Holiday rentals in Rookley

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.

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!

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.

Cosy Stable Cottage in the heart of the Island

PLEASE NOTE WE ARE NOT NEAR THE NEW FORREST NATIONAL PARK! This cozy cottage was the former Stables and lies in the grounds of the historic Merston Manor House dating back to 1605. The Cottage is approached by its own drive from Chapel Lane and has adjacent private parking. This cottage is next door my other listing Quaint Coach House Cottage which maybe available if this is not. We have a minimum 3 night booking but can be flexible on request. Monday night is not available except on request

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!

Rural Isle of Wight cottage with indoor pool use

Escape to the Isle of Wight countryside in this peaceful, semi-detached cottage with three bedrooms, a large garden, wood burning stove and views across open fields. Rowborough Cottage is just 300m from our family farm. Guests can enjoy access with two other cottages to farm animals, playground, games room and heated indoor pool (Feb-Oct) - perfect for families seeking a rural break. With EV charging at the farm and plenty of space to unwind, it’s an ideal base for exploring the island.

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.

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.

Beautiful, modern chalet with stunning sea views

The Lookout is a recently renovated timber chalet which sits in an elevated position with stunning sea views. The quirky Victorian town of Ventnor with its beach and beachside cafes and restaurants is a short walk away along the promenade which is accessed by steps from the chalet. It’s also a short walk to supermarkets etc. The Lookout is ideal for adults looking for a quiet, peaceful location with stunning sea views whatever the season or weather. 15% ferry discount available.

Converted barn perfect for families and couples

At the base of Rowridge Valley in the heart of the Isle of Wight countryside. You will find The Piglet, a great place to stay, relax and use as a base to explore the island. A cosy building with a sunny aspect and a private garden to the rear that overlooks the neighbouring countryside. Due to its location most of the island is accessible from here within a short drive. Explore the heritage castles & monuments, the beaches & surf, and family friendly parks throughout the island.

Tuckers Farm | Luxury rural retreat w/ games space

Tuckers Farm is a detached farmhouse built in 1640, from its own (now disused) quarry, brimming with character, set within 15 acres of private rolling fields and landscaped gardens. With a heated saline pool, a games barn, multiple entertaining areas, and panoramic views, it offers the ideal backdrop for unforgettable stays. Perfect for a family gathering, retreat, milestone celebration, wedding, or accommodation for a wedding in neighbouring Gatcombe Estate Vineyard .

Foodies Heaven

A light and airy wooden chalet accessed by a path through a fully fenced orchard with seating and a fire pit ideal for catching the last of the evening sun. Dogs are welcome and can be walked within the 8 acres of farmland which extends to the Eastern River Yar and includes a wildlife pond. The chalet is well equipped with a dishwasher and washing machine. If you’re lucky you’ll wake up to a Red Squirrel. 5 Pygmy goats in Sue’s garden next door are sure to amuse you.