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Isle of Wight Short Breaks

166 properties found

A courtyard with brick paving surrounded by buildings with brick and cream walls at 2 The Stables in Ryde

2 The Stables

Ryde, Isle of Wight

2 Guests
1 Beds
Pet Friendly
Wifi

for 3 nights

From

£327

A stone cottage with a tiled roof and garden table under a tree at Lisle Combe Cottage in St Lawrence near Ventnor

Lisle Combe Cottage

St. Lawrence near Ventnor, Isle of Wight

6 Guests
3 Beds
No pets
Wifi

for 3 nights

From

£450

A wooden cabin with a slate roof a patio with table and chairs and two potted plants on a grassy lawn at The Springs in Ashey near Brading and Ryde

The Springs

Ashey near Brading and Ryde, Isle of Wight

2 Guests
1 Beds
No pets
Wifi

for 3 nights

From

£427

A brick building with a tiled roof potted plants and a street lamp on a paved courtyard at 3 The Stables in Ryde

3 The Stables

Ryde, Isle of Wight

2 Guests
1 Beds
No pets
Wifi

for 3 nights

From

£312

A house with thatched roof and stone wall at Sheepwash Barn in Freshwater

Sheepwash Barn

Freshwater, Isle of Wight

3 Guests
2 Beds
Pet Friendly
Wifi

for 3 nights

From

£461

A living room with a bicycle and wood stove at tbc

Hearth Cottage

Shorwell, Isle of Wight

2 Guests
1 Beds
Pet Friendly
Wifi

for 3 nights

From

£381

An outdoor view of a house with flowers and fence at The Old Post Office St. Lawrence near Ventnor

The Old Post Office

St. Lawrence near Ventnor, Isle of Wight

4 Guests
2 Beds
No pets
Wifi

for 3 nights

From

£530

A wooden sign with the word westmount on a red brick wall next to a red door at Westmount in Ryde

Westmount

Ryde, Isle of Wight

2 Guests
1 Beds
Pet Friendly
Wifi

for 3 nights

From

£255

Woodsmoke Cottage

Woodsmoke Cottage

Shorwell, Isle of Wight

2 Guests
1 Beds
Pet Friendly
Wifi

for 3 nights

From

£381

A house with a satellite dish and a bush at Bay Tree Cottage in Shanklin

Bay Tree Cottage

Shanklin, Isle of Wight

4 Guests
2 Beds
Pet Friendly
Wifi

for 3 nights

From

£413

Exterior view of holiday apartments with brick and white walls and patio area at Port Side in Yarmouth

Port Side

Yarmouth, Isle of Wight

2 Guests
1 Beds
Pet Friendly
Wifi

for 3 nights

From

£304

The exterior of a stone cottage with white doors and windows and a tiled courtyard entrance with shrubs at Dairy Cottage in Gatcombe

Dairy Cottage

Gatcombe, Isle of Wight

4 Guests
2 Beds
No pets
Wifi

for 3 nights

From

£569

A courtyard with a circular stone path trees and plants in front of single-story cottages at Plimoth N9 in Yarmouth

Plimoth N9

Yarmouth, Isle of Wight

4 Guests
2 Beds
No pets
Wifi

for 3 nights

From

£335

A garden with a brick path leading to a building surrounded by plants and flowers at 1 The Stables in Ryde

1 The Stables

Ryde, Isle of Wight

4 Guests
2 Beds
No pets
Wifi

for 3 nights

From

£335

An outdoor area with a wooden building and patio furniture at Farmhouse Sleeps 5 Near Alton Towers Peak District Shorwell

Poachers Hut

Shorwell, Isle of Wight

2 Guests
1 Beds
Pet Friendly
Wifi

for 3 nights

From

£381

A living room with sofas and cushions a patterned rug and a dining area with chairs and table at Sandy Cottage in Sandown

