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Isle of Wight Short Breaks

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Your Isle of Wight & Hampshire search returned 248 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2

    Good

  • Sykes rating

Well-presented detached bungalow set in the heart of Upton, Isle of Wight. Open plan accommodation. Sandown and Newport 7 miles. (Ref. 942766)

  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £341

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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
  • 10% off - Tue 19th Nov 2024 to 28th Feb 2025

7 nights from £552

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A cheerfully yellow, semi-detached cottage resting in the lovely village of St Helens on the Isle of Wight. Enclosed front patio garden. WiFi. Close to shop. Near beach. One dog £20. Bembridge 2.2 miles; Ryde 4.7 miles. (Ref. 1057228)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £506

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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

7 nights from £405

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderful single-storey cottage resting in Cheriton near Alresford. Woodburning-stove. Dog-friendly. Ground-floor living. Countryside views. Winchester 7.3 miles; Basingstoke 25.2 miles; Guildford 33.5 miles. (Ref. 1115307)

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

7 nights from £643

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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
  • 5% off - Mon 4th Nov to 13th Dec 2024

7 nights from £415

  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.1

  • 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

7 nights from £353

  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

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

Single-storey, pet-friendly cottage in Totland. Heart of farming community, ideal touring base. Shops, restaurants and pubs 1 mile. (Ref. 23533)

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

7 nights from £355

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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

7 nights from £447

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Delaware M2 is a delightful townhouse, 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
  • Baby-friendly
  • 5% off - Fri 18th Oct to 29th Nov 2024

  • 5% off - Fri 29th Nov 2024 to 5th Jan 2025

7 nights from £384

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This delightful, two-bedroom holiday home rests in Cowes, Isle Of Wight. Smart TV. Enclosed garden. Pet-free. Ryde 11.3 miles; Shanklin 13.5 miles; Freshwater 14.4 miles. (Ref. 1127745)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £424

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A lovely single-storey cottage resting in Cowes, Isle of Wight. Close to amenities. Woodland views. Ground-floor living. Ryde 10.9 miles; Shanklin 13.1 miles; Freshwater 14.7 miles; Ventnor 15.1 miles. (Ref. 1104465)

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

7 nights from £359

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A contemporary two-bedroom, ground-floor apartment resting in Shanklin, Isle of Wight. Open-plan. Near a beach. Hot tub. Close to amenities. Sandown 2.7 miles; Godshill 4.2 miles. (Ref. 1070558)

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

7 nights from £702

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Lapwings is a contemporary, ground-floor holiday home situated on the outskirts of Fareham, Hampshire. Smart TV. Woodburning stove. Open-plan living. Enclosed patio. Portchester 6.7 miles; Southampton 10.1 miles; Portsmouth 12.2 miles. (Ref. 1137078)

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

7 nights from £845

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

The Happy Hut is an inviting, secluded hut situated in a serene setting in the village of Sopley, near Christchurch, Dorset. Romantic. Quiet location. Bournemouth 7.8 miles. (Ref. 1141027)

  • Wi-fi
  • Ground floor bedroom
  • 10% off - Sat 21st Dec to 28th Dec 2024

7 nights from £350

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful three-bedroom semi-detached house resting in Totland Bay on the Isle of Wight. Dog-friendly. Off-road parking. Near a beach. Freshwater 1 miles; Yarmouth 2.8 miles. (Ref. 1043546)

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

7 nights from £484

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Lovely semi-detached barn in rural Hampshire. Beautifully furnished and with the added bonus of the use of an additional communal barn when booked jointly with Pippin (233). (Ref. 988894)

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

7 nights from £437

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.4

    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
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £773

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful, wood-clad holiday home resting in the New Forest National Park in Nomansland, Wiltshire. Pet-friendly. Woodland views. Open-plan living. Rural. Landford 1.2 miles; Lyndhurst 8.1 miles; Salisbury 12.8 miles; Milford on Sea 20.1 miles. (Ref. 1132976)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £509

Last booked 4 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A well-presented chalet nestled in the New Forest. Open-plan living. Off-road parking. Salisbury 13.1 miles. (Ref. 1137480)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • 5% off - Sat 23rd Nov to 30th Nov 2024

  • 5% off - Sat 30th Nov to 7th Dec 2024

7 nights from £577