Family-friendly holiday rentals in Chiltern

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Chiltern

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

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Top Guest favourite
A charming exterior of The Hideaway features rustic wooden paneling adorned with climbing plants. An external staircase leads to a private entrance on the first floor. A small seating area with a blue table and chairs is set among neatly arranged flower pots, creating a cozy garden space.
Loft in Bromham
5 out of 5 average rating, 224 reviews

The Hideaway Loft. Pool*, Sauna, Gym, Yoga classes

The Hideaway is nestled in the Wiltshire countryside on a four acre smallholding near to the foothills of Roundway Down. It is a self-contained 1st floor studio, adjacent to the hosts property, surrounded by sheep, donkeys, dogs, chickens, a pony and large African tortoise. The opportunity to feed the lambs during springtime can be arranged. *Guests are welcome to use the family pool during the summer months (June-September) as well as sauna, gym and onsite yoga classes (arranged after booking).

Top Guest favourite
The exterior of a charming oak-framed cottage is showcased, surrounded by a colorful garden filled with various flowers. A gravel path leads to a welcoming porch, framed by thriving greenery and rose bushes, inviting guests to explore the peaceful outdoor environment.
Guest suite in Old Basing
5 out of 5 average rating, 227 reviews

Rural Retreat. Comfort, style, views and garden.

Guest suite in wing of oak framed cottage. Situated in farmland between 2 picturesque villages, Old Basing and Newnham . Charming sitting room with log burner Spacious garden and terrace with covered verandah and furniture Simple DIY breakfast provided Private entrance King bed Great base for exploring country gardens and houses of Hampshire. Convenient for London, Winchester, Farnham, Windsor, Highclere Please note the location, vehicle required - 35 min walk to village and shops 2.5 miles +

Top Guest favourite
The image showcases the side of the canal boat named 'Rainbow's End,' with decorative lettering and vibrant plants in planters. Two empty wine glasses are positioned in the foreground, alongside a bottle of sparkling wine, inviting relaxation in a serene outdoor setting.
Boat in West Yorkshire
4.99 out of 5 average rating, 162 reviews

Luxury 1 bedroom canal boat on private mooring

Whether your looking for a romantic getaway or a weekend break Rainbows End is situated in the heart of the Yorkshire countryside between the famous Bingley Five Rise locks and the world heritage village of Saltaire. No matter what the season you can laze away the summer days out on the private deck or take a steady Autumn stroll through the beautiful Hirst Wood nature reserve. Perhaps a winter's trip to Howarth for lunch, but don't worry its cocoa next to the stove when you get back home.

Top Guest favourite
A contemporary barn structure with stone walls is positioned on a grassy hillside. Mist gently blankets the valley below, revealing a serene landscape of rolling hills and distant houses. The sky above showcases a clear blue, enhancing the tranquil ambiance.
Barn in Uppermill
4.99 out of 5 average rating, 321 reviews

Amazing Space in an Amazing Place

Unique, spacious, contemporary barn with unsurpassed views of Saddleworth and beyond. The barn is 1100ft up on the edge of Peak National Park with complete privacy, far enough away from it all yet within walking distance to two excellent local pubs! What's not to like? If you are looking for the perfect spot to unwind, with all mod cons, take long walks or bike rides with breathtaking views, this is the place for you. High spec space, well equipped with all the essentials. Ample parking.

Top Guest favourite
The wooden cabin is surrounded by lush greenery, featuring a spacious veranda adorned with festoon lights. A hammock is suspended on the porch, inviting relaxation. Sunlight filters through the trees, creating a serene atmosphere in the peaceful outdoor setting.
Cabin in Wellington
5 out of 5 average rating, 440 reviews

Countryside Cabin with Hot Tub and Tree Deck

Pear Tree Cabin is located in the quiet and peaceful hamlet of Ham in Somerset, sitting in the grounds of a seventeenth century thatched cottage on a quiet country lane surrounded by beautiful countryside. Relax in the hot tub spa after a busy day or share a drink on the tree deck built into a 400 year old Oak tree. Cook in a fully equipped kitchen or enjoy the rain whilst sat in a rocking chair. Snooze in a hammock and then relax in front of a film before heading to a comfy king size bed.

Top Guest favourite
A woodland cabin is nestled among trees, featuring a wooden deck that extends outward. The structure has a sloped roof and large windows, allowing natural light to filter in. Surrounding foliage provides a verdant backdrop, enhancing the tranquil setting.
Cabin in Monmouthshire
5 out of 5 average rating, 106 reviews

Ty Nant Treehouse with covered hot tub

As you enjoy the short buggy ride down to the far end of our woodland you will be astounded when you come across our beautiful woodland cabin set in the treetops. You will immediately feel relaxed as you immerse yourself in the surrounding nature. Lounging chairs on the decking provide the perfect place for your morning coffee listening to the birds sing and soak away your stress in the wood fired hot tub then cosy up in front of the log burner and enjoy the tranquility of the woodland.

