Family-friendly vacation rentals in Ashtead

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Ashtead

  • Total vacation rentals

    Explore 20 vacation rentals in Ashtead

  • Nightly prices starting at

    Ashtead vacation rentals start at G$14,615 GYD per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Wi-Fi availability

    20 of Ashtead vacation rentals include wi-fi 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

Top-rated family-friendly rentals in Ashtead

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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, 338 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
Cabin in Chorleywood
4.94 out of 5 average rating, 111 reviews

Sleep in the Trees - Hot Tub, Sauna and Slide

The Owls treehouse is a fun filled family unit with a fantastic slide including a hot tub and sauna. With unusual tunnel shaped rooms looking out to beautiful woodland country side, this unique getaway is exciting to share with loved ones. Attractions include Harry Potter studios, 35min Trains to London, Legoland Windsor to name a few. Also Featured on 'Amazing small spaces' and 'This Morning' Why not book out of the ordinary and stay with us, we look forward to your stay at North Hill Farm

Guest favorite
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.

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
A well-lit sleeping area features a king-size bed adorned with two dark towels and a navy throw blanket. Accompanying bedside tables with lamps are positioned on either side. A sleek wardrobe is visible, along with a small chair in the corner, enhancing the spacious feel.
Apartment in Ewell
4.98 out of 5 average rating, 133 reviews

Quiet self-contained Annex

A quiet, recently renovated annex with it's own private entrance, situated in a peaceful leafy private road. Ewell East station is just a 10 minute walk, with direct trains to Victoria and London Bridge. An ideal base for exploring the peaceful surroundings of Surrey and the vibrant city life of London. Close to Epsom Racecourse, Ewell Village and Cheam Village with plenty of good pubs, shops and restaurants. It has a King size bed, fully equipped kitchen with double oven and dishwasher.

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 open plan living area features gabled ceilings and stylish furnishings. A comfortable sofa sits across from a galley kitchen with modern cabinetry. French windows open to a private patio garden, while natural light enters through sheer curtains, creating a bright and inviting atmosphere.
Home in East Molesey
5.0 out of 5 average rating, 139 reviews

Hampton Court: Spacious, Bright & Tranquil Annexe

Our newly renovated spacious 2 bedroom annex is situated in a wide tree lined road, a premier location just a few minutes walk away from the charming cafés, shops and restaurants of Hampton Court Village, Hampton Court Palace and local train station. Adjacent to but detached from our elegant Victorian family home, this bright and stylish space is tranquil and self contained and enjoys additional benefits of a private south facing patio garden and dedicated off street parking space.

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 in Surrey
4.96 out of 5 average rating, 338 reviews

Quaint Self-contained Loft Studio nr Hampton Court

Quaint, homely, 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
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, 136 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
Barn in Woking
4.96 out of 5 average rating, 163 reviews

The Barn – Surrey Countryside Escape

The Barn at Whitmoor Farm is set in the peaceful Surrey countryside and accommodates up to 8 guests, making it ideal for families. It offers two bedrooms — the first with a king bed and bunk beds, and the second with a king bed — plus two single beds in the living area. Enjoy Sky TV, Wi-Fi, and a private indoor grill area. Guests also have shared access to a tennis court, trampoline, and outdoor swimming pool (heated May–September; open unheated until mid-October).

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, 374 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 family-friendly rentals

When is the best time to visit Ashtead?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,187 GYDG$27,978 GYDG$30,901 GYDG$32,154 GYDG$39,044 GYDG$39,879 GYDG$43,429 GYDG$40,297 GYDG$31,945 GYDG$33,616 GYDG$35,495 GYDG$37,583 GYD
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