List your home
Apply filters
£ to

350 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 locations
  • Bembridge (41)
  • Bonchurch (6)
  • Brading (3)
  • Brighstone (12)
  • Brighstone Bay (2)
  • Cowes (67)
  • Freshwater (12)
  • Godshill (2)
  • Gurnard, Isle of Wight (2)
  • Luccombe (1)
  • Nettlestone (1)
  • Newchurch (1)
  • Newport, Isle of Wight (13)
  • Ryde (37)
  • Sandown (13)
  • Seaview Village (7)
  • Shanklin (29)
  • Shorwell (1)
  • St Helens, Isle of Wight (4)
  • Totland (9)
  • Ventnor (53)
  • Whitwell, Isle of Wight (1)
  • Wootton (4)
  • Yarmouth, Isle of Wight (29)

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
2,333 properties
Central London/Zone 2
1,198 properties
Newquay
610 properties
Isle of Wight holidays
1284 properties

Filters applied: House (350)

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
350 Results  |  
8 Photos

House | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £56 /night

£387 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
These delightful former farm buildings, set in 100 acres of livestock farm close to the owner's home, have been converted and equipped to provide good sized holiday accommodation with the disabled in mind, with a riser recliner chair in each property. One of the isla...  …see more

61 Photos

House | 2 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £45 /night

£312 - £766 / week

View

Key info:

  • Suitable for children over
  • Pets welcome
  • Private garden
This single-storey pet-friendly cottage in Totland sleeps six people in two bedrooms.  …see more

8 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £40 /night

£280 - £834 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
With uninterrupted views over Wootton Creek, this attractive holiday property is set at the forefront of a waterside holiday development. Creek Gardens is ideally situated near to the Portsmouth to Fishbourne car/foot ferry port. For those preferring a car free holid...  …see more

Featured properties

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £43 /night

£298 - £1486 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Superbly located offering extensive views over the Solent, this light and airy second floor holiday apartment provides stylish accommodation. From the large balcony, it is an ideal spot to relax and watch the ever changing nautical scenery, from huge liners to racing...  …see more

9 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £45 /night

£309 - £1046 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Freshwater Bay is a small cove which is on the southern tip of the island and just short stroll from this holiday house. Moonbeam used to be part of a large Victorian house now divided in two, and has its own entrance and a smart interior including large open plan li...  …see more

11 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £63 /night

£435 - £1356 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
The Old Bakery dates back to the 17th century with a Victorian addition that once formed a shop front, so the property is surprisingly spacious and full of character interest. Semi-detached, it lies in the heart of the village of Brading with its historic church, sto...  …see more

12 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £55 /night

£381 - £853 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday bungalow, adjacent to the owners' home, is in the quiet area of Gurnard, just a short walk from the esplanade which leads all the way along to Cowes. Gurnard beach has a popular café and is just a stroll away. Cowes is famed for its sailing even...  …see more

9 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £47 /night

£326 - £929 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Set in Island Harbour, this traditional yachtsman's cottage offers an ideal holiday property, set over three floors. The end one of a row, it is 50 yards from the water's edge and surrounded by countryside. An ideal base for discovering the many tourist attractions i...  …see more

12 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £118 /night

£820 - £1230 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Set in a quiet lane in the pretty village of Brighstone with its chocolate box cottages, including the National Trust Museum, several places to eat, a local shop and post office. This detached holiday home offers light and airy accommodation. The living space works w...  …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

23 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £114 /night

£795 - £2149 / week

View

Key info:

  • Nearest beach 13 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
A reverse level 5 bedroom house, sleeping 10. Centrally located, providing the perfect base for exploring the island. Set within a 3.5 acre private plot, offering panoramic views from its elevated position. Gravel driveway with parking for up to 5 cars  …see more

10 Photos

House | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £32 /night

£222 - £548 / 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

16 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £58 /night

£402 - £1149 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
An upside down house situated in a quiet cul-de-sac, less than a mile from Ryde beach and town centre  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £62 /night

£433 - £1214 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over
  • Car advised
  • No pets allowed
A 3 bedroom cottage, sleeps 6. Well-presented open plan living, kitchen and dining area. The beaches of Seaview and Appley are close by. Raised decked area with sea views. On-street parking available outside of the property.  …see more

