Vacation rentals in Ashtead

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Top-rated vacation rentals in Ashtead

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Top guest favorite
A charming shepherd's hut is framed by blooming pink flowers and lush greenery. A wooden pathway leads to the entrance, guiding visitors through a well-maintained lawn bordered by shrubs and trees. Bright sunlight filters through the foliage, creating a serene and inviting atmosphere.
Shepherd’s hut in Headley
4.98 out of 5 average rating, 565 reviews

Luxury Shepherds Hut & Hot Tub in the Surrey Hills

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!

Guest favorite
The guesthouse is nestled in a lush garden, surrounded by shrubs and trees. Its wooden exterior complements the natural setting. A well-maintained lawn extends in front, with a pathway leading to the entrance. The peaceful ambiance is enhanced by the open countryside in the background.
Guesthouse in Chipstead
4.91 out of 5 average rating, 372 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 favorite
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.
Guesthouse 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 favorite
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.

Top guest favorite
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.
Guesthouse 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.

Guest favorite
A stylish cabin interior showcases a warm wood structure, featuring a cozy sleeping area with a neatly made bed. A round dining table is paired with two chairs, illuminated by soft lighting. An outdoor seating area is visible through the window, surrounded by wooden fencing.
Cabin in Royal Kingston upon Thames
4.91 out of 5 average rating, 108 reviews

London & Surrey Cub House

Your own private stylish cabin, own entrance, self check-in. King-size bed, en-suite, kitchenette & private outside space. 8min walk to 2 stations into central London (Waterloo 25min, Wimbledon 15min). Good links to Hampton Court, Kingston upon Thames, Surrey walks and villages. Superloop 7 Bus (SL7) direct to and from Heathrow Airport, 1hour. Very quiet residential road with free parking. No more than 2 guest permitted at anytime on the property. No smoking/vaping on the property.

Top guest favorite
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 favorite
A modern living area features a plush gray sectional sofa adorned with colorful pillows. A patterned area rug adds warmth to the space, while a wall mirror reflects light. Adjacent, a compact dining area is seen, with a small table and chairs, leading into an open kitchen.
Guesthouse in Surrey
4.93 out of 5 average rating, 154 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*

Top guest favorite
A spacious loft room features a comfortable double bed with soft linens and neatly rolled towels. A cozy seating area includes two chairs and a small dining table. Natural light streams in from a skylight and window adorned with patterned curtains, contributing to a bright atmosphere.
Guesthouse in Surrey
4.97 out of 5 average rating, 315 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.

Top guest favorite
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.
Guesthouse 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.

Top guest favorite
An open-plan studio features a king-size bed draped in soft bedding, alongside a cozy day bed adorned with decorative pillows. Natural light fills the space through a skylight, highlighting the warm wooden floor and understated furnishings that promote comfort and functionality.
Guesthouse in Malden Rushett
4.95 out of 5 average rating, 353 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.

Top guest favorite
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.

Popular amenities for Ashtead vacation rentals

When is the best time to visit Ashtead?

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Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Ashtead?

    Experience the best of Ashtead with our apartment 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.

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

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

  • Do apartment rentals in Ashtead have wifi?

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

  • Are there pet-friendly house rentals in Ashtead?

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

  • Do house rentals in Ashtead have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Ashtead. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Ashtead?

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

  • What are the most popular amenities for House Rentals in Ashtead?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 10 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Ashtead have free parking?

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

Quick stats about vacation rentals in Ashtead

  • Total vacation rentals

    Explore 60 vacation rentals in Ashtead

  • Nightly prices starting at

    Ashtead vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Ashtead vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Ashtead rentals

  • 4.8 Average rating

    Ashtead stays are highly rated by guests—averaging 4.8 out of 5!

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