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  • 3 Bed in Brighstone (oc-ic041)
    From $329 per night (USD)

    VRBO

    3 Bed in Brighstone (oc-ic041)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Isle of Wight has many wonderful beaches for visitors to enjoy, and guests staying at this property have one of thes ...

    From $329 per night (USD)

    VRBO

    Details
  • 4 Bed in Ningwood (oc-ic048)
    From $510 per night (USD)

    Expedia

    4 Bed in Ningwood (oc-ic048)

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Located a few miles inland, the village of Shalfleet is a quiet haven in the West Wight countryside. There is a welcomin ...

    From $510 per night (USD)

    Expedia

    Details
  • 1 Bed in Cowes (oc-ic084)
    From $303 per night (USD)

    VRBO

    1 Bed in Cowes (oc-ic084)

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    This is an area abundant with wildlife including frogs, newts and ducks in the pond the garden overlooks. A wide range o ...

    From $303 per night (USD)

    VRBO

    Details
  • 3 Bed in Ventnor (oc-ic116)
    From $840 per night (USD)

    Expedia

    3 Bed in Ventnor (oc-ic116)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This lovely villa, with its breath-taking views and prime location, is just a short walk onto the promenade and down to ...

    From $840 per night (USD)

    Expedia

    Details
  • 4 Bed in Shanklin (oc-ic068)
    From $564 per night (USD)

    VRBO

    4 Bed in Shanklin (oc-ic068)

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    The lovely resort of Shanklin is famous for its long, golden sandy beach which forms a delightful bay, and for the histo ...

    From $564 per night (USD)

    VRBO

    Details
  • 2 Bed in Shanklin (oc-ic004)
    From $323 per night (USD)

    Expedia

    2 Bed in Shanklin (oc-ic004)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This pretty cottage puts you in the box seat to take in the best of Shanklin. It’s just a short stroll to the historic v ...

    From $323 per night (USD)

    Expedia

    Details
  • 3 Bed in Niton Undercliff (oc-ic125)
    From $522 per night (USD)

    VRBO

    3 Bed in Niton Undercliff (oc-ic125)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This is a wonderful walking area with the coastal path leading to Niton Undercliff where you will find St Catherine’s Li ...

    From $522 per night (USD)

    VRBO

    Details
  • 2 Bed in Godshill (oc-ic072)
    From $372 per night (USD)

    Expedia

    2 Bed in Godshill (oc-ic072)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Above the farm fields lie sweeping open downlands where sheep graze and you are welcome to walk along the marked trails. ...

    From $372 per night (USD)

    Expedia

    Details
  • 1 Bed in Godshill (oc-ic052)
    From $369 per night (USD)

    VRBO

    1 Bed in Godshill (oc-ic052)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This property enjoys an idyllic situation, set within three acres of grounds which, in turn, are surrounded by fields wh ...

    From $369 per night (USD)

    VRBO

    Details
  • 2 Bed in Godshill (oc-ic149)
    From $387 per night (USD)

    Expedia

    2 Bed in Godshill (oc-ic149)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Less than a mile away from this lovely cottage is the tranquil village of Godshill, with its pretty thatched cottages, h ...

    From $387 per night (USD)

    Expedia

    Details
  • 3 Bed in Shanklin (oc-ic113)
    From $287 per night (USD)

    VRBO

    3 Bed in Shanklin (oc-ic113)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This lovely property is situated in prime position for exploring the small but vibrant seaside resort of Shanklin. The g ...

    From $287 per night (USD)

    VRBO

    Details
  • 2 Bed in Brighstone (oc-ic132)
    From $559 per night (USD)

    Expedia

    2 Bed in Brighstone (oc-ic132)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This property is located on the outskirts of the pretty village of Brighstone on the south west side of the Isle of Wigh ...

    From $559 per night (USD)

    Expedia

    Details
  • 2 Bed in St Helens (oc-ic154)
    From $408 per night (USD)

    VRBO

    2 Bed in St Helens (oc-ic154)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Located in the small coastal resort of St Helens overlooking the village green, this property is just a few moments’ wal ...

