
Family-friendly vacation rentals in Isle of Wight
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Top-rated family-friendly rentals in Isle of Wight
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Angela’s Retreat: An adorable countryside property
Angela’s Retreat is located in Whitwell on the Isle of Wight, approx 5 km from Ventnor. There are a variety of old stone buildings and it is home to the Isle of Wight’s oldest pub ‘The White Horse’. It is ideally situated for walks, beach days, cycling and fishing holidays. Angela’s Retreat is a self contained residence with its own entrance, small kitchenette, bathroom and 1 bedroom with a double bed and a sofa bed if required. WiFi and SKY are also available, as well as parking for one car.

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.

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.

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!

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!

Tiny home-garden cabin near Freshwater Bay
The Bird Hide is ideal for singles or couples (max 2 people) interested in exploring the local area with its own garden and separate access. A comfortable double bed, seating area and with it's own dining and inbuilt kitchen, it offers all you need for a short stay. It has a separate bathroom, as well as on outside decking area to catch the evening sun. The Bird Hide is 5 minutes walk from Freshwater Bay, even closer to footpaths to the Downs and the local village via the SSSI trail.

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.

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.

Field View Cabin
This stylish modern place to stay is perfect for a great getaway. The cabin is situated on the owners property, set back from a main road. However it has its own separate/private entrance and parking. The Cabin is designed so that the accommodation windows and private patio/sitting area all face the fields. Located centrally on the Island, less than 1 minute walk to bus access and local family friendly pub. Also a short walk to river-side cycle track.

Seascape - a Luxurious Coastal Escape
**Wightlink Ferry Discount Available Upon Booking** Nestled in a peaceful beachside setting, yet just moments from the Portsmouth-Ryde ferry links and a direct route to London, Seascape offers the ultimate island retreat. Boasting stunning sea views, private beach access via a secluded gate, and a south-facing sun terrace, this luxuriously furnished apartment is perfect for couples or young families seeking relaxation and adventure by the coast.

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.

2 Bed Apartment The Priory - Panoramic Sea View
This luxury 2-bed apartment is located in a desirable area of Shanklin perched on the top of the cliff with stunning sea views. The apartment is situated on the top floor (2nd Floor) of a recently renovated Victorian gentleman’s residence dating back to 1864. The apartment has panoramic sea views with ample off street parking. Within a few minutes walk you are in the old village of Shanklin which has Tea shops, cafes, pubs
Popular amenities for Isle of Wight family-friendly rentals
Family-friendly home rentals with a hot tub

Cosy coastal cottage

Cosy Cabin with Private Hot tub | Isle of Wight

Stargazer Cottage with a private hot tub

Oak House Shepherds Hut

Huge Unique Bungalow

Cosy retreat Outddor pizza kitchen Woodfired tub

Home Away From Home plus 25% off Ferries

Little Gem in Old Village - Up to 25% off ferry!
Family- and pet-friendly home rentals

2 bed chalet near the beach and tiger sanctuary

Harbour Cottage Your Romantic Getaway in Cowes

1 Bed Cottage. Couples, bath lovers and dogs

Sea Break

Unique creekside floating home with adjacent cabin

Blue Winds, Sea Views, Newly Renovated, Cowes Town

Perfect cycling, walking and star gazing base

Stylish two bedroom flat with fabulous sea view!
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Pete's Pad - Whitecliff Bay - Isle of Wight

St Helens 2-Bed Lodge, Sleeps 4, Pets Ok & Pool

Serenity IOW 3 bedrooms, 5 beds and 2 bathrooms

Luxury Cottage close to beach with private hot tub

Holiday Home with Private Hot Tub near the beach.

Idyllic, private & unique countryside holiday

Luxury Penthouse: Spacious & Stylish

Starfish Lodge Discounted ferry sailings available
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- New Forest national park
- Paultons Park Home of Peppa Pig World
- Bournemouth Beach
- Goodwood Motor Circuit
- Stonehenge
- Boscombe Beach
- Winchester Cathedral
- Highclere Castle
- Kimmeridge Bay
- West Wittering Beach
- Goodwood Racecourse
- Southbourne Beach
- Highcliffe Beach
- Arundel Castle
- The Tank Museum
- Worthing Pier
- Poole Quay
- Marwell Zoo
- Mudeford Sandbank
- Weald & Downland Living Museum
- Blackgang Chine
- Man O'War Beach
- Carisbrooke Castle
- Spinnaker Tower