Top Guest favourite
The rustic cabin is illuminated by warm light, creating a cozy ambiance at dusk. Outdoor seating is provided near a fire pit, with decorative bunting adding charm. Surrounding trees and a well-maintained lawn enhance the tranquil rural setting.
Tiny home in Cwmann
4.99 out of 5 average rating, 296 reviews

Cosy Cabin with Highland Cows, Telescope & Firepit

'Bluehill Cabin' (the old pig shed) provides a private haven of comfort & peace. A cosy Welsh Countryside Escape, with stunning views & dark, star filled skies. Totally relax and enjoy the views. With a Telescope to look out across the Welsh Hills & Stargaze, enjoy the Fire-Pit & watch the sun go down. An up-close HIGHLAND COW EXPERIENCE is available for guests only, to book on arrival. Close to forest tracks and the beaches of Aberaeron & New Quay for dolphin spotting & watersports.

Top Guest favourite
A modern barn conversion is featured, showcasing large glass doors that provide ample natural light. Outdoor seating is arranged on a paved area, surrounded by well-maintained grass and bordered by wooden fencing. Lush greenery and hills are visible in the background.
Barn in Devon
4.99 out of 5 average rating, 146 reviews

Barn - spectacular country views

A delightful recently renovated detached barn conversion in a peaceful location on the outskirts of the pretty Devon village of Hemyock, set in the Blackdown Hills AONB with no street lighting and stunning views across the Culm Valley. Perfect for a rural getaway and exploring the South West with many countryside walks on your doorstep and pubs nearby. We are located between north and south coasts so stunning beaches on hand as well as two national parks, Exmoor and Dartmoor.

Top Guest favourite
Place to stay in Wadhurst
4.99 out of 5 average rating, 592 reviews

Luxury architectural retreat/ East Sussex views

Oliveswood barn a self contained contemporary Architect designed Barn is a luxurious couples retreat, a detached structure surrounded by beautiful AONB countryside with outstanding views. Dog friendly. Close to many famous houses and gardens ,Sissinghurst Castle, Great Dixter, Chartwell, Batemans and Scotney Castle. The Spa town of Royal Tunbridge Wells is a 20 minute drive away. Wadhurst our nearest village has 2 small supermarkets, great butcher, deli, 2 pubs and takeaways.

Top Guest favourite
A cozy seating area features two grey armchairs positioned near a modern wood-burning stove. Large windows provide views of the mountainous landscape and sea loch, while a soft light emanates from a nearby lamp. A coffee table with a small plant adds a touch of nature.
Cottage in Kylesku
4.98 out of 5 average rating, 194 reviews

The Kylesku Kabin- luxurious wilderness

A luxuriously appointed property situated on the NC500 overlooking some of the most iconic mountains and sea lochs of Assynt. Kylesku Kabin has been fully renovated by acclaimed architect Helen Lucas and is owned by the previous owners of the nationally recognised multi-award winning Kylesku Hotel, which is within walking distance. The property features a luxurious spa bathroom, including steam room and inspirational open plan living space, designer kitchen and garden.

Top Guest favourite
The exterior of the cottage features a combination of stone and slate with traditional windows. A small patio area is visible, surrounded by grass and mature shrubs, providing a cozy, sheltered outdoor space. The setting evokes a peaceful garden atmosphere.
Home in Highland Council
4.99 out of 5 average rating, 103 reviews

The Coach House at Manse House

Make some memories at this unique and friendly place. Originally the Coach House of the 18th century listed Manse House, the property was sympathetically converted in 2004. The property lies in the gardens of the Manse in central Tain. It has great access to the main visitor attractions of the Eastern Highlands and makes a great place to relax or to use as a comfortable spot from which to explore the Highlands. Pets are welcome. License Number HI-20436 EPC F

Top Guest favourite
Cottage in Bewerley
5 out of 5 average rating, 368 reviews

The End Place - A romantic hideaway for two

The End Place is a self-contained cottage adjoining Moorhouse Cottage. Downstairs is open plan, comprising a fully equipped kitchen and a living area with wood burning stove. A glass wall ensures uninterrupted views across Nidderdale Area of Outstanding Natural Beauty, as well as starry-night skyscapes. Upstairs opens out into a magical, fairy-lit, vaulted bedroom with a king size brass bed adorned with crisp linen and includes en suite with shower.

Popular amenities for Chiltern family-friendly rentals

When is the best time to visit Chiltern?

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Avg. price$311 NZD$291 NZD$323 NZD$321 NZD$335 NZD$387 NZD$395 NZD$422 NZD$410 NZD$328 NZD$305 NZD$338 NZD
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Quick stats about holiday rentals that are family-friendly in Chiltern

  • Total holiday rentals

    Explore 210 holiday rentals in Chiltern

  • Nightly prices starting at

    Chiltern holiday rentals start at $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,710 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    210 of Chiltern holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Chiltern rentals

  • 4.8 Average rating

    Chiltern stays are highly rated by guests—averaging 4.8 out of 5!