Family-friendly vacation rentals in Wroxall

Idyllic, private & unique countryside holiday

Our Granary is a stylish, sustainable barn conversion set in idyllic countryside at the end of a quiet country lane, surrounded by a horseshoe of downs and near wonderful beaches. It truly is a picturesque spot, and all just 3 hours from London. The Granary has just been renovated from two agricultural buildings. With two comfy bedrooms, a large kitchen diner to inspire a great meal, a lounge with a wood burner and a huge window seat in which to gaze out at the garden, courtyard and the pool.

Family · Kitchen · Outdoor spaces

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!

Kitchen · Indoor spaces · Cleanliness

Self Contained Peaceful Log Cabin for two

May 25 - “Shanklin tops SUNSHINE ranking” Situated in a quiet cul-de-sac on the outskirts of Shanklin, a unique, secluded Log Cabin for ONE or TWO ADULTS or Parent/Child with secure/entry. It's a short, walk into town, offering shops, pubs, restaurants, takeaways, theatre, supermarkets, beach & the 'Old Village & Chine'. The Cabin offers a bijou studio style layout, with a standard size double bed, well equipped kitchenette, TV, WiFi, fridge/freezer, en-suite shower & terrace with gas BBQ.

Kitchen · Indoor spaces · Condition

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!

Family · Indoor spaces · Grill

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.

Kitchen · Indoor spaces · Cleanliness

Bonnie View Hilltop Retreat, Luxury Holiday Home

Mother~daughter team, and Islanders Bianca and Bonnie welcome you to their luxury holiday bungalow, a beautiful space for you to relax and unwind. Inspired by Ventnor’s landscape, guests can connect to nature through thoughtful interior design, taking influence from the natural beauty surrounding us. With ample parking, it's an ideal base to explore locally and across the island. Please note Bonnie View is unsuitable for young children under 12. We provide discounts for Ferry travel.

Family · Indoor spaces · Decor

The Hikers' Hut, clifftop view on the Coastal Path

The Hikers' Hut at Highcliff, is a magical timber hut with stunning sea views over the east coast of the Isle of Wight. Situated on the cliff edge 100m above the shoreline between Shanklin and Ventnor, the famous Isle of Wight Coastal Path is at the front gate. The Hut borders a National Trust field and is a perfect cabin for hikers, bird watchers, beach goers and nature lovers. With its own separate entrance and garden, it sits in the apple orchard of Highcliff Estate, Luccombe.

Indoor spaces · Kitchen · Getting around

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.

Indoor spaces · Family · Outdoor spaces

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.

Family · Kitchen · Access

Spacious 5BR Country House near Ventnor Coast

Clevelands Country House is a charming self-catering retreat in an Area of Outstanding Natural Beauty. This peaceful escape features 4/5 comfortable bedrooms—including a two-bedroom suite—and accommodates up to 10 guests. Enjoy your own terrace with BBQ in beautiful surroundings. Nearby, discover Ventnor restaurants, stunning beaches, and plenty of outdoor activities. Ideal for families or groups, it's dog-friendly and well placed for exploring the island.

Kitchen · Family · Heating

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.

Family · Indoor spaces · Outdoor spaces

Woodland View

‘Woodland View’ offers a light, airy and modern interior with beautiful wooden beams and floors finished to a very high specification. It is a real ‘home from home’ and has every mod con a family could need to make their stay feel comfortable. Set on a quiet residential road with an area of woodland to the rear. It has views towards the sea enjoying the beauty of the rugged coastline and warm micro-climate of the south of the Isle of Wight.

Kitchen · Indoor spaces · Check-in