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Isle of Wight Short Breaks

Your Isle of Wight search returned 166 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

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 3 nights From £407

  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

This superb, ground-floor church-conversion rests in Ventnor, Isle of Wight. Near amenities. Open-plan. Close to beach. Newport 12 miles; Cowes 16.1 miles. (Ref. 1087994)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Sun 31st May 2026 to 1st Jan 2027


for 3 nights From £658

Holiday Park

  • Sleeps6
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A beautifully presented, single-storey lodge resting in Bembridge, Isle of Wight. Countryside views. Close to beach. On-site facilities. Ryde 7.6 miles; Newport 11 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1088102)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine


for 3 nights From £667

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

5 Castle Street is a welcoming holiday cottage in Newport, Isle of Wight, featuring a woodburning stove and an enclosed rear patio close to shops and pubs. Ryde 8.1 miles; Yarmouth 9.2 miles; Ventnor 11.5 miles. (Ref. 1199600)

  • Wi-fi
  • Dishwasher


for 3 nights From £420

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  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

This lovely, detached, four-bedroom property rests near Freshwater, Isle of Wight. Open-plan. Private driveway. Enclosed garden. Close to amenities and a beach. Yarmouth 2.4 miles; Cowes 15 miles; Fishbourne 16.7 miles; Ryde 18.7 miles. (Ref. 1112919)

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


for 3 nights From £1062

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Chantries is a delightful, detached cottage in the village of Bembridge, Isle of Wight. Open fire. Barbecue. Pet-friendly. Child-friendly. Near coast. Ryde 7.5 miles; Newport 11.7 miles; Cowes 16.2 miles; Yarmouth 21 miles. (Ref. 1158892)

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


for 3 nights From £720

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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


for 3 nights From £592

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Low Tide Loft is a detached and spacious house situated a short stroll from the beach with sea glimpses, located in Colwell Bay on the Isle of Wight. Yarmouth 3.9 miles; Cowes 16.3 miles; Fishbourne 17.1 miles; Ryde 19.1 miles. (Ref. 1164181)

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


for 3 nights From £892

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

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

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


for 3 nights From £562

Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A contemporary single-storey holiday lodge settled on Whitecliff Bay Holiday Park in Bembridge on the Isle of Wight. Open-plan. Veranda. On-site facilities. Ryde 7.6 miles; Newport 11 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1092221)

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


for 3 nights From £491

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    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
  • Electric vehicle charging
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 3 nights From £413

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

A wonderful two-bedroom eco lodge perched 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. 1083791)

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


for 3 nights From £592

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Topsails, a detached property set in a desirable area, paces from a beach in the village of Freshwater, Isle of Wight. Pet-friendly. Enclosed garden. Off-road parking. Yarmouth 2.4 miles; Cowes 15.1 miles. (Ref. 1139901)

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


for 3 nights From £872

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Seapie Corner is a stylish house located in the town of Yarmouth in the Isle of Wight, boasting a balcony, dishwasher, allows pets and is near the harbour. Newport 10 miles; Ryde 16.6 miles. (Ref. 1168884)

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


for 3 nights From £448

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9★

    Outstanding

  • 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)

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


for 3 nights From £323

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

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

Beautifully located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Private patio with furniture. Stunning walks and mountain biking from cottage. Newport 4 miles. (Ref. 913107)

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


for 3 nights From £562

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

A wonderful property with a lot of character, St. Michael’s House is the perfect property for families or a group of friends. Dog-friendly. Near the coast. Bembridge 2.3 miles. (Ref. 1000597)

  • Pets go free
  • Wi-fi
  • Washing machine


for 3 nights From £401