October Half Term Cottages

October Half Term Isle of Wight self catering holiday cottages available for the Autumn Half Term Holiday week.

The Autumn Half Term in October runs from 26th October.

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Parlour Cottage self catering Merstone, East Isle of WightParlour Cottage self catering Merstone, East Isle of WightParlour Cottage self catering Merstone, East Isle of Wight

Parlour Cottage - Merstone, Isle of Wight

£530
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Sleeps 4 + 1 in 2 bedrooms; Children welcome
This lovely 17th century cottage is built of Island chalk and brick and enjoys beautiful views across nearby lakes and open countryside to Ventnor Downs. It is situated on an attractive farm at Merstone. The picturesque village of Godshill is nearby and the sandy beaches of Sandown and Shanklin are within a 15 minute drive. This is a wonderful walking area. Footpaths can be followed from close to the cottage along the course of the river Yar towards Bembridge and Niton and into the village of Godshill. Parlour Cottage, Merstone, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Parlour Cottage Merstone, Isle of Wight

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Shalfleet Manor Cottage self catering Shalfleet, West Isle of WightShalfleet Manor Cottage self catering Shalfleet, West Isle of WightShalfleet Manor Cottage self catering Shalfleet, West Isle of Wight

Shalfleet Manor Cottage - Shalfleet, Isle of Wight

£329
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Sleeps 2 in one bedroom
This pretty detached cottage is attractively situated in the beautiful gardens of Shalfleet Manor House. The Manor house is built of Island stone and dates back to the 1600's. It is close to the centre of the village and surrounded by several acres of garden. In the gardens is a beautifully secluded heated swimming pool which visitors are welcome to use. Shalfleet Manor Cottage, Shalfleet, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Shalfleet Manor Cottage Shalfleet, Isle of Wight

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The Clock House self catering Ventnor, South Isle of WightThe Clock House self catering Ventnor, South Isle of WightThe Clock House self catering Ventnor, South Isle of Wight

The Clock House - Ventnor, Isle of Wight

£365
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Sleeps 2 + 1 in 1 bedroom; Children welcome
This pretty cottage is attractively situated within a pleasant ten minute walk of the sandy beach of Ventnor or the quiet cove of Steephill on the south coast of the Island. Ventnor Park is at the rear of the cottage and paths lead through these gardens to the Esplanade. These gardens also adjoin the Botanical Garden of Ventnor which is renowned for its rare plants and the mild climate. The Clock House is one of a small group of cottages which have been converted from the original stables of Steephill Manor House. The Clock House, Ventnor, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View The Clock House Ventnor, Isle of Wight

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Dylan Wing self catering West Tip Isle of Wight, West Isle of WightDylan Wing self catering West Tip Isle of Wight, West Isle of WightDylan Wing self catering West Tip Isle of Wight, West Isle of Wight

Dylan Wing - Alum Bay, Isle of Wight

£489
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New Cottage; Sleeps 4 in 2 bedrooms
This property is beautifully situated with open coastal views across the surrounding countryside. It stands in ‘An Area of Outstanding Natural Beauty’. It is also a wonderful walking area with Tennyson Down only a few minutes walk away. The beach at Alum Bay is within a 25 minute walk - this is renowned for its coloured sands and from here there are boat trips to The Needles. Dylan Wing, Alum Bay, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Dylan Wing Alum Bay, Isle of Wight

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The Granary self catering Ningwood, West Isle of WightThe Granary self catering Ningwood, West Isle of WightThe Granary self catering Ningwood, West Isle of Wight

The Granary - Yarmouth, Isle of Wight

£469
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Recently made re-available; Sleeps 4 in 2 bedrooms; Children aged 8+ welcome
The Granary is a charming cottage, which has been carefully converted from the wing of a large ancient barn dating back to the 17th Century - Ningwood Green Barn. It is nestled in lovely peaceful West Wight countryside and has views across the surrounding fields to the downs. This is a lovely walking area and is not too far from the coastal path. The Granary, Yarmouth, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View The Granary Yarmouth, Isle of Wight

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Harvest Cottage self catering Shanklin, East Isle of WightHarvest Cottage self catering Shanklin, East Isle of WightHarvest Cottage self catering Shanklin, East Isle of Wight

Harvest Cottage - Shanklin, Isle of Wight

£465
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Sleeps 4 in 2 bedrooms; Children welcome
This lovely Grade II listed stone cottage is attractively situated in a courtyard of 5 cottages in a delightful rural hamlet only 1.5 miles from the centre of shanklin, a seaside resort with a large sandy beach which gently slopes to the water and is ideal for swimming and paddling. Harvest Cottage, Shanklin, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Harvest Cottage Shanklin, Isle of Wight

