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 of up to 25% will make your island trip with Classic plain sailing.

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

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

The Cattle Byre is a 2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £568

The Cattle Byre

4535

2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.


The Cattle Byre has accommodation for three guests across two bedrooms, a double and a single. It has two private outdoor seating areas, the rear enclosed garden can only be access...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £568

The Dairy is a 2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £600

The Dairy

4536

2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.


The Dairy is the largest of all four barns and is closest to The Cattle Byre. It has a spacious kitchen and dining area making it a social space for the family to gather and make p...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £600

The Stables  is a 2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £601

The Stables

4537

2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.


The Stables is light and airy throughout with two bedrooms, a king-size double and a twin. The open plan living-room with kitchen and dining areas is warm and inviting, with doors ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £601

The Pigsty is a 2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £601

The Pigsty

4538

2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.


The Pigsty is a detached barn with parking for two cars and two private seating areas alongwith a spacious communal area. There are two bedrooms, a double and a twin, each beau...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £601

Kingston Barns

  • Sleeps 15 + 4 cots in 4 properties
  • Changeover Sat

7 nights from £2371

Grace Cottage is a 1 bedroom, dog friendly holiday cottage close to the sea near Ventnor, Isle of Wight
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £525

Grace Cottage

4209

1 bedroom, dog friendly holiday cottage close to the sea near Ventnor, Isle of Wight


This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. For the envi...

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

7 nights from £525

The Stables is a 1 bedroom, dog friendly holiday cottage close to the beach, near Ventnor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £72 per night

The Stables

5651

1 bedroom, dog friendly holiday cottage close to the beach, near Ventnor.


Welcome to The Stables, a romantic getaway for two! Close to the seaside town of Ventnor, with its beautiful beachfront, you can explore this corner of the Island and then retreat ...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £72 per night

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Farm Cottage is a 2 bedroom, dog friendly cottage near Ventnor.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

From £110 per night

Farm Cottage

5718

2 bedroom, dog friendly cottage near Ventnor.


For those looking for a peaceful and calming cottage then look no further than Farm Cottage, it's set in the delightful grounds of the owners' home and has been furnished with care...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

From £110 per night

Sunrise and Stars is a Dog friendly shepherds hut with a hot tub near Ventnor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £85 per night

Sunrise and Stars

5672

Dog friendly shepherds hut with a hot tub near Ventnor.


Step into an oasis of peace and tranquility on the Isle of Wight at Sunrise and Stars, a beautifully crafted hideaway with a pool for private use and a hot tub, surrounded by capti...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £85 per night

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