Sandown 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.

Sandown Holiday Cottages

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Your Sandown, Isle of Wight search returned 101 cottages

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Map View
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

    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

    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

    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 row of stone and brick houses with front gardens and plants along a sidewalk at Dreytop in Ryde
19
Ryde, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.2

    Sykes Rating

A captivating first-floor apartment settled within the desirable town of Ryde on the Isle of Wight. Open-plan living. Romantic. Amenities and beach within walking distance. Bembridge 6.1 miles; Shanklin 7.5 miles; Milford on Sea 26.2 miles. (Ref. 1079715)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £324

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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

    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 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 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

    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 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

    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

    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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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

    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 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

    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

    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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A brick house with a small balcony and black railing surrounded by trees and grass at Roebeck Retreat in Ryde
27
Ryde, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2

    Sykes Rating

Well-presented detached bungalow set in the heart of Upton, Isle of Wight. Open plan accommodation. Sandown and Newport 7 miles. (Ref. 942766)

  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £366

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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

    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 detached house with a sloping roof and garden with outdoor furniture at The Shingles in Sandown
23
Sandown, Isle of Wight, PO36
  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.1

    Sykes Rating

The Shingles is a traditional property situated in the coastal town of Sandown, Isle of Wight. Beach nearby. TV. Garden. Shanklin 1.5 miles; Ryde 6.9 miles. (Ref. 1148748)

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

7 nights from £365

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A mobile home with a white railing on a raised deck on a grassy area at 21 Caulkers Rest in Bembridge
24
Bembridge, Isle of Wight, PO35
  • Sleeps4
  • Bedrooms2
  • PetsNo

    Sykes Rating

21 Caulkers Rest, a holiday lodge resting upon Whitecliff Bay Holiday Park in Bembridge, Isle of Wight. Close to amenities and beach. Ryde 7.6 miles; Newport 10.7 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1148326)

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

7 nights from £423

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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

    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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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

    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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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.