Cottages near The Chequers Inn

Cottages near The Chequers Inn

We've got 25 holiday cottages within 5 miles of The Chequers Inn. You can refine your search using the controls below.

Set in the heart of the countryside, this pub has masses of parking, a huge kids play area, childrens menu and dogs are welcome. Three roaring log fires will keep you toasty in winter.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 25 self catering cottages near The Chequers Inn to show you...

The Shute is a 3 bedroom dog-friendly self catering cottage with sea views near Ventnor, Isle of Wight.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £864

The Shute

4399

3 bedroom dog-friendly self catering cottage with sea views near Ventnor, Isle of Wight.


This gorgeous cottage, set in the breathtaking location of St Lawrence, has a large patio and unrivalled sea views. A truly magical place to sit and enjoy the scenery, the seaward ...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £864

10 Shanklin Manor is a 3 bedroom, apartment with roof terrace near the beach in Shanklin, Isle of Wight.
  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £834

10 Shanklin Manor

3511

3 bedroom, apartment with roof terrace near the beach in Shanklin, Isle of Wight.


This superb two-storey, first floor apartment dating back to 1863 is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the use of a la...

  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £834

Sheldonia is a 3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.
  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £707 *

Sheldonia

5109

3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.


Welcome to Sheldonia, a hidden gem in the delightful seaside town of Ventnor and within touching distance of Steephill Cove - one of the Island's prettiest beaches, featured in The...

  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £707 *

St Albans House is a 4 bedroom self catering cottage with sea views near Ventnor, Isle of Wight
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £888

St Albans House

3980

4 bedroom self catering cottage with sea views near Ventnor, Isle of Wight


This large detached house is situated in an elevated position as you enter the town of Ventnor, with the most breathtaking views from virtually every room. The beautiful tiered...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £888

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Westhill View is a 2 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £493

Westhill View

4882

2 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.


With the golden sands of Shanklin beach a short walk away, this lovely holiday home sits in the heart of town, perfect for traditional days by the seaside and within easy reach of ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £493

Stargazers' Retreat is a Luxury Yurt for 5 near the beach near Ventnor, Isle of Wight.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

From £149 per night *

Stargazers' Retreat

5125

Luxury Yurt for 5 near the beach near Ventnor, Isle of Wight.


Welcome to Stargazers' Retreat, a heavenly glamping yurt nestled in rural splendour on the southerly tip of the Isle of Wight with blissful views of Reeth Bay and beyond. Situated ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

From £149 per night *

Lazydays Hideaway is a 1 bedroom glamping Yurt with sea views near Ventnor, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £145 per night

Lazydays Hideaway

5381

1 bedroom glamping Yurt with sea views near Ventnor, Isle of Wight.


Welcome to Lazydays Hideaway, enjoying far reaching sea views across Reeth Bay and beyond and nestled on a hillside at the southerly point of the Isle of Wight. Whether you wan...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £145 per night

25 Palmerston Road is a 3 bedroom self catering cottage near the beach in Shanklin.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £599

25 Palmerston Road

3538

3 bedroom self catering cottage near the beach in Shanklin.


Welcome to 25 Palmerston Road, a delightful holiday home perfectly situated in the charming town of Shanklin and just a short stroll away from the golden sandy beach and a good sel...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £599

Bentinck is a 3 bedroom cottage near the beach in Ventnor.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £743

Bentinck

5724

3 bedroom cottage near the beach in Ventnor.


With everything you could wish for on your doorstep for a blissful Isle of Wight holiday experience with family or friends, Bentinck is a great base to explore all that this Island...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £743

Oceanix is a 1 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £567

Oceanix

4900

1 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.


A beautifully located top floor apartment in the heart of Ventnor, Oceanix provides the perfect seaside getaway for your next Isle of Wight holiday. The property has been though...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £567

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