Pet-friendly vacation rentals in Maidstone District

The Barnyard

Kick back and relax in this calm and stylish architecturally designed countryside home. Recently built, with the focus on creating a high end holiday home which has been equipped to a very high standard. Situated in the heart of the wine producing area of the Kent countryside, with many local pubs and restaurants only a gentle stroll away. The beautiful contemporary design, with vaulted ceilings and polished concrete floors serve to provide a relaxing and stylish vacation for up to six guests.

Little Appleby

Dog friendly Little Appleby is located in Egerton, rural Kent, the Garden of England. We are well placed for the tunnel with Folkestone, Le Shuttle 20 miles away. Egerton adjacent to Pluckley boasts many lovely country walks with huge Dering woods walkable from the listing and the villages of Goudhurst and Sissinghurst within 20 minutes. By car, Rye, Canterbury & Whitstable are within 40 minutes Ashford Designer outlet is 25 minutes away. The dog friendly restaurant and pub is a 5 minute walk.

Carriage, wagon, cinema, hot tub & stunning views!

A stunning, private romantic & family bonding stay - 1920s wagon retreat designed for slower living, set in peaceful countryside beside the river just 15 minutes from Canterbury. With a wood-fired hot tub, private vintage cinema, cosy hideaway, stretch tent lounge, and beautiful countryside views, the Showman’s Carriage offers a magical and deeply memorable escape. Perfect for couples & families looking for something unusual, peaceful, and restorative - a true highlight you’ll remember. ❤️

Cosy Thatched Cottage in Kent | Hot Tub | Sleeps 6

Unwind in Bliss: a Luxurious 3-Bed Detached Thatched Cottage with Hot Tub, Sleeps 6, Amidst Magnificent Kent Countryside Unwind in our luxurious hot tub and let your worries melt away. Surrounded by lush fields this stunning countryside retreat provides a setting of unmatched beauty. The cottage offers a haven of relaxation and privacy reconnect with nature, create memories that will last a lifetime. Book your stay now and immerse yourself in the splendor of this captivating sanctuary.

Riverside Cottage , Maidstone

Open plan Luxury Cottage with balcony over looking the river and nearby lock. Traditional Barges moor along this part of the river. The Market town is a 20 minute walk along a picturesque tow path or a few minutes drive. There are several Bar/Restaurants a short walk away . Ideal area for all age groups. Comfortably furnished and well equipped. Four Lovely Bedrooms, two with original stone walls. Two Shower Ensuite's and a family Bathroom. Two outside courtyards and Plenty of parking.

Farmhouse 4 posters cinema music room AGA kitchen

Chilston Home Farm is a period farmhouse in the middle of Kent, the Garden of England. We have lovely walks right from the door, it's perfect for exploring historic Kent and there's easy access to trains to London & Europe. You’ll love the period ambiance: the kitchen Aga, cosy log fires. Two of the bedrooms have king-size four-posters. There's even a bijou cinema! Lots of books & games, a piano, guitar & drums for music lovers, pool table & darts. Ideal for couples or larger families.

Romantic countryside hideaway

If you want to get away from your busy, daily lives, relax and unwind with the sound of birds in the background then this is the place for you. This is not the place for late night hot tub parties! You certainly won’t forget your time in this intimate Garden Room sunken into the grounds of our garden with stunning views of our paddock/ old orchard and surrounding countryside of the beautiful village of Hernhill. We have great sunsets in this area which you can watch from the Garden room.

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12

Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.

Cottage in the Wood, Detling

'Cottage in the Wood' contains two double bedrooms one with en-suite bath/shower and one with shower room along with a sheltered hot tub taking advantage of the rolling Kent countryside with extensive views over the local Vineyards and North Downs beyond. The small and picturesque village of Detling is found on the slope of the North Downs, just northeast of Maidstone, and on the Pilgrims' Way - ideal if you're looking for a break only a short distance away from London.​

Little Barn Woodland Escape

Take it easy at this unique and tranquil getaway on a country lane in the beautiful Spa town of Royal Tunbridge Wells. Located just steps from the Tunbridge Wells circular walk and the outstanding Dunorlan Park with stunning gardens and boating lake. The town centre with its plethora of bars and restaurants is just a 20 minute walk away. The Little Barn has designated parking for one car, modern country style interior, private patio and is surrounded by ancient woodland.

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

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.