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Isle of Wight Short Breaks

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Your Isle of Wight search returned 168 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

    3.8

    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 $630

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.1

    Good

  • Sykes rating

36 Leeson Road is a charming, stone-fronted cottage resting on the outskirts of Ventnor, Isle of Wight. Woodburning stove. Sea views. Near beach. Newport 11.6 miles; Cowes 16.2 miles. (Ref. 1144527)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights From $562

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.1

    Good

  • Sykes rating

A beautifully-presented Victorian terrace settled in Sandown, Isle of Wight. Pet-friendly. Near beach and amenities. Enclosed garden. Shanklin 1.9 miles; Ryde 6.3 miles; Newport 9.4 miles (Ref. 1084975)

  • Pets go free
  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights From $799

  • Sleeps3
  • Bedrooms1
  • Pet FriendlyYes

    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)

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


for 3 nights From $467

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.7

    Outstanding

  • Sykes rating

A wonderful coast and country family home with spectacular nurtured gardens, in the village of Chale on the South West coast of the Isle of Wight. Quality spacious accommodation. Ventnor 7 miles. (Ref. 948970)

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


for 3 nights From $1084

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.4

    Good

  • Sykes rating

A historic, detached cottage settled on the edges of Carisbrooke, Isle of Wight. Thatched roof. AGA range. Newport 2.3 miles; Cowes 6.8 miles; Shanklin 10.9 miles. (Ref. 1102472)

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


for 3 nights From $1108

Holiday Park

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.3

    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 $644

  • 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 $476

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    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)

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


for 3 nights From $370

Holiday Park

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    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 From $701

  • 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 $527

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.3

    Good

  • Sykes rating

The Granary is a lovely, converted granary that, ideal for couples, resting near the lovely village of Freshwater on the Isle of Wight with a hot tub. Yarmouth 1.5 miles; Cowes 16.3 miles; Fishbourne 18 miles; Ryde 20 miles. (Ref. 1173924)

  • Wi-fi
  • Off-road parking
  • Hot Tub


for 3 nights From $448

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.1

    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 $384

Last booked 2 days ago
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Holiday Park

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.2

    Good

  • 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 From $535

  • 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 $1328

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.4

    Good

  • Sykes rating

Muscat is a delightful two-bedroom eco lodge resting 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. 1083796)

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


for 3 nights From $782

Holiday Park

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    3.9

    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
  • 5% off - Tue 5th May to 30th Jun 2026


for 3 nights From $654

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 3 nights From $491

Last booked 2 days ago
See more details
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • 5% off - Fri 24th Jul to 7th Aug 2026

  • 20% off - Fri 28th Aug to 4th Sep 2026


for 3 nights From $602

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.3

    Good

  • Sykes rating

Wonderful, semi-detached cottage located in the thriving village of Freshwater, on the beautiful Isle of Wight. Off-road parking. Enclosed garden. Shop and pub 1 mile, beach 4 mins walk. (Ref. 999328)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights From $681