    From $408 per night (USD)

    VRBO

    Details
  • 3 Bed in Totland Bay (oc-ic110)
    From $477 per night (USD)

    Expedia

    3 Bed in Totland Bay (oc-ic110)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Located on a quiet lane, this bungalow is close to the sandy bays of Colwell and Totland. Totland itself is a small seas ...

    From $477 per night (USD)

    Expedia

    Details
  • 1 Bed in Ventnor (oc-ic144)
    From $346 per night (USD)

    VRBO

    1 Bed in Ventnor (oc-ic144)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This property is located in the pretty village of Ventnor on the Isle of Wight’s south coast. The village is home to a p ...

    From $346 per night (USD)

    VRBO

    Details
  • 2 Bed in Godshill (oc-ic129)
    From $401 per night (USD)

    Expedia

    2 Bed in Godshill (oc-ic129)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Situated in an attractive courtyard, this property is surrounded by open fields stretching out towards the Downs. A shor ...

    From $401 per night (USD)

    Expedia

    Details
  • 4 Bed in Bembridge (oc-ic130)
    From $581 per night (USD)

    VRBO

    4 Bed in Bembridge (oc-ic130)

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Located in a gorgeous rural area, this property is just a short walk from the sandy beach of Whitecliff Bay - one of the ...

    From $581 per night (USD)

    VRBO

    Details
  • 2 Bed in Alverstone (oc-ic160)
    From $475 per night (USD)

    Expedia

    2 Bed in Alverstone (oc-ic160)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This charming cottage is located on a small 12 acre farm within an Area of Outstanding Natural Beauty. It’s home to hors ...

    From $475 per night (USD)

    Expedia

    Details
  • 1 Bed in Godshill (oc-ic146)
    From $370 per night (USD)

    VRBO

    1 Bed in Godshill (oc-ic146)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This cottage enjoys a quiet rural location, surrounded by fields, at the bottom of Appuldurcombe Down overlooking the pi ...

    From $370 per night (USD)

    VRBO

    Details
  • 2 Bed in Godshill (oc-ic106)
    From $274 per night (USD)

    Expedia

    2 Bed in Godshill (oc-ic106)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Lying at the foot of Appuldurcombe Down within an Area of Outstanding Natural Beauty, this delightful cottage is within ...

    From $274 per night (USD)

    Expedia

    Details
  • 2 Bed in Godshill (oc-ic078)
    From $335 per night (USD)

    VRBO

    2 Bed in Godshill (oc-ic078)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This delightful cottage lies at the foot of Appuldurcombe Down. A ten-minute stroll through the beech copse and across t ...

    From $335 per night (USD)

    VRBO

    Details
  • 2 Bed in Alverstone (oc-ic091)
    From $408 per night (USD)

    Expedia

    2 Bed in Alverstone (oc-ic091)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Situated on a 12-acre farm, this property is surrounded by fields of horses together with chickens and a pond of ducks, ...

    From $408 per night (USD)

    Expedia

    Details
  • 2 Bed in Shanklin (oc-78239)
    From $265 per night (USD)

    VRBO

    2 Bed in Shanklin (oc-78239)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Located in the heart of Shanklin, this apartment is ideally located to discover all the delights of the Isle of Wight. T ...

    From $265 per night (USD)

    VRBO

    Details
  • 1 Bed in Freshwater (oc-73929)
    From $245 per night (USD)

    Expedia

    1 Bed in Freshwater (oc-73929)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Set in the heart of the pretty village of Freshwater overlooking the charming thatched church, this cosy retreat is idea ...

    From $245 per night (USD)

    Expedia

    Details
  • 5 Bed in Bonchurch (oc-ic076)
    From $471 per night (USD)

    VRBO

    5 Bed in Bonchurch (oc-ic076)

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    9

    Just a short walk from this lovely property is the delightful small coastal village of Bonchurch. Also within walking di ...