Puckaster Wing self catering Niton Undercliff, South Isle of WightPuckaster Wing self catering Niton Undercliff, South Isle of WightPuckaster Wing self catering Niton Undercliff, South Isle of Wight

Puckaster Wing - Niton Undercliff, Isle of Wight

£465
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New Cottage; Sleeps 4 in 2 bedroom
Puckaster House is beautifully situated; surrounded by its own six acres of garden and with lovely lawns going down towards the sea. Visitors have the rare opportunity to stay in a wing of this beautiful 'Cottage Ornee style house that dates back to the 17th Century. Puckaster Wing, Niton Undercliff, Isle of Wight is available for the Autumn Half Term holiday from Fri 24 Oct 2014 to Fri 31 Oct 2014. View Puckaster Wing Niton Undercliff, Isle of Wight

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Magnolia Cottage self catering Godshill, East Isle of WightMagnolia Cottage self catering Godshill, East Isle of WightMagnolia Cottage self catering Godshill, East Isle of Wight

Magnolia Cottage - Godshill, Isle of Wight

£470
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Sleeps 4 in 2 bedrooms; Children welcome
Magnolia Cottage is situated on a delightful farm in one of the loveliest parts of the Isle of Wight lying at the foot of Appuldurcombe Down and above the picturesque village of Godshill in an Area of Outstanding Natural Beauty. A pleasant ten-minute stroll through the beech copse and across the fields leads to the centre of Godshill. This village is renowned for its church and pretty thatched cottage. Magnolia Cottage, Godshill, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Magnolia Cottage Godshill, Isle of Wight

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The Glass House self catering Cowes Area, North Isle of WightThe Glass House self catering Cowes Area, North Isle of WightThe Glass House self catering Cowes Area, North Isle of Wight

The Glass House - Cowes, Isle of Wight

£1795
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Sleeps 8 in 4 bedrooms; Children welcome
This wonderful detached property stands in a superb position beside the sea, close to the centre of Cowes. It enjoys panoramic sea views from almost every room. The glass walls, balconies and large open terraces of the house enable visitors to relax, enjoy meals and awake to the sight of the sea. The Glass House is literally a stones throw from the sea and the centre of the small town of Cowes is within a 5 minute walk. The Glass House, Cowes, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View The Glass House Cowes, Isle of Wight

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Little Granville self catering Whitwell, South Isle of WightLittle Granville self catering Whitwell, South Isle of WightLittle Granville self catering Whitwell, South Isle of Wight

Little Granville - Whitwell, Isle of Wight

£265
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New Cottage; Sleeps 2 in 1 bedroom
Little Granville enjoys views across beautiful countryside and is in a wonderful walking and cycling area with footpaths from close to the cottage. Within a 10 minute drive of the sandy beaches of Shanklin & Ventnor. Newly renovated cottage which has been furnished and equipped to a high standard. Little Granville, Whitwell, Isle of Wight is available for the Autumn Half Term holiday from Fri 24 Oct 2014 to Fri 31 Oct 2014. View Little Granville Whitwell, Isle of Wight

4 Star Self Catering Holiday CottageGold Award self catering holiday home Isle of WightWiFi Broadband Internet Self Catering Holiday CottageWiFiPet and Dog Friendly Self Catering Holiday CottagePetsSwimming Pool Self Catering Holiday CottagePool
Old Rock Cottage self catering Brighstone, West Isle of WightOld Rock Cottage self catering Brighstone, West Isle of WightOld Rock Cottage self catering Brighstone, West Isle of Wight

Old Rock Cottage - Brighstone, Isle of Wight

£775
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Sleeps 5 + 1 in 3 bedroom; Children welcome
This lovely thatched cottage dates back to 1701. It is full of character with exposed beams, inglenook fireplaces. It stands in ‘An Area of Outstanding Natural Beauty' with views of Brighstone Downs. The pretty village of Brighstone village with its tea rooms, public house and village shops is within a 15 minute stroll. The cottage is only a mile from the coast and here there are several quiet sandy coves. Old Rock Cottage, Brighstone, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Old Rock Cottage Brighstone, Isle of Wight

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East Wing Clatterford House self catering Carisbrooke, Central Isle of WightEast Wing Clatterford House self catering Carisbrooke, Central Isle of WightEast Wing Clatterford House self catering Carisbrooke, Central Isle of Wight

