
Family-friendly holiday rentals in Wealden
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Top-rated family-friendly rentals in Wealden
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Secluded Shepherds hut in country location
Relax in the beautiful Sussex countryside. The hut has a hot water shower 2 sinks and a loo and a double bed. Inside the hut you have speakers to listen to your favourite tunes or relax with a book, a game of cards, Jenga or scrabble. Wake up and have a cup of tea or coffee with a view of either the fields or sheep that may be in the vicinity. Bring wellies as the fields are still wet. If you like dogs then mine will most likely come and visit (extremely friendly) No cooking facilities

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.

Quirky Shepherd's Hut Off-grid
Our new, beautifully crafted hut / tiny home has lovely views over the adjoining fields with stunning walks on the doorstep. A short walk across fields to the famous Six Bells pub with excellent beer, food and music and a short drive to Glyndebourne Fully equipped with shower, loo and cooking facilities. Garden furniture, BBQ and fire pit and private parking provided. Fitted with a vinyl record player so bring your records. Please note you are not in your own field but the location is private.

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 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.

Romantic Off-Grid Cabin Ft Beachy Head Hike
Escape the noise. Reconnect with nature. Our cosy off-grid cabin, Hwin, is set in an open meadow with sweeping countryside views and zero light pollution (perect for stargazing!) Fully off-grid, but with all the comforts: hot shower, king-size bed, full kitchen, and a wood-burning stove. - Panoramic views from bed - Dog-friendly with outdoor space to roam - 1km walk to the Six Bells pub (proper pub) - 3km from Gun Tap Room & Brewery - 30 mins to the Beachy Head to Seven Sisters coastal hike

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

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.

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.

Pigeon Hole, Organic Vineyard stay with Pool.
Woodland Shepherds Hut situated at Coes Farm an Organic Vineyard and Orchard making Natural wines and cider, 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room. We planted our 5 acre organic vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

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.

The Forest Den
Welcome to The Forest Den which has just been beautifully renovated offering a chic rural retreat. Forest Den is probably the closest accommodation to Pooh sticks bridge and set in the Heart of the Ashdown Forest with direct access into the famous 100 Acre Wood from AA Milne's Winnie the Pooh! Forest Den is a super cosy rural retreat offering a get away from it all lodge at the same time as offering all the creature comforts for a break. New for 2022… Alpacas!

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. The optional extra of a wood burning hottub **(£90 with enough logs to keep you going)** The hot tub will be heating up for your arrival.
Popular amenities for Wealden family-friendly rentals
Family-friendly home rentals with a hot tub

Treetops studio/treehouse, hot tub, wifi, Smart TV

Loft Conversion in A.O.N.B. Hot Tub. Lovely Views

The Bainden, with Private Hot Tub All Year Round

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

Luxury Spa Retreat: Sauna & Hot Tub

Romantic American School Bus Meadow Escape+Hot Tub

Glamping Pod + Wood Burning Hot Tub & Pizza Oven

Shepherds hut, wonderful views & 4 nosey alpacas.
Family- and pet-friendly home rentals

Tiny home with stunning views on 150 acres

Sleeps up to 12, Large cottage with stunning views

Hesmonds Oast Lodge. Cosy Cottage. Close to Pub.

Countryside views/Dog friendly/secure garden

Cosy 2 bed maisonette with parking by the coast

Barn conversion on farm

Modern 1 bed, converted shipping container.

Ticehurst Home with a view
Family-friendly home rentals with a pool

Spring Farm Sussex

Pine tree woodland retreat at Greensand

Amazing large pristine heated pool, country views

Bell Tent Glamping Single unit, self contained.

Plantagenet: A Historic Country Cottage with Pool

Cottage with tennis court and pool

Badgers Den - Covehurst Bay Holiday Cottage

The Pool Shed with heated swimming pool (may-sept)
When is the best time to visit Wealden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $262 SGD | $255 SGD | $269 SGD | $259 SGD | $270 SGD | $275 SGD | $294 SGD | $301 SGD | $277 SGD | $265 SGD | $251 SGD | $296 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 15°C | 17°C | 17°C | 15°C | 12°C | 8°C | 6°C |
Quick stats about holiday rentals that are family-friendly in Wealden

Total holiday rentals
Explore 1,300 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 57,690 verified reviews to help you choose

Pet-friendly holiday rentals
Find 580 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
590 properties have a dedicated workspace

Wifi availability
1,250 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
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- Family-friendly rentals East Sussex
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- South Downs National Park
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- The O2
- Buckingham Palace
- Marble Arch
- Wembley Stadium
- Tottenham Court Road
- Tower Bridge
- London Bridge
- Big Ben
- Trafalgar Square
- Emirates Stadium
- ExCeL London
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common
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