Family-friendly holiday rentals in Orpington

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Orpington

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

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Guest favourite
The exterior of a brick building is shown, featuring three large windows arranged vertically, adorned with white fairy lights. A grey planter sits below one window, while a patterned stone pathway leads to the entrance.
Home in Crockenhill
4.81 out of 5 average rating, 137 reviews

Stunning 2 Bedroom house with parking

An Annexe of a larger property this is 2 Bedroom house fully equipped with all facilities. Two bedrooms both with double beds so the property sleeps 4 easily we also have a travel cot Central location near junction 3 of the M25 station is 10 minutes walk. Situated in the charming village of Crockenhill ,in the lovely kent countryside. nr to Brandshatch. Please note we only have a bath and hand held shower unit for washing hair The property has access to a stunning large garden. 1 parking space

Top guest favourite
A shepherd’s hut is positioned in a grassy area, with wide doors open to the exterior. An alpaca is seen grazing on the lawn, surrounded by lush greenery under a clear blue sky. Outdoor seating is visible nearby, inviting relaxation in nature.
Shepherd’s hut in Hartfield
5 out of 5 average rating, 128 reviews

The Woolly Retreat - Alpaca Shepherds Hut.

Nestled in a secluded Alpaca field in the heart of the enchanting Ashdown Forest lies a cosy, new Shepherd’s Hut in the idyllic village of Hartfield, famous for its connection to Winnie the Pooh and his timeless adventures. Surrounded by Alpacas which you can feed , this charming retreat offers a perfect blend of rustic luxury & nature. Whether you're looking for a romantic getaway, or just a relaxing weekend immersed in nature, our shepherd's hut is the place to unwind, recharge and reconnect.

Top guest favourite
A well-maintained garden is framed by lush greenery, showcasing vibrant flower beds and neatly trimmed hedges. Beyond the garden, expansive views of rolling hills and the Darent Valley can be seen under a partly cloudy sky.
Apartment in Otford
4.99 out of 5 average rating, 164 reviews

Amazing Views over Garden & Valley

Wake up & lift the automatic blinds directly from your SUPER KING SIZE BED & be captivated by the VIEW of the beautiful Darent Valley unfolding before you through the picture windows. SNUGGLE in a cosy armchair with a book, listen to your favourite music or EXPLORE many footpaths along the valley. Stroll through the fields to Otford & Shoreham villages, visit HISTORIC HOUSES & vineyards or simply stay at home & enjoy a spacious studio apartment whilst staring at the sunset with a glass of wine

Top guest favourite
A cozy lounge area is featured with a spacious sofa and two modern armchairs arranged around a low wooden coffee table. A window allows natural light to brighten the space, while a decorative rug complements the wooden ceiling beams and gentle colour palette.
Cottage in Bromley
4.92 out of 5 average rating, 106 reviews

Gingerbread House in a quiet woodland setting

Gingerbread House is a self-contained annex set within the owners property, bordered by bluebell woodland and arable fields. The house is ideally situated for day trips into central London by train, many National Trust and English Heritage sites in Kent/Sussex, or events at Brands Hatch. The village of Pratts Bottom and the local pub is within a 10 minute walk. The nearest train stations are a 10 mins drive and offer fast services to London Charing Cross on the Tunbridge Wells/Hastings line.

Guest favourite
A spacious glamping field is surrounded by lush greenery and wildflowers. A wooden fire pit with seating logs is positioned in the center, while a safari tent is nestled against the backdrop of trees. A deck area with chairs extends from the tent.
Tent in Speldhurst
4.96 out of 5 average rating, 102 reviews

Private Glamping, Exclusive Field Hire with a View

Exclusive use of our Glamping field, safari tent and wash hut provides the perfect space for a great weekend. Just an hour from London, we are ideally placed for a relaxing trip to the countryside complete with campfires and star gazing. Explore the many footpaths through fields and woodland, find tree swings and jump over streams. The quaint town of Tunbridge Wells has many amenities. Priced from £120pn - Sleeps 6. Please also follow our insta & Facebook social media pages @glampingonthecorner

Top guest favourite
A charming outbuilding is presented, featuring a symmetrical roof and three red garage doors. Solar panels on the roof contribute to sustainability. The surrounding gravel drive is bordered by greenery and decorative plants, with a glimpse of a white structure on the right.
Loft in Balcombe
4.99 out of 5 average rating, 982 reviews

Homely rural Bothy in Victorian garden; LGW 15min

Welcome to The Bothy! Set in 4+ acres of Victorian gardens with stunning views, the Bothy is a private, homely dwelling in a pretty courtyard. Spacious, comfy & characterful with shower room & food prep/dining area. Microwave, fridge, kettle. Breakfast provided. 5 mins to Balcombe/Ardingly & 15 mins to Gatwick. Fast rail access to London/Brighton. Great walking/cycling. Close to Wakehurst/famous gardens and Ouse Valley Viaduct. Fibre to the premises' broadband. Smart TV. Own car recommended.