East Wing Clatterford House - Carisbrooke, Isle of Wight

£699
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Sleeps 7 + 1 in 5 bedrooms
This spacious self-contained wing of Clatterford House - a Grade II listed house, within the hamlet of Clatterford, occupies a lovely position, on high ground, overlooking the beautiful valley of Bowcombe. This is a wonderful walking and cycling area with country lanes and footpaths leading to the nearby castle of Carisbrooke and to the downs which join the Tennyson Trail to the Needles. Public house, italian restaurant and general stores with a 10 minute walk. Good central position makes it ideal for touring the island. East Wing Clatterford House, Carisbrooke, Isle of Wight is available for the Autumn Half Term holiday from Fri 24 Oct 2014 to Fri 31 Oct 2014. View East Wing Clatterford House Carisbrooke, Isle of Wight

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Dunnose Field Cottage self catering Shanklin, East Isle of WightDunnose Field Cottage self catering Shanklin, East Isle of WightDunnose Field Cottage self catering Shanklin, East Isle of Wight

Dunnose Field Cottage - Luccombe, Isle of Wight

£329
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New Cottage; Sleeps 2 in 1 bedroom
This small coastal cottage stands adjacent to the coastal path in the picturesque area of Luccombe on the south east coast of the Isle of Wight. It offers a wonderful peaceful retreat for 2 people with a fenced garden, double bedroom, sitting room, fitted kitchen and separate shower room. The small seaside village of Bonchurch and the larger resort of Shanklin are both within a delightful 20 to 25 minute walk. The foot paths go through some beautiful woodland and offer views of the sea at various points. The cottage overlooks an open field and is a superb spot for watching a variety of wild life including Red Squirrels, badgers and birds. Dunnose Field Cottage, Luccombe, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Dunnose Field Cottage Luccombe, Isle of Wight

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The Barn self catering Wootton, North Isle of WightThe Barn self catering Wootton, North Isle of WightThe Barn self catering Wootton, North Isle of Wight

The Barn - Wootton, Isle of Wight

£1095
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Sleeps 10 + 1 in 4 bedrooms
This lovely stone barn is attractively situated on the outer edge of Wootton adjoining delightful countryside and less than a mile from the coast. The sandy beaches of the seaside resort of Ryde are within a 10 minute drive. Wootton has several small shops, a hotel and three public houses, two of which have restaurants overlooking the attractive estuary. The Barn, Wootton, Isle of Wight is available for the Autumn Half Term holiday from Fri 24 Oct 2014 to Fri 31 Oct 2014. View The Barn Wootton, Isle of Wight

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Chine Side self catering Shanklin, East Isle of WightChine Side self catering Shanklin, East Isle of WightChine Side self catering Shanklin, East Isle of Wight

Chine Side - Shanklin, Isle of Wight

£1449
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New Cottage; Sleeps 8 + 1 baby in 4 bedrooms
This charming stone villa stands in the pretty old village of the coastal resort on Shanklin on the south east side of the Isle of Wight. The lovely garden of the property adjoins Shanklin Chine which provides a beautiful walk down to the sea. The delightful sandy beach of Shanklin is within a 5 minute walk. Here the sand gently slopes into the water - swimming, paddling and boating. can be enjoyed. Chine Side, Shanklin, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Chine Side Shanklin, Isle of Wight

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The Clock Tower self catering Ventnor, South Isle of WightThe Clock Tower self catering Ventnor, South Isle of WightThe Clock Tower self catering Ventnor, South Isle of Wight

The Clock Tower - Ventnor, Isle of Wight

£339
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Sleeps 2 in 1 bedroom; Not suitable for children;
This attractive property overlooks the gardens of Ventor Park and is within a 10 minute walk of the beach at Ventnor and also of the town centre. This a beautiful coastal area and a pleasant walk through the gardens leads to the small esplanade of Ventnor, a small seaside resort. The quiet bay is ideal for swimming and paddling. The Clock Tower, Ventnor, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View The Clock Tower Ventnor, Isle of Wight

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Rosemary Cottage self catering Godshill, East Isle of WightRosemary Cottage self catering Godshill, East Isle of WightRosemary Cottage self catering Godshill, East Isle of Wight

