Holiday houses in Ashtead

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Top-rated holiday rentals in Ashtead

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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, 381 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.
Guesthouse in Surrey
4.96 out of 5 average rating, 303 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
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.

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, 134 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.

Guest favourite
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, 107 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 favourite
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, 153 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 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.
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 favourite
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 in Surrey
4.92 out of 5 average rating, 116 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 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, 334 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
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 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, 960 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, 150 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.

Popular amenities for Ashtead holiday rentals

When is the best time to visit Ashtead?

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Avg. price$213 AUD$201 AUD$193 AUD$207 AUD$213 AUD$228 AUD$286 AUD$252 AUD$222 AUD$247 AUD$244 AUD$240 AUD
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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 holiday rentals in Ashtead

  • Total holiday rentals

    Explore 60 holiday rentals in Ashtead

  • Nightly prices starting at

    Ashtead holiday rentals start at $60 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 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

    60 of Ashtead holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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