Holiday houses in Chale Green

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Top-rated holiday rentals in Chale Green

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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.

Guest favourite
Home in Ventnor
4.95 out of 5 average rating, 57 reviews

The Ocean View, tranquil sea & cliff views

Unwind in this peaceful oasis, a retreat between the cliffs and the sea, far away from your hectic life. Located in a SSSI. Site of special scientific interest. A Haven for nature lovers, walkers and cyclists. Watch the birds of prey red squirrels and maybe even dolphins. The main house is 3 bedroom, 1920s and has lots of character. It's newly and minimally decorated in neutral colors. Free parking and breath taking views. The location can't be beaten :-) Book a week and I'll pay for your ferry!

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, 68 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
A scenic view features golden hay bales scattered across a field, with a cluster of houses in the foreground. The coastline in the distance showcases cliffs and the sea, framed by a clear blue sky.
Condo in Isle of Wight
4.97 out of 5 average rating, 118 reviews

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.

Top Guest favourite
A lush garden scene features a flourishing tree with vibrant green leaves in the foreground, set against the rustic stone barn's weathered exterior beneath a clear blue sky. The well-maintained grass invites relaxation amid the surrounding greenery and blooming foliage.
Home in Isle of Wight
4.96 out of 5 average rating, 135 reviews

Gotten Manor Estate - The Milk House

A peaceful, remote 200-year-old stone barn set within the Gotten Estate, with three bathrooms that sleeps 6/7, with wonderful views of the countryside and sea. At the end of a country lane, we are tucked below the Hoy Monument at St Catherine's Down, a mile inland from the coast, with amazing dark skies, an abundance of wildlife and amazing coastal walks or bike rides on your doorstep. We are a wild and idyllic getaway in the most beautiful part of the island. FERRY DISCOUNTS AVAILABLE!

Top Guest favourite
The traditional stone cottage exhibits a charming facade, featuring a central front door flanked by windows. Solar panels are mounted on the roof, contributing to sustainability. Outdoor seating is provided in the foreground, complementing the tranquil garden setting.
Cottage in Ventnor
5.0 out of 5 average rating, 39 reviews

Cottage by the sea

1870 Gardeners Cottage situated in St Lawrence, close to Steephill Cove and other beaches and attractions. The property has undergone a full 'back to stone' renovation in 2024 and is immaculate and finished to an high standard. 10 minutes walk to beach Sea views 3 bedrooms - 1 single - 1 king - 1 zip link super king (or 2x singles) 2 bathrooms and downstairs WC Comfortable seating and dining for 6 guests. Gardens and deck with seating and fabulous views Fast fibre Sonos

Guest favourite
A charming thatched cottage is surrounded by mature gardens and lawned areas. The cottage features multiple windows adorned with vibrant greenery. A blue sky and bright sunlight highlight the serene setting, inviting views of the natural landscape.
Cottage in Ventnor
4.93 out of 5 average rating, 144 reviews

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.

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, 315 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, 149 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.

Guest favourite
A private patio area features a wooden dining table with several chairs and a luxurious hot tub. The space overlooks a sandy beach and the calm sea, surrounded by lush greenery and wooden fencing.
Home in Ventnor
4.93 out of 5 average rating, 41 reviews

Unrivalled Sea View - Brand New

The Bay Cottage is the epitome of refined coastal luxury, offering a flawless blend of elegance and comfort. A rare opportunity to experience the finest in holiday living. Situated in one of the most sought-after locations, this exceptional property offers unrivalled sea views, creating the perfect backdrop for an opulent getaway. Tourist Parking Permit Provided Up to 25% Ferry Discount Code

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 Isle of Wight
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