Seafront self catering place to stay on the Isle of Wight, managed by Classic Cottages

Classic Cottages

Self-Catering Cottages on the Isle of Wight

Isle of Wight Holidays

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Make your stay on the Isle of Wight a memorable one with a range of great places to stay that complement the island’s welcoming personality.  From cosy holiday cottages to rural bed and breakfast's, seaside hotels and holiday parks, the Isle of Wight has it all.

Isle of Wight Hotels

Shanklin's south easterly facing coastline makes it one of the Isle of Wight's most attractive destinations for a seaside holiday or weekend break away. The golden sands, beach huts and traditional English seafront promenade with a host of attractions and eateries make Shanklin a great base for exploring the rest of the island. 

Last minute holidays to the Isle of Wight with away resorts

Isle of Wight Holiday Parks

For somewhere to stay that the kids will enjoy, the dog friendly Whitecliff Bay Holiday Park, Bembridge, is packed with entertainment including both an indoor and outdoor swimming pool, adventure playground, crazy golf course and its own beach. 

The Bay Colwell is located a short distance from Yarmouth making it easy to reach from the mainland. Ideal for a relaxing family holiday with its chic beachside lodges, indoor swimming pool and array of hot tub accommodation from March to December, it makes the perfect location for those that like get out and about and experience what's on the doorstep. 

How about a stay in a lakeside hideaway? Just a short journey from some of the UK’s best-loved beaches The Lakes Rookley, Ventnor has both watersports, indoor and outdoor swimming pools, luxury lake house and cottage accommodation, alongside the traditional caravan holidays. 

Shanklin Beach has been voted as one of the top beaches in the UK in multiply surveys making it the perfect choice for a beach holiday. Both Landguard Holiday Park and Lower Hyde Holiday Park are in close proximity, making them an ideal choice for some family fun in the sand.

Other Isle of Wight holiday destinations for families include St Helens Coastal Resort which is just a short hop from Ryde. 

Places to stay with visit Isle of Wight

Self-Catering on the Isle of Wight 

You'll find some of the prettiest locations for your next self-catering holiday on the Isle of Wight, whether you are looking for a cottage for all the family, a great outdoor glamping adventure or a romantic getaway by the sea, the choice is yours. 

If your getaway includes your special four-legged friend then explore the 70 plus cottages, barns and lodges available on the Isle of Wight with Canine Cottages. Offering a host of places to stay on the Isle of Wight from Sandown to Newchurch, Cowes to Ventnor, there is plenty of choice across the island.

Looking for that perfect Isle of Wight holiday cottage?  Classic Cottages cater for all types of breaks, from those with a little bit of extra luxury including hot tubs or a swimming pool, to holiday homes with great outdoor spaces and games rooms for family get togethers, Isle of Wight lodges with breathtaking sea views or cosy cottages with that home from home feel in the heart of the island for your next rural retreat. 

Discover more places to stay on the Isle of Wight

Isle of Wight Accommodation

Discover plenty more places to stay on the Isle of Wight below or use our 'map view' display if you are looking for somewhere specific on the island.

Number of results:

Number of results: 15

  1. Major Transformation Set for Thorness Bay in 2027

    Type

    Type:

    Other

    Cowes

    Thorness Bay Holiday Park on the Isle of Wight is set to undergo a significant multi-million-pound transformation, with owner Parkdean Resorts announcing a major programme of upgrades due to open in spring 2027.

  2. Landguard Holiday Park

    Type

    Type:

    Camping & Caravan Site

    Shanklin

    Away from the hustle and bustle of everyday life, Landguard Holiday Park provides a tranquil and relaxing break for all.

  3. Holidaycottages.co.uk

    Type

    Type:

    Self-Catering

    Broomfield, Maidstone

    A leading holiday cottage lettings company with a fine selection of personally inspected, hand selected properties, all situated in superb locations throughout Kent and Sussex.

  4. Canine Cottages

    Type

    Type:

    Self-Catering

    There is no need to leave your dog behind on your next holiday with Canine Cottages. We offer over 2000 dog-friendly holiday cottages across the UK, including hundreds across the South East.

  5. Whitecliff Bay Holiday Park

    Type

    Type:

    Holiday Village

    Bembridge

    3 Visit England Stars 3 Visit England Stars 3 Visit England Stars 3 Visit England Stars

    Whitecliff Bay Holiday Park, is perfectly perched next to its own beautiful beach with easy access to everything that makes the Isle of Wight gorgeous.

    Price

    Price £99.00 Per Pitch Per Night
  6. St Helens Holiday Resort

    Type

    Type:

    Camping & Caravan Site

    Ryde

    For those looking to get away from it all.... Beaches that radiate beauty come rain or shine are close by to this peaceful holiday retreat featuring lots of open, green space, St Helens Holiday Resort has it all.

  7. The Lakes Rookley Holiday Resort

    Type

    Type:

    Holiday Village

    Rookley, Ventnor

    Just 20 minutes from half of the beaches on the Isle of the Wight, The Lakes Rookley is the ideal resort for explorers of all kinds, including little ones and four-legged friends.

  8. Nodes Point Holiday Park

    Type

    Type:

    Glamping

    Ryde

    Situated on the eastern shore of the Isle of Wight, Nodes Point Holiday Park is a great choice for your next UK-based break. The tranquil location allows you to relax and unwind while exploring the beauty of the local area.

  9. Classic Cottages - Isle of Wight

    Type

    Type:

    Self-Catering

    Classic find exceptional homes that make great holidays. Find your perfect place to stay in their exclusive collection of handpicked home-from-homes across the Isle of Wight.

  10. The Bay Colwell Holiday Resort

    Type

    Type:

    Holiday Village

    Freshwater, Totland Bay

    An explorers haven or a relaxing retreat to escape to. Holidays at The Bay Colwell aren’t just about exploring timeless forests, alabaster cliffs and heather-clad hills.

  11. Thorness Bay Holiday Park

    Type

    Type:

    Holiday Village

    Cowes

    Thorness Bay Holiday Park is the perfect location for your next UK-based break. Situated on the north side of the island, holidays here are truly stunning as you explore the rich heritage, quaint villages, and impeccable beaches.

  12. The Royal Hotel

    Type

    Type:

    Hotel

    Ventnor

    4 AA Stars 4 AA Stars 4 AA Stars 4 AA Stars 4 AA Stars

    The seaside resort of Ventnor is a delightful time warp with a host of off-beat arty shops and its own subtropical micro climate. The Royal Hotel, built in 1832 overlooking the
    Esplanade, complements it to perfection, with solidly traditional values…

    Price

    Price £95.00 Per Person Per Night (Breakfast Included)
  13. Lower Hyde Holiday Park

    Type

    Type:

    Camping & Caravan Site

    Shanklin

    Lower Hyde Holiday Park is partnered with the nearby Landguard, therefore, you’re accessing double the facilities and entertainment for the price of one.

  14. www.holidaylodges.co.uk

    Type

    Type:

    Self-Catering

    Holiday Lodges is one of the UK’s leading providers of quality holiday lodges and log cabins, offering a wide range of accommodation for every type of break. From luxury lodges with hot tubs and romantic retreats for couples to family-friendly and…

  15. 31 Days of Halloween

    Type

    Type:

    Halloween

    Bembridge

    We love Halloween at Away Resorts, from dressing up as ghosts and ghouls to carving scary (or funny!) faces into a plump, rump pumpkin.

    It's so much fun that we'll be getting into the spooky spirit at Whitecliff Bay, Isle of Wight, from 2nd October…