Ventnor Holiday Cottages

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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 126 cottages

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Map View
A red brick house with a patio and garden with flowering tree branches in the foreground at Milston in Chale
Offer
54
Chale, Isle of Wight, PO38
  • Sleeps12
  • Bedrooms4
  • PetsYes

  • 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

  • 10% off - Tue 1st Jul to 8th Jul 2025

7 nights from £1016

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A stone house with large windows and a glass door surrounded by greenery at Tall Timbers in Ventnor
47
Ventnor, Isle of Wight, PO38
  • Sleeps12
  • Bedrooms4
  • PetsYes

  • 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

7 nights from £870

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A brick building with a tiled roof potted plants and a street lamp on a paved courtyard at 3 The Stables in Ryde
20
Ryde, Isle of Wight, PO33
  • 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)

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

7 nights from £354

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A wooden cabin with a slate roof a patio with table and chairs and two potted plants on a grassy lawn at The Springs in Ashey near Brading and Ryde
15
Ashey near Brading and Ryde, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Stylish, detached, Scandinavian-style timber lodge in tranquil setting near Ryde, Isle of Wight. Use of heated outdoor swimming pool. Rural setting. Parking. WiFi. Ryde, 3.1 miles; Sandown 3.7 miles; Ventor 9.2 miles. (Ref. 2906)

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

7 nights from £416

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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

7 nights from £349

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A small wooden cabin on wheels with open doors and steps leading to the entrance in a grassy area with a sign about private parking at Merlot Pondwell near Seaview
22
Pondwell near Seaview, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

A smart, shepherd's hut based on the edge of Seaview, Isle of Wight. Woodburning stove. Beach nearby. Romantic dwelling. Sandown 5.4 miles; Newport 8.9 miles. (Ref. 1083797)

  • Off-road parking
  • Ground floor bedroom

7 nights from £418

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A street with a cream colored building beside the beach and sea in the background at Seaside in Ventnor
29
Ventnor, Isle of Wight, PO38
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A fresh and charming studio apartment situated in the peaceful seaside setting of Ventnor, within a minutes walk to the beach, local pubs & restaurants, all ground floor. (Ref. 948178)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from £347

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A small wooden cabin on wheels with open doors and steps leading inside at Malbec Pondwell near Seaview
18
Pondwell near Seaview, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

An inviting, shepherds hut set on the outskirts of Seaview, Isle of Wight. Woodburning stove. Pet free. Ideal for couples. Sandown 5.4 miles; Newport 8.9 miles. (Ref. 1083798)

  • Off-road parking
  • Ground floor bedroom

7 nights from £416

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A wooden deck with a dining table and chairs overlooking the sea at The Deck Studio in Ventnor
26
Ventnor, Isle of Wight, PO38
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

An immaculately-presented, south-facing studio, a fabulous self-catering apartment. Elevated position above delightful seaside town of Ventnor. Panoramic coastal views. Newport 10 miles. (Ref. 953360)

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

7 nights from £395

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A backyard with a lawn patio and outdoor seating at Frosthill Cottage in Carisbrooke
49
Carisbrooke, Isle of Wight, PO30
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Frosthill Cottage is a spacious cottage resting in the town of Carisbrooke, Isle of Weight. Historic sites. Off-road parking. Woodburning stove. Newport 1.8 miles; Cowes 7.1 miles; Yarmouth 10.1 miles. (Ref. 1140820)

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

7 nights from £698

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A stone cottage with a thatched roof surrounded by greenery and a paved driveway at Goodalls in Chale near Niton
46
Chale near Niton, Isle of Wight, PO38
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A striking chocolate box cottage tucked away in the village of Chale, on the Isle of Wight. Original features. Close to the coast. Off-road parking. Brighstone 5.6 miles; Shanklin 8.5 miles; Bembridge 14.4 miles. (Ref. 1052289)

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

7 nights from £843

Last booked yesterday
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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

    4.3★

    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

7 nights from £831

Last booked 2 days ago
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A stone building with multiple windows and doors on a gravel and cobblestone driveway at The Coach House in Wroxall
37
Wroxall, Isle of Wight, PO38
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.4★

    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)

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

7 nights from £563

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An outdoor deck with a glass table and two wicker chairs overlooking trees and a grassy field at Bay View Hillway near Bembridge
30
Hillway near Bembridge, Isle of Wight, PO35
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2★

    Good

  • Sykes rating

Bay View is a delightful lodge settled into a holiday park in Hillway near Bembridge, Isle of Wight. Sea Views. Near Isle of Wight AONB. Close to a beach. Bembridge 1.8 miles; Sandown 3.7 miles; Newport 10.7 miles. (Ref. 1144775)

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

7 nights from £422

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Four wooden cabins on a grassy hill with a gravel path and trees in the background at Cava Seaview
38
Seaview, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Cava is a wonderfully-presented eco lodge nestled 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. 1083793)

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

7 nights from £567

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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

7 nights from £344

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A balcony with a table holding a wine bottle and glasses overlooking mobile homes and hills at 31 Crosswinds in Bembridge
26
Bembridge, Isle of Wight, PO35
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4★

    Good

  • Sykes rating

31 Crosswinds is a well-presented, single-storey holiday lodge on the Whitecliff Bay Holiday Park near Bembridge, Isle of Wight. On-site facilities. Ryde 7.6 miles; Newport 10.7 miles; Cowes 15.2 miles; Yarmouth 20 miles. (Ref. 1147448)

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

7 nights from £474

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A garden with a gravel path leading to a house entrance and an outdoor table with chairs and an umbrella at The Coach House in Chale
26
Chale, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Immaculately-presented coastal cottage in Chale, Isle of Wight. Spacious accommodation, wonderful coastal views, enclosed garden. Award-winning pub/restaurant 3 mins walk. (Ref. 20405)

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

7 nights from £575

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A garden with a brick path leading to a building surrounded by plants and flowers at 1 The Stables in Ryde
19
Ryde, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A stable conversion cottage set in beautiful countryside, but only 2 miles from the Victorian seaside resort of Ryde. Many interesting shops and restaurants and sandy beach close by. Sandown 7 miles. (Ref. 10062)

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

7 nights from £368

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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

7 nights from £296

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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.