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Isle of Wight Short Breaks

Your Isle of Wight search returned 173 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
The exterior of a stone building with slate roofs and a wooden deck surrounded by grass and trees at The Old Kitchens in Totland Bay
42
Totland Bay, Isle of Wight, PO39
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • 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


for 3 nights $893

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A yellow cottage with a small garden and flowers at Linda Cottage in St Helens
Offer
27
St Helens, Isle of Wight, PO33
  • 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

  • 15% off - Fri 29th May to 19th Jun 2026


for 3 nights $610

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A living room with a bicycle and wood stove at tbc
New property
20
Shorwell, Isle of Wight, PO30
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • Sykes rating

Farm cottage with wood burner in a quiet village is a pleasant cabin in Shorwell, Isle of Wight, with open-plan living, rural views and woodburning stove. Newport 7.3 miles, East Cowes 11.6 miles, Ryde 14.8 miles. (Ref. 1200478)

  • Wi-fi


for 3 nights $548

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A garden with white patio furniture surrounded by plants and a house with a conservatory at Tall Timbers in Ventnor
54
Ventnor, Isle of Wight, PO38
  • Sleeps12
  • Bedrooms4
  • PetsYes

    4.0★

    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)

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


for 3 nights $958

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A living room with two grey sofas a wooden coffee table with flowers and an open kitchen in the background at 48 Crosswinds in Bembridge
26

Holiday Park

Bembridge, Isle of Wight, PO35
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A luxury, three-bedroom lodge resting upon Whitecliff Bay Holiday Park in Bembridge, Isle of Wight. On-site facilities. Contemporary. Luxury. Close to the coast. Ryde 7.6 miles; Newport 10.2 miles; Cowes 15.1 miles; Yarmouth 20.1 miles. (Ref. 1132117)

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


for 3 nights $711

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A row of two storey houses with small gardens and outdoor seating at Whitfield P10 in Norton near Yarmouth
34

Holiday Park

Norton near Yarmouth, Isle of Wight, PO41
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Whitfield P10 is a welcoming, terraced cottage settled into the seaside holiday park in Norton, near Yarmouth, Isle of Wight, close to a beach and the coast. Yarmouth 1.2 miles; Freshwater 2 miles; Bouldnor 2.1 miles. (Ref. 1161360)

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


for 3 nights $601

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Exterior stone walls of a building with white doors steps and paved ground next to a grassy area with a tree at The Retreat in Wroxall
21
Wroxall, Isle of Wight, PO38
  • Sleeps2
  • Bedrooms1
  • PetsYes

    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)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 3 nights $534

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A row of holiday apartments with brick and white walls and a gravel area in front at West Sea View No 5 in Yarmouth
21
Yarmouth, Isle of Wight, PO41
  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.4★

    Good

  • Sykes rating

Delightful beachfront cottage apartment. Tranquil, rustic open plan living accommodation. Only seconds from beach. Panoramic picturesque coastal views across the Solent. Café/ bistro next door. Newport 12 miles. (Ref. 905105)

  • Wi-fi
  • Off-road parking


for 3 nights $463

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A two-story semi-detached house with patio furniture on a wooden deck and a paved walkway at Whitfield P2 in Yarmouth
39

Holiday Park

Yarmouth, Isle of Wight, PO41
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.3★

    Good

  • Sykes rating

Whitfield P2 is a charming, family-friendly semi-detached home, within West Bay Cottages site, resting in Freshwater, near Yarmouth on the Isle of Wight. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1151160)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 3 nights $617

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A patio with a table and chairs outside a blue and white bungalow surrounded by grass and shrubs at Jamestown 5 in Norton near Yarmouth
23

Holiday Park

Norton near Yarmouth, Isle of Wight, PO41
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Jamestown 5 is a single-storey cottage settled into the seaside holiday park in Norton, near Yarmouth, Isle of Wight, close to a beach and the coast. Yarmouth 1.2 miles; Freshwater 2 miles; Bouldnor 2.1 miles. (Ref. 1161684)

