Family-friendly holiday rentals in Cowes

Flat D, Cowes, an apartment with amazing views.

Flat D is a spacious holiday apartment in the heart of Cowes, with all the amenities of Cowes on your doorstep. It consists of 3 bedrooms - 2 double & 1 twin. It has a great sized lounge/dining room with amazing views over the Solent and Cowes harbour. There is a fully fitted kitchen, which is well stocked with cutlery, crockery, pans & glassware. There are 2 bath/shower rooms. It has its own front door accessed from the sunny south facing terrace which is great for BBQ & evening drinks. FFTP

Central Cowes -Luxury Spacious Flat with Sea Views

Spacious Modern Apartment, Located in the heart of Cowes, on the High Street (very quiet!). Bright and airy, newly re-furbished, well equipped, furnished flat. Sleeps 4, one Double Bed and Two singles. Wi-Fi, 65" TV plus Sky TV inc Sky Sports and Sky Cinema, sound bar. Spectacular views over the Harbour/Solent. One minute walk to Red Jet fast link from Southampton, Shops, Pubs and bars and many restaurants - all within walking distance - as too are the Yacht Clubs, and Marinas. A Cut above!

A unique 2 bedroom retreat in the heart of Cowes

Yachters is a snug hideaway in central Cowes nestled amongst vibrant and popular restaurants & bars. Sleeping up to 5 guests in comfortable accommodation, it is the perfect base for exploring the island, or as a bolt hole for those whose passion lies on water rather than dry land. A few minutes walk away from the Red Jet terminal and within 100 metres of Cowes Yacht Haven. There is a frequent bus service to all parts of the island and plentiful parking close by. FERRY DISCOUNTS AVAILABLE

Harbour Cottage Your Romantic Getaway in Cowes

Harbour Cottage - perfect romantic getaway. Close to the centre of vibrant Cowes with local independent shops, cafes, restaurants and marinas. You can leave the car at home! Minutes from Red Jet terminal, floating bridge and Shepards Marina. Generous ferry discounts enquire on booking Harbour Cottage is great for short breaks, or longer stays. Fully fitted kitchen, lounge, conservatory, bathroom and bedroom with king size bed and small sofa fold out ideal for child or small adult only

Wight Cottage in central Cowes

Wight Cottage is in St Mary's Road, a quiet neighbourhood close to the shops, pubs and restaurants of Cowes High Street. Next available dates for Wight Cottage are in May 2027. You'll appreciate the careful refurbishment of this 175 year old shipwright's house. In the summer you can throw open the French windows to a sunny garden. In the winter underfloor heating will keep you warm. Wight Cottage is just a few minutes walk from the marinas in Cowes. Perfect for a Cowes sailing event.

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.

Adorable 2 bedroom cottage on the Isle of Wight

Pretty terrace cottage perfect for a secluded holiday retreat. This special place is close to Cowes range of activities and beautiful sea views, making it easy to plan your visit. Ideal central Cowes location for families, couples, friends, crew lets, short or long term rentals. The cottage is a short 1 minute walk from Cowes range of restaurants, cafes, pubs, bars and shops. Excellent transport links to the mainland, only a short 5 minute walk to the FastCat ferry and marina.

Cowes 2 Bed Apartment, Heart of the Action

We think our place is really special. In the centre of Cowes with everything on the doorstep makes it convenient and so easy with everything walkable. We love being part of the atmosphere of the world famous Cowes. We have two bedrooms, one with a lovely big cosy super king the other is a double with a single bunk above it. The fully equipped kitchen is modern and equipped with everything you need along with the furnished living / dining room with TV and fast internet access.

Cozy cottage with sea views and off street parking

Built in 1882, our lovely cottage is a former coastguard cottage located in a row of 14. The inside of the cottage is very well appointed and very cozy. The west facing garden deck provides a good size outdoor area to sit and take in the fantastic views of Cowes harbour, the Solent beyond and the amazing sunsets. You will have access to a dedicated off street parking space. Two bedrooms - one with a double bed and one which can be made with two single beds or one king size.

Seaside style cabin in central Cowes

'The Cabin' sits in the heart of West Cowes, tucked away behind the high street. Very compact (and very cute!), the space is kitted out in classic holiday home style. Two bedrooms and a sofa bed. Shower room. Decked garden with dining table, BBQ and outdoor sofas. Free parking space nearby. Fast broadband (free), digital TV with DVD, washer/dryer, dishwasher, microwave. Welcome breakfast for first day included. Good for families but steep steps to access. Book today!

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.

Beachside chalet at Gurnard Bay near Cowes

The Beach Hut Gurnard, located in an enviable beachfront position, is the perfect 'home from home' for solo-travellers, couples, friends and small families. This beachfront property features fantastic Solent views; the perfect place to watch the stunning sunsets Gurnard is famous for. Well-equipped and with fast WIFI makes this the ideal choice for a chilled break enjoying the sea, beach and all that goes with it, all on your doorstep .