Guesthouse in Surrey
4.96 out of 5 average rating, 319 reviews

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.

Top Guest favourite
An outdoor dining area is set among decorative foliage, featuring a wooden table surrounded by four cushioned chairs. Soft lighting from hanging bulbs creates an inviting ambiance, with views of open fields visible in the background.
Place to stay in Box Hill
4.97 out of 5 average rating, 171 reviews

Potting Shed, freestanding bath

Welcome to The Potting Shed Surrey Hills it’s ian exquisite retreat, offering a perfect blend of luxury and tranquility. Watching the sunrise while soaking in your freestanding bath amidst 6 acres of private land is truly magical. It’s luxurious and stylish decor creates an unforgettable experience for guests seeking relaxation and indulgence. From AONB country walks to the personalised room service, the Potting Shed offers a level of extravagance that sets it apart from other retreats.

Top Guest favourite
Guesthouse in Epsom
5 out of 5 average rating, 144 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
The exterior of the Georgian dwelling is framed by lush greenery, featuring a variety of plants and trees. A well-kept staircase leads to the entrance, showcasing the brick facade and charming windows. Natural light enhances the inviting atmosphere of the surroundings.
Apartment in Esher
4.99 out of 5 average rating, 141 reviews

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.

Top Guest favourite
A charming wooden exterior features a traditional gabled roof and an arched window, enhancing the structure's character. Large double doors made of wood, framed by decorative metal hinges, are complemented by neatly trimmed topiary plants in matching planters.
Guesthouse in Surrey
4.96 out of 5 average rating, 322 reviews

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.

Top Guest favourite
The entrance to the annexe features a gravel pathway leading to a wooden front door, flanked by potted flowers. Lush greenery is visible in the surrounding area, providing a serene backdrop to the welcoming entrance.
Apartment in Abinger Hammer
4.98 out of 5 average rating, 162 reviews

Home away from Home in the Surrey Hills

Beautiful peaceful 1 bedroom annexe in the Surrey Hills, with a private entrance and patio area. Ideal destination for cyclists, the perfect launch pad for hikers or for those seeking inspiration, solace and escapism. Option of 1:1 Pilates, Barre or TRX sessions available in our studio for a modest extra charge. Quaint country pubs on your doorstep and hundreds of stunning walking and biking trails to enjoy at your leisure! Use of large garden shared with a friendly cat.

Top Guest favourite
A gated entrance framed by lush greenery creates a sense of privacy and seclusion. Tall trees line the pathway, with scattered leaves on the ground. The gate suggests access to a serene environment beyond the foliage, enhancing the tranquil atmosphere.
Cottage in Englefield Green
5 out of 5 average rating, 381 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

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 Chessington
4.98 out of 5 average rating, 355 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.

Guest favourite
A clear, geodesic dome reveals a cozy pod interior, surrounded by greenery. An inviting wood-fired hot tub is positioned on a wooden deck, complemented by a dining area. Sunlight illuminates the pod, creating a warm and serene outdoor atmosphere.
Dome in West Horsley
4.94 out of 5 average rating, 389 reviews

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

Popular amenities for Leatherhead holiday rentals

When is the best time to visit Leatherhead?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Leatherhead?

    Leatherhead has more than 40 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 Leatherhead?

    Experience the best of Leatherhead with our house rentals, starting at about $50 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 Leatherhead?

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

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

    Yes! Work meets play with ease at over 20 vacation rentals in Leatherhead featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Leatherhead?

    Make yourself at home in Leatherhead by choosing from our most frequently booked neighborhoods. We have over 2,690 vacation rentals in Ashtead, and over 120 vacation rentals in Tyrrell''s Wood.

  • 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 serviced apartment rentals in Leatherhead have wifi?

    Absolutely! We offer over 10 serviced apartment rentals with wifi in Leatherhead. Enjoy a tailored experience with all the comforts you desire.

  • 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.

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 $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Leatherhead holiday rentals include Wi-Fi 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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