
Family-friendly holiday rentals in Ashtead
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ashtead
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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!

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.

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.

Studio, own access, self contained.
The room has it's own entrance door. It has a double Queen size bed, shower room and kitchen area (tea, coffee, cereal etc supplied) with fridge, microwave and single induction hob. There is a sofa, TV & table with two chairs. Our home is about a 15 minute walk to Claygate station. Trains direct to London Waterloo (35 mins) and Guildford. Claygate has local shops and a CoOp, several pubs and restaurants and we are close to a bus stop with a frequent bus service to Kingston for major shops.

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.

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.

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.

Luxury Garden Lodge
The Dog House is situated in a corner of our garden, in the beautiful Surrey village of Newdigate. Ideal for walkers and cyclists, the village has an award winning real ale pub with great food, a village shop and an Indian restaurant. There are nature reserves and stunning walks and only 15 minutes from Gatwick, access to the airport couldn’t be easier. The historic towns of Dorking and Reigate are a short drive away and have a great range of shops, restaurants and antique shops.

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*

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.

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.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

The Granary, Organic Vineyard stay with Pool.

Hot tub, luxury shepherd's hut, private & secluded

Tinkerbell Retreat

A luxury barn conversion Bramley, near Guildford

Luxury Woodland Hideaway with Private Hot Tub

Restful hideaway in the Surrey Hills

Cosy, Rustic 17th Century Country Barn.

Private Unique Dome | Glamping | Hot Tub | Surrey
Family- and pet-friendly home rentals

Separate guest suite Esher/Cobham area

Beautiful 3 Bedroom Cottage In Central Dorking

Amazing Clockhouse in a perfect location

Wimbledon Village Sleeps 3 Cute Cottage

Gorgeous CountryCottage overlooking Windsor Castle

Beautiful Rural Barn in Surrey Hills AONB

Legoland * HeathrowAirport * Families * Long Stays

SW London-large modern flat. Great transport Links
Family-friendly home rentals with a pool

Pine tree woodland retreat

Cosy wood burner country views cold water swimming

Bell Tent Glamping Single unit, self contained.

The Coach House

Cosy shepherd’s hut in beautiful Kent countryside

Delightful Cottage 15 Acre Estate + Pool + Hottub

Bucks Green Place Beautiful Converted Barn

The Luxury Cottage
Quick stats about holiday rentals that are family-friendly in Ashtead

Total holiday rentals
Explore 20 holiday rentals in Ashtead

Nightly prices starting at
Ashtead holiday rentals start at € 52 per night before taxes and fees

Verified guest reviews
Over 470 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Ashtead holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ashtead rentals

4.7 Average rating
Ashtead stays receive an average rating of 4.7 out of 5 from guests
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- Tower Bridge
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