Ventnor Holiday Cottages

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British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Ventnor Holiday Cottages

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Your Ventnor, Isle of Wight search returned 129 cottages

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Map View
A row of white cottages with blue fences and tiled roofs under a clear blue sky at 2 Hope Cottages in St Helens
14
St Helens, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4★

    Good

  • Sykes rating

A welcoming former fisherman's cottage, perfectly located in St Helens, Isle of Wight. Traditional seaside accommodation. Shops, restaurant and pub all on doorstep, beach 1 mile. Ryde 5 miles. (Ref. 22962)

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


for 7 nights £296

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A stone building with arched windows and a staircase with a railing on a grassy hill at Bishops Retreat in Ventnor
42
Ventnor, Isle of Wight, PO38
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9★

    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)

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

  • 5% off - Sat 29th Mar to 21st Dec 2025


for 7 nights £621

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A house with a thatched roof windows and garden beds at Dunnose Magna in Shanklin
48
Shanklin, Isle of Wight, PO37
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This superb stone cottage is based in Luccombe, Isle of Wight. WiFi. Off-road parking. Enclosed garden. Newport 10 miles; Cowes 15 miles. (Ref. 991785)

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


for 7 nights £1593

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A corner view of a two-story semi detached house with cream and beige walls near a paved driveway and lattice fence at May Cottage in Shanklin
26
Shanklin, Isle of Wight, PO37
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

May Cottage, a delightful semi-detached cottage perched in the seaside resort of Shanklin in the Isle of Wight, with a pet-friendly policy and en-suite. Sandown 3.9 miles; Godshill 4 miles. (Ref. 1156246)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Sky TV


for 7 nights £479

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A stone cottage with white windows and a white door next to a large stone arch and metal gates in a grassy area at Freemantle Lodge in Godshill
32
Godshill, Isle of Wight, PO38
  • 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


for 7 nights £492

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A cobblestone courtyard with potted plants and white houses with brown roof tiles at The Coach House in Newport
19
Newport, Isle of Wight, PO30
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A charming cottage located in the village of Newport in Isle of Wight. Views over Carisbrooke Castle. Nautical décor. Enclosed garden. Pet-friendly. Cowes 4.6 miles. Ryde 6.7 miles. (Ref. 962983)

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

  • 10% off - Thu 6th Mar to 31st Oct 2025


for 7 nights £645

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Stone building with arched doorway and gated windows with potted plants at Chapel House in Chale
29
Chale, Isle of Wight, PO38
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A spectacular church conversion set in the village of Chale Green, Isle of Wight. Coastal setting. Grand interiors. Spacious accommodation. Open-plan living. Shanklin 8.2 miles; Newport 9.6 miles; Totland 12.4 miles. (Ref. 1066825)

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


for 7 nights £1081

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A white cottage with dark window frames stone wall and purple flowers at 1 Tulse Hill Cottages Ventnor
35
Ventnor, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A delightful, two-bedroom cottage resting in Ventnor, Isle of Wight. Pet-friendly. Close to amenities and the beach. Family-friendly. Traditional. Near AONB. Newport 11.1 miles; Cowes 15.4 miles. (Ref. 1125141)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £434

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A two story house with brick and white walls surrounded by trees and bushes at Burwyns in Ventnor
77
Ventnor, Isle of Wight, PO38
  • Sleeps16
  • Bedrooms6
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Burwyns is a wonderful six-bedroom holiday home resting in Ventnor, Isle of Wight. Close to amenities. Pet-friendly. Near Isle of Wight AONB. Sea views. Newport 11.5 miles; Cowes 16 miles. (Ref. 1143991)

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


for 7 nights £1374

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Stone building with pointed arched windows and steps leading to double doors at No 5 Old Church in Ventnor
29
Ventnor, Isle of Wight, PO38
  • 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
  • Baby-friendly


for 7 nights £554

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An outdoor seating area with chairs tables and umbrellas in front of a stone building with yellow window frames at The Hayloft in Bonchurch near Ventnor
41
Bonchurch near Ventnor, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

