
Holiday houses in Chillerton
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Top-rated holiday rentals in Chillerton
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The Bake House (Berryl Farm Cottages)
The Bake House is set in a small row of Idyllic stone cottages, in an area of outstanding natural beauty. Surrounded by fields in the hamlet of Berryl, but under a 10 minute walk to the village pub. Complete peace with only the sound of the birds and Cows! 2 miles to stunning national trust coastline and swimming beaches. A perfect base to explore the Island. Dog friendly, adult only. Generous ferry discounts available. If unavailable, please see our other listings for the neighbouring cottages.

Milkpan Farm Holidays
Milkpan Farm is situated in Godshill, which we have recently purchased and have refurbished. ** We offer generous discounts on the ferries * It is set in a superb rural location for couples, ramblers, dog walkers and cyclists and a great place from which to explore the Island. The accommodation is self-contained annex with private access and off-road parking. Central heating, Wi-Fi and smart TV are just some of the facilities available. The accommodation is newly fitted to a high specification.

The Little Rose Pod.
Located on the outskirts of Newport "The Little Rose Pod" is the ideal base to start from if you want to explore the beautiful Isle of Wight or just get cozy and settle in and enjoy this romantic, rustic space that The Little Rose Pod has to offer. The area is quiet and peaceful and just a stones throw away from the main town and bus station, as well as being a short walk away from the historic Carisbrooke Castle and many picturesque cycle paths that lead to beautiful beaches and seaside towns.

Squirrels Nook, Westcliff Holiday Chalets
Jon and Elizabeth welcome you to our lovely cosy holiday chalet, located in one of the most tranquil villages on the Isle of Wight. The perfect retreat for couples, walkers and nature lovers looking for a peaceful tech-free getaway. Local village shops, cafes, and two cosy gastro / real ale pubs. 15 minute drive to the Victorian seaside town of Ventnor with lots of places to eat out, the Island's finest butchers, and little shops selling local crafts and produce, records and antiques. No wifi !

Rural Isle of Wight cottage with woodburner
Escape to the Isle of Wight countryside in this peaceful, semi-detached cottage with three bedrooms, a large garden, wood burning stove and views across open fields. Rowborough Cottage is just 300m from our family farm. Guests can enjoy access with two other cottages to farm animals, playground, games room and heated indoor pool (Feb- Oct) - perfect for families seeking a rural break. With EV charging at the farm and plenty of space to unwind, it’s an ideal base for exploring the island.

Gotten Manor Estate - The Left Cart House
A remote, 200-year-old stone barn converted into two self catering cottages, retaining the open facade of the original building, situated on the Gotten Estate . Hidden at the end of a country lane, tucked away at the foot of St. Catherine’s Down, a mile inland from the south coast of the Isle of Wight, in the middle of an AONB. Ideal for walking or cycling. Cart House is split into two cottages, so the Left Cart House can also be booked for larger gatherings. FERRY DISCOUNTS AVAILABLE!

Little Wing peaceful barn with garden/parking
Little Wing is a beautifully converted studio apartment (originally a milking parlour for goats) located in a peaceful, rural village- 'Best Kept Village' on Isle of Wight 2024 - in the heart of an Area of Outstanding Natural Beauty. Including a large, super-king size bed, the open plan contemporary design is perfect for couples looking for a quiet or romantic retreat and the patio and private garden are perfect for summer relaxation, while underfloor heating means even winter days are cosy!

Hidden Away Converted Barn Loft in Shorwell
Northcourt Farm is situated in a valley on the edge of chalk down land, surrounded by pastureland and Grade II Listed Parkland, because of its historic link to Northcourt Manor (privately owned). It's home to our horses, dogs and occasionally some sheep. There are just two dwellings on the farm, our farmhouse cottage and The Barn Flat. The Barn Flat would appeal to walkers and cyclists, having access to the Tennyson Trail, with several paths/bridleways running across our farmland.

Studio 114- 1 bedroom guest house.
Cosy self contained studio next to, but separate to our family home located on the outskirts of Newport. 20 minute walk to the town centre and local amenities. 10 minute walk to the historic Carisbrooke castle and beautiful walks in the surrounding area. We are on a bus route. Private access to the property and free on street parking. Studio 114 offers a double bedroom, bathroom, kettle, toaster, microwave and mini fridge, TV, free Wi-Fi and small patio space with table and chairs.

Converted barn perfect for families and couples
At the base of Rowridge Valley in the heart of the Isle of Wight countryside. You will find The Piglet, a great place to stay, relax and use as a base to explore the island. A cosy building with a sunny aspect and a private garden to the rear that overlooks the neighbouring countryside. Due to its location most of the island is accessible from here within a short drive. Explore the heritage castles & monuments, the beaches & surf, and family friendly parks throughout the island.

The Warsash Annex
The unit is a completely self-contained extension of the existing property. It is has been recently built to a high specification, including a very comfy bed. It is located in the heart of Warsash village, walking distance from all amenities. It is ideally suited for a very comfortable, short stay. Wifi is included as are all utility bills. There is a lot of storage space and a private entrance from the driveway where there is space for 1 car to park.

Brightdays Bungalow Rural Home Long stays welcome
Brightdays Bungalow is centrally located in the quiet village of Rookley. A brand new development on one level with all mod cons, fully equipped with spacious rooms and a sunny enclosed garden. Sleeping 4 it’s an excellent base to explore the island. With lots of rural walks or a 15 minute car journey to various beaches. Family and pet friendly we are sure you will love the rural peace and quiet. We provide discounted ferry travel on confirmation.
Popular amenities for Chillerton holiday rentals
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Destinations to explore
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Bracklesham Bay
- Stonehenge
- Highclere Castle
- Boscombe Beach
- Winchester Cathedral
- Bournemouth Beach
- Kimmeridge Bay
- Goodwood Racecourse
- Highcliffe Beach
- The Tank Museum
- Worthing Pier
- West Wittering Beach
- Southbourne Beach
- Poole Quay
- Marwell Zoo
- Mudeford Sandbank
- Weald & Downland Living Museum
- Mudeford Quay
- Blackgang Chine
- Man O'War Beach
- Carisbrooke Castle




