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 103 cottages

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Map View
A kitchen and living area with white cabinets and an orange sofa at No 5 Cliffview in Ventnor
Offer
31
Ventnor, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms1
  • PetsNo

    4.6★

    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 - Fri 6th Jun 2025 to 6th Jan 2026

7 nights from £458

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A white yurt with an open door on a grassy hill surrounded by trees and a wooden structure with colorful bunting at Moonlight in Ventnor
Offer
49
Ventnor, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms1
  • PetsNo

  • Sykes rating

Moonlight is a superb single-storey yurt resting in the Victorian seaside resort of Ventnor, on the Isle of Wight and is close to amenities and a beach. Newport 10.3 miles; Cowes 14.8 miles. (Ref. 1174469)

  • Off-road parking
  • Ground floor bedroom
  • Baby-friendly
  • Games room

  • 20% off - Fri 23rd May to 31st Dec 2025

7 nights from £447

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A round tent with an open door showing chairs and rugs inside and colorful bunting outside at Stardust in Ventnor
Offer
52
Ventnor, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms1
  • PetsNo

  • Sykes rating

This inviting single-storey yurt is perched in Ventnor, Isle of Wight. Off-road parking. Table tennis. In an AONB. Woodburning stove. Newport 10.3 miles; Cowes 14.8 miles. (Ref. 1174470)

  • Off-road parking
  • Ground floor bedroom
  • Baby-friendly
  • Games room

  • 20% off - Fri 23rd May to 31st Dec 2025

7 nights from £447

Last booked yesterday
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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

    4.9★

    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

7 nights from £290

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A courtyard with brick paving surrounded by buildings with brick and cream walls at 2 The Stables in Ryde
17
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

7 nights from £361

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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

    4.1★

    Good

  • 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

7 nights from £377

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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

    4.4★

    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

7 nights from £382

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A small black cabin with yellow double doors on a stone patio with potted plants and a turquoise table and chairs on a grass lawn at Tower Hut in Ryde
19
Ryde, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Shepherd hut on land, a stunning shepherd's hut nestled in the town of Ryde in Isle of Wight. Romantic. Near beach. Close to amenities. Enclosed garden. Sandown 4.7 miles; Newport 8 miles. (Ref. 1155491)

  • Wi-fi
  • Ground floor bedroom

7 nights from £371

Last booked yesterday
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A stone cottage with a fenced patio area and blue doors near Ventnor
New property
29
near Ventnor, Isle of Wight, PO38
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • Sykes rating

Fisherman's Cottage is an immaculate, detached cottage resting near a beach on the outskirts of Ventnor, on the Isle of Wight, enjoying coastal views. Newport 10.5 miles; Cowes 15 miles. (Ref. 1174468)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £351

Last booked yesterday
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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 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 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 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 £431

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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

    4.0★

    Good

  • 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 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

Last booked yesterday
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A white multi-story building with black doors and windows and a bare tree in the front yard at Hamilton's Studio in Ryde
43
Ryde, Isle of Wight, PO33
  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.1★

    Good

  • Sykes rating

This apartment can be found in Ryde, Isle of Wight. Sleeps 3. Open-plan living. Sandown 7 miles; Newport 7 miles. (Ref. 986737)

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

7 nights from £302

Last booked yesterday
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Modern house exterior with large windows and tiled roof at Creek Lodge in Wootton Bridge
33
Wootton Bridge, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

19 Creek Gardens, a contemporary abode situated in Wooton Bridge, Isle of Wight. Off-road parking. Washing machine. Near a shop, pub and beach. Newport 4.5 miles (Ref. 1147608)

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

7 nights from £431

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A street view of two connected houses one with red brick walls and one with white painted walls at Wee Cot in Brading near Sandown
17
Brading near Sandown, Isle of Wight, PO36
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4★

    Good

  • Sykes rating

A charming cottage situated in the village of Brading, Isle of Wight. Pet friendly. Close to local amenities. Historic attractions. Ryde 4 miles; Newport 8 miles. (Ref. 947338)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £317

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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.