Holiday rentals - Holiday homes to rent - Book direct

Close

View larger map

Also consider

Europe Holidays
425626 properties
United Kingdom Holidays
57025 properties
England Holidays
41532 properties
Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria / Lake District
940 properties
Houses Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Houses Dorset
819 properties
Houses Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Houses Somerset
610 properties
Houses Kent
557 properties
Houses Sussex
770 properties
Houses Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Houses Yorkshire / Yorkshire Dales
1496 properties
Coastal Cottages
222 properties
Villas Ventnor
123 properties
Holiday homes Cowes
121 properties
Villas Shanklin
104 properties
Self catering accommodation Sandown
96 properties

Isle of Wight

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
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

320 Holiday homes

Filters applied: Private garden

Travellers going to Isle of Wight are booking June dates now. Secure your holiday home today and have the perfect trip.

(7) Excellent 

22

Holiday cottage in Brighstone

Isle of Wight / Brighstone

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Brighstone has a church, pub, restaurant, doctor's surgery, newsagent, grocery shop (including Post Office),  …see more

from £99 / night

£335 - £785 / week

Book View

from £99 / night

(5) Excellent 

11

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Private garden
“Same High Standard” We stayed in Carisbrooke last year and loved it and really wanted to try the newly released Albert apartment after it's extensive renovations. In fact we booked a week over the Easter holiday without even seeing any photo's. We wer  …see more

from £80 / night

£475 - £745 / week

Book View

from £80 / night

(8) Excellent 

10

Cottage rental in Whippingham

Isle of Wight / Whippingham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 10 km
  • Child friendly
  • Private garden
Self-catering countryside cottage, equipped to a high standard, with excellent views across fields. Located along a private lane, very secluded - the base for great holidays on the Isle of Wight - great for chilling out!! Ideal for couple & families seeking relaxati  …see more

from £49 / night

£340 - £625 / week

Enquire View

from £49 / night

Featured properties

(2) Excellent 

23

Holiday yurt in Newchurch

Sandown / Newchurch

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 8 km
  • Child friendly
  • Ask about pets
We have 3 luxury yurts hidden in a private field in a unique and beautiful location on the Isle of Wight. The yurts were constructed on the Isle of Wight. They are 6 metres in diametre and have a mezzanine deck with kingsize double bed and two full size single mattress  …see more

from £80 / night

£495 - £775 / week

Book View

from £80 / night

(10) Excellent 

17

Gurnard holiday chalet rental

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Fantastic” Little Sailing is in a prime location on the edge of the Solent. It is well equipped and has everything needed for a perfect stay. The views from the huge windows are wonderful. There is a pub serving food within a very short walk.  …see more

from £75 / night

£525 - £1100 / week

Enquire View

from £75 / night

(15) Excellent 

24

Holiday home rental

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
“A lovely family house in a great location would recommend” A lovely family house in great location near the town, pubs and of course the sea. The house was great for all in our party which included children, and was clean tidy and welcoming for us  …see more

from £200 / night

£900 - £2800 / week

Enquire View

from £200 / night

(5) Excellent 

14

Villa rental in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
“Holiday Villa with perfect view.” Had brilliant long weekend, the holiday villa was very clean with everything you needed, situated in an area with a brilliant view. The only down fall was the steep climb up to the top of the road and no parking right  …see more

from £99 / night

£450 - £821 / week

Book View

from £99 / night

(23) Excellent 

14

Cottage rental in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Excellent Holiday home” We stayed here for 7 days and we can't speak highly enough about the accomodation. We have two young children and we also took my Dad who is 76. It catered for all of our needs and was very child proof so don't worry about ha  …see more

from £65 / night

£450 - £950 / week

Book View

from £65 / night

(4) Excellent 

9

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden
“Beautiful cottage with equal access to quiet stunning beaches and all the key attractions” From the very first moment we turned in to the driveway we knew that this cottage was going to be something very special indeed. The 'chocolate box' style that  …see more

