Vacation rentals in Chale Green

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!

Family · Value · Wifi

Cosy dog friendly lodge with an outdoor bath

Willow Brook Lodge is a cosy woodland themed lodge set on the bank of a small Brook on the outskirts of Whitwell on the beautiful Isle of Wight.This lodge sleeps two people comfortably with the added bonus of a sofa bed in the living area should a 3rd person come. Guests will receive a welcoming selection of helpful goodies on their arrival. This lodge is ideally situated if you enjoy walking,cycling or just need a relaxing time away. New 2022 we have an outdoor bath. New 2023 we now allow pets.

Location · Value · Hospitality

Countryside Family Retreat with Stunning Views

Summer Breeze is the perfect home away from home for a family get-away. Nestled in the historic rural village of Whitwell, designated as an area of outstanding natural beauty. Panoramic countryside views across St Catherine down can be enjoyed from the sun-trap garden and patio, with nothing but the tranquil sound of birds singing. Ideally located, for walkers & cyclists. You are never far from beautiful beaches, cycling routes, scenic coastal paths and an array of first-rate pubs & restaurants.

Location · Family · Bathroom

Pretty cottage in lovely area near south coast

WARM, COMFORTABLE, AMAZING LOCATION A super-cosy, rural getaway with an unbelievable view, set in the grounds of a medieval manor but feels private. Perfect for a family, a couple, friends. Looks out onto a lake and the downs. 10 mins to the coast, within 30 mins to anywhere on the island - village pubs, seaside towns, foodie restaurants, beaches, adventure parks, castles, cliff-top walks. An incredibly peaceful and restorative haven for 2 to 4 people. A very tranquil yet very handy location.

Value · Location · Getting around

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!

Location · Family · Accuracy

One bedroom cottage escape

Relax and make yourself at home in our charming 1-bedroom bungalow — the perfect retreat for a restful getaway. Featuring a super king-size bed with White Company bedding, a well-equipped kitchen and a bright and comfortable living room with stunning views of the garden. The modern restroom includes a walk-in shower and Rituals toiletries for a luxury experience. Enjoy your morning coffee on the patio or take advantage of the hammocks on the pond both with views of the surrounding garden.

Value · Location · Kitchen

Hidden Away Converted Barn Loft in Shorwell

Northcourt Farm is situated in a valley on the edge of chalk down land, surrounded by pastureland and Grade II Listed Parkland, because of its historic link to Northcourt Manor (privately owned). It's home to our horses, dogs and occasionally some sheep. There are just two dwellings on the farm, our farmhouse cottage and The Barn Flat. The Barn Flat would appeal to walkers and cyclists, having access to the Tennyson Trail, with several paths/bridleways running across our farmland.

Location · Value · Decor

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.

Location · Value · EV charging

Chale Bay Farm - Tennyson View

A fabulous stand-alone air-conditioned room with ensuite bathroom and private front door, ideal if you want a room only and to eat out or booking alongside our main self- catering apartments for extra friends & family. Mini-fridge, tea & coffee, smart TV, Blu-ray & WiFi. Super-king bed, sofa, armchair and ample wardrobe/drawer space. French windows look onto the personal patio with chairs and stunning sea and countryside views towards Tennyson Down and the Needles.

Value · Location · Comfort

Cosy underground burrow with countryside views

Welcome to your cosy home from home in one of our three beautifully crafted retreats, discreetly nestled into the gentle slope of Bennetts Rock, with sweeping views across the Lower Valley and the Downs beyond. Our one bedroom burrow is thoughtfully designed to offer comfort, warmth, and flexibility - perfect for couples, small families, or friends seeking to unwind in comfort after an evening of live entertainment at one of the park’s many celebrated events.

Location · Check-in · TV

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.

Location · Family · Sleep quality

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.

Location · Family · Outdoor spaces