Holiday houses in Chillerton

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Top-rated holiday rentals in Chillerton

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Top Guest favourite
The exterior of the barn features a mix of natural stone and brick, illuminated by warm outdoor lighting. A woven willow screen offers privacy, surrounding the well-maintained garden that extends alongside the structure.
Barn in Isle of Wight
4.97 out of 5 average rating, 286 reviews

Chapel Road Barn, I.O.W Ferry discount available

Chapel Road Barn is a lovingly restored Victorian out-building which is an ideal place for a couple to stay whilst exploring the Isle of Wight. Beautifully furnished and cozy.... We are a 5 minute drive from the car ferry or a 25 minute walk to Ryde Pier. The number 9 bus stop is 2 minutes away and we have a variety of country walks and lovely cycles on hand....... We have partnered with both Red Funnel and Atlas ferries to offer generaous ferry discounts from both Portsmouth and Southampton

Top Guest favourite
The exterior of Milkpan Farm features a charming bungalow surrounded by lush greenery and flowering plants in pots. A gravel driveway leads to the entrance, creating a welcoming approach to the property.
Guest suite in Godshill
4.97 out of 5 average rating, 155 reviews

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.

Top Guest favourite
A private terrace features a small wooden table and two chairs, surrounded by greenery. Large glass doors reflect the garden's lush foliage, creating a seamless connection between indoor and outdoor spaces. Natural light illuminates the inviting area, enhancing the tranquil atmosphere.
Barn in Gatcombe
4.97 out of 5 average rating, 231 reviews

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!

Guest favourite
The image features two rustic stone buildings surrounded by greenery. A gravel courtyard is visible in front, bordered by a wooden fence. Potted plants add a touch of color, while a tree line provides a natural backdrop to the serene setting.
Barn in Shorwell
4.88 out of 5 average rating, 119 reviews

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.

Top Guest favourite
An inviting entrance to Mulberry Cottage features a well-lit porch with wooden railings and steps leading up. Warm lights are strung along the eaves, enhancing the welcoming appearance. The driveway is made of gravel, bordered by neatly placed planters and paving stones.
Cottage in Newchurch
5 out of 5 average rating, 150 reviews

Mulberry Cottage, rural get away.

Mulberry Cottage is located in an area of outstanding natural beauty. Tucked discreetly down an unmade country Lane, surrounded by fields and woodland. It has its own private garden with a newly added hot tub perfect for having fun with the family or relaxing after exploring . We are now able to offer FERRY DISCOUNTS ! message for more information If we are fully booked for the dates you require, please take a look at airbnb.com/theoldstables2 for alternative accommodation on site.

Top Guest favourite
A cozy bedroom features a double bed adorned with textured cushions and a patterned throw. Beside the bed, white nightstands with small vases are positioned, reflecting gentle ambient lighting from the wall-mounted fixture. Decorative mirrors enhance the room's inviting design.
Guesthouse in Isle of Wight
4.92 out of 5 average rating, 208 reviews

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.

Guest favourite
A charming thatched cottage is surrounded by mature gardens and lawned areas. The cottage features multiple windows adorned with vibrant greenery. A blue sky and bright sunlight highlight the serene setting, inviting views of the natural landscape.
Cottage in Ventnor
4.93 out of 5 average rating, 127 reviews

Breakers Sound - Thatched Cottage with sea views

Breakers Sound is a detached, listed thatched cottage that sits within an acre of mature gardens with stunning sea views across the English Channel from most areas of the property. The historic village of St Lawrence sits within an area of outstanding natural beauty, with coastal and country walks on the doorstep of the cottage and easy access to many of the island's attractions. The vibrant town of Ventnor, with all its amenities, bars and restaurants, is a 5 minute drive away.

Top Guest favourite
A charming brick building is seen nestled among lush greenery, with a gravel driveway leading to the entrance. The surrounding countryside features gently rolling hills under a cloudy sky, creating a serene and natural setting.
Cottage in Isle of Wight
4.98 out of 5 average rating, 181 reviews

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.

Top Guest favourite
An outdoor dining area features a stylish table set with drinks and refreshments. Comfortable chairs surround the table, which has a glossy surface reflecting the clear blue sky and distant sea views. The surrounding trees provide a serene backdrop.
Home in Ventnor
4.97 out of 5 average rating, 107 reviews

Longwood Edge, a dream home by the Sea

This stylish, spacious, ‘State of the Art’ home is perfect for those looking for a luxurious, relaxing break in a tranquil coastal location. With a large open plan living/dining area, fully equipped kitchen with breakfast island, 3 large bedrooms and 2 luxurious bathrooms. Located on a quiet road 100 yards from the award winning Bonchurch Inn, you can relax, stay at home or wander into Ventnor with its variety of restaurants. We provide discounted ferry travel on booking.

Top Guest favourite
A self-contained bedroom is presented with large glass doors that open to the front. Light yellow walls contrast with the dark wooden structure. Two chairs and a small table are positioned outside, accompanied by potted flowers, creating a welcoming outdoor space.
Guest suite in Freshwater
4.96 out of 5 average rating, 201 reviews

Emma’s Hut. Close to ferry. Own space

Emma’s Hut is a light and airy self contained bedroom with ensuite shower room and separate area with catering facilities. We are only 20 minutes drive from the Needles and even closer to Freshwater Bay and minutes from the Coastal Path. The historic town of Yarmouth has a great choice of places to eat, a Grade 2 listed pier a castle and fabulous views across the Solent. The ferry comes into Yarmouth from Lymington and is a short walk up the hill to our home.

Top Guest favourite
Lush green fields extend towards the horizon, framed by a sturdy tree and fencing. Rolling hills are visible in the distance under a clear sky, creating a serene countryside atmosphere. Sunlight illuminates the landscape, highlighting the vibrant grass and dotted shrubs.
Guesthouse in Shorwell
4.98 out of 5 average rating, 293 reviews

Perfect cycling, walking and star gazing base

Tucked into the heart of an area of outstanding natural beauty, Fircones is a cosy, purpose built holiday cottage which looks out over beautiful farmland towards Hoy Monument. Short drive to some of the islands wonderful beaches. With a comfortable master bedroom with a double bed and twin beds in the second bedroom, Fircones is ideal for families, cyclists, walkers and anyone who enjoys escaping to the country. Short drive to Ventnor, Freshwater and Newport.

Top Guest favourite
The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.
Home in Lepe
4.98 out of 5 average rating, 114 reviews

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Popular amenities for Chillerton holiday rentals

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