Family-friendly holiday rentals in Isle of Wight

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Top-rated family-friendly rentals in Isle of Wight

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A private balcony features two sun loungers and a small coffee table, all positioned to take in vast sea views. A wooden railing complements the outdoor space, along with a shaded canopy overhead, creating a serene setting by the coast.
Treehouse in Isle of Wight
4.98 out of 5 average rating, 242 reviews

The Crow's Nest, Ventnor Beach (Hot Tub)

Looking for somewhere truly unique to stay? The Crow's Nest is the perfect beach hideaway. Think of it as your own luxury treehouse overlooking the sea, complete with a couples private hot tub. Winner of the 2019 & 22 Lux Travel Most Romantic Beachfront Accommodation. A cedar cabin nestled high into the cliffside overlooking Ventnor beach. It has bi-fold windows along two sides, opening up your room so it's just you, the sea and the horizon. The Crow's Nest is part of The Cabin, Ventnor Beach.

Top guest favourite
A serene garden pond is surrounded by lush greenery and wildflowers, reflecting clear blue skies. A gazebo can be seen in the distance, complemented by wooden decking and seating that invites relaxation. Tall grasses frame the tranquil waters, creating a peaceful natural retreat.
Cottage in Isle of Wight
4.99 out of 5 average rating, 172 reviews

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

Top guest favourite
An expansive glass door leads to a decked terrace, offering a view of the sea. A dining table set for six sits outside, surrounded by greenery. Colorful sailboats can be seen gliding across the water, bringing a sense of coastal leisure.
Chalet in Isle of Wight
5 out of 5 average rating, 268 reviews

Seaglass detached cabin stunning sea views parking

A beautifully remodeled chalet in a tranquil setting with no passing footfall/traffic so is very private but close to beach & town. 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.

Top guest favourite
An indoor heated swimming pool is showcased, surrounded by large glass windows that provide views of the surrounding woodland. Comfortable seating is arranged nearby, and wooden beams create a warm ambiance throughout the space.
Tiny home in Isle of Wight
4.94 out of 5 average rating, 203 reviews

Delightful Chalet Bungalow with a Spa

This beautifully presented chalet is within an old vineyard in a woodland area on the outskirts of Ryde ,with stunning views around the property. Although secluded, it is just a short distance to Ryde town centre & beaches . The property boasts a living/dining room with a smart tv and dining table and chairs , one being a double sofa bed.. Walk in shower in bathroom.. The kitchen has everything you need including dishwasher… The bedroom can be made up as 2 singles or kingsize upon request.

Top guest favourite
Holiday home in Chale
4.92 out of 5 average rating, 143 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!

Top guest favourite
A private terrace features a small wooden table and two chairs, surrounded by greenery. Large glass doors reflect the garden's lush foliage, creating a seamless connection between indoor and outdoor spaces. Natural light illuminates the inviting area, enhancing the tranquil atmosphere.
Barn in Isle of Wight
4.96 out of 5 average rating, 220 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 2024 - 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!

Top guest favourite
Cottage in Isle of Wight
4.99 out of 5 average rating, 114 reviews

Rural cottage with pool at Cheverton Farm Holidays

Escape to the Isle of Wight countryside in this peaceful, semi-detached cottage with a large garden, wood burning stove, BBQ area and views across open fields. Rowborough Cottage is just 300m from our family farm, guests enjoy shared access (with one other cottage) to a heated indoor pool, children’s playground, and games room - perfect for families or couples 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.

Top guest favourite
A charming vintage cottage is set amidst lush greenery, featuring a slate roof and blue exterior. The structure is accented by white trim and has a welcoming porch with large windows, allowing natural light to filter inside.
Cottage in Isle of Wight
4.95 out of 5 average rating, 269 reviews

A charming little wooden house by the sea

This quirky attractive vintage little cottage is perfect for getting away from it all and relaxing in idyllic surroundings. Just a few metres from the lovely pebbly Gurnard beach, this fully refurbished historical little wooden building is set back from the road and tucked away behind our wild garden. It is accessed from its own car parking space via a little path. At the rear, a small stream goes to the sea and a large oak tree provides shelter to birds and a relaxing swing seat.

Top guest favourite
An open-plan living area features a light wood floor and vaulted ceiling. A dining table with chairs is positioned next to a sofa. Natural light floods the space through large windows, illuminating the modern kitchen area equipped with appliances.
Cottage in Isle of Wight
4.98 out of 5 average rating, 174 reviews

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.

Top guest favourite
A newly built property is situated on an elevated site, surrounded by lush greenery. The structure features a light exterior with large windows and a spacious deck with railings. Brightly colored decorations enhance the outdoor area, providing a welcoming entry point to the home.
Cottage in Isle of Wight
5 out of 5 average rating, 114 reviews

Fisherman's Loft A Unique Cottage By The Sea

Welcome to Fisherman's Loft a newly built property on the site of an original fisherman's boathouse in the heart of Wheelers Bay. We have purpose built this accommodation to comprise of open plan living space fully equipped , two double bedrooms a feature bathroom and a shower room. Views from the living room and deck are unsurpassed to the sea. The property is a level walk from the bars and restaurants that Ventnor offers.

Top guest favourite
The interior of the yurt features a vibrant bedding ensemble with floral patterns atop a spacious bed. A smaller sofa bed is positioned nearby, complemented by a rustic coffee table. A log burner stands on one side, with natural light filtering through a central skylight.
Yurt in Wootton Bridge
4.95 out of 5 average rating, 297 reviews

Summer Yurt: Apr-Oct

We are a family business The yurt sits in an Victorian walled garden. A short walk to shops and amenitie. Close to wildlife. Heating is on the form of a log burner, solar lighting very comfortable double bed and a smaller sofa bed, Camp kitchen adjacent, toilet and washing facilities nearby. fresh water beside Yurt. kindly read our house rules prior to booking and before arrival kind regards Fernhill and the team

Top guest favourite
Guest house in Ryde
4.98 out of 5 average rating, 373 reviews

Detached secluded cottage with wood burning stove

Rosie & I let this stone built converted cart shed which is 200 years old. Paddock Cottage stands at the edge of our garden with open land behind. The accommodation is open plan 'studio style', with shower room. It is quiet and secluded and has a cosy wood burning stove. Off road easy parking and access. Well behaved dogs welcome, easy access to walkies.

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