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Vacation rentals in Leatherhead

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Top-rated vacation rentals in Leatherhead

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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 Chipstead

4.91 out of 5 average rating, 306 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.

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.

Guest suite in East Horsley

4.95 out of 5 average rating, 505 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.

Shepherd’s hut in Headley

5 out of 5 average rating, 220 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!

Guest suite in Surrey

4.97 out of 5 average rating, 831 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. Please read the full description. Fresh croissants and home made jam included and brought to your door in the mornings on some days of the week. Do enquire. NB: There may be some disturbance from builders next door on weekdays between 8 am and 4.30 pm starting early November 2024.

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.

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.

Farm stay in Surrey

4.8 out of 5 average rating, 215 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.

Guesthouse in Abinger Hammer

4.98 out of 5 average rating, 309 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

Guesthouse in Kingswood with Burgh Heath

4.84 out of 5 average rating, 201 reviews

Two storey guest house with free parking on site.

This two levelled guest house is set in the quiet village of Kingswood and is perfect for accessing the many walks and cycle routes including the famous Box Hill circuit. 5 minutes from Junction 8 and 20 minutes to Gatwick airport it is perfectly situated for discovering the beauty of Surrey, Sussex and London.

Guest suite in Mickleham

4.92 out of 5 average rating, 124 reviews

Super one bedroom apartment in the Surrey Hills

Relax and unwind in the this stylish space set in the heart of Mickleham village. Ideally positioned for walking and cycling in the Surrey countryside. Easy access to Box Hill, Denbies vineyard, Bocketts Farm and Polston Lacy. Easy stroll to two excellent local pubs.

Vacation rentals for every style

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Popular amenities for Leatherhead vacation rentals

Free parking on premises

Air conditioning

Stay near Leatherhead's top sights

Surrey Hills Area of Outstanding Natural Beauty46 locals recommend

Leatherhead Leisure Centre5 locals recommend

Bocketts Farm Car Park10 locals recommend

The Ashley Centre8 locals recommend

Epsom Playhouse8 locals recommend

Beaverbrook Golf Club7 locals recommend

Other great vacation rentals in Leatherhead

Home in Surrey

5 out of 5 average rating, 5 reviews

Unique and Historic 1 Bedroom Home in Dorking

Condo in Surrey

5 out of 5 average rating, 83 reviews

Ground Floor Studio in Leatherhead with parking

Guest suite in Surrey

5 out of 5 average rating, 29 reviews

Self contained annex in Dorking

Home in Surrey

5 out of 5 average rating, 59 reviews

Beautiful two bed lodge with free parking

Condo in Surrey

4.98 out of 5 average rating, 40 reviews

Self-contained annex with access to garden

Home in Surrey

4.87 out of 5 average rating, 38 reviews

Cosy Victorian Cottage

Cabin in Headley

4.91 out of 5 average rating, 11 reviews

Headley Hideaway

Condo in Epsom

5 out of 5 average rating, 31 reviews

Epsom Town Centre. Double En-suite. Kitchen/Lounge

Quick stats about vacation rentals in Leatherhead

Total rentals
60 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

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.
Are there family-friendly vacation rentals in Leatherhead?
Leatherhead has more than 20 family-friendly stays. 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 2,750 vacation rentals in Ashtead, over 240 vacation rentals in Ashtead, over 90 vacation rentals in Leatherhead, and over 90 vacation rentals in Tyrrell''s Wood.
Do apartment rentals in Leatherhead have free parking?
Absolutely! We offer over 10 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 house rentals in Leatherhead have a kitchen?
Absolutely! We offer over 10 house 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 10 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.

Destinations to explore