8 Photos

House | 2 Bedrooms | sleeps 3

7 Nights min stay

Add to shortlist

from £37 /night

£253 - £640 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This well-presented, semi-detached, single-storey holiday property with private off road parking makes an ideal base standing peacefully in a small, quiet cul-de-sac, within short walking distance of a popular family pub/restaurant. Ryde, lies approximately 2 miles d...  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £58 /night

£402 - £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

18 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £58 /night

£402 - £1312 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 34 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
A fantastic rural setting in the grounds of a working water mill. A luxury 3 bedroom eco-house, sleeps 6. Set within the grounds of Calbourne Water Mill. Use of the fantastic on-site facilities at The Water Mill. Balcony with furniture ideal for al fresco dining.  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £43 /night

£297 - £825 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Superbly located, offering extensive sea views over the Solent, this light and airy first floor holiday apartment (no lift) has been completely refurbished throughout to provide stylish accommodation. From the large balcony, it is an ideal spot to relax and watch the...  …see more

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £48 /night

£336 - £599 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Set in the heart of Ryde, this lovely holiday apartment is within an easy walk of shops, restaurants, bars and tea shops. Ryde also has a waterside swimming pool on the seafront as well as several well-equipped children's play areas and an outdoor paddling pool. You ...  …see more

10 Photos

House | 3 Bedrooms | sleeps 7

Good 3.5/5 

3 Nights min stay

Add to shortlist

from £62 /night

£433 - £1095 / week

View

Key info:

  • Nearest beach 8 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A comfortable barn conversion with 3 bedrooms, sleeps 7. Located within a mile of Freshwater Bay. Ideally located for exploring the Tennyson Trail and the West Wight coastline. Wi-Fi internet access available. Off-street parking available for 1 car.  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £44 /night

£302 - £958 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This beautifully appointed, ground floor holiday apartment is ideally situated for exploring all that the Isle of Wight has to offer. Set in a quiet residential road, you are within walking distance of Cowes town, the beach and sailing, and yet also able to take adva...  …see more

14 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £81 /night

£562 - £2736 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Offering stunning views over the harbour and surrounded by rolling countryside, and awarded 4 Star Gold Award from Quality in Tourism, this well-presented, end-terraced town house stands peacefully in the popular Island Harbour location. Only 3 yards from the water's...  …see more

22 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £120 /night

£837 - £2432 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
A spacious 5 bedroom house, sleeps 10. South-facing, furnished rear garden with barbecue. Located in Shanklin Old Village, 200 yards from the coastal path to Shanklin Bay. Within half a mile of Shanklin's sandy beach. Enclosed parking for 3 cars.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Good 3.5/5 

3 Nights min stay

Add to shortlist

from £53 /night

£371 - £1095 / week

View

Key info:

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

10 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £39 /night

£270 - £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

16 Photos

House | 3 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £72 /night

£499 - £1226 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Situated in the delightful village of Newchurch, these detached holiday homes (refs 24595 and 28101) offer ideal family accommodation, each peacefully located with an enclosed garden. They lie in the charming village of Newchurch, surrounded by countryside, an area o...  …see more

19 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £181 /night

£1265 - £2587 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
A wonderful house a mile from the centre of Ryde, on the Isle of Wight, sleeping up to ten people in five bedrooms.  …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

22 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £104 /night

£723 - £2302 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Panoramic sea views from this five bedroom house, close to the beach and harbour at Yarmouth.  …see more

21 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £43 /night

£295 - £762 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
This ground floor barn conversion is located near to Ryde on the Isle of Wight and can sleep four people in two bedrooms.  …see more

37 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £56 /night

£388 - £1010 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden
A lovely Victorian flat in Freshwater sleeping six in three bedrooms.  …see more

14 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £67 /night

£468 - £1173 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This beautiful apartment takes full advantage of its impressive position, with panoramic, direct sea views of Sandown Bay, with its miles of golden sand. All accommodation is on the fourth floor of the building with The Reef Restaurant on the ground floor. Once in th...  …see more

10 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

Add to shortlist

from £50 /night

£346 - £1050 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Just 50 yards from the harbour and nestled in the countryside is this brightly furnished and well-equipped holiday home. Countryside walks, numerous island attractions and beaches all within easy reach, including Osborne House and Gardens in nearby East Cowes. Bicycl...  …see more

