Vacation rentals in Hillway

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Top-rated vacation rentals in Hillway

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Guest favorite

Chalet in Isle of Wight

5.0 out of 5 average rating, 148 reviews

Rural Escape Set in 6 Acres of Gardens.

If you're looking for a bit of tranquility in an unspoilt country side setting, a few minutes drive from various beaches, Ryde, Seaview and St Helens, then come and stay with us in our detached private chalet, set in six acres of gardens. Suitable for couple getaways. Our location is perfect for cycling, walking, nature watching and exploring the IOW. A full continental breakfast is included as well as plenty of essential supplies. We look forward to welcoming you to our little slice of Eden.

Sep 14 – 21

G$40,186 GYD per night

Guest favorite

Apartment in Isle of Wight

4.99 out of 5 average rating, 136 reviews

1, Melville Street

In the heart of Sandown, very close to the magnificent beach, 1 Melville Street has been made into a bespoke ground floor Holiday Apartment with all the benefits of modern living with central heating. There is a stylish modern kitchen and bathroom. The property has been furnished in a vintage boutique style with period features. The rear yard provides safe storage for up to 4 cycles as Sandown is great for cycling holidays. 15% discount available on Red Funnel Car Ferry on completion of booking.

Oct 17 – 24

G$24,348 GYD per night

Guest favorite

Shepherd’s hut in Isle of Wight

5.0 out of 5 average rating, 15 reviews

The Willow Shepherd's Hut, Isle of Wight

Welcome to The Willow at Hillway Huts, a shepherd's hut located on the outskirts of the village of Bembridge, Isle of Wight. A unique place to stay with views of the surrounding countryside, Bembridge airfield and our chickens. A short walk to Whitecliff Bay, the coastal path, local footpaths, a pub, bus stop and on the Round the Island cycle route. A cosy, comfortable living space with a kitchen, king sized bed, bathroom with large shower and private outside patio to relax and watch the sunset.

Feb 22 – Mar 1

G$23,814 GYD 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

G$67,632 GYD per night

Guest favorite

Guest suite in Isle of Wight

4.99 out of 5 average rating, 68 reviews

Self-contained ensuite room in perfect location

Little Puffin is a comfortable self-contained en-suite double bedroom. It has off-road parking, wifi and a power shower. It is located centrally in Bembridge, with ready access to a whole variety of coffee shops, pubs, restaurants and village stores. Numerous beaches are on the doorstep, with options of sea-swimming, water sports and fantastic walks. Bembridge, with its harbour, iconic life-boat station and windmill, provides a beautiful base from which to explore all the island has to offer.

Sep 18 – 25

G$19,480 GYD per night

Guest favorite

Cottage in Isle of Wight

4.93 out of 5 average rating, 119 reviews

Fisherman’s Rest - a local Fisherman’s Cottage

Bembridge is a lovely coastal village on the eastern tip of the Isle of Wight. It is surrounded by beaches and a quirky harbour with working fishing boats. Bembridge was voted ‘Village of the Year 2019’ by BBC Countryfile. The village has a real sense of community with a central village hall for events, a butchers, bakers, fishmongers, cafes, restaurants and much more. The Bembridge RNLI Lifeboat station, Heritage Centre and library reinforces the respect the village has for its history.

Sep 20 – 27

G$33,673 GYD per night

Guest favorite

Guesthouse in Bembridge

4.98 out of 5 average rating, 103 reviews

The Cabin at Howe Lodge

A lovely garden cabin with vintage details. It's very comfortable, quiet, with sea views nearby. It's a short walk to the beach and coastal path. The village, pubs and restaurants are also within walking distance. The cabin is in the garden of the main home, but very private. There is a toilet and a wash basin within the cabin. The heated shower is outdoors with sea views! We offer a simple and tasty complimentary breakfast served in your cabin or on our deck (weather permitting).

Jul 15 – 22

G$22,198 GYD per night

Guest favorite

Home in Isle of Wight

4.83 out of 5 average rating, 29 reviews

Unique English Heritage Escape in *Bembridge* IOW

'The Annexe' forms part of the main residence built on the old parade ground of Steyne Wood Battery. The Battery was built on the eastern coastline of the Isle of Wight and became a scheduled monument in 2015, being one of the best surviving Victorian Batteries and, as such, all the bomb proof shelters, ammunition stores, gun positions and defensive structures in the surrounding grounds remain intact. The grounds around the property provide a peaceful escape in beautiful surrounds.

Mar 28 – Apr 4

G$23,961 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.

May 8 – 15

G$105,274 GYD per night

Guest favorite

Vacation home in Hillway

5.0 out of 5 average rating, 41 reviews

Whitecliff Bay-IoW-Holiday Home-3 beds-parking

Whitecliff Bay Holiday Home- Relax with the whole family at this peaceful place to stay. Lots to do and see on the Isle of Wight. Very near the beach & Bembridge village. Beach, cycling, days out Whitecliff Bay Park Passes can be booked at a very reasonable cost, 3 weeks before travelling during peak season & collected on arrival at Guest Services. Reduced ferry travel is also available, subject to availability, please enquire regarding approximate cost as subject to change.

Jun 12 – 19

G$34,231 GYD per night

Guest favorite

Chalet in Isle of Wight

4.98 out of 5 average rating, 147 reviews

Beautiful Holiday Home by One of the Best Beaches

Our Willerby Signature, 36’ x 12’ luxury static caravan is in excellent condition and is within a few minutes walk of the beautiful sandy beach of Whitecliff Bay. A private slipway winds down to the sheltered beach, with Bembridge Ledge to the left and Culver Down to the right. Sandhills Holiday Park is a very private, quiet site set in beautiful countryside. It is privately owned and near to the village of Bembridge on the Eastern coast of the Isle of Wight.

Apr 22 – 29

G$20,357 GYD 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

G$22,326 GYD per night