List your home
Apply filters
£ to

962 Holiday homes in Isle of Wight

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • England Clear
  • Isle of Wight Clear
  • All towns
  • Alum Bay (5)
  • Bembridge (95)
  • Bonchurch (16)
  • Brading (6)
  • Brighstone (17)
  • Brighstone Bay (5)
  • Brook, Isle of Wight (1)
  • Cowes (144)
  • Freshwater (51)
  • Godshill (9)
  • Gurnard, Isle of Wight (10)
  • Knighton, Isle of Wight (1)
  • Lake (1)
  • Luccombe (2)
  • Merstone (3)
  • Nettlestone (1)
  • Newchurch (7)
  • Newport, Isle of Wight (32)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Rookley (1)
  • Ryde (78)
  • Sandown (78)
  • Seaview Village (22)
  • Shanklin (79)
  • Shorwell (8)
  • St Helens, Isle of Wight (14)
  • Thorness Bay (7)
  • Totland (15)
  • Ventnor (145)
  • Whippingham (6)
  • Whitwell, Isle of Wight (7)
  • Wootton (18)
  • Yarmouth, Isle of Wight (76)

more +

less -

Also consider

Rural Retreats
12,446 properties
Cornwall
2,983 properties
Greater London
941 properties
Cumbria / Lake District
940 properties
Devon
2,810 properties
Central England / Cotswolds
940 properties
Dorset
819 properties
Isle of Wight
507 properties
Peak District / Derbyshire
460 properties
Somerset
610 properties
Kent
557 properties
Sussex
770 properties
Norfolk
1,023 properties
Isle of Man
11 properties
Northumberland
640 properties
Yorkshire / Yorkshire Dales
1,496 properties
Coastal Cottages
222 properties
Central London/Zone 1
2,186 properties
Central London/Zone 2
1,126 properties
Newquay
614 properties
Isle of Wight holidays
962 properties
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
962 Results  |  
6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £47 /night

£326 - £862 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday home sits in the pretty village of Havenstreet, 2 miles from Ryde. The village is home to the Isle of Wight Steam Railway and the station is a 5-minute walk from the property. Ryde is noted for its large expanse of sandy beach, esplanade, entert...  …see more

13 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £48 /night

£334 - £1037 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This beautifully appointed, traditional stone cottage offers stunning sea views from all living areas/bedrooms. This charming cottage, one of a row, offers comfortable and tastefully decorated holiday accommodation. In an elevated position set back from the Shanklin ...  …see more

10 Photos

House | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £50 /night

£350 - £899 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A charming property nestled in Cowes Old Town. A charming 2 bedroom house, sleeping 5. Courtyard complete with furniture and barbecue. Furnished to a high standard throughout. Centrally located- short walk to the town centre and beach.  …see more

Featured properties

14 Photos

Cottage | 1 Bedroom | sleeps 2

Short stays welcome

Add to shortlist

from £35 /night

£245 - £552 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Pets welcome
  • Private garden
This ground floor studio apartment is in Yarmouth, Isle of Wight and sleeps two people.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £65 /night

£452 - £1039 / week

View

Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A cottage nestled within the grounds of the the Farringford Estate, just a short distance from Freshwater Bay. A 2 bedroom cottage, sleeps 4. Newly refurbished to a high standard with contemporary décor. Set within the grounds of the Farringford Estate, former home of P  …see more

15 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £62 /night

£433 - £961 / week

View

Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Perfectly positioned on East Cowes harbour just 10 meters from the sea. A 2 bedroom house sleeping 4 people. Panoramic harbour views and to West Cowes. Finished to a high standard throughout. Front elevated patio overlooking harbour.  …see more

8 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £62 /night

£433 - £1420 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
A spacious, detached house furnished to a good standard, with some sea views from upstairs. Situated in a quiet residential area, just a few minutes' walk from sandy Seagrove Bay. At low tide you can walk miles along the sands in either direction to unspoilt Priory B...  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £119 /night

