Popular property types See all properties

Isle of Wight Short Breaks

REFINE SEARCH

Your Isle of Wight search returned 177 cottages

Relevance (AI)
  • Relevance (AI)
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps4
  • Bedrooms1
  • PetsNo

    Sykes Rating

This inviting single-storey yurt is perched in Ventnor, Isle of Wight. Off-road parking. Table tennis. In an AONB. Woodburning stove. Newport 10.3 miles; Cowes 14.8 miles. (Ref. 1174470)

  • Off-road parking
  • Ground floor bedroom
  • Baby-friendly
  • Games room
  • 20% off - Fri 23rd May to 31st Dec 2025

3 nights from £447

Last booked 7 hours ago
See more details
  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7

    Sykes Rating

1 Star Cottages is a delightful, terraced cottage resting in Freshwater, Isle of Wight. Pet-friendly. Close to a shop, pub, and beach. Enclosed garden. Yarmouth 2.7 miles; Newport 11.7 miles. (Ref. 1149357)

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

3 nights from £392

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3

Comfortable and spacious ground floor studio apartment situated on the beach, 10 minutes from Yarmouth. Wonderful sea views. Perfect for a romantic retreat. (Ref. 4220)

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

3 nights from £287

Last booked 2 days ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

Ground floor barn conversion. One of a group of three with spectacular views. Wheelchair access. Beach, shops and pubs nearby. Ryde 2 miles. (Ref. 12934)

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

3 nights from £320

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.1

    Sykes Rating

Cosy retreat on the grounds of Appuldurcombe House near to the village of Wroxall on the Isle of Wight. Woodburning stove. 300 acres of woodland. Pet-friendly. Wroxall 0.7 miles. (Ref. 960236)

  • Wi-fi
  • Off-road parking
  • Baby-friendly

3 nights from £376

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    Sykes Rating

Charming ground floor coastal apartment. Spacious studio accommodation. Stunning panoramic views across the Solent. Use of a private slipway. Café next door. Newport 12 miles. (Ref. 906577)

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

3 nights from £283

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

A well-presented single-storey annexe resting in Ryde, Isle of Wight. Ground-floor living. Dog-friendly. WiFi. Sandown 4.7 miles; Newport 8.5 miles. (Ref. 1073801)

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

3 nights from £248

  • Sleeps2
  • Bedrooms1
  • PetsYes

    Sykes Rating

Fisherman's Cottage is an immaculate, detached cottage resting near a beach on the outskirts of Ventnor, on the Isle of Wight, enjoying coastal views. Newport 10.5 miles; Cowes 15 miles. (Ref. 1174468)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly
  • Games room

3 nights from £304

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Sykes Rating

Shepherd hut on land, a stunning shepherd's hut nestled in the town of Ryde in Isle of Wight. Romantic. Near beach. Close to amenities. Enclosed garden. Sandown 4.7 miles; Newport 8 miles. (Ref. 1155491)

  • Wi-fi
  • Ground floor bedroom

3 nights from £289

  • Sleeps4
  • Bedrooms2
  • PetsYes

    Sykes Rating

The Chapel is a detached, pet-friendly holiday home resting in the friendly little village of Northwood in Isle Of Wight with a woodburning stove. Cowes 4 miles. (Ref. 1166331)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

3 nights from £462

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

A stylish, first-floor apartment sitting in Ventnor, Isle of Wight. Close to beach and coast. Converted chapel. Open-plan. Wroxall 2.9 miles; Newport 10.9 miles; Cowes 15.7 miles. (Ref. 1074379)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 25% off - Mon 30th Jun to 31st Jul 2025

  • 25% off - Fri 1st Aug to 31st Aug 2025

3 nights from £618

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

A charming duplex apartment based in the village of Totland, Isle of Wight. Pet-friendly. Washing machine. Beach nearby. Freshwater 0.8 miles; Yarmouth 2.9 miles. (Ref. 1117800)

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

3 nights from £387

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

This charming two-bedroom holiday home rests in Sandown, Isle of Wight. In an AONB. Pet-friendly. Off-road parking. Enclosed garden. Shanklin 2.6 miles; Ryde 5.9 miles; Newport 8.9 miles; Cowes 13.4. (Ref. 1126551)

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

3 nights from £435

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Sykes Rating

This delightful mid-terrace cottage rests in the pretty hamlet of Norton Green, on the Isle of Wight. Country views. Open-plan. Modern interior. Freshwater 1 mile. (Ref. 1007836)

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

3 nights from £319

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Sykes Rating

A contemporary, single-storey stable conversion located in Brighstone, Isle of Wight. Enclosed garden. Open-plan. In AONB. Close to amenities. Pet-friendly. Near the coast. Newport 8.5 miles; Yarmouth 8.8 miles; Cowes 12.3 miles. (Ref. 1005142)

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

3 nights from £414

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Sykes Rating

This delightful stone cottage is based in Totland Bay, on the Isle of Wight. Open-plan living. Woodburner. Country views. Freshwater 1 mile; Yarmouth 3 miles. (Ref. 972940)

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

3 nights from £611

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2

    Sykes Rating

A stylish, ground-floor property in the hamlet of Norton Green on the Isle of Wight. Country views. Open-plan. Freshwater 1 mile. (Ref. 1010453)

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

3 nights from £319

Last booked 2 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    Sykes Rating

The Hayloft is a first-floor, pet-friendly apartment situated in Bonchurch near the seaside town of Ventnor, Isle of Wight, and is set just a short walk from the beach. Newport 12.1 miles; Cowes 16.5 miles. (Ref. 1167864)

  • Off-road parking
  • Washing machine
  • Baby-friendly

3 nights from £371

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

This well-presented, single-storey, detached lodge rests in the Thorness Bay Holiday Park, Isle of Wight. Lovely views. On-site facilities. Off-road parking. Newport 5.1 miles; Ryde 11.7 miles; Shanklin 13.8 miles; Ventnor 15.2 miles; Freshwater 12 miles. (Ref. 1108060)

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

3 nights from £518

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

A fantastic stone-built cottage resting on the outskirts of Wroxhall on the Isle of Wight. Enclosed garden. Breath-taking views. Pet-friendly. Ventnor 3.1 miles; Shanklin 4.2 miles. (Ref. 1080047)

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

3 nights from £393

Last booked yesterday
See more details

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.