Family-friendly holiday rentals in Wealden

Guesthouse in East Hoathly

The Little Cabin by the Lake

Relax and unwind in our cosy woodland cabin, a peaceful hideaway nestled beside a tranquil lake and surrounded by ancient trees. Enjoy morning coffee or outdoor dining on the large decking area or just relax whilst fishing. In spring, the woods come alive with bluebells and delicate flowers, creating enchanting mornings and nature-filled days. In summer, bask in long golden evenings; in autumn, watch the leaves turn rich shades over the lake. Ideal for couples seeking peace, nature, and comfort.

KitchenFamilyBiking

4.96 out of 5 average rating, 689 reviews

4.98 out of 5 average rating, 222 reviews

The living space features an L-shaped blue sofa adorned with patterned cushions, inviting relaxation. A wooden dining area and well-equipped kitchen are visible, along with decorative lighting fixtures above. The rustic timber walls and vibrant textiles contribute to a cozy ambiance, with a staircase leading to the mezzanine.

Cabin in Firle

Spacious rustic cabin in beautiful national park

Caburn Cabin is in Firle Village in the South Downs national park. Our spacious timber cabin sleeps up to four people. It has a warm rustic charm whilst being fully equipped with modern facilities. There is a rear private deck with seating. Ideal for romantic escapes or active holidays. Enjoy the outdoors by foot & bike direct from the cabin. The local pub & village shop are just 10 minutes walk. Perfect for Glyndebourne, Charleston & Firle weddings or explore nearby towns of Lewes or Brighton.

KitchenFamilyHiking

4.9 out of 5 average rating, 397 reviews

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

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.

Indoor spacesKitchenSleep quality

4.99 out of 5 average rating, 149 reviews

A charming treehouse, built from cedar wood, is nestled among lush greenery. The structure features a conical roof and large, arched windows. A wooden boardwalk with steps leads to the entrance, surrounded by vibrant leaves and natural scenery.

Treehouse in Mayfield

Luxurious, picture-perfect, stunning treehouse

Hoots Treehouse is a picture-perfect, romantic, luxurious treehouse with all mod cons in an area of outstanding natural beauty - only 45 minutes south of M25. Clad in aromatic cedar wood, beautifully furnished - ideal private, woodland retreat for couples. Can also comfortably sleep up to 2 children (from 5 years) on single mattresses in loft area accessed by a ladder and hatch. NOT SUITABLE FOR 4 ADULTS. A wonderful place to chill-out and lose yourself - you won't want to leave! Sheer bliss!

FamilyIndoor spacesAccess

4.96 out of 5 average rating, 176 reviews

Sleeps up to 12, Large cottage with stunning views

Maylea, lovingly renovated self contained holiday let in a beautiful rural area. Positioned on the second highest spot in Sussex within easy driving distance to many fabulous locations. The perfect escape for peace and quiet or maybe a glass of something in the kitchen whilst cooking on the Range. The house is a cosy retreat with endless supply of logs. Pets are welcome. First and Foremost Maylea is a Wonderful family home, Rich in timeless memories of fun, laughter and great times together.

KitchenFamilyAccess

Guesthouse in East Hoathly

Romantic Floating Cabin -‘The Water Snug’

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 every room. 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.

Indoor spacesFamilyCheckout

4.94 out of 5 average rating, 207 reviews

4.97 out of 5 average rating, 298 reviews

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 East Sussex

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.

KitchenIndoor spacesLong stay

Guesthouse in East Sussex

A private entrance to the Annex is framed by two potted greenery, enhancing the inviting pathway. The door, crafted from wood, is highlighted by natural light filtering through surrounding foliage, illuminating the gravel path and textured wall.

Cosy Woodland Annex

Adjoining historic Heathfield Park, surrounded by woodland & wildlife. This detached, self-contained Annex in the grounds of our home. The space has been transformed into a cosy woodland retreat flooded with natural light. It has a secure private entrance & ample off-street parking. The lounge has a wood burning stove stocked with logs from our garden. The accommodation is ideal for a family of 4 or 2 couples, the bedroom has a kingsize bed and there's a kingsize sofa bed in the lounge.

FamilyIndoor spacesParking

4.97 out of 5 average rating, 430 reviews

4.95 out of 5 average rating, 100 reviews

The charming exterior of the cottage features a combination of red brick and stone, with a pitched gray roof. A covered entrance is flanked by small potted plants, and a spacious outdoor area includes a picnic table, surrounded by wooden fencing and lush greenery.

Cottage in Wadhurst

Castle Cottage, Wadhurst

Wadhurst Castle Cottage is a charming Regency self catering holiday cottage with well proportioned rooms, creating a light, spacious holiday home for up to 6 guests in 3 bedrooms, with sofa bed available in the sitting room. It has its own small secluded garden and is located in the parkland of historic Wadhurst Castle Estate, near Royal Tunbridge Wells and within easy reach of the seaside, London and Gatwick. It is well positioned for visiting a wealth of National Trust properties.

