Holiday rentals in Chale

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Top-rated holiday rentals in Chale

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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, 121 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.

Top 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, 139 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, 155 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.

Guest favourite
A serene walkway lined with charming chalets is surrounded by thriving greenery and trees. The space features a smooth stone path bordered by white railings and planters, leading toward a peaceful garden area. Bright sunlight illuminates the scene, enhancing the natural beauty.
Chalet in Niton
4.74 out of 5 average rating, 188 reviews

Squirrels Nook, Westcliff Holiday Chalets

Jon and Elizabeth welcome you to our lovely cosy holiday chalet, located in one of the most tranquil villages on the Isle of Wight. The perfect retreat for couples, walkers and nature lovers looking for a peaceful tech-free getaway. Local village shops, cafes, and two cosy gastro / real ale pubs. 15 minute drive to the Victorian seaside town of Ventnor with lots of places to eat out, the Island's finest butchers, and little shops selling local crafts and produce, records and antiques. No wifi !

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.
Apartment in Isle of Wight
4.95 out of 5 average rating, 109 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, 148 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, 227 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!

Top guest favourite
A comfortable sofa is positioned beside a stone fireplace, where a gentle flame flickers. Framed artwork decorates the wall above, and a round mirror adds depth. Soft lighting from a lamp creates a cozy ambiance in the inviting living area.
Cottage in Whitwell
4.94 out of 5 average rating, 184 reviews

Fossil Cottage (Berryl Farm Cottages)

Fossil Cottage is in a row of idyllic stone cottages, in an area of outstanding natural beauty. Surrounded by fields in the hamlet of Berryl, but under a 10 minute walk to the village pub. Complete peace with only the sound of the birds and Cows! 2 miles to stunning national trust coastline and swimming beaches. A perfect base to explore the Island. Dog friendly, adult only. Generous ferry discounts available. If unavailable, please see our other listings for the neighbouring cottages.

Guest favourite
The image features two rustic stone buildings surrounded by greenery. A gravel courtyard is visible in front, bordered by a wooden fence. Potted plants add a touch of color, while a tree line provides a natural backdrop to the serene setting.
Barn in Shorwell
4.88 out of 5 average rating, 119 reviews

Hidden Away Converted Barn Loft in Shorwell

Northcourt Farm is situated in a valley on the edge of chalk down land, surrounded by pastureland and Grade II Listed Parkland, because of its historic link to Northcourt Manor (privately owned). It's home to our horses, dogs and occasionally some sheep. There are just two dwellings on the farm, our farmhouse cottage and The Barn Flat. The Barn Flat would appeal to walkers and cyclists, having access to the Tennyson Trail, with several paths/bridleways running across our farmland.

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.
Guest house in Isle of Wight
4.98 out of 5 average rating, 293 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, 145 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
The exterior of the tiny home displays a charming black facade with large glass doors, inviting natural light inside. A small patio area features wooden seating and vibrant flowering plants, creating a welcoming outdoor space that connects with the surrounding greenery.
Tiny home in Isle of Wight
5 out of 5 average rating, 108 reviews

The Nook - Castle Views! Cosy 1 Bed with Parking

Welome to The Nook! A cosy 1 bed Tiny Home situated in the heart of the Carisbrooke countryside. With uninterrupted views of Carisbrooke Castle, the surrounding valley and in an area of outstanding natural beauty, The Nook is the perfect cosy hideaway in the countryside for walkers, cyclists and nature lovers.

Popular amenities for Chale holiday rentals

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