Isle of Wight Self-Catering Holiday Cottages

The most welcoming holiday island in southern England, dotted with high quality cottages to rent around the coast and in the countryside

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The best English holiday destination for family summer breaks Holiday cottages, apartments and country cottages on the Isle of Wight, one of Britain's island resorts in the south of England that has everything: beaches, family parks and good weather. The IOW is incredibly good for family and dog-friendly cottage breaks. more information


8 rental properties

Popular destinations in Isle of Wight:

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Scott's Cottage, Arreton, Isle of Wight, England

2 bedroom Thatched Cottage, Isle of Wight.

sleeps 2 - 5 guests
2 - 5
2 bedrooms
2
2 bathrooms
2
dog-friendly cottage, 2 dog(s) welcome
2

Very lovely 2 bedroom thatched country cottage with private garden close to the heart of the Isle of Wight with the coast within easy reach for days out.

Special features: free internet access.

Weekly Price from: £400
Next availability:
from 11 February 2020 to 12 February 2020; from 29 February 2020 to 04 April 2020; from 11 April 2020 to 23 May 2020;

Kitty's Loft Self-catering Cottage, Godshill, South Coast , Godshill, Isle of Wight, England

2 bedroom Cottage, South Coast.

sleeps 1 - 4 guests
1 - 4
2 bedrooms
2
1 bathrooms
1
no dogs allowed

This delightful self-catering coastal cottage is set in an idyllic location at the foot of St Catherine's Down on the Isle of Wight.

Weekly Price from: £299
Next availability:
from 23 November 2019 to 16 May 2020; from 30 May 2020 to 11 July 2020; from 29 August 2020 to 05 September 2020;

Rush Family-Holiday House, Shanklin, Isle of Wight, England

8 bedroom Large House, South of England - Isle of Wight.

sleeps 8 - 20 guests
8 - 20
8 bedrooms
8
6 bathrooms
6
dog-friendly cottage
5 star

Large 8 bedroom Isle of Wight holiday home with spacious accommodation, ideal for groups of up to 20 friends or family, offering fantastic leisure facilities including a gym and outdoor hot tub, on the outskirts of Shanklin, pet-friendly property.

Special features: free internet access, outdoor hot tub.

Weekly Price from: £2148
Next availability:
-

The Springs Romantic Holiday Lodge, Ryde, Isle of Wight, England

1 bedroom Romantic Retreat, South of England - Isle of Wight.

sleeps 1 - 2 guests
1 - 2
1 bedrooms
1
1 bathrooms
1
no dogs allowed
5 star

Idyllic romantic retreat, perfect for two looking for a hideaway on the Isle of Wight, close to Ryde and benefitting from access to the owner’s outdoor heated swimming pool (available seasonally in certain summer months only).

Special features: free internet access, pool ().

Weekly Price from: £290
Next availability:
from 21 November 2019 to 23 December 2019; from 28 December 2019 to 29 December 2019; from 02 January 2020 to 28 March 2020;

Coach House Country Retreat, Chale, Isle of Wight, England

2 bedroom Country Cottage, South Coast of England.

sleeps 1 - 4 guests
1 - 4
2 bedrooms
2
1 bathrooms
1
no dogs allowed
5 star

Once a coach house and now a stunning 2 bedroom holiday home, this property with its sea views, pretty garden and location close to Chale in the south of the Isle of Wight could be perfect for a holiday on the Isle of Wight with friends or family.

Special features: free internet access.

Weekly Price from: £398
Next availability:
from 21 November 2019 to 22 November 2019; from 29 November 2019 to 28 December 2019; from 01 January 2020 to 24 April 2020;

The Cottage at Great East Standen Manor, Arreton, Isle of Wight, England

2 bedroom Cottage, South Coast.

sleeps 1 - 5 guests
1 - 5
2 bedrooms
2
2 bathrooms
2
dog-friendly cottage, 2 dog(s) welcome
2

Pretty thatched country cottage with ample character and own garden where you can soak up the naturally beautiful surroundings and listen to birdsong, a delightful rural retreat.

Special features: free internet access, Gold Award Winning Cottage.

Weekly Price from: £400
Next availability:
from 21 November 2019 to 04 April 2020; from 11 April 2020 to 23 May 2020; from 30 May 2020 to 20 June 2020;

Church House Unique Self-Catering, Freshwater, Isle of Wight, England

4 bedroom Self-Catering Chapel Conversion, Isle of Wight.

sleeps 4 - 7 guests
4 - 7
4 bedrooms
4
4 bathrooms
4
no dogs allowed

Unique self-catering chapel conversion in Totland near Freshwater on the Isle of Wight, just half a mile from the local beach.

Special features: free internet access.

Weekly Price from: £650
Next availability:
from 21 November 2019 to 20 December 2019; from 27 December 2019 to 30 December 2019; from 02 January 2020 to 21 February 2020;

Romany Cottage, Freshwater, Isle of Wight, England

3 bedroom Cottage, West Wight.

sleeps 2 - 6 guests
2 - 6
3 bedrooms
3
1 bathrooms
1
no dogs allowed
4 star

Beautiful 3 bedroom Isle of Wight holiday cottage, just 1/4 of a mile from the seaside, near to two award winning beaches and also located close to some excellent walking country.

Special features: free internet access, Gold Award Winning Cottage.

Weekly Price from: £10000


You will love the seaside cottages on the IOW


Find a cottage or lodge to rent in he Isle of Wight and you will discover that it is a great place for outdoor enthusiasts, for people who want to do things on holiday rather than just laze in the sun.   What are the activities that you find relaxing during a few days away? The quiet country lanes on the Isle of Wight are perfect for cyclists, plus you can also use all 200 miles of bridleway and official cycle tracks. Can you think of a better way to see the island, stopping for lunch and a drink, as you want, at one of the many country pubs en-route? And if you're into mountain biking, then some of the off-road trails in West and Southern Wight will prove challenging in the chalky hills.  Enjoy looking through the photos of self catering cottages in the Isle of Wight and choose a coastal or rural cottage or town house for your next summer break. 

Popular destinations:

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