from £110 / night

£760 - £935 / week

Book View

from £110 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Characterful cottage on the Garlic Farm on the Isle of Wight. Perfectly placed for walking, cycling and family holidays. Guests enjoy a 10% discount in our renowned restaurant, use of tennis court and football pitch. 10 minutes from the beach by car.<br />Peacocks  …see more

from £175 / night

£825 - £1925 / week

Book View

from £175 / night

(1) Excellent 

12

Bonchurch holiday cottage rental

Isle of Wight / Bonchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Private garden
Bonchurch has an air of peace and tranquility with its ancient churches, village pond and traditional cottages but it is also a working village. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITE FOR DETAILS  …see more

from £87 / night

£350 - £600 / week

Enquire View

from £87 / night

(1) Excellent 

20

Holiday cottage in Newchurch

Sandown / Newchurch

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 8 km
  • Child friendly
  • Ask about pets
Located on The Garlic Farm, nestled at the foot of Mersley Down. The farm lies at the hub of miles of foot paths and cycle ways for which the Island is famous. Guests to the farm enjoy discounts in our renowned farm shop and restaurant as well as open access to the farm  …see more

from £120 / night

£675 - £1100 / week

Book View

from £120 / night

(12) Excellent 

16

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Perfect base for relaxed family holiday!” We had a brilliant holiday at Brambles Chine and would certainly consider booking here again on our next Isle of Wight holiday. Whilst compact, the bungalow was clean and comfortable and well equipped. The pro  …see more

from £40 / night

£275 - £900 / week

Book View

from £40 / night

(2) Excellent 

20

Holiday apartment in Shanklin

Shanklin / Old Village

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Private garden
This beautifully presented and comfortable one bedroom first floor apartment is set in a peaceful and quiet location in the grounds of an Edwardian house in the coastal resort of Shanklin. It is attached to the owners house, but cleverly arranged for maximum privacy as  …see more

from £57 / night

£395 - £600 / week

Book View

from £57 / night

(1) Very Good 

24

Holiday home in Ventnor

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
3 MINUTES WALK FROM VENTNOR'S BLUE FLAG BEACH, 1 min from the town centre with its smart restaurants and cafes. BEAUTIFULLY presented ,well equipped Victorian Townhouse: 3 bedrooms, 2 bathrooms, views of the Downs, partial sea views, WI FI. BREATHTAKING COASTAL WA  …see more

from £125 / night

£750 - £1005 / week

Book View

from £125 / night

(5) Excellent 

20

Cowes holiday townhouse rental

Cowes / West Cowes

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
A great crew house accommodation for sailing events & large families once booked we can also offer 15% off Red Funnel ferries <br />Part of the Cowes Holiday Homes portfolio where quality comes as standard  …see more

from £100 / night

£500 - £3600 / week

Book View

from £100 / night

(2) Very Good 

21

Holiday home with golf nearby in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Westridge House is a one of the most exclusive homes on the island comfortably sleeping up to 10 people. The house holds 5 bedrooms, consisting of 3 double bedrooms and 2 twin bedrooms. Stunning garden, lawns and swimming pool found on the outskirts of Ryde and Seaview.  …see more

from £600 / night

£1995 - £4695 / week

Book View

from £600 / night

24

Cowes holiday guest house rental

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Suitable for children age 5+
  • Private garden
With its elevated position some of the rooms have views over Cowes & the Solent & it comes with its own parking space & good size garden.<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £250 / night

£1300 - £5200 / week

Book View

from £250 / night

(9) Excellent 

20

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Lovely sailing themed house in great location” Stylish decor, very comfy bedrooms and all the domestic equipment that was needed was there along with some nice Jazz CDs! Good location with teenagers as able to walk into main street of Cowes within  …see more

from £100 / night

£700 / week

Book View

from £100 / night

(2) Excellent 

8

Holiday barn in Shorwell

Isle of Wight / Shorwell

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask about pets
  • Private garden
For those bringing bikes, surf boards and the like, a barn is available for storage.These desirable cabins nestle in downland, above the peaceful village of Shorwell, only 2 miles from yhe south coast of the Island.<br />Footpaths alongside the cottage join the Is  …see more