The Hayloft is a first-floor, pet-friendly apartment situated in Bonchurch near the seaside town of Ventnor, Isle of Wight, and is set just a short walk from the beach. Newport 12.1 miles; Cowes 16.5 miles. (Ref. 1167864)

  • Off-road parking
  • Washing machine
  • Baby-friendly


for 7 nights £482

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A detached two-story house with a front porch and paved driveway surrounded by hedges at 5 The Mall in Sandown
37
Sandown, Isle of Wight, PO36
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This charming detached house rests in the heart of Sandown, on the Isle of Wight. Electric fire. Enclosed garden. Shanklin 1.4 miles; Ventnor 5.6 miles. (Ref. 1020856)

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


for 7 nights £651

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A house with a brick driveway and palm trees at Wickings Steephill Cove Ventnor
45
Steephill Cove, Ventnor, Isle of Wight, PO38
  • 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
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £831

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A living room with blue sofa wooden coffee table and dining table under vaulted ceiling with black beams at Pilgrim's Loft in Ventnor
33
Ventnor, Isle of Wight, PO38
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A beautiful three-bedroom apartment set in a converted church in Ventor, Isle of Wight. Smart TV. Original features. Near a beach. In AONB. Newport 12.1 miles; Cowes 15.9 miles. (Ref. 1072796)

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


for 7 nights £601

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A red brick house with a patio and garden with flowering tree branches in the foreground at Milston in Chale
59
Chale, Isle of Wight, PO38
  • Sleeps12
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Milston is a lovely, dog-friendly house situated close to a beach near Chale, Isle of Wight, boasting a woodburning stove, enclosed garden, and sea views. Ventnor 7.2 miles; Shanklin 8.5 miles. (Ref. 1171872)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £865

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The exterior of a stone house with a blue door and white framed windows and a small paved area with steps and potted plants at 4 The Old Post Office Mews Brading
27
Brading, Isle of Wight, PO36
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • 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)

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


for 7 nights £344

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A backyard patio with outdoor dining set and umbrella next to a house with large windows at St Michaels House in St Helens
28
St Helens, Isle of Wight, PO33
  • 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)

  • Wi-fi
  • Washing machine


for 7 nights £442

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A wooden cabin with a ramp and small fenced yard surrounded by trees at Chale Farm Lodge in Chale
29
Chale, Isle of Wight, PO38
  • 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)

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


for 7 nights £466

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A living room with sofas and cushions a patterned rug and a dining area with chairs and table at Sandy Cottage in Sandown
27
Sandown, Isle of Wight, PO36
  • 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


for 7 nights £459

Last booked yesterday
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A stone house with a tiled roof a paved pathway leading to the front door and bushes on the left at The Wash House in Bembridge
19
Bembridge, Isle of Wight, PO35
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A beautiful detached cottage resting in Bembridge, Isle of Wight. Enclosed garden. Off-road parking. Woodburning stove. Ryde 7.9 miles; Newport 12 miles; Cowes 16.5 miles. (Ref. 1066102)

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


for 7 nights £682

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Map View

Find your ideal cottage in Ventnor on the Isle of Wight's south coast. This quaint, Victorian seaside resort is famous for its warm climate and health spas, and is ideal for those looking for a charming and relaxing retreat with lots of phenomenal scenery to appreciate.

Known for its unique micro climate, Ventnor is home to many species of tropical and exotic plants and enjoys some exceptional weather during the summer months. Explore its many pretty sand and shingle beaches or wander along the magnificent coastal path for some truly astounding views. Or enjoy one of its famous Victorian health resorts and indulge in some relaxation and rejuvenation, visit the harbour and sample the freshest of seafood, go shopping along the esplanade and stroll through the Botanical Gardens, you won't struggle for things to do in Ventnor!

Find a great selection of holiday cottages in Ventnor including contemporary townhouses to coastal apartments looking out to sea or even Isle of Wight short breaks.Why not check out these lodges on the Isle of Wight too?

For some fun ideas on what to do during your holiday on the Isle of Wight, take a look at our Ventnor Inspire Me pages.