    From $471 per night (USD)

    VRBO

    Details
  • 3 Bed in Borthwood (oc-ic015)
    From $272 per night (USD)

    Expedia

    3 Bed in Borthwood (oc-ic015)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    One of two adjoining cottages, this accommodation offers a peaceful location to relax and unwind. Located on a bridleway ...

    From $272 per night (USD)

    Expedia

    Details
  • 2 Bed in Ventnor (oc-90147)
    From $355 per night (USD)

    VRBO

    2 Bed in Ventnor (oc-90147)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This cosy, coastal cottage is situated perfectly with easy access to Ventnor Town and the beach, both offering ample sho ...

    From $355 per night (USD)

    VRBO

    Details
  • 3 Bed in Cowes (oc-92719)
    From $352 per night (USD)

    Expedia

    3 Bed in Cowes (oc-92719)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Suntrap raised decking, which is perfect for soaking up the Isle of Wight rays A flat walk will take you to the heart of ...

    From $352 per night (USD)

    Expedia

    Details
  • 3 Bed in Freshwater (oc-92961)
    From $463 per night (USD)

    VRBO

    3 Bed in Freshwater (oc-92961)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Situated in the heart of the picturesque village of Freshwater, this cosy retreat is located a mere 0.5 miles from Fresh ...

    From $463 per night (USD)

    VRBO

    Details
  • 2 Bed in Sandown (oc-87079)
    From $483 per night (USD)

    Expedia

    2 Bed in Sandown (oc-87079)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This stunning apartment enjoys beautiful views across Sandown Bay and beyond from its elevated position on the Isle of W ...

    From $483 per night (USD)

    Expedia

    Details
  • 2 Bed in St Helens (oc-76608)
    From $344 per night (USD)

    VRBO

    2 Bed in St Helens (oc-76608)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    A lovingly maintained family cottage on the outskirts of the village. Benefitting a fantastic rear garden, with views fr ...

    From $344 per night (USD)

    VRBO

    Details
  • 2 Bed in Ventnor (oc-86509)
    From $318 per night (USD)

    Expedia

    2 Bed in Ventnor (oc-86509)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Escape to this perfectly positioned, quaint, two-bedroom cottage located in the heart of the bustling seaside resort of ...

    From $318 per night (USD)

    Expedia

    Details
  • 3 Bed in Freshwater (oc-79039)
    From $484 per night (USD)

    VRBO

    3 Bed in Freshwater (oc-79039)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Situated within walking distance of one of the islands most picturesque beaches: Colwell Bay. This is the perfect base t ...

    From $484 per night (USD)

    VRBO

    Details
  • 2 Bed in Sandown (oc-83617)
    From $416 per night (USD)

    Expedia

    2 Bed in Sandown (oc-83617)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Situated in an enviable elevated position on these beautiful Isle of Wight cliff tops, this stylish apartment boasts bre ...

    From $416 per night (USD)

    Expedia

    Details
  • 2 Bed in Ryde (oc-87028)
    From $414 per night (USD)

    VRBO

    2 Bed in Ryde (oc-87028)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This fabulous semi-detached home is ideally situated to visit the best sites and attractions the Isle of Wight has to of ...

    From $414 per night (USD)

    VRBO

    Details
  • 2 Bed in Sandown (oc-89291)
    From $312 per night (USD)

    Expedia

    2 Bed in Sandown (oc-89291)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This stunning property is wonderfully situated between the town centre and the beach so you can enjoy a stroll down to t ...

    From $312 per night (USD)

    Expedia

    Details
  • 3 Bed in Cowes (oc-93982)
    From $382 per night (USD)

    VRBO

    3 Bed in Cowes (oc-93982)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Located just a short walk (0.5 miles) from Cowes' charming town centre, your visit begins with exploring its quaint shop ...

    From $382 per night (USD)

    VRBO

    Details
  • 5 Bed in Yarmouth (oc-85286)
    From $657 per night (USD)

    Expedia

    5 Bed in Yarmouth (oc-85286)

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    This stylish cottage, both wheelchair accessible and pet friendly, is located in the popular sailing town of Yarmouth, a ...

