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Isle of Wight Short Breaks

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Your Isle of Wight search returned 173 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Swallows is a lovely single-storey semi-detached bungalow on the outskirts of Ventnor on the Isle of Wight, offering fantastic coastal and farmland views. Newport 10.5 miles; Cowes 15 miles. (Ref. 1174464)

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


for 3 nights £444

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A fresh and charming studio apartment situated in the peaceful seaside setting of Ventnor, within a minutes walk to the beach, local pubs & restaurants, all ground floor. (Ref. 948178)

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


for 3 nights £276

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Medina by The Solent is a pleasant, first-floor apartment situated by the sea in Cowes, Isle of Wight, well-positioned to nearby beaches, shops, and pubs. Newport 5.2 miles; Ryde 12.6 miles; Shanklin 14.5 miles; Ventnor 15.5 miles; Freshwater 15.7 miles. (Ref. 1166333)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights £314

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.0

    Good

  • Sykes rating

This superb chalet rests on the outskirts of the village of Freshwater, on the Isle of Wight. Open-plan living. Electric fire. Yarmouth 2 miles; Brighstone 8.9 miles. (Ref. 942183)

  • Off-road parking
  • Ground floor bedroom
  • Baby-friendly


for 3 nights £286

Holiday Park

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

117 Crosswinds is a contemporary single-storey lodge with on-site facilities, located near a beach on the outskirts of Bembridge, on the Isle of Wight. Ryde 7.6 miles; Newport 10.7 miles; Cowes 15.2 miles; Yarmouth 20 miles. (Ref. 1165420)

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


for 3 nights £464

  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.1

    Good

  • Sykes rating

This apartment can be found in Ryde, Isle of Wight. Sleeps 3. Open-plan living. Sandown 7 miles; Newport 7 miles. (Ref. 986737)

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


for 3 nights £292

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms4
  • PetsYes

    3.8

    Good

  • Sykes rating

A 400-year-old thatched farmhouse with adjacent riding stables. Far-reaching views, easy walk to the beach. Spacious family accommodation, perfect for exploring the island. (Ref. 12722)

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


for 3 nights £568

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.1

    Good

  • Sykes rating

A delightful, terraced cottage situated in the hamlet of Afton, near Freshwater, Isle of Wight. Pet-friendly. Off-road parking. Close to amenities and beach. Enclosed patio garden. Yarmouth 2.9 miles; Cowes 14.1 miles; Fishbourne 14.9 mile Please note: s. (Ref. 1108633)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Wed 18th Feb to 31st Mar 2026


for 3 nights £415

  • 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


for 3 nights £372

  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.2

  • Sykes rating

The Shingles is a traditional property situated in the coastal town of Sandown, Isle of Wight. Beach nearby. TV. Garden. Shanklin 1.5 miles; Ryde 6.9 miles. (Ref. 1148748)

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


for 3 nights £367

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

High Tide located in Cowes, Isle of Wight is a short walk from the beach and has a stunning sea views over The Solent. Newport 5.6 miles; Ryde 12.1 miles; Shanklin 14.9 miles; Ventnor 15.9 miles; Freshwater 16 miles. (Ref. 1050183)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights £567

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Delaware M2 is a delightful cottage, situated on the well-maintained grounds of West Bay Holiday Park, in the quaint town of Yarmouth, Isle of Wight. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1131451)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Baby-friendly
  • 10% off - Thu 26th Feb to 10th Apr 2026


for 3 nights £365

  • Sleeps3
  • Bedrooms2
  • PetsYes
  • Tourist Board rating

Sheepwash Barn, a superb single-storey thatched 17th-century cottage in the hamlet of Middleton, near Freshwater, boasts beach proximity and allows pets. Freshwater 0.5 miles. (Ref. 1183433)

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


for 3 nights £416

Last booked yesterday
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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
  • Baby-friendly


for 3 nights £714

  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.8

    Good

  • Sykes rating

A charming chalet-style holiday home settled close to the coast in Ventor, on the Isle of Wight. Ground-floor living. Pet-free. Close to the beach. Newport 11.9 miles; Cowes 16 miles. (Ref. 1102491)

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


for 3 nights £348

Last booked yesterday
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Holiday Park

  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.7

    Good

  • Sykes rating

Whitfield P5 is a delightful cottage resting in the town of Yarmouth in Isle of Wight. Off-road parking. Open-plan. Near coast. Private decking. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1131453)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 3 nights £487

Holiday Park

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Munday H1 is a pleasant, single-storey holiday bungalow resting in the town of Yarmouth in On the Isle of Wight with a location near to the beach. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1162047)

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


for 3 nights £446

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Cape 11, a agreeable single-storey house resting in the town of Yarmouth in the Isle of Wight near Yarmouth harbour, this abode boasts an open-plan layout. Newport 11.2 miles; Ryde 17.6 miles. (Ref. 1173875)

  • Wi-fi
  • Ground floor bedroom


for 3 nights £351

  • Sleeps4
  • Bedrooms3
  • PetsNo
  • Sykes rating

The Retreat is a pleasant, single-storey static holiday home with enclosed decking situated near the pretty little village of Shorwell on the Isle of Wight. Newport 3.9 miles. (Ref. 1169982)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • 10% off - Mon 2nd Feb to 31st Mar 2026


for 3 nights £351

  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.0

  • 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


for 3 nights £311