Family-friendly holiday rentals in Wealden

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Top-rated family-friendly rentals in Wealden

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

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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, 124 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 spacious living area is highlighted by large windows offering views of the surrounding greenery. A comfortable sofa and an ottoman complement a soft area rug. A television and a small lamp add functionality, while houseplants contribute to the relaxed ambiance.
Apartment in Hadlow Down
4.98 out of 5 average rating, 170 reviews

Peaceful spacious country barn with amazing views

Gunbanks Farm TN225HS is in the heart of the Sussex countryside in an area of outstanding natural beauty. It is a peaceful retreat to escape the stress of daily living. Tucked away down a private drive with easy parking. There is an outside space to sit and relax. The barn is spacious and sociable. There is a working forge just by the barn. Occasionally there will be farriers making shoes and wrought iron pieces. You will see evidence of this around the garden with beautiful horseshoe balls.

Top guest favourite
A modern cabin, constructed from wood, is illuminated by warm light against a nighttime backdrop of trees. A circular wood-burning hot tub, glowing with turquoise water, is positioned in the foreground, inviting a peaceful outdoor experience.
Shipping container in Whitesmith
4.97 out of 5 average rating, 120 reviews

Unique shipping container cabin in private woods

AS SEEN ON TV ! George Clarkes Amazing Spaces Season 12 episode 1. Evergreen cabin is set in it's own private woodland in the heart of the East Sussex Countryside. The Cabin is a two story shipping container home with enormous picture windows bringing the outside in. A free cooking fire pit in the woods. Hampers are avalable as optional extras. The book "playing it by ear" is avalable at all good independent bookshops. The optional extra of a wood burning hottub **(£85 with bag of logs)**

Top guest favourite
The oak-framed cottage is set against a clear blue sky, showcasing solar panels on the sloped roof. A spacious lawn surrounds the building, and wooden patio furniture is visible on the sunlit terrace, inviting outdoor relaxation.
Home in Heathfield
4.9 out of 5 average rating, 367 reviews

Jacks Cottage -

A beautiful oak framed building with great views of the south downs. Accommodation comprising of a comfortable lounge with TV and wifi and log burner. The kitchen is well equipped with a dishwasher, oven and microwave. One double bedroom downstairs with en suite shower room. Upstairs there is a mezzanine with two single beds and a sitting area above the lounge area with a bathroom with free standing bath. The outside space is a south facing patio with table and chairs and a BBQ is available.

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

Guest favourite
Guest house in East Hoathly
4.94 out of 5 average rating, 158 reviews

‘The Water Snug’ Beautiful Floating Cabin

Romantic lake cabin for two, floating on our peaceful one-acre lake in ancient woodland. Relax by the cosy log burner, cook in the fully fitted kitchen, and wake to magical lake views from the bedroom. In spring, enjoy the woodland with bluebells and delicate flowers; summer brings long golden evenings over the lake, and autumn paints the trees in rich, vibrant colours. Step outside to gentle ripples, watch wildlife, or visit East Hoathly village with its café, shop, and pub just minutes away.

Top guest favourite
A comfortable sleeping area features a king bed with dark throw blankets and decorative pillows. Flanking bedside tables hold stylish lamps. Artwork adorns the walls, while a small window allows natural light to enter, providing a view of the outdoor greenery.
Guest house in Crowborough
4.95 out of 5 average rating, 110 reviews

Double room in detached annex

Self contained double room in our detached garden annex with private off road parking and EV charging nearby. Equipped with a king bed, TV, waterfall shower and separate WC, hair dryer, kettle and mini fridge. Outside space with table and chairs for al fresco dining! Located close to the Ashdown Forest with plenty of country walks. We are a 15 minute drive from Royal Tunbridge Wells and an hour from London and the East Sussex coast. We are on hand in the main house for your convenience.