Sandy Cottage

Sandown, Isle of Wight

4 Guests
2 Beds
Pet Friendly
Wifi

for 3 nights

From

£407

A landscape with grass and a view of water at 57 Cliff End in Freshwater

57 Cliff End

Freshwater, Isle of Wight

4 Guests
2 Beds
No pets

for 3 nights

From

£318

A garden with outdoor seating and dining furniture in front of a brick house at 4 The Nab House in Bembridge

4 The Nab House

Bembridge, Isle of Wight

4 Guests
2 Beds
No pets
Wifi

for 3 nights

From

£473

The exterior of a stone house with a blue door and white framed windows and a small paved area with steps and potted plants at 4 The Old Post Office Mews Brading

4 The Old Post Office Mews

Brading, Isle of Wight

4 Guests
2 Beds
No pets
Wifi

for 3 nights

From

£327

A house with a balcony and multiple windows at 6 Priory in Shanklin

6 Priory

Shanklin, Isle of Wight

4 Guests
2 Beds
No pets
Wifi

for 3 nights

From

£359

The Isle of Wight is a hidden gem just off England’s south coast, offering the perfect escape for a short break. Boasting a wide variety of breathtaking beaches, picturesque countryside, and charming seaside towns, the perfect location for relaxation and adventure alike.

With easy access by ferry and a range of accommodations to suit every taste and budget, book your next trip today with an Isle of Wight short break! 

Why Isle of Wight Short Breaks?

The Isle of Wight is the ideal destination for a short break, offering a perfect balance of relaxation, adventure, and convenience. Just a short ferry ride from the mainland, these Isle of Wight weekend breaks feel like a world away with golden sandy beaches, dramatic coastline and rolling countryside.

Whatever you choose to do on your Isle of Wight short break, whether you’re looking to unwind on peaceful shores, head out on adventures along the scenic walking trails, or try a spot of water sports, the Isle of Wight has it all.

With its compact size, you will be able to pack a lot into just a few days, making the Isle of Wight the perfect destination for a memorable short break. For more ideas on what to get up to during your Isle of Wight weekend break, check out our Isle of Wight Travel Guide »

Places to Visit during Isle of Wight Weekend Breaks

An Isle of Wight weekend break offers plenty of opportunities to explore its iconic landmarks and hidden gems.

One place we’d recommend is the town of Ryde, found on the island’s northern shores. Known for being the largest town on the island and famously referenced in the hit Beatles song “Ticket to Ride”, the town is packed full of independent shops, old-world pubs, cafés, bars and restaurants for you to enjoy. You’ll also find want to stop off at the popular Ryde Beach, the perfect place for the whole family!

Be sure to venture to the west of the island where you can marvel at the breathtaking Needles, cliffs that protrude out from the sea! If you’re looking for an unforgettable way to experience them, hop on the Needles Landmark Attraction, offering a chairlift where you can bask in stunning views of the striking chalk stacks and the sea.

Another fantastic place to visit on your Isle of Wight break is Sandown, which is located on the island’s southern shores. There are a number of great bars and cafés along the seafront and Sandown Beach, along with the traditional ice cream by the seaside, just watch out for those pesky seagulls.

With its mix of coastal beauty and fun-filled activities, Isle of Wight weekend breaks offer something to delight every visitor, making it the perfect break destination.

Other Popular Destinations near Isle of Wight Holiday Cottages:

Colwell Bay

Cowes

Freshwater

Godshill

Newport

Shanklin

Ventnor

Yarmouth

Types of Isle of Wight Holidays

Book your next weekend break today with an Isle of Wight short break!

Still looking at other options, then take a look at these dog-friendly Isle of Wight cottages so you and your canine friend can enjoy a trip away or treat yourself to something extra special with these luxury Isle of Wight cottages.

Head to the countryside and stay in one of these lodges and log cabins on the Isle of Wight. Or maybe something unusual, with these glamping breaks on the Isle Wight. Families will also be in their element thanks to these holiday parks on the Isle of Wight.

There are also a plethora of last-minute breaks on the Isle of Wight, perfect for those of you who love a spontaneous getaway.

Check out the full collection of Isle of Wight cottages or the full list of weekend breaks in the UK, if you’re still undecided on your next adventure.

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