Vacation rentals in Chillerton

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Top-rated vacation rentals in Chillerton

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Guest favorite

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.

Nov 22 – 29

R1,995 ZAR per night

Guest favorite

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!

Feb 27 – Mar 6

R6,296 ZAR per night

Guest favorite

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.

Feb 18 – 25

R2,458 ZAR per night

Guest favorite

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!

Aug 30 – Sep 6

R2,273 ZAR per night

Guest favorite

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.

Feb 14 – 21

R1,342 ZAR per night

Guest favorite

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.

Apr 14 – 21

R2,516 ZAR per night

Guest favorite

Home in Shanklin

4.97 out of 5 average rating, 115 reviews

Culver House, unique setting with panoramic views

Culver House is set on the top of the cliffs of Shanklin boasting amazing sunrise views, rainbows, pink skies and a beautiful turquoise sea. The palm trees in the garden offer a nice tropical feel. The house was redone in recent years and has all the luxury you need, underfloor heating, electric blinds, a fully equipped kitchen, surround sound system. The house and local area are very child friendly. We use it ourselves with two young children so expect a "live in" feel.

May 8 – 15

R9,811 ZAR per night

Guest favorite

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.

Oct 14 – 21

R2,771 ZAR per night

Guest favorite

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.

Oct 5 – 12

R5,127 ZAR per night

Guest favorite

Cottage in Niton

4.87 out of 5 average rating, 110 reviews

Classic Farmhouse nestled in National Landscape

Locks Farm House is a Grade II listed stone build dating back to 1702. It is a traditional long thatch with the roof also covering the former barn. There are two plain beam reception rooms and two double bedrooms, one with an original panel wall. All the rooms look out onto a walled garden and the Downs surrounding the village. The current owners restored the house lovingly using original materials and remain resident in Niton.

Oct 5 – 12

R3,048 ZAR per night

Guest favorite

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.

Dec 6 – 13

R2,078 ZAR per night

Guest favorite

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

Mar 9 – 16

R2,581 ZAR per night