    From $657 per night (USD)

    Expedia

    Details
  • 1 Bed in Sandown (oc-85248)
    From $350 per night (USD)

    VRBO

    1 Bed in Sandown (oc-85248)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This wonderful one-bedroom annexe is ideally located in the beautiful seaside resort of Sandown. There is so much to exp ...

    From $350 per night (USD)

    VRBO

    Details
  • 3 Bed in Shanklin (oc-92052)
    From $637 per night (USD)

    Expedia

    3 Bed in Shanklin (oc-92052)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Located in the heart of Shanklin, this stunning property offers the perfect coastal getaway for families and friends. Gu ...

    From $637 per night (USD)

    Expedia

    Details
  • 2 Bed in Ventnor (oc-88857)
    From $581 per night (USD)

    VRBO

    2 Bed in Ventnor (oc-88857)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This gorgeous cottage is nestled along a lane in the countryside offering views of the rolling fields. The seaside town ...

    From $581 per night (USD)

    VRBO

    Details
  • 2 Bed in Sandown (oc-93900)
    From $208 per night (USD)

    Expedia

    2 Bed in Sandown (oc-93900)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Nestled amidst the natural beauty of the Isle of Wight, this charming retro-inspired lodge offers an enchanting escape f ...

    From $208 per night (USD)

    Expedia

    Details
  • 3 Bed in Ventnor (oc-89800)
    From $326 per night (USD)

    VRBO

    3 Bed in Ventnor (oc-89800)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    This striking property is nestled in the heart of the quaint Isle of Wight village of Whitwell which offers many cycling ...

    From $326 per night (USD)

    VRBO

    Details
  • 1 Bed in Bembridge (oc-94355)
    From $281 per night (USD)

    Expedia

    1 Bed in Bembridge (oc-94355)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Imagine waking up to the sight of the iconic Bembridge Windmill visible from your property, a postcard-worthy view that ...

    From $281 per night (USD)

    Expedia

    Details
  • 3 Bed in Seaview (oc-94257)
    From $427 per night (USD)

    VRBO

    3 Bed in Seaview (oc-94257)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This property is nestled in the delightful coastal village of Seaview. Stroll through the village's quaint streets, imme ...

    From $427 per night (USD)

    VRBO

    Details
  • 1 Bed in Ventnor (oc-91536)
    From $308 per night (USD)

    Expedia

    1 Bed in Ventnor (oc-91536)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This stunning rural retreat, on the island's south side, provides guests with the ideal base to explore both the island' ...

    From $308 per night (USD)

    Expedia

    Details
  • 4 Bed in Newport (oc-93249)
    From $390 per night (USD)

    VRBO

    4 Bed in Newport (oc-93249)

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Fabulous waterside property overlooking the serene Medina River, where nature's finest performers take centre stage. Thi ...

    From $390 per night (USD)

    VRBO

    Details
  • 3 Bed in Bembridge (oc-93246)
    From $424 per night (USD)

    Expedia

    3 Bed in Bembridge (oc-93246)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Located on the eastern tip of the Isle of Wight, the village of Bembridge boasts an array of picturesque sights and loca ...

    From $424 per night (USD)

    Expedia

    Details
  • 4 Bed in Seaview (oc-87155)
    From $743 per night (USD)

    VRBO

    4 Bed in Seaview (oc-87155)

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This captivating home sits in a commanding position, minutes from the beach with stunning sea views. The village has its ...

    From $743 per night (USD)

    VRBO

    Details
  • 2 Bed in Ventnor (oc-87188)
    From $410 per night (USD)

    Expedia

    2 Bed in Ventnor (oc-87188)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located on the south side of the island, this welcoming lodge is perfectly located for those who want to enjoy the peace ...

