
Family-friendly holiday rentals in Willesborough
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Top-rated family-friendly rentals in Willesborough
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The Old Bicycle Shop - Chilham
Once the old Raleigh Bicycle shop in the historical village of Chilham, the accommodation has recently been renovated to an exceptionally high standard and is ready to welcome guests. This property is for a maximum of 2 adults with Super King bed. Generally i will be available to answer any questions and if i am not around then can be contacted on my mobile. Chilham features a beautifully preserved medieval square. Just off the Square: - Chilham Castle with its landscaped gardens & parkland - Medieval St Mary's Church - 4000-year-old Juliberrie Barrow. - Tea rooms - Woolpack Inn - White Horse Inn Other local highlights: - Local vineyard with tours - Chilham Lake (fishing) - Kings Wood & Downs - cycle & walk Chilham train station is a 10 minute walk from the property with links to Ashford International (10 mins) and the high speed line to St Pancras in London from Ashford (35 minutes). Canterbury is 10 minutes in the other direction, onward to Margate (about 25 minutes). If you have a day out in London the last trains leave London around 0015. The main bus stop in Chilham is a 4 minute walk from the property with buses to Ashford and Canterbury . If you go out in Canterbury for the evening, the last train back is around 2240 and if you are out later, taxis are available back to Chilham at a cost of around £15-£20.

Romantic Off-Grid Cabin w/ Sunset View, Canterbury
A romantic cabin with sunset views all to yourself. Tucked in its own 15 acre field in the Kent Downs AONB, this off-grid cabin is a peaceful and completely private escape just 6 miles from Canterbury. Perfect for slow mornings, countryside walks and fireside evenings watching the sunset. - No neighbours – secluded 15 acres - Sunset views of nature - Total peace and no light pollution – incredible stars - Dog-friendly - Country walks - Fully off-grid (but with hot water, kitchen & wood burner)

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.

Plantagenet: A Historic Country Cottage with Pool
A delightful and unique country cottage with historic links to the Plantagenet Kings of England. Tucked away in mature gardens with views over the Eastwell Manor estate, it’s spacious, private and full of character. Enjoy the heated outdoor pool in summer, optional hot tub, rustic outdoor shower, BBQ, garden games, exploring the beautiful Kent countryside, great pubs, beaches, Canterbury, Folkestone, Ashford Designer Outlet, farm shops & plenty more - or simply just chill and enjoy the cottage!

The Honey Barn
Reconnect with nature at this unforgettable escape. Set in the beautiful Kent countryside off of a country lane overlooking fields with stunning views towards the village of Mersham. Relax and enjoy countryside walks, where you can spot the local farm animals, sheep and lambs in the spring, and the gentle trot of horses along the lane from the nearby stables. Although the honey barn is set in the countryside, you are never far away from local stores and the local pub is a 10-15 minute walk.

Rustic 2 Bed South Stable. Heart of the Kent Downs
The South Stable is a unique, recently redecorated stable with a little bit of Morden rustic country living thrown in. A beautiful renovation with wool carpets, handmade kitchen and top-end appliances, its scrumptious dark green bathroom with walk-in shower, roll-top bath and plaster walls. We've furnished the with many modern touches, large original art, pottery, uncovered original beams, oak storage, and a complete underfloor heating system. We look forward to welcoming you. Andrew & Rachel

Watermill, beautiful village of Wye, North Downs
Listed watermill, mentioned in Domesday book, converted into a Georgian house in 1776, set in 8 acres, 100m from train station (Canterbury and London ). Wye has restaurants, pubs and shops in the village. Accommodation is in the old Mill, with 5 bedrooms (2 ensuite), (sometimes an extra bedroom and bathroom), a fully fitted new kitchen, a grand dining-sitting room over the river. Private terrace overlooking river, and 3-acre island , rowboat, wild water swimming. We welcome up to 2 dogs.

