Holiday rentals in Ashtead

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Top-rated holiday rentals in Ashtead

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

Guest favourite

Guest house in Chipstead

4.91 out of 5 average rating, 265 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.

18–25 Apr

€ 115 per night
Guest favourite

Guest house in Surrey

4.95 out of 5 average rating, 201 reviews

Ground floor studio with private entrance

A ground floor studio designed especially for guests in mind. This entirely self-contained studio affords high levels of privacy and comfort, with the freedom to come and go as you please via your own front door. The studio is situated at the end of a quiet leafy cul-de-sac within easy reach of Cobham High Street (Ivy, gastro pubs, boutique shopping). Just 5 mins off the A3, 10 mins to the M25, close to Heathrow and Gatwick airports, 20 mins from Guildford and London 40 mins by train.

4–11 Dec

€ 105 per night
Guest favourite

Shepherd’s hut in Headley

5.0 out of 5 average rating, 134 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!

16–23 Sep

€ 163 per night

Popular amenities for Ashtead holiday rentals

Stay near Ashtead's top sights

The Star, Malden Rushett4 locals recommend
Epsom Common6 locals recommend
The Plough Leatherhead3 locals recommend
The Jolly Coopers3 locals recommend
Ashtead Common6 locals recommend
The Leatherhead Theatre4 locals recommend

Other great holiday rentals in Ashtead

Guest favourite

Guest suite in Claygate

4.94 out of 5 average rating, 145 reviews

Studio, own access, self contained.

11–18 Feb

€ 84 per night
Guest favourite

Guest suite in Betchworth

4.97 out of 5 average rating, 125 reviews

Studio on the North Downs Way, near Box Hill

2–9 Jul

€ 96 per night
Guest favourite

Barn in West Horsley

4.95 out of 5 average rating, 245 reviews

The Pumlay, charming barn in the Surrey Hills.

10–17 Sep

€ 117 per night
Guest favourite

Place to stay in Lower Kingswood

4.89 out of 5 average rating, 234 reviews

Rural chill out retreat, accessible to London

11–18 Sep

€ 69 per night
Guest favourite

Guest house in London

5.0 out of 5 average rating, 132 reviews

Entire Cabin. Kingston/ Wimbledon/ Waterloo.

15–22 Jun

€ 116 per night
Guest favourite

Shepherd’s hut in London

4.99 out of 5 average rating, 191 reviews

Luxury Retreat 30mins Taxi Ride From West London

5–12 May

€ 273 per night
Guest favourite

Cottage in Kingston upon Thames

4.98 out of 5 average rating, 143 reviews

Studio Cottage with garden

20–27 Mar

€ 116 per night
Guest favourite

Flat in Epsom

4.97 out of 5 average rating, 121 reviews

Elegant Epsom Flat in Period Building

2–9 Dec

€ 184 per night
Guest favourite

Guest house in Newdigate

4.99 out of 5 average rating, 298 reviews

Luxury Garden Lodge

3–10 Feb

€ 82 per night
Guest favourite

Flat in Surrey

4.93 out of 5 average rating, 107 reviews

Lovely Garden Flat at The Holt

24–31 Jan

€ 166 per night
Guest favourite

Guest house in Surrey

4.99 out of 5 average rating, 172 reviews

Self Contained Cottage in Thames Ditton Village

19–26 Aug

€ 161 per night
Guest favourite

Guest house in Epsom

5.0 out of 5 average rating, 93 reviews

Peaceful & cosy detached annex with outdoor space

20–27 Jul

€ 158 per night

Quick stats about holiday rentals in Ashtead

Total rentals

40 properties

Wifi availability

40 properties include access to wifi

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.6K reviews

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Surrey
  5. Ashtead