Holiday houses in Chillerton

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Top-rated holiday rentals in Chillerton

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Guest favourite

Guest suite in Godshill

4.97 out of 5 average rating, 101 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.

29 Mar – 5 Apr

$1,100 AUD total

Guest favourite

Cottage in Freshwater

5.0 out of 5 average rating, 385 reviews

A beautiful country cottage, close to the sea

PREFERENTIAL FERRY RATES AVAILABLE Welcome to The Old Stables a beautiful and stylish barn conversion near Freshwater Bay on the Isle of Wight - Dog Friendly. Originally forming part of the famous Farringford Estate - owned by Lord Tennyson, the world renown poet - it nestles at the foot of the downs and is located up a private lane in an Area of Outstanding Natural Beauty. It is within easy walking distance of Freshwater Bay - the local beach - nearby shops, a superb cafe/bar and friendly pub.

26 Nov – 3 Dec

$1,801 AUD total

Guest favourite

Apartment in Isle of Wight

5.0 out of 5 average rating, 119 reviews

The Ocean Suite, Ventnor Beach (6ft superking bed)

The ultimate in beachfront living, a perfect romantic escape and popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner of 22/23 LUXLife Magazine Awards, Best Luxury Coastal Retreat, South England. 52 sq metres and open plan, with bi-fold windows/doors creating a beautiful space of just you and the ocean. With 2 private balconies, 1 south facing for sunbathing, the other perfect for an alfresco breakfast in the morning sun. No pets but baby welcome!

27 Feb – 6 Mar

$3,471 AUD total

Guest favourite

Cottage in Isle of Wight

4.96 out of 5 average rating, 168 reviews

Albert’s Dairy Cottage, Whippingham

Albert’s Dairy Cottage is a beautifully converted one bedroom cottage situated adjacent to open countryside. The contemporary design offers spacious accommodation, is finished to a high specification and offers the perfect environment for couples looking for a relaxing break away. Conveniently situated less than 10 mins from both the Red funnel and Wightlink car ferry terminals, the property is ideally located for exploring the Island, is close to the River Medina and popular waterside pubs.

28 Dec – 4 Jan

$1,483 AUD total

Guest favourite

Barn in Isle of Wight

4.96 out of 5 average rating, 144 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 2023 - 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!

30 Aug – 6 Sept

$1,278 AUD total

Guest favourite

Tiny home in Isle of Wight

4.93 out of 5 average rating, 113 reviews

Snug accommodation next to a working Steam Railway

Uniquely situated adjacent to Havenstreet Steam Railway, Station Snug offers a warm, pet free welcome to those visiting the beautiful Isle of Wight. You really couldn't be staying closer to the steam action & will love all the chuffs, toots and engine sounds that fill the air. Perfect for walkers, birdwatchers, cyclists and horse riders too! Guests will enjoy exclusive use of their own Snug space in a sensitively renovated brick building with en-suite, lounge/kitchenette & pretty courtyard.

21 – 28 Oct

$867 AUD total

Guest favourite

Cottage in Whitwell

4.94 out of 5 average rating, 142 reviews

Fossil Cottage (Berryl Farm Cottages)

Fossil Cottage is in a 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.

8 – 15 Oct

$1,187 AUD total

Guest favourite

Guesthouse in Isle of Wight

4.9 out of 5 average rating, 109 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.

$115 AUD per night

Guest favourite

Guesthouse in Isle of Wight

4.98 out of 5 average rating, 241 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.

10 – 17 Sept

$1,528 AUD total

Guest favourite

Cottage in Isle of Wight

5.0 out of 5 average rating, 105 reviews

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This cottage has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches, Ryde, Seaview and St Helens, perfect for cycling, walking, nature watching and exploring the IOW.

11 – 18 Feb

$2,826 AUD total

Guest favourite

Barn in Isle of Wight

4.97 out of 5 average rating, 173 reviews

Chapel Road Barn Isle of Wight

Chapel Road Barn is a lovingly restored Victorian out-building which had a variety of uses at the start of the 20th Century. 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 can offer a 15% or 20% Red Funnel ferry discount code or Tesco vouchers are accepted by Wightlink.

26 Mar – 2 Apr

$1,299 AUD total

Guest favourite

Guest suite in Chale Green

4.94 out of 5 average rating, 191 reviews

Stroud Green Farm 17th Century Brew House

Originally a 17th Century Brew House and Dairy located on a ten acre small holding in the village of Chale nestled at the foot of St Catherine's- Down on the South Coast of the Isle of Wight. It is an ideal base for walking and cycling.local pub nearby. And nearest village store 4 miles away

30 Aug – 6 Sept

$1,406 AUD total