Holiday houses in Chale

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Top-rated holiday rentals in Chale

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Top Guest favourite
Tiny home in Niton
4.92 out of 5 average rating, 72 reviews

Seaview Retreat for Two | Peaceful Coastal Escape.

GENEROUS FERRY DISCOUNT SAFE FREE PARKING Wi-Fi NO CLEANING FEES BEAUTIFULLY PRESENTED Wake up to sea views and unwind in a peaceful chalet for two. 19 Evening Star is a coastal retreat perfect for couples looking to relax, recharge,and explore. Set in a wildflower garden & cocooned by pretty woodland it’s located within an area of AONB. Stroll 10 mins to the village for a gastro pub, quirky pub in the post office, pizza eatery, and grocery store. 3 quiet beaches all in walking distance.

Top Guest favourite
A private balcony features two sun loungers and a small coffee table, all positioned to take in vast sea views. A wooden railing complements the outdoor space, along with a shaded canopy overhead, creating a serene setting by the coast.
Treehouse in Ventnor
4.98 out of 5 average rating, 262 reviews

The Crow's Nest, Ventnor Beach (Hot Tub)

Looking for somewhere truly unique to stay? The Crow's Nest is the perfect beach hideaway. Think of it as your own luxury treehouse overlooking the sea, complete with a couples private hot tub. Winner of the 2019 & 22 Lux Travel Most Romantic Beachfront Accommodation. A cedar cabin nestled high into the cliffside overlooking Ventnor beach. It has bi-fold windows along two sides, opening up your room so it's just you, the sea and the horizon. The Crow's Nest is part of The Cabin, Ventnor Beach.

Top Guest favourite
An expansive view showcases golden fields dotted with round hay bales, leading to a tranquil coastline with blue waters. In the distance, the white cliffs of the Isle of Wight rise against a clear sky, framing a charming cluster of homes nestled in the landscape.
Condo in Isle of Wight
4.96 out of 5 average rating, 117 reviews

Chale Bay Farm - Purbeck View

Purbeck View at Chale Bay Farm is an air-conditioned, family-friendly self-catering apartment with views out to the sea. The living area features a contemporary open-plan, fully-equipped kitchen/diner with oven, hob, microwave, fridge, freezer, dishwasher and combined washer/dryer and air-conditioned lounge/sun-room with large TV. 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 Chale
4.93 out of 5 average rating, 178 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
A view from the cabin captures lush greenery and colorful flowers leading down to the village below. The open sea glistens in the distance, framed by trees and rooftops. A clear blue sky enhances the scenery, offering a sense of tranquility and natural beauty.
Guesthouse in Ventnor
4.95 out of 5 average rating, 109 reviews

Beautiful Cabin with spectacular sea views & deck

Enjoy peace and tranquility in this comfortable spacious Cabin located in the owner's beautiful garden. Kingsize bed with luxury bedding, fully fitted kitchen and bathroom. Dining table and large comfortable sofa, with 2 sets of doors leading to private deck and spectacular sea views. Private access at the rear of the plot for free parking. You will need a torch after dark, and please note the plot is steep. Cabin equipped with superfast broadband. *Ask me about Ferry discount vouchers*

Top Guest favourite
A vibrant garden is displayed, featuring blooming roses in shades of red among various wildflowers. The charming boathouse is partially visible in the background, with large windows that allow natural light to enhance the garden's greenery. The scene captures a serene outdoor atmosphere.
Place to stay in Niton
4.98 out of 5 average rating, 64 reviews

The Boathouse A luxury coastal retreat In Niton

Take it easy at this unique and tranquil getaway. The Boathouse is a little hidden gem.Located in an AONB. Surrounded by many coastal walks all on your doorstep. A brilliant location close to the lots of local amenities all within a short walk. The Buddle Inn pub is a 5 minute stroll away. There is a beach cafe close to St Catherine’s lighthouse also a short walk away. We have tried to make this retreat as comfortable as possible, influenced by the Hamptons. I’m confident you will love it.

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, 141 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, 307 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
Tiny home in Whitwell
5 out of 5 average rating, 10 reviews

Hannah’s Stable

Cosy one-bedroom holiday home set within a peaceful working stable yard beneath St Catherine’s Down, in an Area of Outstanding Natural Beauty on the Isle of Wight. Perfect for walkers and cyclists, with bridleways, footpaths and local pubs nearby. Includes kitchen, shower room, free parking and secure bike storage by arrangement. Meet our friendly animals too – Bambi the sheep, chickens and horses all call the yard home. Wightlink Ferry discount code available

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, 139 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
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.

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
4.93 out of 5 average rating, 75 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

  1. Airbnb
  2. United Kingdom
  3. Chale