30 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
  • No pets allowed
  • Private garden
Sleeping four people in two bedrooms, this mews cottage is in Brading, on the Isle of Wight.  …see more

11 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £61 /night

£421 - £1411 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This Grade II listed, thatched holiday cottage offers far reaching countryside views. One of a pair, it has many character features such as beams, low ceilings and picture windows and is 400 yards from a sandy beach. Fresh crab and lobster can be purchased from the l...  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £64 /night

£445 - £1192 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Peacefully located along a quiet rural lane, this spacious detached family home enjoys a lawned garden and superb far reaching views over local countryside and fields. It is only half a mile from the picturesque village of Brighstone with its thatched roof village sh...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

Short stays welcome

Add to shortlist

from £44 /night

£302 - £707 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Sleeping two people in one bedoom, this wonderful studio apartment in Ventnor offers stunning sea views.  …see more

11 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £62 /night

£432 - £1354 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
In an idyllic setting in Brook village, these delightful holiday properties offer a wonderful base to explore the island. Situated in the peaceful and private estate made up of the old Brook House grounds, and in an AONB surrounded by National Trust land, both downla...  …see more

22 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

Short stays welcome

Add to shortlist

from £130 /night

£908 - £2122 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This beautiful house is a magnificent modern detached house with five charming bedrooms, two comfortable reception rooms, a fabulous conservatory and a tranquil study.  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £51 /night

£352 - £717 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Offering very comfortable first floor accommodation, this well furnished property makes an ideal holiday retreat in a quiet location, adjoining the owner's elegant home. Located near to the charming old town of Shanklin, 1/4 mile, with various souvenir shops, tea roo...  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £90 /night

£630 - £1726 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A 3 bedroom house sleeping 6. Located on the waterside with adjacent moorings. Fantastic river and country views from the balconies. Communal garden and barbeque area. Parking for 2 cars  …see more

7 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £43 /night

£301 - £798 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This light and airy modern holiday home is located in an attractive setting overlooking picturesque Wootton Creek. Neatly presented, it is ideal for families or couples, with the advantage of three shower rooms. This area has many scenic walks and woodland where you ...  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £44 /night

£302 - £924 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Offering stunning far reaching views over the beautiful countryside and the Culver cliffs, this deceptively spacious chalet style holiday property offers stylish and well presented accommodation. It is located on the edge of a small holiday park where facilities can ...  …see more

8 Photos

House | 2 Bedrooms | sleeps 3

7 Nights min stay

Add to shortlist

from £52 /night

£364 - £765 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Located within Westcliffe Chalets, this two bedroom single-storey holiday chalet was formerly two chalets which were knocked into one. It enjoys its own separate conservatory, decking and sitting-out area with sea glimpses and overlooking beautiful communal gardens w...  …see more

6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £38 /night

£265 - £799 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Located 20 yards from Ventnor's popular sandy and shingle beach, this comfortably furnished first floor holiday apartment is set along the esplanade, where the marina, many pubs/cafes and restaurants, tourist shops and crab and lobster huts can be found. Perfect for ...  …see more

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

17 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £47 /night

£329 - £1008 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Heatherwood Lodge is a modern second floor apartment, situated in an enviable location on the Isle of Wight. Internally the property is furnished to a high standard with many rooms boasting stunning sea views.  …see more

11 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £41 /night

£283 - £514 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
With superb views over Afton Nature Reserve and Tennyson Down beyond, this self-contained first floor apartment forms part of the owner's home. It is located in an AONB, only 400 metres' level walk from the sand and pebble beach of Freshwater Bay. Tastefully and styl...  …see more

10 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £45 /night

£313 - £1570 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
In a convenient location, this attractive Victorian town house is only 2 minutes' walk from the centre of historic Cowes with marina, traditional inns, restaurants, shops and beach. Ideal for a car-free holiday, with the chain ferry nearby to East Cowes and many bus ...  …see more

9 Photos

House | 2 Bedrooms | sleeps 3

7 Nights min stay

Add to shortlist

from £40 /night

£277 - £641 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This delightful 19th century holiday cottage enjoys superb views over Carisbrooke Castle from the large garden, or from the decked balcony shaded by the fragrant apricot tree. Set at the head of the Bowcombe Valley in an AONB with scenic walking and cycling routes, t...  …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.