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Isle of Wight Short Breaks

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Your Isle of Wight search returned 167 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

Nanny’s Little House is a well-presented chalet situated on the Sandown Holiday Park on the Isle of Wight. Patio. Off-road parking. Pet-friendly. Shanklin 3.1 miles; Godshill 6.9 miles. (Ref. 1131893)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 3 nights From £343

Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.5

    Outstanding

  • Sykes rating

Plimoth N8 is a pleasant, single-storey lodge located in the seaside town of Yarmouth on the Isle of Wight, only a short walk to a pub, beach, and river. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1171880)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher


for 3 nights From £335

  • Sleeps10
  • Bedrooms5
  • Pet FriendlyNo

    4.2

    Good

  • Sykes rating

Morningside is a delightful, detached property resting in the seaside town of Totland Bay, Isle of Wight. Close to a shop and a pub. Near AONB. Near a beach. Freshwater 0.8 miles; Afton 1.7 miles; Newport 11.9 miles. (Ref. 1152560)

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


for 3 nights From £827

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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


for 3 nights From £250

  • Sleeps4
  • Bedrooms1
  • Pet FriendlyNo

    4.7

    Outstanding

  • Sykes rating

No. 5 Cliffview is a spectacular ground-floor apartment overlooking the coast in Ventnor, on the Isle of Wight. Open-plan. Ground-floor living. Close to the beach. Romantic. Newport 11.9 miles; Cowes 16 miles. (Ref. 1069835)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Thu 5th Mar 2026 to 1st Jan 2027


for 3 nights From £427

Holiday Park

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.4

    Good

  • Sykes rating

Whitfield P1, is a lovely cottage resting in the town of Yarmouth on the Isle of Wight, boasting an open-plan living space and is close to the beach. Newport 10.9 miles; Ryde 17.4 miles. (Ref. 1176063)

  • Wi-fi
  • Dishwasher
  • Baby-friendly


for 3 nights From £479

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.3

    Good

  • Sykes rating

A quaint Grade II listed cottage resting in Carisbrooke, Isle of Weight. Pet-friendly. Garden. Couple’s retreat. Newport 1.4 miles; Cowes 6.4 miles; Yarmouth 9.3 miles. (Ref. 1132228)

  • Pets go free
  • Wi-fi
  • Washing machine
  • Baby-friendly


for 3 nights From £302

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights From £314

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.3

    Good

  • Sykes rating

Tower Barn Cottage is a brilliant, historic property resting on the outskirts of Ryde on the Isle of Wight. Close to amenities. Close to a beach. Smart TV. Enclosed garden. Sandown 4.8 miles; Newport 8 miles. (Ref. 1039901)

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


for 3 nights From £964

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.2

    Good

  • Sykes rating

Stone-built cottage situated in the village of Wroxall on the Isle of Wight. On grounds of Appuldurcombe House. 300 acres of land. WiFi. Ventnor 1.5 miles. (Ref. 960237)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher


for 3 nights From £380

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.2

    Good

  • Sykes rating

A captivating first-floor apartment settled within the desirable town of Ryde on the Isle of Wight. Open-plan living. Romantic. Amenities and beach within walking distance. Bembridge 6.1 miles; Shanklin 7.5 miles; Milford on Sea 26.2 miles. (Ref. 1079715)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights From £285

Last booked yesterday
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  • Sleeps12
  • Bedrooms4
  • Pet FriendlyYes

    4.3

    Good

  • 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)

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


for 3 nights From £691

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.0

    Good

  • Sykes rating

A lovely country-style cottage resting in Shorwell, Isle of Wight. Beautiful views. Close to amenities. Pet-friendly. Close to walking trails. Newport 5.6 miles; Yarmouth 9.4 miles. (Ref. 1108496)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 3 nights From £496

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.5

    Outstanding

  • Sykes rating

A lovely second-floor apartment set within a Victorian building in Ryde, Isle of Wight. Pet-friendly. Near a beach. Sea views. Close to amenities. Sandown 5.8 miles; Newport 7.4 miles. (Ref. 1087202)

  • Pets go free
  • Wi-fi
  • Washing machine
  • Baby-friendly


for 3 nights From £354

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.2

    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)

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


for 3 nights From £348

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.4

    Good

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

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)

  • Pet friendly (extra charges may apply)
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 3 nights From £294

Last booked 4 hours ago
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Holiday Park

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.0

    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 From £487

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    3.9

    Good

  • 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)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 3 nights From £469

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.2

    Good

  • 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 From £444

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.3

    Good

  • Sykes rating

19 Creek Gardens, a contemporary abode situated in Wooton Bridge, Isle of Wight. Off-road parking. Washing machine. Near a shop, pub and beach. Newport 4.5 miles (Ref. 1147608)

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


for 3 nights From £358