Holiday houses in Chale

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Top-rated holiday rentals in Chale

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Top Guest favourite
A scenic view captures a landscape of rolling fields dotted with hay bales, leading towards a cluster of farm buildings. In the distance, the coastline is visible with cliffs and a backdrop of blue sea under a clear sky.
Condo in Isle of Wight
4.98 out of 5 average rating, 121 reviews

Chale Bay Farm - St Catherine's View

St Catherine's View at Chale Bay Farm is a quiet and comfortable two-bedroom/two-bathroom self-catering apartment. The air-conditioned living area features a contemporary open-plan, fully-equipped kitchen with oven, hob, microwave, fridge/freezer, dishwasher and washer/dryer with dining and lounge space, smart TV, Blu-Ray and WiFi. Sleeps up to 4 (or 5 with rollaway-bed or cot) but you can add more space by booking our stand-alone room Tennyson View or one or more of our other main apartments.

Guest favourite
The exterior of the self-contained residence is depicted, featuring a welcoming entrance with a wooden door and a small staircase leading up to it. Lush green grass surrounds the entrance, complemented by a sun lounger and seating area nearby, creating a relaxing outdoor space.
Guest suite in Whitwell
4.88 out of 5 average rating, 119 reviews

Angela’s Retreat: An adorable countryside property

Angela’s Retreat is located in Whitwell on the Isle of Wight, approx 5 km from Ventnor. There are a variety of old stone buildings and it is home to the Isle of Wight’s oldest pub ‘The White Horse’. It is ideally situated for walks, beach days, cycling and fishing holidays. Angela’s Retreat is a self contained residence with its own entrance, small kitchenette, bathroom and 1 bedroom with a double bed and a sofa bed if required. WiFi and SKY are also available, as well as parking for one car.

Guest favourite
An outdoor area is presented with artificial grass, featuring two folding chairs adorned with floral patterns. A charming bathtub is located nearby, flanked by plants and wooden discs that serve as stepping stones. A wooden fence provides privacy while enhancing the serene setting.
Cabin in Whitwell
4.96 out of 5 average rating, 138 reviews

Cosy dog friendly lodge with an outdoor bath

Willow Brook Lodge is a cosy woodland themed lodge set on the bank of a small Brook on the outskirts of Whitwell on the beautiful Isle of Wight.This lodge sleeps two people comfortably with the added bonus of a sofa bed in the living area should a 3rd person come. Guests will receive a welcoming selection of helpful goodies on their arrival. This lodge is ideally situated if you enjoy walking,cycling or just need a relaxing time away. New 2022 we have an outdoor bath. New 2023 we now allow pets.

Top Guest favourite
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, 152 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 favourite
Holiday home in Chale
4.93 out of 5 average rating, 140 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 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
4.96 out of 5 average rating, 218 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 2024 - 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!

Superhost
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 Isle of Wight
4.93 out of 5 average rating, 122 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
The exterior of the cottage showcases a blend of traditional stonework and a charming roof. Garden beds with colorful flowers and shrubs frame the gravelled entrance, leading to a inviting wooden door. A small bench beside the door enhances the peaceful outdoor setting.
Cottage in Freshwater
5 out of 5 average rating, 478 reviews

Beautiful, secluded, country cottage near to beach

The Old Stables a beautiful, cosy and stylish barn conversion near Freshwater Bay on the Isle of Wight - Dog Friendly. PREFERENTIAL FERRY RATES AVAILABLE Please ask for details. Originally forming part of the historic Farringford Estate the cottage nestles at the foot of the downs. It is located up a private lane in an Area of Outstanding Natural Beauty within easy walking distance of the beach - Freshwater Bay - nearby shops, a superb cafe/bar and friendly pub.

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, 290 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 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, 143 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.

Top Guest favourite
A newly built property is situated on an elevated site, surrounded by lush greenery. The structure features a light exterior with large windows and a spacious deck with railings. Brightly colored decorations enhance the outdoor area, providing a welcoming entry point to the home.
Cottage in Isle of Wight
5 out of 5 average rating, 111 reviews

Fisherman's Loft A Unique Cottage By The Sea

Welcome to Fisherman's Loft a newly built property on the site of an original fisherman's boathouse in the heart of Wheelers Bay. We have purpose built this accommodation to comprise of open plan living space fully equipped , two double bedrooms a feature bathroom and a shower room. Views from the living room and deck are unsurpassed to the sea. The property is a level walk from the bars and restaurants that Ventnor offers.

Top Guest favourite
Guesthouse in Ryde
4.98 out of 5 average rating, 368 reviews

Detached secluded cottage with wood burning stove

Rosie & I let this stone built converted cart shed which is 200 years old. Paddock Cottage stands at the edge of our garden with open land behind. The accommodation is open plan 'studio style', with shower room. It is quiet and secluded and has a cosy wood burning stove. Off road easy parking and access. Well behaved dogs welcome, easy access to walkies.

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