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Isle of Wight Short Breaks

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Your Isle of Wight search returned 175 cottages

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  • Sleeps12
  • Bedrooms4
  • PetsYes
  • Sykes rating

Tall Timbers, a lovely coastal cottage set in the Victorian town of Ventnor in Isle of Wight, enjoying a pet-friendly policy and a short walk to a beach. Newport 11.5 miles; Cowes 16 miles. (Ref. 1163988)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

3 nights from £695

  • Sleeps12
  • Bedrooms4
  • PetsYes
  • Sykes rating

Milston is a lovely, dog-friendly house situated close to a beach near Chale, Isle of Wight, boasting a woodburning stove, enclosed garden, and sea views. Ventnor 7.2 miles; Shanklin 8.5 miles. (Ref. 1171872)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • 10% off - Tue 1st Jul to 8th Jul 2025

3 nights from £777

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Stylish, detached, Scandinavian-style timber lodge in tranquil setting near Ryde, Isle of Wight. Use of heated outdoor swimming pool. Rural setting. Parking. WiFi. Ryde, 3.1 miles; Sandown 3.7 miles; Ventor 9.2 miles. (Ref. 2906)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

3 nights from £415

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

One of a group of three properties in beautiful countryside location. All ground floor. One double bedroom with en-suite wet room. Beach, shops and bars close by. Ryde 2 miles. (Ref. 12935)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

3 nights from £307

  • Sleeps2
  • Bedrooms1
  • PetsNo
  • Sykes rating

The Granary is a lovely, converted granary that, ideal for couples, resting near the lovely village of Freshwater on the Isle of Wight with a hot tub. Yarmouth 1.5 miles; Cowes 16.3 miles; Fishbourne 18 miles; Ryde 20 miles. (Ref. 1173924)

  • Wi-fi
  • Off-road parking
  • Hot Tub

3 nights from £392

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo
  • Sykes rating

A smart, shepherd's hut based on the edge of Seaview, Isle of Wight. Woodburning stove. Beach nearby. Romantic dwelling. Sandown 5.4 miles; Newport 8.9 miles. (Ref. 1083797)

  • Off-road parking
  • Ground floor bedroom

3 nights from £362

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A delightful studio-style annexe resting in Bembridge, Isle of Wight. Contemporary. Close to amenities and the beach. Off-road parking. Romantic. Ryde 7.5 miles; Newport 10.5 miles; Cowes 15.4 miles; Yarmouth 20.5 miles. (Ref. 1077923)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

3 nights from £348

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Frosthill Cottage is a spacious cottage resting in the town of Carisbrooke, Isle of Weight. Historic sites. Off-road parking. Woodburning stove. Newport 1.8 miles; Cowes 7.1 miles; Yarmouth 10.1 miles. (Ref. 1140820)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

3 nights from £653

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A striking chocolate box cottage tucked away in the village of Chale, on the Isle of Wight. Original features. Close to the coast. Off-road parking. Brighstone 5.6 miles; Shanklin 8.5 miles; Bembridge 14.4 miles. (Ref. 1052289)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

3 nights from £735

Last booked yesterday
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  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.3

    Good

  • Sykes rating

Wicking is a gorgeous detached holiday house located in the beautiful seaside resort of Ventnor, Isle of Wight. Woodburning stove. Close to beach and amenities. Pizza oven. Newport 10.5 miles; Cowes 15 miles. (Ref. 1046702)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

3 nights from £663

Last booked yesterday
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  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.4

    Good

  • Sykes rating

An attached coach house conversion in the village of Wroxall in the Isle of Wight. On Appuldurcombe Estate. Pet-friendly. Surrounding woodland. (Ref. 960233)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

3 nights from £478

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This contemporary, two-bedroom eco lodge rests in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Hot tub. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083794)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine

3 nights from £531

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Cava is a wonderfully-presented eco lodge nestled in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Pet-free. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083793)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine

3 nights from £531

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    Good

  • Sykes rating

A welcoming former fisherman's cottage, perfectly located in St Helens, Isle of Wight. Traditional seaside accommodation. Shops, restaurant and pub all on doorstep, beach 1 mile. Ryde 5 miles. (Ref. 22962)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

3 nights from £251

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A fabulous first floor coastal holiday apartment in Bembridge village on the Isle of Wight. Light and spacious open plan living area. Two bedrooms, one en-suite. Shops, pubs, cafés, restaurants and beach all within easy walking distance. Ryde 7 miles. (Ref. 926439)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

3 nights from £459

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

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Stunningly located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Private patio with furniture. Stunning walks and mountain biking from doorstep. Newport 4 miles. (Ref. 913108)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

3 nights from £562

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    Good

  • Sykes rating

36 Leeson Road is a charming, stone-fronted cottage resting on the outskirts of Ventnor, Isle of Wight. Woodburning stove. Sea views. Near beach. Newport 11.6 miles; Cowes 16.2 miles. (Ref. 1144527)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

3 nights from £418

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Delaware M5, a lovely, terrace cottage located in the quaint town of Yarmouth in Isle of Wight. Near coast. Near pub. Open plan. Family-friendly. Newport 11.1 miles; Ryde 18 miles. (Ref. 1155203)

  • Wi-fi
  • Off-road parking
  • Dishwasher

3 nights from £320

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Pierpont D1 is a pleasant single-storey holiday home settled on The West Bay Club in Norton near Yarmouth, on the Isle of Wight with on-site facilities. Newport 10.7 miles; Ryde 17.4 miles. (Ref. 1169089)

  • Wi-fi
  • Ground floor bedroom

3 nights from £305

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A thoughtfully converted old cart house, on a working farm on the edge of the village of Shorwell, Isle of Wight. Panoramic views of the Downs. Short walk to pub. Beach 2 miles. Newport 6 miles. (Ref. 22110)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

3 nights from £285

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.