Holiday rentals in Five Oak Green

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Top-rated holiday rentals in Five Oak Green

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Guest favourite
The entrance features a white door that opens into the interior, framed by blue wooden siding. Potted plants with blooms are positioned on either side of the doorway, adding a touch of greenery. Inside, glimpses of a modern kitchen can be seen.
Guest house in Matfield
4.89 out of 5 average rating, 97 reviews

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.

Top guest favourite
A traditional cottage is nestled within a gravel courtyard, showcasing a warm brick exterior and a classic pitched roof. Surrounded by greenery, the entrance features a wooden bench and potted plants, reflecting a serene outdoor setting. Sunlight brightens the landscape under a clear blue sky.
Bungalow in Matfield
4.97 out of 5 average rating, 182 reviews

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

Top guest favourite
The exterior of a single-story converted hut is depicted, showcasing a brick facade and a slate roof. A stone patio area is visible in front, accompanied by a charcoal barbecue and outdoor seating. Lush greenery and open fields are present in the background.
Cottage in Lamberhurst
4.96 out of 5 average rating, 246 reviews

The Hopper Huts at Old Farm, Lamberhurst Quarter.

The Hopper Huts are charming converted former Hop Pickers huts on a working dairy farm. They offer cosy and peaceful accommodation with a lovely outlook over fields and woods. Depending on the time of year, there may be cows or sheep in the field in front you. There are some lovely family friendly walks around the farm and you will be ideally situated just off the A21 for visiting Tunbridge Wells, Tonbridge and surrounding villages. There are also several National Trust attractions close by.

Guest favourite
A charming country pub and restaurant features a brick exterior with greenery adorning the walls. A patio area is visible, furnished with several tables and chairs. The building includes a separate entrance, and the surrounding landscape showcases trees and clear skies.
Flat in Matfield
4.89 out of 5 average rating, 47 reviews

3 bed penthouse above quaint pub

This unique place has a style all its own. 3 bedroom spacious and stylish penthouse apartment above a lovely country pub and restaurant with separate entrance.. Top floor master suite with ensuite shower with tv area and sofa bed. Lower floor has two further bedrooms plus bathroom/shower. Modern fully equipped kitchen with dining area. Separate cosy sitting room with 55" flatscreen tv. Lovely views across fields with some amazing country walks. Can sleep 6 to 8 people. Free parking on site.

Superhost
Home in Tonbridge
4.85 out of 5 average rating, 20 reviews

Spacious & Serene Family Gem: Pets OK, Garden, Pkg

Step into the spacious 4BR 3.5BA oasis in the lovely market town of Tonbridge, in the heart of scenic Kent. It promises a relaxing retreat near local restaurants, historic attractions, and natural landmarks, and is just a 30-minute train ride from London. Explore the "Garden of England" from our charming home, whose warm design and rich amenity list will leave you in awe. ✔ 4 Comfy Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Garden ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking for 1 vehicle

Top guest favourite
A bright living room area is shown, featuring a dark sofa with decorative pillows and a wooden coffee table. A dining space is provided with a blue tablecloth on a round table, surrounded by chairs. Natural light enters through large windows, accentuating the wooden furniture.
Apartment in Royal Tunbridge Wells
4.96 out of 5 average rating, 232 reviews

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.

Guest favourite
A historic stone bridge spans a flowing river, showcasing several arches with water rushing beneath. Lush greenery flanks both sides of the river, adding to the serene natural landscape in the background.
Apartment in Yalding
4.84 out of 5 average rating, 157 reviews

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.

Top guest favourite
The charming exterior of the cottage features a combination of red brick and stone, with a pitched gray roof. A covered entrance is flanked by small potted plants, and a spacious outdoor area includes a picnic table, surrounded by wooden fencing and lush greenery.
Cottage in Wadhurst
4.95 out of 5 average rating, 100 reviews

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.

Superhost
The exterior of the barn conversion showcases a gravel courtyard surrounded by lush greenery and traditional black wooden siding. The structure features multiple windows, allowing for ample natural light, and a charming steep roof. The inviting entrance is framed by climbing plants.
Home in Hildenborough
4.9 out of 5 average rating, 31 reviews

Beautiful rural barn

Escape to the picturesque Kentish countryside and enjoy a charming stay at our beamed barn conversion. Perfect for families or friends, this unique holiday destination offers the ideal blend of rustic charm and modern amenities. When the weather is fine, take advantage of the spacious garden to enjoy a barbecue on the terrace. On colder days, cozy up indoors in front of the large wood burner or challenge your companions to a game of pool in the well-equipped games room.

Top guest favourite
Cottage in Yalding
4.99 out of 5 average rating, 145 reviews

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.

Guest favourite
Guest suite in Pembury
5.0 out of 5 average rating, 12 reviews

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!

Guest favourite
The exterior of The Cottage is displayed, revealing a charming building surrounded by blossoming flowers and greenery. Natural light brightens the entrance, while a sign indicates that it is a residential area. A clear blue sky creates a welcoming atmosphere.
Home in Speldhurst
4.8 out of 5 average rating, 100 reviews

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.

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