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.

Dec 3 – 10

G$21,344 GYD per night

Guest favorite

Barn in Newbridge

4.92 out of 5 average rating, 247 reviews

The Old Brewery, Lower Calbourne Mill

Experience staying in an 18th century brewery which is part of the privately owned Lower Calbourne Mill, nestled in the village of Newbridge. Just 3 miles from Yarmouth and 4 miles from the beach, the listed brewery has a beautiful garden which is bordered by the river and the gentle trickle of the mill stream. A perfect escape, ideally placed for walkers and cyclists; the vaulted brewery living space has cosy sofas, a log burner, fully equipped kitchen and large dining table for entertaining.

Oct 5 – 12

G$29,479 GYD per night

Guest favorite

Apartment in Isle of Wight

5.0 out of 5 average rating, 118 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!

Nov 21 – 28

G$67,352 GYD 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 26 – Mar 5

G$25,667 GYD per night

Guest favorite

Farm stay in Isle of Wight

4.96 out of 5 average rating, 155 reviews

Our Luxury yurt in peaceful setting close to Cowes

Enjoy a fun relaxed break in our beautiful yurt with central heating, log burner, shower room, proper loo and kitchen. Egyptian cotton sheets on a king size bed and a deck to watch the sunset and gaze at the stars through the roof dome at night. Set on our farm in a secluded spot overlooking the fields with own firepit and bbq. Enjoy Forest walks or 10 min drive to the beach, Cowes or Newport. Great mezzanine bedroom area upstairs with two single mattresses for extra guests if needed.

Oct 20 – 27

G$37,625 GYD 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 10 – 17

G$26,016 GYD 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 28 – Mar 7

G$19,219 GYD per night

Guest favorite

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.

Jul 31 – Aug 7

G$14,026 GYD 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.

Apr 23 – 30

G$104,837 GYD per night

Guest favorite

Guesthouse in Isle of Wight

4.98 out of 5 average rating, 240 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.

Nov 6 – 13

G$29,644 GYD per night

Superhost

Cottage in Niton

4.87 out of 5 average rating, 109 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 24 – 31

G$32,609 GYD 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

Nov 10 – 17

G$27,061 GYD per night