Holiday houses in Chale

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Top-rated holiday rentals in Chale

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, 179 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, 153 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
Shepherd’s hut in Ventnor
4.91 out of 5 average rating, 23 reviews

Sea Views Off Grid Shepherd's Hut- Bumble Bee

Hand built shepherd's hut by master boat builder. Powered by solar and wood. Stunning sea views & cliff top garden, giving you an intimate slice of paradise. A romantic escape looking over Binnel Bay. Coffee time dining pod with Nespresso machine to dine outside in style, sip wine or read a book. A peaceful place that will take your breath away. Separate luxury outdoor power shower and loo with view. Private no through road no traffic noise. Fab spot for star gazing, bird and boat watching.!

Top Guest favourite
Holiday home in Isle of Wight
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!

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, 145 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.

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, 312 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, 146 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
Condo in Niton
5.0 out of 5 average rating, 37 reviews

Secluded accommodation with private patio

A quiet garden entrance into a comfortable double bedroom with ensuite wet room and small kitchenette all tucked away and hidden within the centre of the village. Private parking with access onto a plethora of country foot paths, with a village Pub and a Bar all but a stroll away. The village also offers a chemist, 8-late shop, Post Office and an internationally recognised Pottery. No pets and two night stay minimum

Top Guest favourite
An inviting outdoor space features a private hot tub surrounded by softly glowing lights. A wooden bar with tall stools stands alongside lush potted plants, creating a serene atmosphere for relaxation. The secluded area is enclosed by a rustic wooden fence adorned with decorative lights.
Guesthouse in Southbourne
4.99 out of 5 average rating, 963 reviews

Luxury Studio with Hot Tub & Sauna

Welbeck Studio is a private, self contained luxury escape with the added benefits of your own private hot tub & sauna. Nestled in the little village of Nutbourne close to the pretty historic fishing villages of Emsworth and Bosham and the Roman City of Chichester. We are just a 10 min drive to Goodwood and 15 minutes to Historic Portsmouth and the beautiful award winning beaches of West Witterings.

Top Guest favourite
Place to stay in Isle of Wight
4.99 out of 5 average rating, 81 reviews

Huge Vintage Tabernacle. Walk to Coast Path & Pub

Big ferry discounts for all guests * Stay in a huge vintage tin tabernacle near the Isle of Wight coast path, two minutes walk to the very popular Wight Mouse Inn. * Sleeps 9, perfect for family & friends with cozy sofas, huge log burner, 55" smart TV, loads to do, games. * Fantastic walking & cycling from the door. * Well behaved dogs welcome. * BBQ, garden, outdoor dining.

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, 80 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.

Superhost
Campervan/RV in Binfield
4.86 out of 5 average rating, 14 reviews

The Legendary Spice Bus – Movie Magic Stay

Step inside a Pop Culture Icon! The legendary Spice Bus - iconic Union Jack double-decker transformed into the ultimate fan experience at Island Harbour Marina. Two levels of pure nostalgia with themed interiors & modern amenities. Sleeps 3 with private facilities block and waterfront views. Live your wildest dreams in this piece of pop history! Girl Power awaits!

Popular amenities for Chale holiday rentals