Vacation rentals in Chale Green

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Top-rated vacation rentals in Chale Green

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Ventnor
4.99 out of 5 average rating, 179 reviews

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!

ValueFamilyGrill

Top guest favorite
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, 153 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.

ValueLocationLong stay

Top guest favorite
Home in Beaulieu
4.98 out of 5 average rating, 104 reviews

The Garden Wing is a very special tranquil place

This unique place has a style all its own. Designed in a Japanese way with it's own Water Garden, terrace and boardwalk. Ideal for a family and children will love The Garden Wing, but there is access to the Japanese water garden, and bedroom 3+4 have unguarded stairs to unuseable mezzanine bunks ( see photos). If in any doubt about suitability.....please message me before booking. It is perfect for 6 people, but has beds for 8 EV charger. Oct-Mar + Midweek availability message me first please

ValueFamilyHospitality

Top guest favorite
A single-storey cottage is showcased, featuring a natural stone exterior with a red brick trim. The vibrant greenery of the lawn surrounds the building, and a blooming rosebush is positioned near a large window. Sunlight casts a soft shadow across the ground.
Cottage in Kingston
4.94 out of 5 average rating, 63 reviews

Pretty cottage in lovely area near south coast

WARM, COMFORTABLE, AMAZING LOCATION A super-cosy, rural getaway with an unbelievable view, set in the grounds of a medieval manor but feels private. Perfect for a family, a couple, friends. Looks out onto a lake and the downs. 10 mins to the coast, within 30 mins to anywhere on the island - village pubs, seaside towns, foodie restaurants, beaches, adventure parks, castles, cliff-top walks. An incredibly peaceful and restorative haven for 2 to 4 people. A very tranquil yet very handy location.

LocationFamilyAccuracy

Top guest favorite
Vacation home in Chale
4.93 out of 5 average rating, 181 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!

LocationFamilyDecor

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, 111 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*

ValueLocationDecor

Guest favorite
Rolling fields are dotted with hay bales, leading to a view of coastal cliffs and the sea. A cluster of buildings is visible in the foreground, with a backdrop of clear blue skies and distant white cliffs along the shore.
Condo in Isle of Wight
4.92 out of 5 average rating, 143 reviews

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.

ValueFamilyHiking

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 Isle of Wight
4.98 out of 5 average rating, 311 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.

FamilyValueWifi

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, 145 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.

LocationFamilyView

Top guest favorite
An inviting outdoor space features a private hot tub surrounded by softly glowing lights. A wooden bar with tall stools stands alongside lush potted plants, creating a serene atmosphere for relaxation. The secluded area is enclosed by a rustic wooden fence adorned with decorative lights.
Guesthouse in Southbourne
4.99 out of 5 average rating, 960 reviews

Luxury Studio with Hot Tub & Sauna

Welbeck Studio is a private, self contained luxury escape with the added benefits of your own private hot tub & sauna. Nestled in the little village of Nutbourne close to the pretty historic fishing villages of Emsworth and Bosham and the Roman City of Chichester. We are just a 10 min drive to Goodwood and 15 minutes to Historic Portsmouth and the beautiful award winning beaches of West Witterings.

ValueFamilyOutdoor spaces

Superhost
Camper/RV in Binfield
4.83 out of 5 average rating, 12 reviews

The Legendary Spice Bus – Movie Magic Stay

Step inside a Pop Culture Icon! The legendary Spice Bus - iconic Union Jack double-decker transformed into the ultimate fan experience at Island Harbour Marina. Two levels of pure nostalgia with themed interiors & modern amenities. Sleeps 3 with private facilities block and waterfront views. Live your wildest dreams in this piece of pop history! Girl Power awaits!

LocationBathroomComfort

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
4.89 out of 5 average rating, 300 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

LocationValueSleep quality

Popular amenities for Chale Green vacation rentals