Shepherd's Hut with private tennis court
Spacious Shepherd's hut with a view from your bed of the Wye Crown in a designated AONB (area of outstanding natural beauty). Our location offers a mix of rural and town experiences, at the foot of the North Downs and the Pilgrim's Way for fantastic walks and cycle rides. One mile from the thriving village of Wye with pubs, great restaurants and shops for essentials. Further evening entertainment in nearby Canterbury (15 minutes by car or train) and wonderful beaches within easy reach.

Cottage with a view.
Our Idyllic cottage which is set in the country side overlooking the north downs, which offers two guest accommodation. It is separate from the main family home which offers a cosy/secluded space with an open-plan kitchen and living area. It is a relaxing place to spend many an hour watching the wildlife and enjoying the sights and sounds of Kent We have installed for your enjoyment day & night vision cameras so you can watch the birds and ducks by day and badgers and foxes at night.

The Midnight Express; Magical Bus, Hot Tub+ Views!
Probably the most magical bus stay in the UK, inspired by the romance of the Orient Express & Harry Potter ✨ Set in peaceful countryside near Canterbury, with epic views, the Midnight Express is a one-of-a-kind converted double-decker bus for couples, families, and small groups seeking a cosy, playful stay. With a hot tub, gaming area in the driver’s seat, cinema snug, log burner, private garden, and separate First Class Waiting Room, it feels like a magical little world of its own.

Entire House With Garden & Parking Nr Ashford Int
This victorian property is semi detached, 2 bedrooms, patio, garden, parking, WiFi, and recently refurbished kitchen and bathroom. Within walking distance from Ashford International Station and The Designer Shopping Outlet. Convenience stores, bus / train routes and lovely walks are all close by. It's a nice neighbourhood and the house has everything you need for a stay in Ashford. I'm always happy to answer any questions you may have before and during your stay :)

cosy and peaceful near Ashford town centre
This property has a relaxing feel with spacious back garden, free street parking, WiFi, mordern kitchen and bathroom. Within walking distance from Ashford International Station and The Designer Shopping Outlet. Convenience stores, bus / train routes and lovely walks are all close by. It's a nice neighbourhood and the house has everything you need for a stay in Ashford. I'm happy to answer any questions you may have before and during your stay
Popular amenities for Willesborough family-friendly rentals
Family-friendly home rentals with a hot tub

The Wren Pod

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

Romantic Hideaway & Hot tub in Kent Countryside.

Romantic countryside hideaway

Romantic Luxury Retreat | Hot Tub & Sunset Views

Kent’s Romantic Shepherd's Hut - The Hide

Romantic Getaway with Hot Tub for 2

Luxury Shepherd's Hut with Hot Tub
Family- and pet-friendly home rentals

Big Cat Lodge - Close to port and Eurotunnel

The Old Log Cabin at Dungeness

Lavender Hut

Quiet & secluded for work, moving home or holidays

Beautiful barn on the South Downs Way

Pendana - Beech House

Glamping at Blandred Farm Shepherd's Hut

The Hay Loft, Idyllic Rural Sussex Retreat
Family-friendly home rentals with a pool

Stay and Swim at our home & private indoor pool.

Secluded Shepherds Hut with Heated Pool & Firepit

The Old Stable

Alpaca Lodge

The Retreat - Sleeps 6 Nr Dover Pool Parking &Wifi

Badgers Den - Covehurst Bay Holiday Cottage

Pigeon Hole, Organic Vineyard stay with Pool.

Cosy spacious barn ideal for exploring Kent
When is the best time to visit Willesborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £139 | £130 | £133 | £136 | £143 | £153 | £162 | £173 | £130 | £123 | £128 | £136 |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
Quick stats about holiday rentals that are family-friendly in Willesborough

Total holiday rentals
Explore 50 holiday rentals in Willesborough

Nightly prices starting at
Willesborough holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 750 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of Willesborough holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Willesborough rentals

4.7 Average rating
Willesborough stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with a patio Willesborough
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- Family-friendly rentals Kent
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- The O2
- Tower Bridge
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- Borough Market
- Brockwell Park
- London Stadium
- The Oval
- Queen Elizabeth Olympic Park, London
- Victoria Park
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- Dreamland Margate
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- The Shard
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- Tower of London
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