Sandown Holiday Cottages

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Sandown Holiday Cottages

Your Sandown, Isle of Wight search returned 96 cottages

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How reviews work

A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A single story house with a brick and beige exterior and a tiled roof with a paved driveway and a small garden bed at Bay Cottage in Bembridge
45
Bembridge, Isle of Wight, PO35
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Bay Cottage is a fine, single-storey house located near a beach in Bembridge, Isle of Wight, boasting an open-plan living space and woodburning stove. Ryde 7.7 miles; Newport 11.4 miles; Cowes 16.2 miles; Yarmouth 21.3 miles. (Ref. 1161592)

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


for 7 nights €804

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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 €384

Last booked yesterday
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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 €533

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A house with outdoor chairs and tables surrounded by flowers and trees at The Coach House in Wootton Bridge
38
Wootton Bridge, Isle of Wight, PO33
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A warming, traditional barn conversion located near the village of Wootton Bridge on the Isle of Wight. En-suite. Wootton Bridge 2.5 miles. Grand piano. (Ref. 953419)

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


for 7 nights €600

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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 €598

Last booked yesterday
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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

    4.8★

    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 €513

Last booked yesterday
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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
Offer
44
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 - Sun 31st May 2026 to 1st Jan 2027


for 7 nights €790

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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 €371

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A mobile home with a white deck and railing surrounded by trees at Crosswinds 68 in Bembridge
28

Holiday Park

Bembridge, Isle of Wight, PO35
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A contemporary single-storey holiday lodge settled on Whitecliff Bay Holiday Park in Bembridge on the Isle of Wight. Open-plan. Veranda. On-site facilities. Ryde 7.6 miles; Newport 11 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1092221)

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


for 7 nights €619

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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 €823

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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
45
Bembridge near Ryde, Isle of Wight, PO35
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6★

    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
  • Dishwasher
  • Washing machine


for 7 nights €1739

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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 €799

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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
  • Electric vehicle charging
  • Dishwasher
  • Washing machine


for 7 nights €548

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A courtyard with brick paving surrounded by buildings with brick and cream walls at 2 The Stables in Ryde
24
Ryde, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Ground floor barn conversion. One of a group of three with spectacular views. Wheelchair access. Beach, shops and pubs nearby. Ryde 2 miles. (Ref. 12934)

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


for 7 nights €419

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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

    4.8★

    Outstanding

  • 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 €540

Last booked 2 days ago
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A wooden sign with the word westmount on a red brick wall next to a red door at Westmount in Ryde
24
Ryde, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A well-presented single-storey annexe resting in Ryde, Isle of Wight. Ground-floor living. Dog-friendly. WiFi. Sandown 4.7 miles; Newport 8.5 miles. (Ref. 1073801)

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


for 7 nights €337

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Wooden single-story cabins along walking paths with green grass and trees in the background at Chianti in Seaview
42
Seaview, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

This contemporary, two-bedroom eco lodge rests in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Hot tub. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083794)

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


for 7 nights €675

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Stone building with pointed arched windows and steps leading to double doors at No 5 Old Church in Ventnor
Offer
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

  • 40% off - Fri 22nd May to 29th May 2026


for 7 nights €700

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A detached house with textured white walls and multiple windows at The Limes in St Helens
46
St Helens, Isle of Wight, PO33
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A charming, detached cottage overlooking St. Helen’s Green, Isle of Wight. Woodburning stove. Pet-friendly. WiFi. Bembridge 2.1 miles; Ryde 5.2 miles. (Ref. 1102680)

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


for 7 nights €673

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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
  • Electric vehicle charging
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights €494

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Map View

Located on the Southern coast of the Isle of Wight, Sandown is the perfect destination for your next cottage holiday, offering everything you'd expect from a traditional British seaside resort.

The Isle of Wight is regarded to be one of the richest sites for prehistoric remains in Europe and Sandown has plenty to offer for those wanting to learn about the area's Jurassic history. Dinosaur Isle, located in Sandown, is a great attraction for those wanting to learn about the island's old inhabitants and houses a great collection of fossils. Afterwards, why not head down to Sandown's Yaverland Beach and discover some remains of your own? The beach is a great location to go fossil hunting, whether you're walking your dog or are taking the kids for a day at the beach.

Sandown is home to an excellent selection of restaurants and eateries, meaning there is something to suit all tastes and preferences. For those visiting in the summer months, Sandown carnival, which usually takes place in the months of July and August, is a great event for all ages with both day processions and an illuminated evening event. Dating back to 1889, the carnival is believed to be one of the oldest and friendliest on the island.

Here, you will find a great range of cottages to rent in Sandown, from dog-friendly cottages to properties with a breath taking coastal view. If you still haven't found what you're looking for there are plenty of other Isle of Wight cottages and Isle of Wight weekend breaks to choose from. You can even check out these log cabins on the Isle of Wight.