    From $410 per night (USD)

    Expedia

    Details
  • 4 Bed in Newport (oc-88913)
    From $486 per night (USD)

    VRBO

    4 Bed in Newport (oc-88913)

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    This converted barn is situated in a rural yet central location on the Isle of Wight, the perfect spot from which to exp ...

    From $486 per night (USD)

    VRBO

    Details
  • 5 Bed in Sandown (oc-87008)
    From $845 per night (USD)

    Expedia

    5 Bed in Sandown (oc-87008)

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Sandown Bay and the surrounding areas are renowned for their long sandy beaches where there is plenty to see and do. Tak ...

    From $845 per night (USD)

    Expedia

    Details
  • 3 Bed in Ventnor (oc-94278)
    From $257 per night (USD)

    VRBO

    3 Bed in Ventnor (oc-94278)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in the heart of picturesque Rookley village with its beautiful lakes, this airy lodge invites families or groups ...

    From $257 per night (USD)

    VRBO

    Details
  • Hawthorn Hideaway, Freshwater, sleeps 6 guests  in 3 bedrooms
    From $259 per night (USD)

    Expedia

    Hawthorn Hideaway, Freshwater, sleeps 6 guests in 3 bedrooms

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Escape to this charming holiday cottage nestled in the peaceful hamlet of Norton Green, an idyllic retreat for families ...

    From $259 per night (USD)

    Expedia

    Details
  • 2 Bed in Freshwater (oc-91606)
    From $239 per night (USD)

    VRBO

    2 Bed in Freshwater (oc-91606)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This charming cottage in Freshwater village, with shops, restaurants, tearooms, and pubs, is a real gem. From here, you ...

    From $239 per night (USD)

    VRBO

    Details
  • 3 Bed in Shanklin (oc-92053)
    From $771 per night (USD)

    Expedia

    3 Bed in Shanklin (oc-92053)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Perfectly positioned for family adventures and with plenty of room for groups of six, this property places you at the he ...

    From $771 per night (USD)

    Expedia

    Details
  • 5 Bed in Ventnor (oc-94494)
    From $1058 per night (USD)

    VRBO

    5 Bed in Ventnor (oc-94494)

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Nestled in the Isle of Wight's Area of Outstanding Natural Beauty, this beautiful barn near Godshill is an idyllic retre ...

    From $1058 per night (USD)

    VRBO

    Details
  • 4 Bed in Newport (oc-94556)
    From $720 per night (USD)

    Expedia

    4 Bed in Newport (oc-94556)

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Escape to this captivating four-story retreat nestled along the serene banks of the Medina River. Located in the charmin ...

    From $720 per night (USD)

    Expedia

    Details
  • Seagrove House fabulous holiday home with wonderful sea views.
    From $1069 per night (USD)

    VRBO

    Seagrove House fabulous holiday home with wonderful sea views.

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Seagrove House is less than a minutes walk to the beach. A perfect home for a family holiday. The house is part of a la ...

    From $1069 per night (USD)

    VRBO

    Details
  • 5 Bed in East Cowes (oc-94807)
    From $1718 per night (USD)

    Expedia

    5 Bed in East Cowes (oc-94807)

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Newly refurbished Osborne Forge is situated on the edge of 250 acres of breath-taking grade 1 historic parkland. Nestled ...

    From $1718 per night (USD)

    Expedia

    Details
  • 4 Bed in Ryde (oc-95058)
    From $539 per night (USD)

    VRBO

    4 Bed in Ryde (oc-95058)

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Nestled on the north-eastern coast of the picturesque Isle of Wight, Ryde exudes an irresistible charm that beckons holi ...

    From $539 per night (USD)

    VRBO

    Details
  • 3 Bed in Shanklin (oc-60922)
    From $317 per night (USD)

    Expedia

    3 Bed in Shanklin (oc-60922)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Nestled amidst the serene countryside and close to two enchanting seaside resorts, this picturesque rural cottage boasts ...

    From $317 per night (USD)

    Expedia

    Details
  • 1 Bed in Newport (oc-92830)
    From $336 per night (USD)

    VRBO

    1 Bed in Newport (oc-92830)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    If you’re looking for a quirky retreat with cute neighbours, including adorable sheep and goats, then this shepherd’s hu ...