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


for 3 nights $542

Last booked 8 hours ago
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A small patio area with green metal chairs and a table with a bottle and glasses outside a yellow house with a sliding glass door at Culver View in Sandown
23
Sandown, Isle of Wight, PO36
  • Sleeps5
  • Bedrooms2
  • PetsNo

  • Sykes rating

Culver View is a lovely single-storey chalet in the delightful town of Sandown, Isle of Wight, boasting an open-plan living space and countryside views. Shanklin 3.1 miles; Ryde 5.9 miles; Newport 9 miles; Cowes 13.5 miles. (Ref. 1144872)

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


for 3 nights $393

Last booked yesterday
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A wooden cabin with glass doors and a ramp surrounded by grass and gravel at Amarone in Seaview
36
Seaview, Isle of Wight, PO33
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.4★

    Good

  • Sykes rating

A lovely, three-bedroom eco lodge sitting in Pondwell near Seaview, Isle of Wight. Open-plan. Near a beach. Hot tub. Country views. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083787)

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


for 3 nights $874

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A two-story brick house with white framed windows a white front door and a lawn in front at 1 Westwood Close in Cowes
33
Cowes, Isle of Wight, PO31
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

A well-appointed, three-bedroom home resting in Cowes, Isle of Wight. Pet-friendly. Enclosed garden. Close to amenities and beach. Open-plan living. Newport 4.7 miles; Ryde 11.2 miles; Shanklin 13.6 miles; Ventnor 15.4 miles. (Ref. 1135018)

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


for 3 nights $621

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A brick house with a small balcony and black railing surrounded by trees and grass at Roebeck Retreat in Ryde
31
Ryde, Isle of Wight, PO33
  • Sleeps3
  • 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


for 3 nights $467

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A brick building with a bookshop sign and wheel hubcap decoration on the front at Medina by The Solent in Cowes
31
Cowes, Isle of Wight, PO31
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9★

    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 $428

Last booked yesterday
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White and brick holiday apartments with patios and life rings on walls near a gravel area at Sail Loft Annexe in Yarmouth
18
Yarmouth, Isle of Wight, PO41
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.2★

    Good

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

A delightful Yarmouth, ground floor, self-catering apartment on the beach. Ten mins from Yarmouth on the Isle of Wight. Use of private slipway. Ideal for couples. (Ref. 4222)

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


for 3 nights $375

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Modern house exterior with large windows and tiled roof at Creek Lodge in Wootton Bridge
33
Wootton Bridge, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4★

    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)

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


for 3 nights $497

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A modern two-story house with a lawn a patio a barbecue grill and a surfboard in the yard at Aquanaut in Gurnard
35
Gurnard, Isle of Wight, PO31
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.0★

    Good

  • Sykes rating

A luxury villa with sea views settled in a quiet part of Gurnard, Isle of Wight. Private hot tub. Underfloor heating. Open-plan living. Cowes 1.5 miles; Newport 4.1 miles. (Ref. 1076006)

  • Wi-fi
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights $4426

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A garden with a blue metal table and chairs with flowers in front of a row of white terraced houses with blue and wooden doors at 2 Linden Terrace in Brading
Offer
32
Brading, Isle of Wight, PO36
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A charming three-storey terraced cottage nestled at the heart of Brading town on the Isle of Wight. Open-plan living. Designated parking space. Close to the coast. Shanklin 3.5 miles; Bembridge 3.6 miles; Ryde 4.6 miles. (Ref. 1057222)

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

  • 15% off - Sat 13th Jun to 4th Jul 2026


for 3 nights $767

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A white and brick holiday apartment building with patio areas and trees in the background at West Sea View No 4 in Yarmouth
17
Yarmouth, Isle of Wight, PO41
  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.3★

    Good

  • Sykes rating

A charming beachfront cottage apartment. Warm, rustic open plan living accommodation. Seconds from the beach, stunning panoramic coastal views across the Solent, Café/bistro next door. Newport 12 miles. (Ref. 905106)

  • Wi-fi
  • Off-road parking


for 3 nights $473

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