Holiday houses in Chale

The Ocean Suite, Ventnor Beach (with Sauna)

Laid back beachfront living at its best, a romantic escape - popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner 2025 LUXLife Awards, Best 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, one south facing for sunbathing, the second with a private sauna, combine with a swim in the sea just a few steps away. No pets but baby welcome!

Family · Value · Amenities

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.

Location · Value · View

Secluded Garden Lodge with Private Hot Tub

The Lodge Retreat is nestled at the bottom of a secluded garden pathway in the sleepy suburb of Southbourne and is a stones throw from Bournemouth’s award winning beaches. The whole of the Lodge Retreat is yours to relax and unwind and includes use of your own private hot tub. There’s plenty of free street parking and more often than not, you can get the street space directly outside of the property. The Lodge Retreat offers an easy self check in and check out service for your convenience.

Value · Family · Access

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!

Family · Location · Biking

The Boathouse A luxury coastal retreat In Niton

Take it easy at this unique and tranquil getaway. The Boathouse is a little hidden gem.Located in an AONB. Surrounded by many coastal walks all on your doorstep. A brilliant location close to the lots of local amenities all within a short walk. The Buddle Inn pub is a 5 minute stroll away. There is a beach cafe close to St Catherine’s lighthouse also a short walk away. We have tried to make this retreat as comfortable as possible, influenced by the Hamptons. I’m confident you will love it.

Location · Value · Outdoor spaces

Wight Cottage in central Cowes

Wight Cottage is in St Mary's Road, a quiet neighbourhood close to the shops, pubs and restaurants of Cowes High Street. Next available dates for Wight Cottage are in May 2027. You'll appreciate the careful refurbishment of this 175 year old shipwright's house. In the summer you can throw open the French windows to a sunny garden. In the winter underfloor heating will keep you warm. Wight Cottage is just a few minutes walk from the marinas in Cowes. Perfect for a Cowes sailing event.

Location · Family · Check-in

Chale Bay Farm - Tennyson View

A fabulous stand-alone air-conditioned room with ensuite bathroom and private front door, ideal if you want a room only and to eat out or booking alongside our main self- catering apartments for extra friends & family. Mini-fridge, tea & coffee, smart TV, Blu-ray & WiFi. Super-king bed, 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.

Location · Family · Kitchen

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.

Family · Location · Laundry

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.

Location · Family · Accuracy

Secluded accommodation with private patio

A quiet garden entrance into a comfortable double bedroom with ensuite wet room and small kitchenette all tucked away and hidden within the centre of the village. Private parking with access onto a plethora of country foot paths, with a village Pub and a Bar all but a stroll away. The village also offers a chemist, 8-late shop, Post Office and an internationally recognised Pottery. No pets and two night stay minimum

Location · Value · Sleep quality

Huge Vintage Tabernacle. Walk to Coast Path & Pub

Big ferry discounts for all guests * Stay in a huge vintage tin tabernacle near the Isle of Wight coast path, two minutes walk to the very popular Wight Mouse Inn. * Sleeps 9, perfect for family & friends with cozy sofas, huge log burner, 55" smart TV, loads to do, games. * Fantastic walking & cycling from the door. * Well behaved dogs welcome. * BBQ, garden, outdoor dining.

Location · Family · Breakfast

Quirky Converted Scout Hall with sea views

The Scout Hall is full of fun things & interesting artefacts. One of the first Scout Halls anywhere & dating back to 1908, 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.

Value · Location · View