Holiday rentals in Five Oak Green

Lovely Countryside Coach Cottage - Matfield

Located at the edge of the charming village of Matfield, with great countryside walks and the village's 2 great pubs. This is the perfect location to get away from it all, or explore the Kent & Sussex countryside, the local wine farms, the Spa town of Royal Tunbridge Wells and only a 45-minute drive to Hastings and the South Coast. Arranged over 1 floor with lounge, kitchen/diner, bedroom, bathroom and summer room on to patio and beautiful enclosed cottage garden. We are child and pet friendly.

Studio Apartment in the Garden of England

Self Contained Studio Apartment located in a peaceful, quiet neighbourhood, with on site welcoming hosts to meet and greet on arrival. The property is fully annexed, with access to a picturesque garden and with patio and grill and on site parking Conveniently located: 10 min walk to Tonbridge station and high street, 15 min walk to Tonbridge Castle and other leafy tranquil parklands. 40 min drive away from the coasts, with an abundance of National Trust attractions within the county of Kent

The Old Engineer, a rural boutique retreat

Escape to The Old Engineer, a peaceful boutique retreat for two in the Kent countryside, between Tunbridge Wells and Maidstone. Surrounded by fields, it has a private entrance, pretty courtyard garden and luxurious super-king bed (or twin beds on request). Enjoy a comfortable self-catering space, then explore nearby gardens, castles, vineyards, walking and cycling routes, country pubs and restaurants. The Gardens wedding venue and Tunbridge Wells are close by, with London just 50 mins by train.

Hodges Oast self catering cottage.

Relax at this peaceful cottage, within the grounds of Hodges Oast - a traditional old Kentish oast house. The property is modern yet has traditional features from when it was a stable. The one bedroom property has a sofa bed in the lounge, suitable for children or one adult. Not suitable for 4 adults. Ideally located for many attractions including Tunbridge Wells, Bewl Water, Bedgebury and Scotney castle. Car is essential. One well behaved dog at a charge of £20.00. Free parking on driveway

Self-contained flat in our home, great value

More than just a room, our stylish top-floor flat offers a comfy, private living space inside our family home. Accessed via our main hall, the flat has its own private door separating it from our living area below—the perfect base for your stay in Tunbridge Wells. To help you settle in, we provide a light breakfast starter kit (tea, coffee, milk, bread, butter & jam) for your first morning. Gluten-free or plant-based alternatives are available on request—just let us know before arrival.

Beautiful 2 Bedroom Apartment

Recently renovated listed 2 bedroom first floor apartment. Large modern well equipped kitchen with breakfast bar. Living room with sofas, bean bags electric fire and large television. 2 bedrooms, one double one twin. Beautiful bathroom with roll top bath. Set in the rolling Kent country side perfect for an action packed weekend away with the kids, seeing friends and family or a sophisticated few nights away with friends. Perfect for friends, families or contractors.

Castle Cottage, Wadhurst

Wadhurst Castle Cottage is a charming Regency self catering holiday cottage with well proportioned rooms, creating a light, spacious holiday home for up to 6 guests in 3 bedrooms, with sofa bed available in the sitting room. It has its own small secluded garden and is located in the parkland of historic Wadhurst Castle Estate, near Royal Tunbridge Wells and within easy reach of the seaside, London and Gatwick. It is well positioned for visiting a wealth of National Trust properties.

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.

Charming Self-Contained Annexe in Tunbridge Wells

Escape to this beautiful, newly built self-contained annexe, part of an extended 1869 cottage in Royal Tunbridge Wells. With its own private entrance and free street parking, this peaceful retreat offers comfort, privacy, and convenience — all less than an hour from London. The annexe blends modern finishes next door to the original 19th-century home, surrounded by mature gardens. Perfect for couples or solo travellers looking for a relaxing stay in a historic spa town.

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.

En-suite garden studio

Lovely light and airy en-suite garden studio room. King size bed, kitchenette (with fridge, microwave and air fryer), separate dining table for desk or dining. Use of WIFI. Detached from main house with separate entrance via garden. Parking available on shared driveway or on road. Garden table and chairs available for use (garden is shared with main house). Main house has a small dog so bookers must be happy with dogs!

The George & Dragon Cottage

The Cottage at The George & Dragon is a cosy hideaway in the heart of Speldhurst, just outside Royal Tunbridge Wells. Tucked beside our 13th-century pub, this charming self-contained space blends rustic charm with modern comfort. Ideal for families, couples or solo travellers, it’s perfect for countryside walks, pub lunches, and peaceful evenings. A warm welcome, rich history, and a relaxing stay await you at The Cottage.