    From $336 per night (USD)

    VRBO

    Details
  • 3 Bed in Cowes (oc-93654)
    From $227 per night (USD)

    Expedia

    3 Bed in Cowes (oc-93654)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This charming cottage, built in 1887 to house Queen Victoria's footmen, combines historic charm with stylish comforts. I ...

    From $227 per night (USD)

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    Details
  • 2 Bed in Ventnor (oc-95586)
    From $270 per night (USD)

    VRBO

    2 Bed in Ventnor (oc-95586)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Located in the charming village of Chale on the Isle of Wight's scenic southern coast, this cosy lodge offers the perfec ...

    From $270 per night (USD)

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    Details
  • 1 Bed in Newport (oc-95453)
    From $276 per night (USD)

    Expedia

    1 Bed in Newport (oc-95453)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Nestled in a picturesque rural setting near the historic town of Newport, this charming studio is located on a 50-acre e ...

    From $276 per night (USD)

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  • 3 Bed in Ventnor (oc-ic179)
    From $334 per night (USD)

    VRBO

    3 Bed in Ventnor (oc-ic179)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This lovely country cottage offers the best of both worlds because it comes fully-equipped with up-to-date fixtures and ...

    From $334 per night (USD)

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  • 1 Bed in Freshwater (oc-ic088)
    From $482 per night (USD)

    Expedia

    1 Bed in Freshwater (oc-ic088)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautifully situated on the cliff top above Freshwater Bay, this property enjoys spectacular sea views of the bay and so ...

    From $482 per night (USD)

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    Details
  • 1 Bed in Newport (oc-94188)
    From $222 per night (USD)

    VRBO

    1 Bed in Newport (oc-94188)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    A charming and distinctive retreat for a romantic getaway, solo retreat or small family holiday, providing an opportunit ...

    From $222 per night (USD)

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    Details
  • 1 Bed in East Cowes (oc-91562)
    From $256 per night (USD)

    Expedia

    1 Bed in East Cowes (oc-91562)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This is the perfect place for those looking for a tranquil and peaceful holiday; the lodge is tucked away in a secluded ...

    From $256 per night (USD)

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    Details
  • West Ingle Large Edwardian Home Overlooking Seagrove Bay
    From $2971 per night (USD)

    VRBO

    West Ingle Large Edwardian Home Overlooking Seagrove Bay

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    West Ingle overlooks the picturesque Seagrove Bay, this charming Edwardian Cottage exudes timeless character and coastal ...

    From $2971 per night (USD)

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    Details
  • 5 Bed in Seaview (oc-93445)
    From $1416 per night (USD)

    Expedia

    5 Bed in Seaview (oc-93445)

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    The highly desirable beachside location makes this stunning house the ideal place for a seaside escape with friends or f ...

    From $1416 per night (USD)

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    Details
  • 3 Bed in Ventnor (oc-93697)
    From $945 per night (USD)

    VRBO

    3 Bed in Ventnor (oc-93697)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Discover rustic charm and comfort at this enchanting thatched cottage, which rests in the countryside's heart, offering ...

    From $945 per night (USD)

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    Details
  • 3 Bed in Chale (oc-94165)
    From $804 per night (USD)

    Expedia

    3 Bed in Chale (oc-94165)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in Chale, this charming property offers the ideal starting point for your island exploration. Begin your journey ...

    From $804 per night (USD)

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  • 3 Bed in Ventnor (oc-93525)
    From $423 per night (USD)

    VRBO

    3 Bed in Ventnor (oc-93525)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    This historic cottage in Niton is perfect for families or friends who cherish nature and outdoor adventures. Start your ...

    From $423 per night (USD)

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    Details
  • 2 Bed in Newport (oc-90243)
    From $280 per night (USD)

    Expedia

    2 Bed in Newport (oc-90243)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This lovely cottage is set on a gorgeous horse riding farm. As the farm is set down from the road, you can enjoy real es ...