from £70 / night

£450 / week

Book View

from £70 / night

(6) Very Good 

13

Shanklin holiday home rental

Isle of Wight / Shanklin

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Furze Hill is a stunning 4 bedroom property located in the seaside town of Shanklin. The house holds 1 master bedroom and 3 twin bedrooms, the property also comes with a beach hut on Shanklin beach, making Furze hill the place for an ideal family holiday.  …see more

from £100 / night

£695 - £1595 / week

Book View

from £100 / night

11

Newchurch holiday lodge rental

Sandown / Newchurch

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Winford Retreat is high standard, newly refurbished 4 bedroom 1 en suite chalet bungalow aimed at the 5 star market. Positioned in the prestigious area of Forest Road within a few minutes drive to lovely beaches, Towns and Villages.  …see more

from £214 / night

£1495 - £1545 / week

Book View

from £214 / night

(4) Excellent 

20

Holiday townhouse in Ventnor

Ventnor / Ventnor Bay

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Bar billiard table, toys, boardgames and books for all ages, our local pub, 'The Crab and Lobster' is a 5 minute walk and offers food 7 days a week. We are situated 200m from the local tennis club which is open to non-members and about 8 minutes from the neare  …see more

from £208 / night

£1450 - £1600 / week

Book View

from £208 / night

(1) Excellent 

26

Whippingham holiday log cabin rental

Isle of Wight / Whippingham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Your own private cluster of beautiful, cosy Shepherd's Huts, each a different room for you, sleeping 2-6, with comfy beds, feather duvets, power showers, log burner, full kitchen, WIFI - all you need for an amazing stay. Additional accom for 6-10 more on site - ;  …see more

from £150 / night

£550 - £1200 / week

Book View

from £150 / night

(9) Excellent 

23

Yarmouth holiday home rental

Yarmouth / Fort Victoria

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Very nice house and helpful owners” Would highly recommend. Very nice house in Yarmouth. Owners v helpful with recomendations of where to eat/shop etc. Very child friendly and good value. Clean and well maintained and appointed. New boiler fitted jus  …see more

from £150 / night

£800 - £1750 / week

Book View

from £150 / night

(1) Excellent 

10

Holiday home with golf nearby in Cowes

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Situated in the popular Beckford Road in central Cowes. Seconds walk from the High Street with it's large choice of pubs, restaurants and shops. Perfect family holiday home or regatta rental. Newly renovated/decorated (April 2011) and furnished with pretty garden.  …see more

from £125 / night

£605 - £4000 / week

Book View

from £125 / night

15

Caravan/mobile home rental in Rookley with shared pool

Isle of Wight / Rookley

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
3 bed caravan 1 double and 2 twin rooms, kitchen and shower room separate toilet, lounge and dining area bedding supplied. This is a Savannah currently being modernised, it is clean and cosy there is TV and DVD a iron and board also hairdryer. The caravan has lovely vie  …see more

from £65 / night

£450 - £800 / week

Book View

from £65 / night

(8) Excellent 

22

Cowes holiday home rental

Cowes / West Cowes

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.18 km
  • Child friendly
“Christmas in Cowes” Great house. We were a group of 9 adults and 5 children all 2 and under. This house was the perfect place to spend christmas, plenty of room and a great kitchen with everything you need including a stocked pantry, which is always h  …see more

from £295 / night

£2065 / week

Enquire View

from £295 / night

(1) Excellent 

19

Bembridge holiday home rental

Isle of Wight / Bembridge

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Private garden
Beautiful Victorian house with private garden and off road parking. Five spacious bedrooms , open plan sitting and dinning area with patio doors leading into garden . Moments from town with butchers, fishmongers, green grocers, boutiques, pubs, restaurants and only f  …see more

from £188 / night

£1311 / week

Book View

from £188 / night

(20) Excellent 

18

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Best Self- Catering Accommodation I have ever stayed in!” This is most definitely the best Self-catering accommodation I have ever stayed in. Hosts Debra and Steve are most welcoming. The private garden was wonderful and visited by a host of differen  …see more