Guest favourite
Rooftop space is equipped with a circular hot tub and several wooden chairs with cushions. Soft lighting from string lights creates a relaxed ambiance, while the surrounding trees and open field provide a natural backdrop.
Tiny home in Danehill
4.88 out of 5 average rating, 104 reviews

Delightful Double Decker Bus with Hot Tub sleeps 4

Unique Stay in a fabulous converted DOUBLE DECKER BUS! Unwind in the rooftop Hot Tub after a day of wandering the Bluebell Woods, playing Crazy Golf on site, exploring the nearby Ashdown Forest or the local Vineyard for Wine Tasting or enjoying the onsite Ice Cream parlour. The bus boasts a super comfy double bed downstairs and European sized bunks up top! Heating upstairs & Down, as well as heated blankets to keep it nice and cozy in the colder months! Over 16s ONLY June through August

Superhost
Barn in Hellingly
4.91 out of 5 average rating, 190 reviews

The Barn, Hot tub, projector, Fire Pit, Pizza oven

Our Grade ll Barn is in a quiet countryside spot within driving distance of Eastbourne, Tunbridge Wells, Brighton and Hastings. This unique place has a style all of its own. A spacious home for a romantic getaway or a weekend adventure exploring the local beaches, walks & golf clubs The Barn is equipped with a hot tub, outdoor cinema screen, Ooni pizza oven, firepit/BBQ. We have a driveway which has space for two cars directly outside. *Please note our place is NOT suitable for children.

Top guest favourite
The exterior of the converted barn features a sloped roof with rustic shingles and wooden siding. A gravel driveway leads to the entrance, flanked by planters. Large windows offer views into the open interior, while trees provide a natural backdrop.
Barn in Chiddingly
4.97 out of 5 average rating, 271 reviews

The Cart Lodge a cosy rural hideaway

Situated in a secluded part of our 16th century farm, this detached, south facing cart barn has been converted to a very high standard. In an ideal location overlooking a large duck pond and with distant views to the South Downs. It is a great base for walking the Wealdway or cycling the Cuckoo Trail. Places to explore include Lewes and Eastbourne, 9 miles. Glyndebourne 6 miles. An excellent pub and restaurant is within a ten minute walk along country footpaths. The village shop 2 miles.

Top guest favourite
A private patio area is furnished with gray seating and a black metal coffee table. Surrounding the space, greenery and flowering plants create a serene environment, complemented by a decorative mirror reflecting the outdoor light.
Home in Buxted
4.99 out of 5 average rating, 183 reviews

A deluxe home to explore Sussex and beyond

This deluxe, dedicated two-bedroom accommodation is light, fresh and airy. A great base to relax in the garden and games room or explore Sussex, Kent and beyond. Situated is in a quiet cul-de-sac with lovely country walks on your doorstep. Also you are within easy driving distance of Ashdown Forest, the South Downs the coast, the Bluebell Railway and several National Trust properties. Buxted train station, offers easy access for shopping in the local town and is a direct line to London.

Top guest favourite
The rustic shepherd's hut features a dark wooden exterior with pale blue doors that open to a welcoming entrance. A small wooden staircase leads to the door, flanked by potted flowers. A cozy chair is positioned just inside, suggesting a comfortable retreat.
Shepherd’s hut in Ringmer
4.92 out of 5 average rating, 271 reviews

Blackbird shepherds hut

Blackbird Shepherds Hut is nestled on a rural estate, away from the bustle of the South East, just an hour from London. A natural habitat for wilderness. The spectacular landscape, dark night skies and breath-taking wildlife provide a truly inspirational escape. It is a very special place, handmade by the owners and full of artistic charms which provide an idyllic setting for a weekend escape or simply to immerse yourself in nature and have time to hear the dawn chorus and the owls.

Popular amenities for Wealden family-friendly rentals

When is the best time to visit Wealden?

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Avg. price$226 SGD$224 SGD$236 SGD$259 SGD$271 SGD$276 SGD$295 SGD$301 SGD$277 SGD$265 SGD$251 SGD$296 SGD
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Quick stats about holiday rentals that are family-friendly in Wealden

  • Total holiday rentals

    Explore 1,280 holiday rentals in Wealden

  • Nightly prices starting at

    Wealden holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 57,320 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 580 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    630 properties have a dedicated workspace

  • Wifi availability

    1,240 of Wealden holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wealden rentals

  • 4.8 Average rating

    Wealden stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Wealden’s top spots include Drusillas Park, Bewl Water and Bateman's

Destinations to explore