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Holiday houses in Chale Green

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Top-rated holiday rentals in Chale Green

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Ventnor
4.99 out of 5 average rating, 180 reviews

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!

Top Guest favourite
An outdoor area is presented with artificial grass, featuring two folding chairs adorned with floral patterns. A charming bathtub is located nearby, flanked by plants and wooden discs that serve as stepping stones. A wooden fence provides privacy while enhancing the serene setting.
Cabin in Whitwell
4.96 out of 5 average rating, 154 reviews

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.

Top Guest favourite
A single-storey cottage is showcased, featuring a natural stone exterior with a red brick trim. The vibrant greenery of the lawn surrounds the building, and a blooming rosebush is positioned near a large window. Sunlight casts a soft shadow across the ground.
Cottage in Kingston
4.94 out of 5 average rating, 67 reviews

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.

Top Guest favourite
Holiday home in Chale
4.93 out of 5 average rating, 181 reviews

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!

Top Guest favourite
Guesthouse in North Boarhunt
4.99 out of 5 average rating, 122 reviews

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.

Superhost
A serene view features the ocean seen through a large, open window. A vase in a vibrant blue sits on the windowsill, framing the view of the coastline. The scene invites natural light to fill the space, emphasizing the airy atmosphere.
Apartment in Ventnor
4.82 out of 5 average rating, 22 reviews

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.

Guest favourite
Rolling fields are dotted with hay bales, leading to a view of coastal cliffs and the sea. A cluster of buildings is visible in the foreground, with a backdrop of clear blue skies and distant white cliffs along the shore.
Condo in Isle of Wight
4.92 out of 5 average rating, 146 reviews

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.

Superhost
Earthen home in Isle of Wight
5 out of 5 average rating, 4 reviews

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.

Top Guest favourite
Lush green fields extend towards the horizon, framed by a sturdy tree and fencing. Rolling hills are visible in the distance under a clear sky, creating a serene countryside atmosphere. Sunlight illuminates the landscape, highlighting the vibrant grass and dotted shrubs.
Guesthouse in Isle of Wight
4.98 out of 5 average rating, 314 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.

Top Guest favourite
The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.
Home in Lepe
4.98 out of 5 average rating, 148 reviews

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.

Top Guest favourite
An outdoor seating area features a sturdy wooden table accompanied by two rustic chairs and an oversized chair. Large wooden doors and stone walls complete the backdrop, while wall-mounted lighting adds an inviting touch to the space.
Tiny home in Niton
4.98 out of 5 average rating, 63 reviews

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.

Top Guest favourite
A charming, vibrant green structure is portrayed, featuring a red door and window accents. The building's unique shape is complemented by a round window at the top. A white picket fence encircles the property, enhancing its quaint appearance against the lush greenery.
Place to stay in Chale
4.94 out of 5 average rating, 81 reviews

Quirky Converted Scout Hall with sea views

The Scout Hall is full of fun things & interesting artefacts. One of the first Scout Halls anywhere & dating back to 1908, the property has great sea views towards the Needles from the large balcony. The well known local pub, The Wight Mouse is within two minutes staggering distance and the area is criss-crossed with footpaths, with the sea being approx. a 15 minute walk.

Popular amenities for Chale Green holiday rentals