    From $280 per night (USD)

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    Details
  • 3 Bed in Ventnor (oc-89972)
    From $462 per night (USD)

    VRBO

    3 Bed in Ventnor (oc-89972)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    This gorgeous period property is nestled in the heart of Niton. With plenty of local charm, a popular pub just a few min ...

    From $462 per night (USD)

    VRBO

    Details
  • 2 Bed in Alum Bay (oc-ic135)
    From $286 per night (USD)

    Expedia

    2 Bed in Alum Bay (oc-ic135)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    On the first floor of a large detached property, which has been carefully converted to provide six dwellings, this apart ...

    From $286 per night (USD)

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    Details
  • 2 Bed in Bembridge (oc-ic042)
    From $348 per night (USD)

    VRBO

    2 Bed in Bembridge (oc-ic042)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This property is situated just back from the beach in the Forelands area of the seaside village of Bembridge. The beach ...

    From $348 per night (USD)

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    Details
  • 3 Bed in Shanklin (oc-83040)
    From $306 per night (USD)

    Expedia

    3 Bed in Shanklin (oc-83040)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Situated in a quiet cul-de-sac in the bustling seaside resort of Shanklin, this fantastic family accommodation is ideall ...

    From $306 per night (USD)

    Expedia

    Details
  • 3 Bed in Newport (oc-90245)
    From $291 per night (USD)

    VRBO

    3 Bed in Newport (oc-90245)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Situated in a beautiful rural location close to the historic town of Newport, this lovely cottage is situated on a 50 ac ...

    From $291 per night (USD)

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    Details
  • 2 Bed in Newport (oc-90244)
    From $291 per night (USD)

    Expedia

    2 Bed in Newport (oc-90244)

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    This beautiful cottage is set in a converted dairy barn on a gorgeous horse riding farm. With its exposed beams and styl ...

    From $291 per night (USD)

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    Details
  • 4 Bed in Newport (oc-90251)
    From $341 per night (USD)

    VRBO

    4 Bed in Newport (oc-90251)

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    This beautiful holiday home forms a part of a riding school in a rural location, surrounded by acres of island countrysi ...

    From $341 per night (USD)

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    Details
  • 2 Bed in Newport (oc-90247)
    From $291 per night (USD)

    Expedia

    2 Bed in Newport (oc-90247)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This gorgeous period cottage is set in a converted dairy barn on a wonderful horse riding farm, surrounded by countrysid ...

    From $291 per night (USD)

    Expedia

    Details
  • 3 Bed in Newport (oc-90253)
    From $315 per night (USD)

    VRBO

    3 Bed in Newport (oc-90253)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Situated in a beautiful rural location close to the historic town of Newport, this lovely cottage is situated on a 50-ac ...

    From $315 per night (USD)

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    Details
  • 4 Bed in Newport (oc-90249)
    From $351 per night (USD)

    Expedia

    4 Bed in Newport (oc-90249)

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This lovely holiday home is located in a peaceful, rural location and forms part of a fantastic horse riding school and ...

    From $351 per night (USD)

    Expedia

    Details
  • 3 Bed in Newport (oc-90250)
    From $308 per night (USD)

    VRBO

    3 Bed in Newport (oc-90250)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Situated in a beautiful rural location close to the historic town of Newport, this lovely cottage is situated on a 50-ac ...

    From $308 per night (USD)

    VRBO

    Details
  • 2 Bed in Freshwater (oc-94561)
    From $227 per night (USD)

    Expedia

    2 Bed in Freshwater (oc-94561)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Immerse yourself in Freshwater's charm with this enchanting apartment in the heart of town. Offering everything you need ...

    From $227 per night (USD)

    Expedia

    Details
  • 2 Bed in Ventnor (oc-95173)
    From $323 per night (USD)

    VRBO

    2 Bed in Ventnor (oc-95173)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The unbridled beauty of the Isle of Wight is yours to explore from this wonderful, pet-welcoming cottage. Set on a quiet ...