Indoor spacesFamilySleep quality

4.94 out of 5 average rating, 218 reviews

A spacious barn-style home is showcased against a clear sky, featuring a stone façade and large windows. A grassy lawn extends in front, with shadows cast by trees. Outdoor seating is positioned on a patio area, and a swing set is visible in the background.

Barn in Milton Street

Beautiful barn on the South Downs Way

Beautiful barn, perfect for walkers, also great as a comfortable and spacious base for exploring the local countryside. Local cultural attractions include Glyndebourne, Drusilla's Park, South Downs Way. This spacious artist's home is located right on the South Downs Way, and it is only about an hour and a half walk to the coast at Exceat. There is a tree house for kids, a couple of swing seats for chilling out on, and the Cuckmere runs through the bottom of the garden.

FamilyKitchenLong stay

4.95 out of 5 average rating, 904 reviews

A charming chalet-inspired studio barn is surrounded by lush greenery, featuring wooden exterior siding and a gently sloped roof. Sunlight filters through the trees, illuminating the inviting entrance and the landscaped garden area in front.

Guesthouse in Buxted

Stunning Studio Barn, Buxted

Our chalet-inspired studio barn, with vaulted ceilings and oak beams, is light and airy in the summer and beautifully warm and cosy in the winter, with underfloor heating throughout. It is completely self-contained, with a separate entrance from the adjacent family house. With a sumptuous superking bed (or two twins), sofa bed, unlimited fast WiFi and HDTV, you are assured of a relaxing and welcoming stay in a family-friendly setting in the East Sussex countryside.

KitchenFamilyNearby

Guesthouse in East Hoathly

The rustic cabin is surrounded by lush greenery, featuring a spacious outdoor patio area with comfortable seating and an umbrella for shade. Bifold doors provide access to the interior space, seamlessly connecting the outside with the open-plan living area. Towering trees offer a serene backdrop.

The Dragons Nest

Take it easy and get back to nature at this unique and tranquil getaway in a beautifully crafted, rustic cabin nestled in ancient woodland among the stunning countryside of East Sussex. A minutes drive from the timeless village of East Hoathly. The Dragons Nest and relaxing garden patio area is screened off with living forest walls so you can relax and enjoy your privacy. The main house is situated nearby (the side/back of the house is roughly 8 meters away

KitchenFamilyWalkability

4.89 out of 5 average rating, 232 reviews

Popular amenities for Wealden family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Tiny home in Furners Green

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.

Delightful Double Decker Bus with Hot Tub sleeps 4

Indoor spacesKitchenTV

4.9 out of 5 average rating, 137 reviews

4.86 out of 5 average rating, 121 reviews

A modern lodge with a unique angled roof is complemented by a wooden hot tub situated on a wooden platform in the grassy yard. A spacious deck leads to the entrance, surrounded by a wooden fence and greenery, under a clear sky.

Farm stay in Ninfield

Farm retreat with hot tub/ sauna/ wild swimming

KitchenFamilyDecor

Shepherd’s hut in Barcombe

A shepherd's hut is set against a vibrant sunset sky, with hues of orange and pink illuminating the horizon. The surrounding meadow features lush greenery and a few grazing sheep, enhancing the serene and rural atmosphere.

A gloriously secluded Shepherds Hut close to Lewes

FamilyIndoor spacesCheckout

4.98 out of 5 average rating, 256 reviews

4.99 out of 5 average rating, 258 reviews

A spacious dining area is furnished with a wooden dining table surrounded by brown chairs. Soft lighting is provided by woven pendant lamps above. A comfortable living space can be seen in the background, featuring grey sofas and a log burner, against a backdrop of exposed stone walls.

Barn in Battle

➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!

KitchenIndoor spacesNearby

4.92 out of 5 average rating, 260 reviews

Barn in Hellingly

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

Indoor spacesFamilySolo travel

Shepherd’s hut in Laughton

Shepherds hut, wonderful views, Alpacas & HotTub

FamilyIndoor spacesGetting around

4.95 out of 5 average rating, 387 reviews

4.92 out of 5 average rating, 460 reviews

A handcrafted lofted sleeping area is supported by exposed wooden beams, featuring a cozy bed with a patterned duvet cover. Below, a turquoise sofa with colorful accent pillows invites relaxation, alongside a low wooden coffee table. Large windows offer views of the surrounding greenery.

