Wootton Bridge Holiday Cottages

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Wootton Bridge Holiday Cottages

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Your Wootton Bridge, Isle of Wight search returned 21 cottages

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Map View
A view of a lake with boats moored at docks and trees from a wooden deck at Byewater in Ryde
34
Ryde, Isle of Wight, PO33
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

This attractive, single-storey holiday home rests on the water's edge in Ryde on the Isle of Wight. Private dock. Spacious. Boat parking. Stunning views. Newport 5.1 miles; Sandown 8.8 miles. (Ref. 1135043)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Washing machine

  • 15% off - Sun 1st Mar to 31st Mar 2026


for 7 nights €819

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

    4.8★

    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 €334

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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 €416

Last booked yesterday
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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 €491

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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


for 7 nights €424

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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


for 7 nights €406

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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
  • PetsYes

    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 €633

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A house with garden and pathway at Guildford Farmhouse in Ryde
53
Havenstreet near Newport, Isle Of Wight, Isle of Wight, PO33
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Guildford Farmhouse is a beautiful cottage situated near Havenstreet, Isle of Wight, boasting woodburning stoves, enclosed garden, and open-plan living. Ryde 3.8 miles; Cowes 8.4 miles; Ventnor 10.5 miles; Yarmouth 13.5 miles. (Ref. 1158316)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €789

Last booked yesterday
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A living room with a patterned carpet a sofa a TV near a fireplace and a set dining table at 5A Castle Street in Ryde
25
Ryde, Isle of Wight, PO33
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

5A Castle Street, a nicely-presented holiday home is located in the lovely seaside town of Ryde on the Isle of Wight. Three-storeys. Enclosed courtyard. Sandown 6 miles; Newport 7.5 miles. (Ref. 1148236)

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


for 7 nights €450

Last booked yesterday
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A marina with various boats and a large ferry with red funnel in the background at Marina View in Cowes
38
Cowes, Isle of Wight, PO31
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2★

    Good

  • Sykes rating

Marina View is a delightful, ground-floor apartment nestled near the sea in Cowes, Isle of Wight. Harbour views. Near amenities. Ground-floor living. Newport 4.9 miles; Ryde 11.3 miles; Shanklin 13.9 miles; Ventnor 15.2 miles; Freshwater 15.4 miles. (Ref. 1125801)

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


for 7 nights €557

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A black wooden barn with a stone base and multiple windows next to a wooden fence and greenery at Little Duxmore Barn in Ryde
28
Ryde, Isle of Wight, PO33
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Fabulous wooden-clad barn conversion four miles from Ryde on the Isle of Wight. Dog-friendly. Exposed wooden beams. Countryside views. (Ref. 974434)

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


for 7 nights €902

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A view of rooftops with chimneys overlooking a body of water and a pier at Nelson's View in Ryde
36
Ryde, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A lovely second-floor apartment set within a Victorian building in Ryde, Isle of Wight. Pet-friendly. Near a beach. Sea views. Close to amenities. Sandown 5.8 miles; Newport 7.4 miles. (Ref. 1087202)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights €491

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A small outdoor patio with three wicker chairs around a glass coffee table and a wooden fence at Sundowners in Ryde
27
Ryde, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3★

    Good

  • Sykes rating

Sundowners, a stylish, first-floor maisonette located in the seaside town of Ryde in Isle of Wight, resting close to a shop and a pub, and near a beach. Wootton Bridge 3.8 miles; Bembridge 6.7 miles; Newport 7.5 miles. (Ref. 1157164)

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


for 7 nights €512

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A stone building with a tall tower and adjacent slate roofed house with patio furniture on a grassy lawn at Tower Barn Cottage in Ryde
41
Ryde, Isle of Wight, PO33
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

Tower Barn Cottage is a brilliant, historic property resting on the outskirts of Ryde on the Isle of Wight. Close to amenities. Close to a beach. Smart TV. Enclosed garden. Sandown 4.8 miles; Newport 8 miles. (Ref. 1039901)

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

  • 12% off - Mon 2nd Mar to 17th Apr 2026


for 7 nights €1148

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A brick house with a small balcony and black railing surrounded by trees and grass at Roebeck Retreat in Ryde
31
Ryde, Isle of Wight, PO33
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.2★

    Good

  • Tourist Board 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


for 7 nights €402

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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

    4.4★

    Good

  • 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


for 7 nights €477

Last booked yesterday
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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★

    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


for 7 nights €341

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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


for 7 nights €337

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A brick house with two bay windows and a wooden door with steps in front at Dovedale in Ryde
25
Ryde, Isle of Wight, PO33
  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.8★

    Good

  • Sykes rating

A semi-detached cottage located in the village of Ryde in the Isle of Wight. Woodburner. Traditional. Enclosed garden. Sandown 7 miles; Newport 7 miles. (Ref. 973145)

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


for 7 nights €533

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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

    3.9★

    Good

  • 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

  • 12% off - Mon 2nd Mar to 25th Apr 2026


for 7 nights €355

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Map View

Wootton Bridge is a welcoming village set between the popular seaside town of Ryde and the heart of the Isle of Wight. Its location makes it perfect for guests who want to enjoy both relaxed rural charm and easy access to sandy beaches, coastal walks and local amenities.

Why Book Cottages in Wootton Bridge?

Choosing a holiday cottage in Wootton Bridge provides access to scenic views across Wootton Creek and the Solent beyond, making the village a perfect choice for travellers seeking a genuinely tranquil setting on the Isle of Wight.

The village itself has a range of shops, cafés and pubs close by, while the wider Isle of Wight boasts dramatic cliff-top paths, family-friendly attractions and rich cultural heritage. Wootton Bridge holiday cottages are ideal whether you're keen to hike, cycle, explore castles or simply soak up some sea air.

Places to Visit from Wootton Bridge Cottages

When you stay in a cottage in Wootton Bridge, you'll be well placed to explore some of the Isle of Wight's most inviting destinations. Just a short journey from Wootton Bridge, Osborne House was once the beloved seaside home of Queen Victoria and Prince Albert. Today, its grand rooms, extensive gardens and private beach are open to visitors. Enjoy guided tours, scenic walks and exhibitions that bring royal history to life, all set against the backdrop of stunning sea views.

Looking for a taste of the coast? Then the popular seaside resort Sandown is perfect for family fun. With its long sandy beach, colourful promenade and range of arcades and cafés, it offers classic British seaside entertainment. You can also enjoy the aquarium, cliff-top walks and seasonal events along the bay, making Sandown a great day out for all ages.

For more inspiration on what to do during your stay, check out our Isle of Wight Travel Guide.

Other Popular Destinations near Wootton Bridge:

Cowes

Freshwater

Godshill

Newport

Ventnor

Types of Isle of Wight Holidays

Begin your next adventure today by booking one of these wonderful cottages in Wootton Bridge! However, if you're still searching for your perfect break then there are plenty of other holiday cottages on the Isle of Wight to choose from.

You can narrow your search down even further with the help of these popular accommodation types. If you're brining your beloved pooch on holiday with you, then these dog-friendly cottages on the Isle of Wight might be more helpful.

You can also choose from this spectacular array of luxury cottages on the Isle of Wight, as well as these lodges and log cabins on the Isle of Wight, ideal for those looking for a peaceful retreat. There's also plenty of wonderful holiday parks on the Isle of Wight, perfect for families seeking their next getaway.

If you're planning a spontaneous break then you're in luck too, as there are plenty of last-minute cottages on the Isle of Wight as well as a whole host of Isle of Wight short breaks.