Vacation rentals in Ashtead

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Top-rated vacation rentals in Ashtead

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

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Top guest favorite
Shepherd’s hut
4.99 out of 5 average rating, 396 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 hot tub under the trees and a wood fired sauna experience bookable as an optional extra. We are located near Box Hill so you can enjoy countryside walks with 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 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
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
5 out of 5 average rating, 139 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 favorite
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
4.99 out of 5 average rating, 135 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 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
4.93 out of 5 average rating, 156 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
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
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
A light-filled lounge is furnished with a comfortable gray sofa adorned with various decorative cushions. A cozy armchair, positioned beside a small wooden table, complements the space. A brick fireplace is featured, with a television mounted above, creating a welcoming atmosphere.
Cottage
4.96 out of 5 average rating, 218 reviews

Charming Cottage with lovely garden & parking

Delightful entire 1 bedroom cottage, built over 200 years ago with a spacious lounge, diner and a fully fitted kitchen and benefits from its own private patio. With picturesque views across the golf course and a wonderful hiking trail. You will find this to be a perfect spot to relax for single and couples wanting break away or even if away for work purposes. A 10 minute stroll to a nearby local village pub, a delightful cafe and restaurant, including an off license.

Guest favorite
The exterior of a spacious two-story house is captured, featuring a blend of textured cream and brick siding. A neatly landscaped front garden includes vibrant greenery. A driveway accommodates a parked vehicle, and a secure entrance with a decorative door is visible.
Home
4.91 out of 5 average rating, 117 reviews

Cheerful 5 bedroom house with off street parking

Bring the whole family to this great place with lots of room for fun. The house is very spacious with a good sized garden. Four double bedrooms and one single bedroom. Master suite with ensuite bathroom. Main bathroom and also shower room downstairs. Plenty of kitchen area with bar seating and also washing machine in separate annexe area. Excellent transport facilities nearby with both buses and trains. Very close to The Epsom Downs Racecourse. Excellent walking area.

Guest favorite
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
4.99 out of 5 average rating, 341 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 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
4.95 out of 5 average rating, 356 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
4.97 out of 5 average rating, 971 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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Avg. price€ 121€ 114€ 110€ 117€ 121€ 129€ 162€ 143€ 126€ 127€ 114€ 143
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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 € 34 per night before taxes and fees

  • Verified guest reviews

    Over 2,380 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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