from £60 / night

£260 - £570 / week

Enquire View

from £60 / night

7

Holiday cottage rental

Isle of Wight / Wroxall

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
4* det cottage, wifi, Area of Outstanding Natural Beauty, picturesque Godshill,working livestock farm, 10 mins drive sandy beaches,private fishing lake, tranquil, comfortable, well equipped, central heating, children welcome, flat screen colour tv/DVD, private garden.&l  …see more

from £180 / night

£1260 / week

Book View

from £180 / night

(2) Excellent 

16

Holiday cottage in Brook

Isle of Wight / Brook

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Brook is a lovely little village in the beautiful and rural West Wight, very close to the beaches at Brook and Compton. It can offer you the perfect place for a relaxing holiday. At Brook House, we have 3 self-catering holiday properties. Westbrook, our middle sized  …see more

from £130 / night

£475 - £1495 / week

Book View

from £130 / night

25

Shanklin holiday home rental

Isle of Wight / Shanklin

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Copsegate Lodge is a beautiful home aimed at the 5 star market. This home has 4 bedrooms 31/2 bathrooms. Heated pool ( fee £150 per week heating), large private gardens, Hot Tub (£150 per week) , 3 living room areas. Large flat smart tvs throughout living ar  …see more

from £258 / night

£1800 - £3000 / week

Enquire View

from £258 / night

(23) Very Good 

22

Cowes holiday cottage rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“The White House” The property location is excellent, a few minutes’ walk from the high street with excellent well known supermarkets. Fantastic local eateries with no commercial coffee shop in sight, brilliant. Cowes was unexpected but I and my family  …see more

from £100 / night

£600 - £1300 / week

Book View

from £100 / night

(2) Excellent 

13

St Helens holiday home rental

Isle of Wight / St Helens

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Located in St Helen’s, this two bedroom cottage is in a good position for exploring the island while the village has its own independent shops and restaurants centered around the village green – reputed to be the largest in England. The cottage is in good  …see more

from £49 / night

£339 - £705 / week

Book View

from £49 / night

(5) Excellent 

20

Cottage rental in Whitwell

Isle of Wight / Whitwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“A wonderful holiday in a beautiful cottage” We had a fantastic week at Maytime Cottage this August. The cottage was clean and fresh when we arrived and it is airy and spacious with loads of character. It made you feel right at home. There was good inf  …see more

from £105 / night

£420 - £890 / week

Enquire View

from £105 / night

(1) Excellent 

19

Holiday home in Shanklin

Isle of Wight / Shanklin

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Great location for exploring the Island, peacefull with lovely views, countryside from the rear and sea glimpses from the front of the house. Lovely walks into Shanklin Town via the railway track or through the farm, plus America Woods seconds away.<br />Balconies  …see more

from £350 / night

£2500 / week

Book View

from £350 / night

(4) Excellent 

12

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This spacious detached bungalow is in a quiet residential area of the village of Bembridge. It is within walking distance of Forelands Beach, local pubs, shops and the countryside. Ideal for coastal and country walks, sailing and other activities.  …see more

from £97 / night

£675 - £1050 / week

Book View

from £97 / night

(15) Excellent 

24

Holiday bungalow in Yarmouth

Isle of Wight / Yarmouth

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“Fantastic facilities for whole family on beautiful island” The facilities for my mum who has limited mobility were great which made the stay so much easier for all of us. Walk in shower and easy access throughout the house with no silly little steps  …see more

from £120 / night

£650 - £1950 / week

Enquire View

from £120 / night

(3) Excellent 

18

Holiday cottage in Bembridge

Isle of Wight / Bembridge

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 1 km
  • Private garden
"The Best Exotic Marigold Hotel" is a quirky, new, luxurious and opulent accommodation in Bembridge, ten minutes walk from the beautiful Whitecliff Bay beach. Wifi included. Breakfast is recommended at "The Wonky Cafe" on the beach, ten minutes w  …see more

from £90 / night

£500 / week

Book View

from £90 / night