Shanklin Holiday Cottages

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Shanklin Holiday Cottages

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Your Shanklin, Isle of Wight search returned 27 cottages

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Map View
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 €593

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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
43
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

  • 10% off - Sun 21st Dec 2025 to 28th Mar 2026

  • 10% off - Sat 28th Mar to 1st May 2026


for 7 nights €783

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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 €819

Last booked 2 days ago
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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 €529

Last booked yesterday
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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 €627

Last booked yesterday
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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

    4.6★

    Outstanding

  • 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


for 7 nights €603

Last booked 2 days ago
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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 €555

Last booked yesterday
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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 €698

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A row of attached houses with white walls and bay windows with plants and a white front wall at White Haven in Lake near Sandown
35
Lake near Sandown, Isle of Wight, PO36
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

This snug apartment is located in Lake near Sandown, Isle of Wight. Two bedrooms. Near beach. Open-plan living. Sandown 1.5 miles. Shanklin 3 miles; Ryde 6 miles. (Ref. 1000034)

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


for 7 nights €369

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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

    4.8★

    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 €500

Last booked 9 hours ago
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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

    5.0★

    Perfect

  • 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

  • 5% off - Fri 27th Mar to 10th Apr 2026


for 7 nights €555

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Exterior view of a yellow brick cottage with palm trees and an electric vehicle charging station at Palm Tree Cottage in Sandown
25
Sandown, Isle of Wight, PO36
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Palm Tree Cottage is a beautiful, three-bedroom holiday home in Sandown, Isle of Wight. Close to a beach. Pet-friendly. Shanklin 1.6 miles; Ryde 6.7 miles; Newport 9.1 miles; Cowes 14 miles. (Ref. 1141880)

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


for 7 nights €998

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An exterior view of a single story building with windows a door a storage box and benches on a grassy area at Nanny's Little House in Sandown
25
Sandown, Isle of Wight, PO36
  • Sleeps5
  • Bedrooms2
  • PetsYes

    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)

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


for 7 nights €417

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A stone building with a white door and bench on a lawn under a blue sky at The Gate House in Wroxall
15
Wroxall, Isle of Wight, PO38
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Cosy retreat on the grounds of Appuldurcombe House near to the village of Wroxall on the Isle of Wight. Woodburning stove. 300 acres of woodland. Pet-friendly. Wroxall 0.7 miles. (Ref. 960236)

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


for 7 nights €445

Last booked yesterday
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A building with a door and windows at The Stable Cottage in Wroxall
42
Wroxall, Isle of Wight, PO38
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

Stable Cottage is a charming and historical, pet-friendly cottage situated on the outskirts of the pretty village of Wroxall on the Isle of Wight. Ventnor 3 miles; Shanklin 4.1 miles (Ref. 960240)

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


for 7 nights €535

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The exterior of a modern corner house with beige bricks and gray panels and several windows at 9 Breakwater Way in Sandown
41
Sandown, Isle of Wight, PO36
  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.9★

    Good

  • Sykes rating

A remarkable three-bedroom holiday home resting in Sandown, on the Isle of Wight. Open-plan. Family-friendly. Close to the beach. Ryde 6.5 miles; Cowes 14 miles; Yarmouth 18.9 miles. (Ref. 1073331)

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


for 7 nights €633

Last booked yesterday
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A white two-story building with blue door and windows with flower pots on the windowsills at Lancaster House in Sandown
34
Sandown, Isle of Wight, PO36
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

An impressive restored period property resting in the centre of Sandown. Close to amenities and beach. Fast WiFi. Pet-friendly. Shanklin 2.1 miles (Ref. 1025715)

  • Wi-fi
  • Dishwasher
  • Baby-friendly


for 7 nights €583

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An outdoor area with a 3d map model surrounded by water benches and stone archways at No 5 Cliffview in Ventnor
31
Ventnor, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A spectacular ground-floor apartment overlooking the coast in Ventnor, on the Isle of Wight. Open-plan. Ground-floor living. Close to the beach. Romantic. Newport 11.9 miles; Cowes 16 miles. (Ref. 1069835)

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

  • 5% off - Thu 5th Mar 2026 to 1st Jan 2027

  • 10% off - Mon 9th Mar to 30th Apr 2026


for 7 nights €508

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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

    4.1★

    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 7 nights €568

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Exterior stone walls of a building with white doors steps and paved ground next to a grassy area with a tree at The Retreat in Wroxall
21
Wroxall, Isle of Wight, PO38
  • Sleeps2
  • Bedrooms1
  • PetsYes

    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)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights €452

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Map View

With glorious beaches and a variety of things to do, Shanklin is a popular coastal destination on the Isle of Wight. Located on Sandown Bay, Shanklin is home to a range of attractions, eateries and shops, perfect for your next holiday to the island.

There are some beautiful gardens and sandy beaches available in Shanklin. The pier also offers a variety of traditional entertainment and seaside games. If you want to connect with nature on your holiday to Shanklin, then a walk along the Shanklin Chine, an impressive tree-lined gorge that attracts many visitors throughout the year due to its natural beauty, certainly won't disappoint.

If you're a fan of live performances, then why not catch a show at Shanklin Theatre? The theatre originally opened in 1874 and offers a variety of performances that are suitable for all ages. Shanklin Theatre is different from many as the audience seating is flat, with the stage being tiered!

Here, you will find a variety of cottages to rent in Shanklin, from dog-friendly cottages and Isle of Wight short breaks to properties with a hot tub. You can also choose from these wonderful Isle of Wight log cabins.

Alternatively, check out this collection of Isle of Wight Festival accommodation if you're hoping to head here for one of the UK's most popular music events!