Family-friendly holiday rentals in Dover

Beautiful and peaceful getaway.

Welcome to Maddiesons. Come and relax and explore White Cliffs Country. It has its own private garden with amazing views, set within the grounds of our home surrounded by the Kent Downs Area of Outstanding Natural Beauty (AONB) and National Trust Area. On the doorstep there are stunning coastal path walks along the White Cliffs of Dover - St. Margarets Bay beach - South Foreland Lighthouse and a national cycle route. An ideal base to explore White Cliffs Country and its surrounding areas.

The Cabin Log fire cosy home. Sleeps 4

Welcome to your own private cabin. Tucked away on a valley road with close proximity to the seaside, the Downs, Dover Castle and the White Cliffs, this cabin provides a perfect base for exploring all that Kent has to offer. Beautifully furnished in a modern/rustic style, with private parking, a fully kitted kitchen, a log fire, spacious decking and garden, and a lovely scent of pine wood as you step through the door, this cabin provides everything you need for a cosy and memorable getaway.

Luxury apartment near Dover Castle

A beautiful garden level apartment in an historic townhouse moments from Dover Castle, the White Cliffs and the Port. Furnished with antiques and flooded with natural light, this peaceful, self-contained space offers a private entrance, a double bedroom with en-suite, an open-plan lounge, kitchen and study area and use of our charming garden. Enjoy a complimentary continental breakfast each morning. Small pets and infants are very welcome and free on-street parking (with permit) is included.

Little Cottage by the sea

Take it easy at this unique and tranquil getaway. Lovely cosy cottage ideal for a couples getaway from it all. The Cottage is a 6 min drive from the beach or a lovely 20 min walk taking in the woods along the way. St Margaret’s at Cliffe is a 10 min drive and has a lovely secluded beach with a cabin selling teas coffee bacon rolls and ice cream 🍨 and a lovely pub The Coastguard . Deal town is about 10 mins drive away and has a wealth of shops and restaurants. Great market on Saturdays

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.

The Calf Shed - On A Real Working Farm, AONB, Kent

Breakfast is included! Chilton Farmyard B&B offers an unusual farm stay in Kent, where, if you like, you can meet the calves, cows and ponies. Situated in the peaceful Alkham Valley ( AONB) between Dover and Canterbury, our B&B will cater for anything from family walking holidays to romantic getaways. With a multitude of footpaths, we have the ideal location for a dog-friendly break. Parks, pubs and tea rooms can be included on rambling routes, with many lovely beaches nearby.

Beautiful bolthole near the White Cliffs of Dover

Located 5 minutes walk away from the White Cliffs of Dover, the granary is a converted timber frame building set in the garden of a 16th century Kentish farmhouse and 1 km away from the beautiful seaside village of St Margaret's-at-Cliffe. Featuring exposed beams, wattle and daub walls and many original features including staddlestones and a handcrafted spiral staircase leading to a mezzanine sleeping area, the granary has a lovely feel and is very light, warm and cosy.

Oak Lodge @ The Oaks Retreat

This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Oak Lodge offers 2 king size bedrooms fully customized with high-end finishes which to need to be seen in person to be fully appreciated. Our Wellness area is equipped with a log burning sauna, a cold plunge and outdoor shower.

Entire Garden Flat with king size bed.

Lovely large victorian Garden Flat with King Size Bed. Entire use inc. off street parking & garden in the Kent Downs in an area of outstanding natural beauty (AONB). Previously part of a convent in the historic village of Temple Ewell. Close to Dover port & the Eurotunnel terminal. A 4 min walk from Kearsney railway station, direct HS1 trains to London from Dover station. 1 min to bus stop 20 mins to Canterbury. 5 mins walk to beautiful Kearsney Abbey.

Stay and Swim at our home & private indoor pool.

Relax with the whole family at this peaceful place to stay. Stay and Swim is just a couple of minutes walk from the beach at Westbay and the indoor pool, with endless swim current, is available all year round. The property has a private garden with seating area and newly refurbished rooms with sky views. Rest assured Nick holds a Level 3 qualification in pool plant operation so we know to make sure the pool is always clean and healthy.

The Annexe Close to Dover Port

The Annexe is a stylish, 2 bed, family friendly property, 5 minute drive from Dover Port and Dover Castle, Suitable for 2 adults and 2 children or 2 Adults. The property consists of 1 King Bedroom and 1 very small box bedroom with bunk beds, Open plan kitchen and living area, Shower room and Patio garden area. The property is based at the rear of the main house and access is via a gravel path.

'Stones Throw' Our treasured cottage by the sea

Welcome to our much loved cottage, literally 'a stone's throw' from the sea. We have made so many magical memories here and we want to share our experience by opening up our home to guests. Perfectly set up for a family holiday our cottage is on a small lane with a pub at either end. Cosy and comfortable we have put much love into creating this home. We hope you enjoy it as much as we do.