Holiday houses in Chale

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Top-rated holiday rentals in Chale

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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!

Superhost
A charming exterior view of The Sea Bothy is presented, featuring a black-clad building with large windows. Potted plants, including geraniums and greenery, line the gravel pathway. Two seating areas are adorned with cushions, inviting relaxation in the serene garden space.
Tiny home in Niton
4.98 out of 5 average rating, 53 reviews

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

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
Holiday home in Isle of Wight
4.92 out of 5 average rating, 183 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
The image features two rustic stone buildings surrounded by greenery. A gravel courtyard is visible in front, bordered by a wooden fence. Potted plants add a touch of color, while a tree line provides a natural backdrop to the serene setting.
Barn in Shorwell
4.88 out of 5 average rating, 135 reviews

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.

Top Guest favourite
A large glass door opens to a spacious deck with stunning sea views. Bright blue skies are visible, dotted with white clouds, and lush greenery frames the scene, enhancing the tranquility of the coastal landscape.
Cabin in Ventnor
4.99 out of 5 average rating, 96 reviews

Beautiful, modern chalet with stunning sea views

The Lookout is a recently renovated timber chalet which sits in an elevated position with stunning sea views. The quirky Victorian town of Ventnor with its beach and beachside cafes and restaurants is a short walk away along the promenade which is accessed by steps from the chalet. It’s also a short walk to supermarkets etc. The Lookout is ideal for adults looking for a quiet, peaceful location with stunning sea views whatever the season or weather. 15% ferry discount available.

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.

Superhost
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.

Top Guest favourite
A bright master bedroom features a spacious bed dressed in a plaid blanket. Natural light floods the room through large windows framed by elegant wooden beams. A cozy ambiance is created by bedside lamps, and doors open to a balcony overlooking greenery.
Cottage in Ventnor
4.92 out of 5 average rating, 166 reviews

Woodland View

‘Woodland View’ offers a light, airy and modern interior with beautiful wooden beams and floors finished to a very high specification. It is a real ‘home from home’ and has every mod con a family could need to make their stay feel comfortable. Set on a quiet residential road with an area of woodland to the rear. It has views towards the sea enjoying the beauty of the rugged coastline and warm micro-climate of the south of the Isle of Wight.

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, 64 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
Place to stay in Isle of Wight
4.99 out of 5 average rating, 82 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, 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 holiday rentals