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 128 cottages

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Map View
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 £1046

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A garden with trees and seating areas overlooking the sea at Seaview House in Ventnor
41
Ventnor, Isle of Wight, PO38
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.4★

    Good

  • Sykes rating

A wonderful Victorian townhouse, contemporary, but still maintaining many of its original features. Stunning coastal views. 2 mins walk to the beach and coastal footpath. Shops, pubs, restaurants, café’s all within walking distance. (Ref. 920525)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights £796

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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 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 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 £447

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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 - Fri 12th Sep to 1st Nov 2025

  • 10% off - Sat 1st Nov to 15th Nov 2025

  • 5% off - Sat 15th Nov to 21st Dec 2025

  • 10% off - Sun 21st Dec 2025 to 31st Jan 2026


for 7 nights £621

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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 £466

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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

    4.8★

    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 £331

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A garden with outdoor seating and dining furniture in front of a brick house at 4 The Nab House in Bembridge
15
Bembridge, Isle of Wight, PO35
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A fabulous first floor coastal holiday apartment in Bembridge village on the Isle of Wight. Light and spacious open plan living area. Two bedrooms, one en-suite. Shops, pubs, cafés, restaurants and beach all within easy walking distance. Ryde 7 miles. (Ref. 926439)

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


for 7 nights £459

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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 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

    5.0★

    Perfect

  • 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
  • Washing machine


for 7 nights £825

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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

    4.9★

    Outstanding

  • 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 £447

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

    4.8★

    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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A stone barn with a pitched roof next to a dirt path and a low stone wall at Garstons Barn in Gatcombe near Newport Isle Of Wight
44
Gatcombe near Newport, Isle Of Wight, Isle of Wight, PO30
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Garstons Barn is a lovely, three-bedroom barn conversion resting in Gatcombe near Newport, Isle Of Wight. In an AONB. Countryside views. Open-plan. Off-road parking. Cowes 9.5 miles; Ryde 10.9 miles; Yarmouth 12.3 miles. (Ref. 1133914)

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


for 7 nights £555

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A view of a lake with boats moored at docks and trees from a wooden deck at Byewater in Ryde
34
Ryde, Isle of Wight, PO33
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This attractive, single-storey holiday home rests on the water's edge in Ryde on the Isle of Wight. Private dock. Spacious. Boat parking. Stunning views. Newport 5.1 miles; Sandown 8.8 miles. (Ref. 1135043)

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


for 7 nights £849

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A small brick house with two windows and a door with gravel in the front at Little Osney in Bembridge
33
Bembridge, Isle of Wight, PO35
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A delightful studio-style annexe resting in Bembridge, Isle of Wight. Contemporary. Close to amenities and the beach. Off-road parking. Romantic. Ryde 7.5 miles; Newport 10.5 miles; Cowes 15.4 miles; Yarmouth 20.5 miles. (Ref. 1077923)

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


for 7 nights £348

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A brick house with blue window frames and a wooden porch surrounded by a gravel yard at Crab Cottage in Bembridge near Ryde
51
Bembridge near Ryde, Isle of Wight, PO35
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

This lovely detached cottage is set in the heart of Bembridge, Isle of Wight. Off-road parking. Hot tub. En-suite. Ryde 7 miles; Newport 11 miles. (Ref. 998289)

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


for 7 nights £629

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A brick house with a wooden garage door and glass entrance surrounded by plants and gravel driveway at Kitty's Loft Great Appleford near Godshill
10
Great Appleford near Godshill, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

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

A well-presented cottage with lovely views, perfectly nestled at the foot of St Catherine's Down, within a quiet hamlet. Godshill 2 miles. (Ref. 21300)

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


for 7 nights £350

Last booked 2 days ago
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A sunroom with wicker and cushioned chairs and glass doors opening to a garden at Saltwater Cottage in Ventnor
42
Ventnor, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3★

    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 7 nights £493

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A stone cottage with a tiled roof and garden table under a tree at Lisle Combe Cottage in St Lawrence near Ventnor
49
St. Lawrence near Ventnor, Isle of Wight, PO38
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

Stunning Lisle Combe Cottage, hidden away in one of the Isle of Wight's most beautiful locations. Wonderful cottage garden with exquisite coastal views of the English Channel. Newport 10.5 miles; Cowes 15 miles. (Ref. 926281)

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


for 7 nights £462

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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.