£827 - £2194 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
The Bouldnor is a stunning five bedroom house set in an ideal position for the nearby town of Yarmouth and boasts spectacular sea views across the Solent and over to the mainland.Internally The Bouldnor is situated over three floors. The pr  …see more

9 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £50 /night

£345 - £1008 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This well presented Victorian holiday property is sympathetically styled and furnished and is ideally located only 500 yards from Ryde's long stretch of golden sandy beach and promenade. The fast speed catamaran runs to Ryde pier from Portsmouth, perfect for those pr...  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £59 /night

£408 - £1240 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Nestling in the beautiful Bowcombe Valley, just 4 miles from the nearest south coast beach, are these two properties. Brummell Barn is one of the original outbuildings to Cheverton Farmhouse, converted to provide highly individual and spacious accommodation. Boasting...  …see more

17 Photos

Cottage | 3 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £49 /night

£338 - £850 / week

View

Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
This homely, spacious barn conversion is in the village of Gatcombe near to Newport on the Isle of Wight and can sleep six people in three bedrooms.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £56 /night

£391 - £1008 / week

View

Key info:

  • Nearest beach 2 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A split level, 2 bedroom apartment, sleeps 4. Located in a converted manor house and furnished to a high standard throughout. Communal use of the two and a half acres of grounds. Conveniently located close to the popular Shanklin Old Village and nearby beaches.  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £41 /night

£281 - £613 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Offering far-reaching views over fields and surrounding countryside, this compact, detached, single-storey holiday property offers superb walks from the door across miles of countryside. Standing next to the owners' home, on an unadopted lane on the edge of the charm...  …see more

7 Photos

House | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £34 /night

£236 - £624 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
These three holiday properties (refs 29415, 29416 and 29417) offer a rural bolt-hole escape and are nestled within the grounds of Luccombe Chine Private Estate, not far from picturesque Shanklin, and located in an Area of Outstanding Natural Beauty looking out to the...  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Good 3.5/5 

3 Nights min stay

Add to shortlist

from £56 /night

£391 - £1044 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
A well-presented terrace house situated a short distance from Cowes town centre and marina.  …see more

10 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

Add to shortlist

from £80 /night

£559 - £1359 / week

View

Key info:

  • Nearest beach 4 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A peaceful, private 4 bedroom house sleeping 7. Stunning views from the tiered decking across the countryside and over the channel. A short walk away from Shanklin and Luccombe beach. Wi-Fi access. Private off-street parking for 3 cars.  …see more

13 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £39 /night

£273 - £713 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over
  • Car advised
  • No pets allowed
Sail Loft is a welcoming first floor open plan loft apartment, situated 10 minutes walk from Yarmouth. The apartment sleeps four, which makes it ideal for families.  …see more

5 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £44 /night

£305 - £798 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This second floor apartment is located directly opposite the seafront and is light and airy, comfortably furnished, occupying a convenient position. The shingle and sand beach and clear blue waters of Ventnor make it a popular holiday resort for couples or small fami...  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £44 /night

£306 - £939 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Stoneplace Cottage sits in the pretty village of Shorwell, which has a pub, church and post office all within a 5 minutes walk. In an AONB part of West Wight and 2½ miles from the coastline and the beach. This detached holiday cottage is Grade II listed and in a grea...  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £60 /night

£419 - £1182 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This attractive, period holiday property benefits from its own lawned garden and is attached to the owner's hotel, where guests have use of its facilities. Ideal for families, it is about a 10-minute walk from the shops, restaurants and bars of this popular seaside r...  …see more

13 Photos

House | 4 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £60 /night

£417 - £1090 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
This lovely, modern house is situated in Freshwater on the Isle of Wight, and sleeps up to six people in four bedrooms.  …see more

10 Photos

House | 4 Bedrooms | sleeps 7

7 Nights min stay

Add to shortlist

from £54 /night

£378 - £2041 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday home is just a short walk to the waterfront, where you can walk along to the heart of Cowes with its shops, boutiques and gift shops, inns, restaurants and marina. The beach at Gurnard is 5 minutes' drive which also has a popular café. Take the ...  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £73 /night

£509 - £1482 / week

View

Key info:

  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This Grade II listed, detached cottage is located in the village of Shorwell on the Isle of Wight and can sleep eight people in three bedrooms.  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £46 /night

£322 - £848 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday bungalow is situated in a quiet road at the edge of Freshwater village. Freshwater has a variety of shops, supermarkets and sports centre with indoor swimming pool. This beautiful part of the island has miles of heritage coastline, scenic walks,...  …see more

14 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £62 /night

£433 - £1096 / week

View

Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A contemporary barn conversion situated next to Wootton Creek. A 2 bedroom barn conversion, sleeps 4. Finished to a high standard with character features. Enclosed rear garden complete with furniture. Located next to Wootton Creek. Off-street parking for 5 cars.  …see more

9 Photos

Cottage | 1 Bedroom | sleeps 2

Very Good 4/5 

Short stays welcome

Add to shortlist

from £32 /night

£223 - £449 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car advised
  • Pets welcome
Sail Loft Annexe is a cosy ground floor studio apartment, part of a coverted boathouse, situated 10 minutes walk from the town of Yarmouth. This apartment sleeps 2, which makes it ideal for couples.  …see more

9 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £48 /night

£331 - £699 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
These holiday properties, adjacent to the owner's home and farm, are set with others in a courtyard and share use of various grassed areas and 2 tennis courts. Chilton Farm is situated ¼ mile from the coast, set in beautiful countryside, and forms part of the Chilton...  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £46 /night

£320 - £1110 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
In an attractive setting overlooking communal gardens, this modern holiday home stands at the end of a row of three, within the grounds of a converted manor. Woodland View is within a 10-minute stroll of the charming historic village of Old Shanklin, with thatched-ro...  …see more

15 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £40 /night

£277 - £723 / week

View

Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A charming cottage, with panoramic countryside views, within a short drive to Freshwater and Alum Bay. A 1 bedroom cottage, sleeps 2. Panoramic countryside views. Furnished garden complete with barbecue. Easy access to countryside walks and the nearby beach.  …see more

15 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £46 /night

£317 - £717 / week

View

Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
This cosy first floor apartment sleeps four people in two bedrooms, and overlooks the attractive Model Village in Godshill on the Isle of Wight.  …see more

10 Photos

House | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £33 /night

£228 - £555 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Enjoying glorious views over the rolling countryside, Moles Leap is a self contained annexe with entrance porch, and forms part of the owner's home. Situated back from the road between Sandown, 2 miles and Ryde, 4 miles, both renowned for their popular sandy beaches ...  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £50 /night

£350 - £943 / week

View

Key info:

  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Well-appointed 2 bedroom apartment, sleeps 4. Close to the popular village and beaches of Shanklin. Panoramic sea views from the communal gardens. Direct access to the coastal paths. Off-road parking for one car available.  …see more

9 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £45 /night

£312 - £823 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This delightful semi-detached holiday cottage is ideally situated for visiting the town of Ryde with its good selection of individual shops, restaurants, bars, tea shops just a mile away, and the beautiful beach at Northwalk, just under 2 miles. The cottage offers a ...  …see more

20 Photos

House | 4 Bedrooms | sleeps 8

rentals_reviews_rating_2_5 

3 Nights min stay

Add to shortlist

from £119 /night

£827 - £2318 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A spacious upside down house situated close to the picturesque town of Yarmouth. A 4 bedroom house sleeping 8. Spacious living area with sea views and large gardens. Finished to a high standard throughout. Close to the beach and centre of Yarmouth.  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £40 /night

£279 - £714 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Sleeping four people in two bedrooms, this mews cottage is in Brading, on the Isle of Wight.  …see more

10 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

Short stays welcome

Add to shortlist

from £40 /night

£276 - £598 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
This Grade II listed cottage is situated in the village of Niton on the Isle of Wight and can sleep two people.  …see more

14 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

Add to shortlist

from £55 /night

£383 - £1038 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Directly opposite Sandown's popular sandy beach and offering superb far reaching sea views, this delightful terraced Victorian former coastguard's cottage is one of a row of similar properties set back from the road which leads to the town in one direction and Bembri...  …see more

