Family-friendly vacation rentals in Ashtead

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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 guesthouse is nestled in a lush garden, surrounded by shrubs and trees. Its wooden exterior complements the natural setting. A well-maintained lawn extends in front, with a pathway leading to the entrance. The peaceful ambiance is enhanced by the open countryside in the background.
Guesthouse in Chipstead
4.91 out of 5 average rating, 380 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.

Top guest favorite
Shepherd’s hut in Headley
5 out of 5 average rating, 409 reviews

Secret Lodge: shepherds hut with hot tub & sauna

Stay in a luxury shepherds hut in the stunning Surrey Hills, only an hour from London. A perfect couples escape with a beautiful private hot tub under the trees and wellness area with sauna/cold plunge, bookable as an extra. We are located near Box Hill, you can enjoy countryside walks, spectacular views and visit some lovely local gastropubs. We are dog friendly for an extra fee. We supply a variety of grazing platters too. The perfect stay for birthdays, anniversaries and special nights away!

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, 309 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 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
5 out of 5 average rating, 140 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 spacious sleeping area features a soft, upholstered headboard and ample natural light from the glass doors leading to a deck. A table with two chairs is visible outside. Fresh towels are neatly arranged on the bed, framed by light wood flooring and neutral walls.
Guest suite in East Horsley
4.96 out of 5 average rating, 627 reviews

Lovely self-contained annex with shower room

Lovely, light spacious annex with en-suite shower room. It has a separate entrance and access to a deck. Off street parking is available. Situated in a quiet, tree-lined lane, it is a 5 minute drive to Horsley station which has a direct line into London Waterloo. Lots of lovely restaurants, pubs and cafes nearby for breakfast, lunch or dinner. There’s a mini fridge and microwave in the annex. PLEASE NOTE: ON BOOKING I’LL SEND DETAILED DIRECTIONS AND INFORMATION ON ACCESSING THE ANNEX.

Top guest favorite
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, 157 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 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
4.97 out of 5 average rating, 315 reviews

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.

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 Royal Kingston upon Thames
4.98 out of 5 average rating, 345 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 favorite
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, 356 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.

Guest favorite
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, 154 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.

Top guest favorite
A cozy room features a spacious bed with soft bedding and accent pillows. A giant circular window allows natural light to fill the space, while dark curtains add privacy. A wooden chair and a wicker basket complement the decor, along with a glass balustrade overlooking the area.
Condo in Ewell
4.99 out of 5 average rating, 164 reviews

Stylish & Comfortable - Quick Access to London

Vintage industrial design in the suburbs of London with quick access to the capital, and surrounding areas. The apartment has been finished to a very high standard as you can see from the photos. Features include a vaulted ceiling, oak staircase and a giant circular window. Ideal for a couple's retreat or a small group looking to explore London or the surrounding Surrey countryside.

Guest favorite
A wooden cabin exterior is framed by lush greenery, showcasing large glass doors and windows. Flower-filled hanging baskets adorn the entry, and a clock is mounted above the door. A spacious wooden deck leads to the entrance, inviting guests to enjoy the natural surroundings.
Place to stay in Lower Kingswood
4.89 out of 5 average rating, 303 reviews

Rural chill out retreat, accessible to London

Secluded cozy cabin made of Scandinavian timber in a semi-rural area at the end of a long tree/shrub lined garden. Four poster bed, en suite shower, kitchenette area with basic facilities (microwave, fridge, mini oven). Iron/ironing board, wardrobe, drawers, laptop table, electric heating, fan. Good wi-fi. Decking area. BBQ equipment.

Popular amenities for Ashtead family-friendly rentals

When is the best time to visit Ashtead?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,333 GYDG$29,453 GYDG$27,782 GYDG$31,542 GYDG$35,302 GYDG$36,764 GYDG$43,448 GYDG$40,315 GYDG$31,960 GYDG$33,631 GYDG$35,511 GYDG$37,600 GYD
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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$12,533 GYD per night before taxes and fees

  • Verified guest reviews

    Over 510 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • 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

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