Cottages with Enclosed Gardens on the Isle of Wight

Cottages with Enclosed Gardens on the Isle of Wight

Have your own little bit of the Isle of Wight marked out just for you with a holiday cottage that has an enclosed garden. If you have children in your party or would like to bring your canine chum to a dog-friendly cottage, then our enclosed-garden properties may hold the key. Pour through our available cottages and let your imagination run wild. A dream holiday is just around the corner.  Read more

A holiday cottage with an enclosed garden can provide a sanctuary for your week away, or just provide peace of mind when the children are running around with the dog. Defying all but the most resolute escapees, our cottages with enclosed gardens will help to rein in adventurous legs. Sit back and relax and watch as your loved ones play in a private idyll. Our luxury cottages provide a real home-from-home on the Isle of Wight.

Isle of Wight Cottages that have an Enclosed Garden

Combining home comforts with modern luxuries, our self-catering holiday cottages on the Isle of Wight provide the perfect base to explore the island. Handpicked and personally inspected, each of our properties is of the finest quality around. At Classic Cottages, we want your whole experience to be as relaxed and easy as possible, and will always go the extra mile to ensure your holiday is the best it can be. 

We have 52 Isle of Wight cottages with enclosed gardens

The New House is a 4 bedroom self catering cottage in Godshill, Isle of Wight
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1146

The New House

4025

4 bedroom self catering cottage in Godshill, Isle of Wight


Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minu...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1146

61 Solent View is a 4 bedroom, holiday cottage with sea views in Seaview, Isle of Wight
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1149

61 Solent View

4078

4 bedroom, holiday cottage with sea views in Seaview, Isle of Wight


With stunning sea views from not one but two balconies, 61 Solent View is a wonderful holiday destination within a few minutes' walk from Seagrove Bay. Located just on the outskirt...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1149

Solas is a 4 bedroom self catering cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1456

Solas

4459

4 bedroom self catering cottage with sea views in Seaview, Isle of Wight.


This superb, spacious detached house close to Seaview village has wonderful sea views from the first floor open plan sitting/dining-room and balcony. Taking full advantage of the v...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1456

Leeway House is a 4 bedroom, dog friendly holiday cottage near the beach in Cowes, Isle of Wight
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1458

Leeway House

5138

4 bedroom, dog friendly holiday cottage near the beach in Cowes, Isle of Wight


Renowned as home to the largest sailing regatta in the world, Cowes is a pretty seaport town on the north side of the Isle of Wight, with fabulous views over the Solent and a great...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1458

Choose from our exclusive collection at the best prices with real time availability.

Saye House is a 4 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1623

Saye House

4573

4 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Just a few minutes from idyllic Seagrove Bay, Saye House has been stylishly renovated to a high standard offering a wonderful place to enjoy a well-earned rest on the Isle of Wight...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1623

Orchard House is a 4 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1006

Orchard House

3641

4 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight


Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1006

Harbour View is a 4 bedroom self catering cottage with sea views in Ryde, Isle of Wight.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1773

Harbour View

4731

4 bedroom self catering cottage with sea views in Ryde, Isle of Wight.


Escape to the Isle of Wight for a blissful coastal retreat at Harbour View, an impressive Grade II Listed townhouse with stunning sea views, spread over three floors, and with the ...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1773

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  • 20% off

    5 Apr 2024 - 12 Apr 2024

    £2453.00£1962.40

Windy Ridge is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1804

Windy Ridge

4464

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.


Tucked away in the idyllic setting of Seagrove Bay and just steps away from the beach, Windy Ridge is a stunning semi-detached house with wonderful sea views from both the ground a...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1804

Little Forelands is a 5 bedroom self catering cottage with sea views in Bembridge, Isle of Wight
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £2397

Little Forelands

4474

5 bedroom self catering cottage with sea views in Bembridge, Isle of Wight


This absolutely lovely family home in Bembridge, on the east coast of the Isle of Wight, has a large garden and stunning sea views. With a gated entrance Little Forelands is privat...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £2397

Redworth is a 5 bedroom self catering home near the beach in Bembridge, Isle of Wight.
  • Sleeps 11 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2032

Redworth

4541

5 bedroom self catering home near the beach in Bembridge, Isle of Wight.


This impressive five bedroom house is located on Ducie Avenue, a charming unmade road leading to the beach, in the village of Bembridge. Located within a few minutes walk of the lo...

  • Sleeps 11 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2032

We’re here to help you find your perfect place to stay 7 days a week.

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