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.

Annexe with Private Courtyard, Short walk to Town

Located in Faversham, enjoy the local area at the house with its own private courtyard and access, a short walk from many great pubs and restaurants in town. Downstairs there is a sofa bed which can pull out to form a small double bed (best suited for kids). Smart television, microwave, electric hob (no oven provided), kettle and fridge in the kitchenette area. Separate shower room with King sized bed upstairs. With your own private courtyard, there is space to relax and enjoy the sunshine.

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!

Taylour House - Historic, unique, yet modern

Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.

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.

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 boasts many lovely walks and Dering woods are walkable from the listing. Sissinghurst castle and gardens are 20 minutes drive. Rye, Canterbury & Whitstable are within 40 minutes and Ashford Designer outlet is 25 minutes. The dog friendly restaurant and pub is a 5 minute walk. Due to the country location a car is required.

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.

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.​

Sissinghurst Stables in the Garden of England.

Enjoy the large, enclosed, private garden from the sunny south facing terrace. The Stables have an authentic feel, with calming country design, interspersed with antique furniture, botanical artwork and garden flowers. A separate TV room & mezzanine play area with toys will entertain the children. There is a private, sunny, nature filled garden. Only one hour from London by train which makes it a perfect location for a city trip too. Insta: Sissinghurst_stables_airbnb

Gather&Unwind: Gardens, Woodland & Tennis Cottages

Two charming 3-bedroom cottages with private en-suite bathrooms, set within 2.5 acres of Kentish gardens and woodland. Enjoy a tennis court, children’s play area, walking trails and an in-house ice cream parlour stocked with local Taywell Kentish ice cream. Make your own old-fashioned candyfloss and buttery cinema-style popcorn. Perfect for families, friends and wedding guests. Dog-friendly, with historic Yalding village nearby and London just 45 minutes away by train.

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.