Vacation rentals in Ashtead

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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 G$8,367 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,510 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!

Top-rated vacation rentals in Ashtead

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

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Guest favorite
Home in Chessington
5.0 out of 5 average rating, 14 reviews

Unique Architect-Designed 3BR Home, London

Experience refined living in this architect-designed 3-bedroom stylist home, where contemporary design meets everyday comfort.Enjoy bright open-plan living, premium finishes, air-conditioned living areas, a fully equipped kitchen, luxurious bathrooms, and a private landscaped garden perfect for relaxing. Just a 5-minute walk to Chessington North station, with direct trains to Wimbledon (15 mins) and London Waterloo (30 mins). Minutes walk to Chessington World of Adventure, golf courses and more.

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, 341 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.

Guest favorite
The exterior of the ground floor apartment is captured, featuring a charming brick façade with a distinctive triangular roof. Lush greenery surrounds the entrance, providing a natural frame and creating a welcoming aspect. Multiple windows allow for natural light, enhancing the modern appearance.
Condo in Leatherhead
5.0 out of 5 average rating, 19 reviews

1-Bed Ground Floor Apartment with Private Parking

This ground floor one-bed apartment, is only moments away to the lovely market town Leatherhead and amenities. Location is key, being only a 4-minute walk to the train station, providing links into London Waterloo, London Bridge, Victoria, Clapham Junction & Wimbledon. Local buses into Ashtead, Epsom, Dorking and surrounding towns are close by, and easy access to the M25. Close to the Surrey Hills with many activities and places to visit, traditional pubs and stunning walks all year round.

Superhost
The exterior of a white Georgian house is shown, featuring symmetrical windows and a prominent entrance with a columned porch. A gravel driveway is visible, along with a small black garage to the left, bordered by manicured greenery.
Cottage in Chessington
4.88 out of 5 average rating, 107 reviews

Gorgeous 1 Bed Annexe close to Surbiton/Kingston

Self contained 1 Double Bedroom Annexe close to Surbiton/Kingston Stunning self contained annexe attached to the main Georgian house with it’s own independent front door and key lock box. Short walk to bus stop or station. Short bus ride to Surbiton and Kingston. Trains from Surbiton reach London Waterloo in just 16 mins. The Annexe has recently undergone a tasteful refurbishment and is modern and beautiful. Off street parking available, just outside your front door. Non smoking property.

Superhost
Home in Surrey
4.88 out of 5 average rating, 48 reviews

Tudor House

Tudor House is a newly refurbished 2 bedroom house, situated 1 minute walking distance to the world famous Epsom Downs Racecourse, home of the Epsom Derby. This delightful property has a spacious living room area, 1 downstairs WC, stylish kitchen and patio area. Upstairs you will find a comfortable double bed, wardrobes, TV and dressing table. The second bedroom consists of 2 single beds which can be made into a double, fitted wardrobe and TV. The upstairs bathroom has a bath and shower.

Guest favorite
The exterior of a two-story home is displayed, featuring a neat driveway suitable for parking multiple vehicles. Large windows allow natural light to fill the interior. A well-maintained hedge borders the front, adding greenery to the inviting space.
Home in Surrey
4.93 out of 5 average rating, 30 reviews

Lovekush Epsom/Banstead 5 Bedrooms, London Views

Relaxing 5 bedroom detached house with private garden. Sleeps up to 9 with 2 bathrooms, 3 toilets. Features, modern kitchen with Neff appliances. Large living/dining room. BBQ, sun beds, outside dining. Fast speed WiFi.. USB points. Driveway for 3 plus free street parking. Short walk to Resturant’s, shops & station. Enjoy a walk to Mayfield Lavender, or a day out at Chessington World of Adventures/Zoo & Hampton Court. Free parking at Banstead station, easy to London.Nork/Banstead/Epsom

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
4.99 out of 5 average rating, 152 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 in Esher
4.99 out of 5 average rating, 151 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
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, 137 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.

Top guest favorite
A light-filled kitchen features blue and white cabinetry, paired with modern appliances including an oven and dishwasher. A glass dining table is surrounded by white chairs, set against a backdrop of hexagonal tile flooring. Natural light is invited in through large windows.
Apartment in Leatherhead
4.96 out of 5 average rating, 115 reviews

Self Contained Annex.

Located within a leafy residential cul-de-sac close to Leatherhead train station which provides direct links to London Waterloo and the Underground Network. Just 5 minutes from junction 9 of the M25 with London Gatwick and London Heathrow airports both being 30 minutes drive from the property. Fetcham Village offers a number of small shops and Italian, Indian and Chinese restaurants. There are a number of attractions close by to suit families, couples and individuals.

Guest favorite
The bedroom features a spacious bed with neutral-toned linens, complemented by decorative pillows. A dresser and bedside tables flank the bed, and large windows allow natural light to fill the room. A stylish canvas art piece decorates the wall above the bed.
Home in Surrey
4.78 out of 5 average rating, 41 reviews

Spacious Family Bungalow with Garden for up to 7

Spacious & Family friendly 2 bedroom bungalow with large garden. Lots of natural light. Open plan lounge with double sofa bed, 55" large TV & fully fitted kitchen with appliances and essentials. Finished to a very high and stylish standard. Comfortable bedrooms (king, double, single size beds and double sofa bed) & fully fitted guest bathrooms with WC and a separate toilet. Close to the town centre and train station with direct high-speed links to London.

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 in Chessington
4.98 out of 5 average rating, 376 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.

Popular amenities for Ashtead vacation rentals

When is the best time to visit Ashtead?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,238 GYDG$27,819 GYDG$27,819 GYDG$30,748 GYDG$34,303 GYDG$34,094 GYDG$39,951 GYDG$35,140 GYDG$30,957 GYDG$31,375 GYDG$28,028 GYDG$35,140 GYD
Avg. temp5°C5°C7°C9°C12°C15°C17°C17°C15°C11°C8°C5°C

Frequently Asked Questions

  • Are there family-friendly apartment rentals in Ashtead?

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

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

    Experience the best of Ashtead 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 house rentals in Ashtead?

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

  • 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 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.

  • Do house rentals in Ashtead have wifi?

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

  • Do apartment rentals in Ashtead have free parking?

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

  • 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 wifi, over 20 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.