Vacation rentals in Chale

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Top-rated vacation rentals in Chale

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Top guest favorite
The exterior of Milkpan Farm features a charming bungalow surrounded by lush greenery and flowering plants in pots. A gravel driveway leads to the entrance, creating a welcoming approach to the property.
Guest suite in Godshill
4.97 out of 5 average rating, 156 reviews

Milkpan Farm Holidays

Milkpan Farm is situated in Godshill, which we have recently purchased and have refurbished. ** We offer generous discounts on the ferries * It is set in a superb rural location for couples, ramblers, dog walkers and cyclists and a great place from which to explore the Island. The accommodation is self-contained annex with private access and off-road parking. Central heating, Wi-Fi and smart TV are just some of the facilities available. The accommodation is newly fitted to a high specification.

Top guest favorite
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, 256 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 favorite
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, 105 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.

Superhost
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, 219 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 favorite
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, 100 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 favorite
A lush garden scene features a flourishing tree with vibrant green leaves in the foreground, set against the rustic stone barn's weathered exterior beneath a clear blue sky. The well-maintained grass invites relaxation amid the surrounding greenery and blooming foliage.
Home in Chale
4.96 out of 5 average rating, 113 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 favorite
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, 128 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 favorite
A charming brick building is seen nestled among lush greenery, with a gravel driveway leading to the entrance. The surrounding countryside features gently rolling hills under a cloudy sky, creating a serene and natural setting.
Cottage in Isle of Wight
4.98 out of 5 average rating, 185 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 favorite
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 Shorwell
4.98 out of 5 average rating, 294 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 favorite
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, 119 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.

Guest favorite
The charming stone facade of the house is framed by lush greenery and colorful foliage. A thatched roof lends rustic character, while windows reveal a glimpse of the inviting interior. A small entrance leads to an outdoor seating area, surrounded by trimmed hedges.
Cottage in Niton
4.86 out of 5 average rating, 146 reviews

Classic Farmhouse nestled in National Landscape

Locks Farm House is a Grade II listed stone build dating back to 1702. It is a traditional long thatch with the roof also covering the former barn. There are two plain beam reception rooms and two double bedrooms, one with an original panel wall. All the rooms look out onto a walled garden and the Downs surrounding the village. The current owners restored the house lovingly using original materials and remain resident in Niton.

Guest favorite
An outdoor patio area is visible, featuring a small, round table with two chairs set against a quaint stone wall. The surrounding stone cottage walls exhibit rustic charm, framed by greenery and soft sunlight filtering through nearby trees.
Guest suite in Chale Green
4.9 out of 5 average rating, 281 reviews

Stroud Green Farm 17th Century Brew House

Originally a 17th Century Brew House and Dairy located on a ten acre small holding in the village of Chale nestled at the foot of St Catherine's- Down on the South Coast of the Isle of Wight. It is an ideal base for walking and cycling.local pub nearby. And nearest village store 4 miles away

Popular amenities for Chale vacation rentals

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