Top guest favourite
A private garden area is presented, featuring a mix of stone and gravel pathways, surrounded by low-maintenance shrubs and plants. A comfortable lounge chair is positioned for relaxation, and outdoor lighting enhances the space. The entrance to the property is visible in the background.
Guest suite in Eynsford
4.99 out of 5 average rating, 149 reviews

Lullingstone Eynsford Annexe & Private Garden

Along the Darent Valley, minutes from M25 between Dartford and Sevenoaks (outside ULEZ 😁), surrounded by farmland and horses, we are a mile from Eynsford Village and train station. We have the Park and golf course as our back garden and The Roman Villa and Castle/World Gardens as our neighbours. Castle 'Lavender' Farm is a short walk too. Brands Hatch is a short drive. Parking on drive and private access to secure garden. 1 bedroom, bathroom, lounge, smart TV, DVD & fully equipped kitchen

Guest favourite
An open-plan living area is presented, featuring a circular dining table with modern chairs, a flat-screen TV on a white unit, and a comfortable sofa complemented by a side table. Natural light floods the space through large windows adorned with vertical blinds.
Flat in Orpington
4.91 out of 5 average rating, 208 reviews

Spacious Cosy Modern Apartment in Greater London

*FLEXIBLE EARLY CHECK-IN AND LATE CHECK-OUT at no extra cost* A charming, modern, spacious, cosy 2-bedroom apartment for 4-5 guests, conveniently located in Orpington town centre. Only 7-9 mins walk away from Orpington train station (London fare Zone 6) with REGULAR TRAIN SERVICES INTO LONDON (17mins to London Bridge, 20mins to London Waterloo East, 27mins to Charing Cross). Ideal location for visiting London and travelling by car from EUROPE via DOVER (66 miles / 70 mins drive away).

Top guest favourite
The exterior of the cottage is captured in natural light, showcasing a stone facade and a welcoming entrance. A vast green lawn surrounds the property, complemented by trees and shrubs, creating a peaceful outdoor setting against a clear blue sky.
Home in Chiddingstone
4.95 out of 5 average rating, 343 reviews

Sweet farm cottage, Ide Hill, Hever, Edenbridge

Puncheur Place is a semi-detached cottage on a private Estate in the middle of cycling country at the foot of Ide Hill nr Hever. It is quiet yet accessible to dozens of pubs/golf. The garden is west facing and large. Perfect for outdoor picnics. The cottage is not huge, but cozy. Many footpaths. This is Tudor County so many period properties and pubs nearby. Indeed our Estate was once owned by Thomas Boleyn, then Mary Boleyn after the beheading of her sister Anne in 1533. #puncheurplace

Top guest favourite
A cozy corner of the apartment features a decorative fireplace with an ornate mantle. Handwritten notes are displayed above the mantle, and a wooden desk is positioned nearby. A vintage chair and a chandelier add to the room's charm, with warm light filtering through a window.
Apartment in Kings Langley
4.98 out of 5 average rating, 167 reviews

Wizards Retreat - 8 Mins to HP Warner Bros Studio!

Welcome to ‘The Wizard’s Retreat’ This Airbnb is perfectly located just an 8-minute drive from Warner Bros. Studios, making it the ideal stay for fans visiting the Harry Potter Tour. There's wizard books to read, games to play & spooky potions to see! Whether it’s a spellbinding weekend with friends, a cosy couple’s getaway, or a family adventure, The Wizard’s Retreat has been designed to capture the wonder and excitement of the wizarding world for all to enjoy!

Guest favourite
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, 346 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 favourite
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill in Benenden
4.99 out of 5 average rating, 846 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

Popular amenities for Orpington family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Orpington

  • Total holiday rentals

    Explore 80 holiday rentals in Orpington

  • Nightly prices starting at

    Orpington holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 990 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Orpington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Orpington rentals

  • 4.6 Average rating

    Orpington stays receive an average rating of 4.6 out of 5 from guests