Holiday rentals 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
Treehouse
4.98 out of 5 average rating, 261 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
Townhouse
4.94 out of 5 average rating, 415 reviews

Idyllic Cottage/Village Pub/Beach Nearby/Parking

Located in the centre of Beaulieu, this beautifully refurbished 17th Century cottage is an ideal base from which to relax and explore the New Forest. Situated on a quiet road in the beautiful village, you can walk to Monty's Inn pub nearby for dinner and visit the popular cafe opposite for breakfast. You may even see donkeys walking along the High Street! The cottage has a very spacious ground floor with an open kitchen/large dining area plus a cosy lounge where you can enjoy the log burner.

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.
Apartment
4.97 out of 5 average rating, 108 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 private garden is featured, showcasing two wooden chairs and a small table positioned on a wooden deck. Large glass doors reflect greenery from plants and trees, enhancing the connection to the outdoor space. The setting promotes a serene atmosphere for relaxation.
Barn
4.97 out of 5 average rating, 244 reviews

Little Wing peaceful barn with garden/parking

Little Wing is a beautifully converted studio apartment (originally a milking parlour for goats) located in a peaceful, rural village- 'Best Kept Village' on Isle of Wight 2025 - in the heart of an Area of Outstanding Natural Beauty. Including a large, super-king size bed, the open plan contemporary design is perfect for couples looking for a quiet or romantic retreat and the patio and private garden are perfect for summer relaxation, while underfloor heating means even winter days are cosy!

Top guest favourite
Home
4.96 out of 5 average rating, 122 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!

Guest favourite
A charming thatched cottage is enveloped in lush greenery and colorful flowers. The stone façade is complemented by an inviting front door and multiple windows, with a clear blue sky overhead. The surrounding gardens feature a mix of mature plants and grass areas.
Cottage
4.93 out of 5 average rating, 133 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
Home
4.97 out of 5 average rating, 112 reviews

Longwood Edge, a dream home by the Sea

This stylish, spacious, ‘State of the Art’ home is perfect for those looking for a luxurious, relaxing break in a tranquil coastal location. With a large open plan living/dining area, fully equipped kitchen with breakfast island, 3 large bedrooms and 2 luxurious bathrooms. Located on a quiet road 100 yards from the award winning Bonchurch Inn, you can relax, stay at home or wander into Ventnor with its variety of restaurants. We provide discounted ferry travel on booking.

Top guest favourite
Guest house
4.98 out of 5 average rating, 300 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.

Guest favourite
The exterior of the property showcases a modern architecture with an A-frame design. A deck with seating is featured, surrounded by green grass and trees. Large windows provide ample natural light, while the balcony above offers a space to enjoy outdoor views.
Cottage
4.91 out of 5 average rating, 152 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
The image features a serene waterfront scene at dusk, with a pink and blue sky reflecting on the calm water. The weathered stone wall encloses a small harbor, while historic buildings are positioned nearby, contributing to the tranquil ambiance.
Cottage
4.98 out of 5 average rating, 273 reviews

Adventure Prospect - Historic Waterfront Cottage

Relax and enjoy your stay at this unique and tranquil getaway. 'Adventure Prospect' has recently been completely renovated and is steeped in military history. Formerly known as the "shifting house" it was first built in 1898-1899 to accommodate munitions workers changing into the special clothing that they wore when working on magazines. The cottage provides an ideal escape from everyday life and has direct access to the water.

Top guest favourite
A private hot tub is nestled under a wooden pergola, surrounded by wooden fencing for seclusion. Soft blue lights illuminate the water, creating a serene atmosphere. The mist from the hot tub rises gently, enhancing the sense of tranquility in this intimate outdoor space.
Guest house
4.99 out of 5 average rating, 943 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
4.99 out of 5 average rating, 77 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.

Popular amenities for Chale holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Isle of Wight
  5. Chale