15 Photos

Cottage | 1 Bedroom | sleeps 2

Short stays welcome

Add to shortlist

from £47 /night

£329 - £711 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
This charming ground floor apartment sits in an elevated position above Ventnor on the Isle of Wight, sleeping two people in one bedroom.  …see more

16 Photos

House | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £56 /night

£391 - £961 / week

View

Key info:

  • Nearest beach 5 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A semi-detached house with 2 bedrooms, sleeps 5. Ideally located in the popular tourist village of Yarmouth. Views over the National Trust marsh/wetlands, great for bird watching. Direct access onto marshland walks and cycle paths including the Tennyson Trail. Wi-Fi  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £56 /night

£390 - £899 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
This detached cottage sleeps four people in two bedrooms.  …see more

12 Photos

House | 1 Bedroom | sleeps 2

Short stays welcome

Add to shortlist

from £32 /night

£224 - £475 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
This single storey romantic base sleeps two people in one bedroom and is in Fishbourne on the Isle of Wight.  …see more

17 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £56 /night

£391 - £1095 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A 3 bedroom first floor apartment, sleeps 6. An elevated apartment with balcony offering views of the esplanade and out to sea. A short walk to Sandown Beach. Easy access to the shops, restaurants and pubs. On-street parking only with pre-arranged permit.  …see more

14 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £47 /night

£326 - £963 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This quaint, 19th century, end of terrace holiday cottage is set on a quiet road close to the beach and amenities, and has extensive sea views from the lawned garden, patio and balcony. Ideally placed for touring the island, with Ventnor Botanical Gardens and St Cath...  …see more

15 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £90 /night

£630 - £1645 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A 4 bedroom house, sleeps 8. Furnished to a high standard throughout. Enclosed garden and decking area accessed via the kitchen and living area. Central location, situated just 100 yards from Cowes High Street. In close proximity to Cowes Marina, near to the town’s prem  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £57 /night

£394 - £513 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
These beautifully appointed holiday apartments (refs 23771 and 23772) have been tastefully converted from a Victorian villa to incorporate modern features whilst retaining original period features. Upper Victoria Villa is bright and airy with high ceilings whilst Low...  …see more

12 Photos

House | 3 Bedrooms | sleeps 9

7 Nights min stay

Add to shortlist

from £51 /night

£354 - £1044 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This comfortable, semi-detached Victorian holiday home has been cleverly extended to provide additional living space on the ground floor, including a lovely light and sunny garden room which overlooks the attractive enclosed garden. The world famous maritime centre o...  …see more

10 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £48 /night

£333 - £954 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Situated a short walk from the beach at Freshwater Bay this smart detached holiday house offers a really home from home feel and is in a quiet residential area. For the energetic, take a stroll across nearby Tennyson Down, an AONB. Within easy reach are more beaches ...  …see more

6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £43 /night

£296 - £717 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Situated in a pleasant rural location this well-presented holiday bungalow is one of a number of barn conversions set around a spacious communal lawned area. Patio doors lead from the living room to a private patio area to the rear. Much of the West Wight coastline i...  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £41 /night

£285 - £832 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Set in the Bowcombe Valley in an AONB enjoying views of Carisbrooke Castle, this bungalow has modern facilities married with period features, offering an ideal holiday base for touring, walking and cycling. The Tennyson Trail to Alum Bay begins nearby, and the castle...  …see more

19 Photos

House | 1 Bedroom | sleeps 3

Short stays welcome

Add to shortlist

from £38 /night

£261 - £617 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
This cottage is located near Freshwater Bay on the Isle of Wight and can sleep three people in one double bedroom and on one single sofa bed in the sitting area.  …see more

Offering over 500 miles of footpaths, and stretches of stunning coastline, the Isle of Wight is perfect for a walking holiday or a family break. Enjoy the unspoilt scenery, or have an activity filled vacation with sailing, windsurfing and paragliding all on offer locally. The island is famous for the annual Cowes week event in late August, and in May it hosts the largest walking festival anywhere in the UK.