Holiday houses in Chillerton

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Top-rated holiday rentals in Chillerton

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Guest favourite
The exterior of the floating accommodation is illuminated at dusk, highlighting the modern design and large windows. A wooden walkway leads to the entrance, with outdoor seating visible on the private deck. Surrounding buildings can be faintly seen in the background.
Houseboat in Southampton
4.99 out of 5 average rating, 109 reviews

Rivers stays with hot tub

Our unique river stay offers a one-of-a-kind experience, combining modern comfort & nature. This charming space features panoramic windows that invite the soothing sounds of the flowing water and stunning views of the surroundings right into your living area. Enjoy your morning on the private deck while watching the sunrise, or unwind in the evening with a glass of wine as you listen to the gentle rustle of leaves. Perfect for couples, solo adventurers, or anyone looking to reconnect with nature

Top Guest favourite
Home in Beaulieu
4.98 out of 5 average rating, 100 reviews

The Garden Wing is a very special tranquil place

This unique place has a style all its own. Designed in a Japanese way with it's own Water Garden, terrace and boardwalk. Ideal for a family and children will love The Garden Wing, but there is access to the Japanese water garden, and bedroom 3+4 have unguarded stairs to unuseable mezzanine bunks ( see photos). If in any doubt about suitability.....please message me before booking. It is perfect for 6 people, but has beds for 8 EV charger. Oct-Mar + Midweek availability message me first please

Guest favourite
A charming cottage exterior showcases a brick façade with a sloping roof. Large windows allow natural light to flood the interior. A gravel pathway leads to the entrance, bordered by potted plants. The surrounding green space adds a touch of nature to the welcoming atmosphere.
Cottage in Merstone
4.91 out of 5 average rating, 124 reviews

Quaint Coach House Cottage in the heart of the IOW

PLEASE NOTE WE ARE NOT NEAR THE NEW FORREST NATIONAL PARK! This pretty cottage was the former Coach House and lies in the grounds of the historic Merston Manor House which dates back to 1605. The Cottage is approached by its own drive from Chapel Lane and has private parking opposite. This cottage is next door my other listing Cosy Stable Cottage which maybe available if this is not. We have a minimum 3 night booking. Monday is not available but please contact me if you require a Monday stay

Guest favourite
A wooden eco lodge features a distinctive curved roof design, with large glass doors leading to a sheltered patio area. A picnic table is situated on the patio, surrounded by a wooden fence. A chimney is visible on the exterior, suggesting a cozy interior.
Dome in Godshill
4.97 out of 5 average rating, 33 reviews

Rainbows End

Enjoy the sounds of nature when you wake up in our pine clad eco lodge. It has a fully fenced garden. Watch the sunrise over the downland with the village of Godshill and its church spire in the foreground.Take a short walk to the wildlife pond and ancient woodland within the grounds or sit on the sheltered veranda and watch the ponies grazing in the paddock, whatever the weather inside with the wood burning stove alight looking out, the view is spectacular. Pygmy goats graze in the orchard.

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 Isle of Wight
4.97 out of 5 average rating, 249 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 2025 - 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!

Top Guest favourite
A charming exterior view of the property is presented, featuring a well-maintained garden with a variety of greenery. The gravel driveway leads to the entrance under a gabled roof, framed by hedges for added privacy. The building's stone façade adds a traditional touch.
Guest suite in Godshill
5 out of 5 average rating, 64 reviews

Spacious accommodation set in charming village.

Centrally located in the charming thatched village of Godshill, two minutes walk to the village centre and on the main bus route to all parts of the Island. The spacious private accommodation includes separate bedroom, bathroom and off road parking. Plus independent entry to your own light, airy accommodation. Unique private accommodation with own sitting room. My place is good for couples, ramblers, cyclists and business travellers. 2 minutes walk from gastro pub and main bus route.

Top 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, 129 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
Condo in Isle of Wight
5 out of 5 average rating, 18 reviews

The Garden Flat

Welcome to the Garden Flat, a tastefully refurbished studio apartment overlooking a beautiful garden and stream which you are welcome to wander round. Located in the attractive village of Carisbrooke, it’s an ideal location for exploring the Island. It’s five minutes walk from Carisbrooke Castle, and ten minutes walk from the Tennyson Trail, which leads to Tennyson Down, the Needles, and the sea. There is picturesque countryside on the doorstep, an area of outstanding natural beauty.

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, 221 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.

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
4.99 out of 5 average rating, 202 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
The exterior of a shepherd's hut is shown with a dark-colored facade and multiple steps leading to an open door. A hot tub is positioned next to a stone patio, surrounded by lush greenery and a wooden fence.
Shepherd’s hut in Godshill
5 out of 5 average rating, 71 reviews

Brambles Shepherd’s Hut

Situated in a quiet rural location with stunning views over open countryside, this shepherds hut has everything you’ll need for a memorable stay on the Isle of Wight. Finished to a high standard, with separate bedroom and bathroom. Comfortable living space with log burner, smart TV and great WiFi. The kitchen has a two ringed hob, fridge/freezer,microwave and air fryer. The outdoor space boasts its own private garden with a stunning patio,hot tub, garden furniture and bbq.

Guest favourite
Home in Gatcombe
5 out of 5 average rating, 13 reviews

Tuckers Farm | Luxury rural retreat w/ games space

Tuckers Farm is a detached farmhouse built in 1640, from its own (now disused) quarry, brimming with character, set within 15 acres of private rolling fields and landscaped gardens. With a heated saline pool, a games barn, multiple entertaining areas, and panoramic views, it offers the ideal backdrop for unforgettable stays. Perfect for a family gathering, retreat, milestone celebration, wedding, or accommodation for a wedding in neighbouring Gatcombe Estate Vineyard .

Popular amenities for Chillerton holiday rentals