Tiny home in Colgate

Beautiful hand-crafted woodland cabin with hot tub

Indoor spacesFamilyLong stay

Tiny home in Furners Green

Unique American School Bus Meadow Escape+Hot Tub

FamilyKitchenHospitality

4.96 out of 5 average rating, 156 reviews

Family- and pet-friendly home rentals

The rustic stone cottage is framed by a green lawn and a picket fence. Bright yellow daffodils in the foreground add a touch of color. Mature trees provide shade, while the blue sky enhances the serene countryside setting.

4.98 out of 5 average rating, 148 reviews

Comfortable 17th century cottage in rural location

FamilyKitchenAmenities

4.93 out of 5 average rating, 138 reviews

The off-grid cabin is set within an open meadow, surrounded by trees and open fields. The structure features large windows, allowing ample natural light inside. Outdoor seating is present, creating an inviting space for relaxation in nature.

Tiny home in Whitesmith

Romantic Off-Grid Cabin Ft Beachy Head Hike

KitchenIndoor spacesWalkability

4.98 out of 5 average rating, 128 reviews

An open-plan studio space is highlighted by a spacious double bed, layered with a patterned blanket. Skylights allow natural light to fill the room. Built-in bunks are set against one wall, providing cozy sleeping options for children.

Guest suite in Plumpton

Little Strollings, in a rural Sussex village

Indoor spacesFamilyQuiet

Bungalow in Rushlake Green

The Stables.

KitchenFamilyTV

4.97 out of 5 average rating, 114 reviews

4.85 out of 5 average rating, 116 reviews

An exterior view of a converted barn is presented, featuring a rustic wooden structure with a gabled roof. A green lawn surrounds the building, which is bordered by a brick wall and contains a set of white outdoor chairs arranged around a table.

Barn in Horam

Quaint Cottage on Working Farm

Indoor spacesKitchenCleanliness

4.87 out of 5 average rating, 149 reviews

The exterior of a charming two-story cottage features a white facade with black timber framing. A small terrace with four chairs is visible, surrounded by greenery. The roof is finished with traditional tiles, and several chimneys add character to the building.

Cottage in Mayfield

Grade II Listed 2 Bed Cottage in stunning Village

Indoor spacesFamilyCondition

Shepherd’s hut in Chiddingly

The exterior of a charming blue hut is framed by lush greenery under a clear sky. A small patio area features two comfortable chairs and a fire pit table, providing a relaxing space to enjoy the scenic views of the adjoining fields.

Quirky Shepherd's Hut Off-grid

FamilyIndoor spacesBackyard

4.83 out of 5 average rating, 136 reviews

4.99 out of 5 average rating, 104 reviews

The cottage features a traditional two-story design with a charming thatched roof and black timber framing. Lush greenery surrounds the property, while a well-maintained garden showcases colorful flower beds and an expansive lawn, inviting relaxation and outdoor exploration.

Home in East Sussex

Beautiful Countryside Cottage

KitchenIndoor spacesParking

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 285 reviews

The eco-friendly guest house is featured with a wooden facade, reflecting the blue sky. The view showcases a serene swimming pool, bordered by landscaped greenery, offering a tranquil outdoor space for relaxation.

Home in Cowfold

Amazing large pristine heated pool, country views

KitchenFamilyNearby

A cozy sitting area is presented with a plush couch and an armchair, complemented by decorative cushions. A large television sits atop a wooden cabinet. Natural light filters through the windows, enhancing the soft neutral tones and warm accents of the room.

4.96 out of 5 average rating, 274 reviews

Cottage with tennis court and pool

FamilyKitchenLocation

The indoor swimming pool features clear, inviting water surrounded by lush greenery. Large windows allow natural light to fill the space, offering views of the private garden. Comfortable seating is positioned along the edges, creating a relaxing atmosphere for guests.

4.97 out of 5 average rating, 315 reviews

Badgers Den - Covehurst Bay Holiday Cottage

KitchenIndoor spacesBreakfast

4.98 out of 5 average rating, 453 reviews

Cabin in Pyecombe

Duck Lodge B&B, Luxury Log Cabin with Hot Tub

FamilyIndoor spacesSleep quality

5.0 out of 5 average rating, 238 reviews

A spacious interior features a rustic charm with exposed wooden beams and brickwork. A large bed is centered in the room, complemented by a comfortable sofa and a vintage trunk. A desk and chair provide a workspace, while large windows allow natural light to fill the space.

Barn in Kent

The Pool Shed with heated swimming pool (may-sept)

KitchenIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 114 reviews

Farm stay in Charing

Apple Blues Farm

FamilyIndoor spacesSleep quality

Guesthouse in Pevensey Bay

A charming holiday home is depicted with a fenced deck area, featuring decorative shrubs in stone landscaping. Large windows allow natural light into the interior. The exterior is finished in soft tones, complemented by a black hanging chair and a well-maintained setting.

Pevensey Bay Holiday Home

Indoor spacesKitchenHeating

4.89 out of 5 average rating, 183 reviews