Vacation rentals in Chale

The Ocean Suite, Ventnor Beach (with Sauna)

Laid back beachfront living at its best, a romantic escape - popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner 2025 LUXLife Awards, Best 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, one south facing for sunbathing, the second with a private sauna, combine with a swim in the sea just a few steps away. No pets but baby welcome!

The Sea Bothy A luxury coastal retreat In Niton

This unique place that has a style all of its own A wonderful coastal Escape . The Sea Bothy was designed for a couples luxury retreat. Vintage French touches with a Mediterranean feel. The Location is truly unique as the Sea Bothy is accessed via a long private drive ,so very peaceful,yet close proximity to fantastic coastal walks and of course the local pub,The Buddle Inn a 5 minute stroll. The village of Niton is a 10 - 15 walk and has a very well stocked grocery shop, chemist and pub

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation 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 perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

Chale Bay Farm - Needles' View

Needles' View at Chale Bay Farm is an air-conditioned family-friendly self-catering apartment with stunning views towards the Needles. The living area features a contemporary open-plan, fully-equipped kitchen with oven, hob, microwave, fridge, freezer, dishwasher and combined washer/dryer and adjacent dining and lounge/sun-room. Sleeps up to 4 (or 5 with sofa-bed or cot) but you can add more space by booking our stand-alone room Tennyson View or one or more of our other adjacent apartments.

Gotten Manor Estate - The Left Cart House

A remote, 200-year-old stone barn converted into two self catering cottages, retaining the open facade of the original building, situated on the Gotten Estate . Hidden at the end of a country lane, tucked away at the foot of St. Catherine’s Down, a mile inland from the south coast of the Isle of Wight, in the middle of an AONB. Ideal for walking or cycling. Cart House is split into two cottages, so the Left Cart House can also be booked for larger gatherings. FERRY DISCOUNTS AVAILABLE!

Ocean View Terrace Solar Powered

Kick back and relax in this calm, stylish space, located on the edge of a cliff. Watch the waves crash at Binnel Bay from the bedroom and upstairs lounge windows. Use the air source heat pump hot tub with a view! And have exclusive use of the side gravel garden. You can hire electric bikes locally to get to and from Ventnor and Niton. The new photovoltaic solar system and heat pump running the electric heating, provides green energy / eco tourism to make your stay comfortable and ethical.

Breakers Sound - Thatched Cottage with sea views

Breakers Sound is a detached, listed thatched cottage that sits within an acre of mature gardens with stunning sea views across the English Channel from most areas of the property. The historic village of St Lawrence sits within an area of outstanding natural beauty, with coastal and country walks on the doorstep of the cottage and easy access to many of the island's attractions. The vibrant town of Ventnor, with all its amenities, bars and restaurants, is a 5 minute drive away.

Tiny Home Retreat, Off Grid, Permaculture Island

A family run homestead that fronts Niton Undercliff, overlooking Reeth Bay at the southern tip of the Island. Providing an "OFF GRID" Tiny House accommodation, is set within an established Food Forest Garden. It sleeps two adults with a double bed, that each morning you can wake to beautiful sea views, and offers a simple and efficient living space. There is a shepherds hut shower room with a combined dry compost toilet.. This accommodation is for over 18s only. No dogs.

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.

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Welcome to High View Annexe

You’ll have plenty to enjoy at this historic place in a picturesque setting. This former coach house provides a little retreat and is just moments away from the coastal footpaths. It’s just half a mile into the village where there is a family run grocery shop, pottery, chemist, cafe, pub, and even a post office with bar and restaurant. A short walk to the famous Buddle pub which also serves food with panoramic views of the sea.

Fisherman's Loft A Unique Cottage By The Sea

Welcome to Fisherman's Loft a newly built property on the site of an original fisherman's boathouse in the heart of Wheelers Bay. We have purpose built this accommodation to comprise of open plan living space fully equipped , two double bedrooms a feature bathroom and a shower room. Views from the living room and deck are unsurpassed to the sea. The property is a level walk from the bars and restaurants that Ventnor offers.