    From $323 per night (USD)

    VRBO

    Details
  • 3 Bed in Yarmouth (oc-94802)
    From $558 per night (USD)

    Expedia

    3 Bed in Yarmouth (oc-94802)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This gorgeous, single-storey holiday home is peacefully located at the end of a private road, just outside of the pictur ...

    From $558 per night (USD)

    Expedia

    Details
  • 2 Bed in Sandown (oc-96255)
    From $477 per night (USD)

    VRBO

    2 Bed in Sandown (oc-96255)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This beautifully furnished holiday apartment, sleeping four guests, is an ideal base for small families or friends. Loca ...

    From $477 per night (USD)

    VRBO

    Details
  • Perfect retreat at Sea Breeze. Period Cottage in Seaview.
    From $284 per night (USD)

    VRBO

    Perfect retreat at Sea Breeze. Period Cottage in Seaview.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Ideally situated in Seaview, above the centre of the village yet a quick stroll to all the amenities and beaches, Sea B ...

    From $284 per night (USD)

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    Details
  • Large home to rent on the beautiful Isle of Wight
    From $1172 per night (USD)

    VRBO

    Large home to rent on the beautiful Isle of Wight

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    14

    Large family home to rent on the Isle of Wight in the beautiful area of Newtown. Main house, barn conversion and annex. ...

    From $1172 per night (USD)

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    Details
  • Gills Cliff House - a lovely home from home with far-reaching sea views
    From $200 per night (USD)

    Expedia

    Gills Cliff House - a lovely home from home with far-reaching sea views

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    This beautiful five star standard house on the Isle of Wight was built in 1850, and is in an enviable position, high on ...

    From $200 per night (USD)

    Expedia

    Details
  • Parley House , Cowes walk to Harbour Restaurants and Cafes
    From $519 per night (USD)

    VRBO

    Parley House , Cowes walk to Harbour Restaurants and Cafes

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    A thoughtfully furnished Victorian home in the heart of Cowes, designed as a gathering place for family, friends, saili ...

    From $519 per night (USD)

    VRBO

    Details
  • THE OLD POST OFFICE, family friendly, with a garden in Ventnor
    From $177 per night (USD)

    VRBO

    THE OLD POST OFFICE, family friendly, with a garden in Ventnor

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Old Post Office in St. Lawrence, Isle of Wight, sleeps four in two bedrooms. The Old Post Office is a single-storey ...

    From $177 per night (USD)

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    Details
  • MERRILEES, pet friendly, country holiday cottage in Yarmouth
    From $269 per night (USD)

    VRBO

    MERRILEES, pet friendly, country holiday cottage in Yarmouth

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Merrilees in Yarmouth, Isle of Wight, sleeps five people in three bedrooms. Merrilees consists of a kitchen with elect ...

    From $269 per night (USD)

    VRBO

    Details
  • Ventnor 4-Bed House, Sleeps 8, Parking  & Pets Ok
    From $365 per night (USD)

    Expedia

    Ventnor 4-Bed House, Sleeps 8, Parking & Pets Ok

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Set on the cliffside in Ventnor, this spacious four-bedroom house offers a comfortable coastal retreat for up to eight g ...

    From $365 per night (USD)

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  • BAY TREE COTTAGE, pet friendly, country holiday cottage in Shanklin
    From $285 per night (USD)

    VRBO

    BAY TREE COTTAGE, pet friendly, country holiday cottage in Shanklin

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Bay Tree Cottage in Shanklin, Isle of Wight, sleeps four in two bedrooms. Bay Tree Cottage consists of a kitchen with a ...

    From $285 per night (USD)

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    Details
  • The Pepper Pot - Niton, Isle of Wight
    From $279 per night (USD)

    Expedia

    The Pepper Pot - Niton, Isle of Wight

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Pepper Pot is a delightful single-storey, pet friendly hideaway nestled in the peaceful countryside of Head Down, ne ...

    From $279 per night (USD)

    Expedia

    Details