Holiday rentals in Chale

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Top-rated holiday rentals in Chale

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Guest favourite

Guest suite in Godshill

4.97 out of 5 average rating, 102 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.

4–11 Jan

$142 SGD per night

Guest favourite

Flat in Isle of Wight

5.0 out of 5 average rating, 121 reviews

The Ocean Suite, Ventnor Beach (6ft superking bed)

The ultimate in beachfront living, a perfect romantic escape and popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner of 22/23 LUXLife Magazine Awards, Best Luxury Coastal Retreat, South England. 52 sq metres and open plan, with bi-fold windows/doors creating a beautiful space of just you and the ocean. With 2 private balconies, 1 south facing for sunbathing, the other perfect for an alfresco breakfast in the morning sun. No pets but baby welcome!

12–19 Jan

$448 SGD per night

Guest favourite

Chalet in Isle of Wight

5.0 out of 5 average rating, 207 reviews

Seaglass. Beautiful cabin, fantastic sea views

A beautifully remodeled chalet situated in a tranquil setting with no passing footfall or traffic so it's a very private location. Seaglass is perfectly positioned to explore Ventnor, a quirky Victorian seaside town set in fantastic scenery. There is a decked garden area with brick bbq overlooking the sea in Wheelers Bay. You are a short walk away from the seafront and also to the town. The accommodation is cosy and beautifully decorated in a coastal style. 15% ferry discount codes available.

20–27 Feb

$196 SGD per night

Guest favourite

Guest suite in Chale

4.93 out of 5 average rating, 75 reviews

LITTLE CHINE

Forget your worries in this spacious and serene space. Children(free) and family pets(dogs) welcome. This holiday let has primarily been set out for 2 adults, and is priced for a minimum stay of 2 nights. extra adult guest will incur a separate cost. A small double bed settee can be utilised for a small family, a travelling cot can be provided for a very young child, there is free WiFi, Paramount.and premium vidio, An initial breakfast box will be provided,along with tea, coffee, milk etc.

4–11 Jan

$102 SGD per night

Guest favourite

Barn in Isle of Wight

4.96 out of 5 average rating, 144 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 2023 - 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!

30 Aug – 6 Sep

$162 SGD per night

Guest favourite

Holiday home in Chale

4.9 out of 5 average rating, 63 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!

2–9 Oct

$270 SGD per night

Guest favourite

Cottage in Whitwell

4.97 out of 5 average rating, 113 reviews

Hedgerow Cottage (Berryl farm Cottages)

Hedgerow Cottage is in a row of 4 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.

24 Nov – 1 Dec

$179 SGD per night

Guest favourite

Place to stay in Chale

4.91 out of 5 average rating, 23 reviews

Quirky Converted Scout Hall with sea views

The previous owners who incidentally had excellent reviews over a number of years, converted the Scout Hall into a quirky four bedroom holiday home back in 2011. We have kept the interior full of fun things & interesting artefacts. The property has great sea views towards the Needles from the large balcony. The well known local pub, The Wight Mouse is within two minutes staggering distance and the area is criss-crossed with footpaths, with the sea being approx. a 15 minute walk.

25 Apr – 2 May

$295 SGD per night

Guest favourite

Guest suite in Ventnor

4.92 out of 5 average rating, 120 reviews

Chale Bay Farm - Tennyson View

A fabulous stand-alone air-conditioned room with ensuite bathroom, ideal if you want a room only and to eat out or for booking alongside our main apartments to accommodate extra friends & family. Has mini-fridge, tea & coffee, TV, Blu-ray & WiFi. With a super-king bed with Egyptian cotton bedding, sofa, armchair and ample wardrobe/drawer space. French windows look onto the personal patio with chairs and stunning sea and countryside views towards Tennyson Down and the Needles.

27 Jul – 3 Aug

$243 SGD per night

Guest favourite

Guest house in Isle of Wight

4.98 out of 5 average rating, 242 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.

20–27 Dec

$197 SGD per night

Guest favourite

Cottage in Niton

4.87 out of 5 average rating, 111 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.

10–17 Oct

$217 SGD per night

Guest favourite

Guest suite in Chale Green

4.94 out of 5 average rating, 192 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

18–25 Mar

$184 SGD per night