Short Breaks Hampshire

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Your Isle of Wight & Hampshire search returned 156 cottages

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Drake Cottage

Seaview, Isle of Wight
  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.6

    Good

  • Sykes rating

A charming holiday bungalow resting in Seaview, Isle of Wight. Decking with seating. Open-plan. Close to beach. Private parking. Ryde 2.9 miles. (Ref. 1052161)

7 nights from £342

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Buddleia Cottage

Seaview, Isle of Wight
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.2

    Good

  • Sykes rating

A pretty bungalow resting on the outskirts of Seaview on the Isle of Wight. All-ground-floor. Parking. Close to the coast. Ryde 2.7 miles. (Ref. 1051305)

7 nights from £323

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4 The Old Post Office Mews

Brading, Isle of Wight
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Excellent

  • Sykes rating

Immaculately-presented Isle of Wight cottage in historic Brading. Open plan accommodation with WiFi. Pubs, shop, restaurants and footpaths on doorstep. Superb transportation links. Ryde 4 miles. (Ref. 10532)

7 nights from £300

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52 Glenside

Barton On Sea, Hampshire
  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.9

    Good

  • Sykes rating

An inviting lodge set in the village of Barton-on-Sea in Hampshire. Pet-friendly. Allocated parking. Perfect for families. Christchurch 4.8 miles; Bournemouth 11.4 miles. (Ref. 1068620)

7 nights from £439

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St. Michael’s House

St Helens, Isle of Wight
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    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)

7 nights from £395

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The Carthouse

Shorwell, Isle of Wight
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A thoughtfully converted old cart house, on a working farm on the edge of the village of Shorwell, Isle of Wight. Panoramic views of the Downs. Short walk to pub. Beach 2 miles. Newport 6 miles. (Ref. 22110)

7 nights from £302

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Chale Farm Lodge

Chale, Isle of Wight
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This superb detached lodge is nestled in the pretty village of Chale, on the Isle of Wight, England. Woodburner. Open-plan. En-suite. Enclosed garden. Ventnor 6.5 miles. (Ref. 939717)

7 nights from £410

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Stonewind Farm

Totland near Freshwater, Isle of Wight
  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.6

    Very good

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

7 nights from £346

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Downs View Dairy

West Tytherley, Hampshire
  • Sleeps11
  • Bedrooms5
  • PetsYes

    4.2

    Good

  • Sykes rating

Spacious, character barn conversion 1.5 miles from the Hampshire village of West Tytherley. Exposed wooden beams. En-suite. Dog-friendly. Countryside views. (Ref. 983306)

7 nights from £1184

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Fox's Den

Titchfield Common, Hampshire
  • Sleeps4
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A luxury, modern cottage set on the grounds of Abshot Manor and Country Club with complimentary membership. Set within an enclosed courtyard. High standard with sumptuous decoration. Open plan. Titchfield 2 miles. (Ref. 961324)

7 nights from £432

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Dairy Cottage

Gatcombe, Isle of Wight
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Excellent

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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)

7 nights from £326

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Hurst Castle Suite

Milford On Sea, Hampshire
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.6

    Very good

  • Sykes rating

A beautiful first-floor apartment resting on the seafront in Milford-on-Sea, Hampshire. Open-plan. Sea views. Private parking. Lymington 4.5 miles; Bournemouth 15.4 miles. (Ref. 1056851)

7 nights from £1595

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Culverlicious

Sandown, Isle of Wight
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.4

    Very good

  • Sykes rating

An incredible terraced chalet in the picturesque village of Sandown in the Isle of Wight. Near beach. Pet friendly. Shanklin 2.9 miles; Ryde 6.1 miles; Newport 9.5 miles. (Ref. 1069145)

7 nights from £239

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The Old Kitchens

Totland Bay, Isle of Wight
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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)

7 nights from £399

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The Coach House

Wroxall, Isle of Wight
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.5

    Very good

  • Sykes rating

An attached coach house conversion in the village of Wroxall in the Isle of Wight. On Appuldurcombe Estate. Pet-friendly. Surrounding woodland. (Ref. 960233)

7 nights from £441

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Windy Ridge Cottage

Yarmouth, Isle of Wight
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Excellent

  • Sykes rating

Delightful cottage attached to the owner's home just outside Yarmouth. Freestanding bath, rear patio garden, private stairway to beach. Sea and marshland views. Yarmouth 0.6 miles. (Ref. 952517)

7 nights from £493

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3 The Stables

Upton near Ryde, Isle of Wight
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

One of a group of three properties in beautiful countryside location. All ground floor. One double bedroom with en-suite wet room. Beach, shops and bars close by. Ryde 2 miles. (Ref. 12935)

7 nights from £276

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Hill Farm Cottage

Freshwater, Isle of Wight
  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.2

    Good

  • Sykes rating

A 400-year-old thatched farmhouse with adjacent riding stables. Far-reaching views, easy walk to the beach. Spacious family accommodation, perfect for exploring the island. (Ref. 12722)

7 nights from £506

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Parlour Cottage

Gatcombe, Isle of Wight
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

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Wonderfully located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Enclosed patio with furniture. Stunning walks and mountain biking from cottage. Newport 4 miles. (Ref. 903663)

7 nights from £379

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Sweet Briars

Chale, Isle of Wight
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.4

    Very good

  • 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)

7 nights from £825

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Discover the unspoilt beauty of Hampshire and make it your next destination for a short midweek getaway or a long weekend break. Just an hour away from London, this county could not be further from the capital due to its endless supply of rolling countryside, picturesque villages, award winning beaches and vibrant market towns.

Take a stroll through the magnificent New Forest National Park and see its fascinating inhabitants, which include deer and wild ponies. You can also retrace the footsteps of William the Conqueror and transport yourself back to the 11th Century. Take a cruise around the harbour of Portsmouth, one of the country's leading maritime cities, or head to Chichester Harbour, an AONB brimming with beautiful beaches. You could also enjoy the contemporary architecture of Winchester and discover its lengthy history with a tour of the beautiful cathedral.

Find the perfect Hampshire cottage for your weekend getaway

Our Hampshire cottages are ideal for those who enjoy an aquatic adventure - from sailing and wind surfing to diving and kayaking, you can participate in as many activities as you wish. It's an ideal location for lovers of Cowes Week, the world's biggest sailing regatta.

Whether it's an action-packed short break with the family or a relaxed weekend away on a walking holiday whilst taking in the incredible scenery, we have the perfect holiday cottage for you. If you would like to book a short break in Hampshire, or would like any more information, please contact us on 01244356666.