Vacation rentals in Chale

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Top-rated vacation rentals in Chale

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Guest favourite
The exterior of the floating accommodation is illuminated at dusk, highlighting the modern design and large windows. A wooden walkway leads to the entrance, with outdoor seating visible on the private deck. Surrounding buildings can be faintly seen in the background.
Houseboat in Southampton
4.99 out of 5 average rating, 99 reviews

Rivers stays with hot tub

Our unique river stay offers a one-of-a-kind experience, combining modern comfort & nature. This charming space features panoramic windows that invite the soothing sounds of the flowing water and stunning views of the surroundings right into your living area. Enjoy your morning on the private deck while watching the sunrise, or unwind in the evening with a glass of wine as you listen to the gentle rustle of leaves. Perfect for couples, solo adventurers, or anyone looking to reconnect with nature

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, 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
A serene garden pond is surrounded by lush greenery and wildflowers, reflecting clear blue skies. A gazebo can be seen in the distance, complemented by wooden decking and seating that invites relaxation. Tall grasses frame the tranquil waters, creating a peaceful natural retreat.
Cottage in Nettlestone and Seaview
4.99 out of 5 average rating, 190 reviews

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

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, 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.

Guest favourite
The motor yacht is docked at the marina, showcasing its sleek white exterior against a bright blue sky. A group of four people is situated on the bow, enjoying the sun and the scenic views of the surrounding cityscape.
Boat in Ocean Village
4.93 out of 5 average rating, 226 reviews

Superyacht on 5* Town Quay Marina, Southampton

FULLY HEATED FOR WINTER! A wonderful opportunity to stay onboard a beautiful spacious motor yacht moored on the prestigious Town Quay marina, Southampton. Ideal for couples, families or friends looking for an exciting or romantic getaway. Up to 7 guests. 3 bedrooms with 3 bathrooms. Bespoke packages also available including champagne reception, birthdays/decorations, secure cruise parking/transfers etc. Please enquire for details. Our base price is based upon 2 guests, extra guests are £25pp

Top guest favourite
A private terrace features a small wooden table and two chairs, surrounded by greenery. Large glass doors reflect the garden's lush foliage, creating a seamless connection between indoor and outdoor spaces. Natural light illuminates the inviting area, enhancing the tranquil atmosphere.
Barn in Isle of Wight
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 in Chale
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!

Top guest favourite
Cottage in Isle of Wight
4.98 out of 5 average rating, 193 reviews

Converted barn perfect for families and couples

At the base of Rowridge Valley in the heart of the Isle of Wight countryside. You will find The Piglet, a great place to stay, relax and use as a base to explore the island. A cosy building with a sunny aspect and a private garden to the rear that overlooks the neighbouring countryside. Due to its location most of the island is accessible from here within a short drive. Explore the heritage castles & monuments, the beaches & surf, and family friendly parks throughout the island.

Top guest favourite
An outdoor dining area features a stylish table set with drinks and refreshments. Comfortable chairs surround the table, which has a glossy surface reflecting the clear blue sky and distant sea views. The surrounding trees provide a serene backdrop.
Home in Ventnor
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
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, 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.

Top guest favourite
A modern kitchen displays sleek cabinetry and a large central island, complemented by shiny white tiles. Bright natural light floods through glass doors that open to the garden, enhancing the contemporary feel of the space. Red bar stools add a pop of color to the dining area.
Home in Milford-on-Sea
4.98 out of 5 average rating, 115 reviews

Luxury Modern Home 2 mins to beach+village

-Modern top end house 2 mins walk to Beach and wonderful village. Decorated and furnished to a high standard. Games room with arcade games, darts and TV games and keyboard. Just a few mins walk to the sea and beach and the village with wonderful restaurants, pubs and shops. 4 bedrooms and 3 bathrooms Large dining table to seat 10 Bar area to make drinks and play games. Wonderful sunny Mediterranean garden.

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.
Guesthouse in Southbourne
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.

Popular amenities for Chale vacation rentals

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