Rosemary Cottage - Godshill, Isle of Wight

£470
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Sleeps 4 in 2 bedrooms; Children welcome
Rosemary Cottage is situated on a delightful farm in one of the loveliest parts of the Isle of Wight lying at the foot of Appuldurcombe Down and above the picturesque village of Godshill in an Area of Outstanding Natural Beauty. A pleasant ten-minute stroll through the beech copse and across the fields leads to the centre of Godshill. This village is renowned for its church and pretty thatched cottage. Rosemary Cottage, Godshill, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Rosemary Cottage Godshill, Isle of Wight

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Jasmine Cottage self catering Godshill, East Isle of WightJasmine Cottage self catering Godshill, East Isle of WightJasmine Cottage self catering Godshill, East Isle of Wight

Jasmine Cottage - Godshill, Isle of Wight

£335
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New Cottage; Sleeps 2 + 1 child in 1 bedroom
This pretty cottage is situated very close to the centre of Godshill. - a picturesque village renowned for its beautiful church, thatched cottages, and teashops, Within a few minutes walk there is a restaurant, two public houses, a small village shop with a post office, chocolate shop, model village and a variety of gift shops. Jasmine Cottage, Godshill, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Jasmine Cottage Godshill, Isle of Wight

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Stable Cottage self catering Brighstone, West Isle of WightStable Cottage self catering Brighstone, West Isle of WightStable Cottage self catering Brighstone, West Isle of Wight

Stable Cottage - Brighstone, Isle of Wight

£335
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Sleeps 2 in 1 bedroom; Not suitable for children
This pretty thatched cottage is attractively situated in the grounds of Gillmans House, close to the centre of Brighstone - a charming village with many thatched cottages, an ancient church, post office, public house and National Trust shop. The village is surrounded by beautiful West Wight countryside and is less than a mile from the beach and National Trust coastline. Behind the village are the Brighstone Downs. Footpaths can be followed from here that lead to the renowned Tennyson Downs and The Needles. The spectacular coastal views from these downs are breathtaking. Stable Cottage, Brighstone, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Stable Cottage Brighstone, Isle of Wight

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The Coach House self catering Godshill, East Isle of WightThe Coach House self catering Godshill, East Isle of WightThe Coach House self catering Godshill, East Isle of Wight

The Coach House - Godshill, Isle of Wight

£329
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Sleeps 2 plus a baby under 12 month in 1 bedroom
Situated on the South East side of the Island in an attractive farm courtyard with ancient Grade 11 listed barns and a traditional farmhouse which dates back to the 17th Century. Sainham Farm occupies a delightful position, lying at the foot of Appuldurcombe Down and above the picturesque village of Godshill, in an Area of Outstanding Natural Beauty. This village is renowned for its church and pretty thatched cottages. The sandy beaches of Shanklin, Sandown and Ventnor are only a ten minute drive away. The Coach House, Godshill, Isle of Wight is available for the Autumn Half Term holiday from Fri 24 Oct 2014 to Fri 31 Oct 2014. View The Coach House Godshill, Isle of Wight

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Little Dormers self catering Cowes Area, North Isle of WightLittle Dormers self catering Cowes Area, North Isle of WightLittle Dormers self catering Cowes Area, North Isle of Wight

Little Dormers - Cowes, Isle of Wight

£335
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Sleeps 2 in 1 bedroom; Babies under 12months welcome
Little Dormers is the wing of a lovely detached property with a large garden. It is attractively situated in a quiet close with beautiful sea views and is within a 12 minute walk of a quiet beach where swimming, paddling and boating can be enjoyed. Here there is also a public house and a pleasant cafe providing refreshments. An easy 20 minute stroll beside the sea takes you into the centre of Cowes. Osborne house, the former island home of Queen Victoria is also nearby. Little Dormers, Cowes, Isle of Wight is available for the Autumn Half Term holiday from Sat 25 Oct 2014 to Sat 01 Nov 2014. View Little Dormers Cowes, Isle of Wight


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The Autumn Half Term remains a popular week for holidays on the Isle of Wight. Walking and exploring the natural beauty of the Island is high on visitors agenda as well as spending some time on the beach.

Cycle rides around the Isle of Wight's extensive cycle network is a great Autumn Half Term activity as they often pass through some the Isle of Wight's most attractive woodland which always looks spectacular as the leaves start to turn golden and red.

You may also wish to view Isle of Purbeck October Half Term Holiday Cottages »

Holiday Attractions & Activities

Blackgang Chine
Niton, Isle of Wight / Chale, Isle of Wight
Blackgang Chine Isle of Wight

Blackgang Chine is a popular theme park with rides, games and a maze to keep the whole family entertained.

Blackgang Chine is also thought to be the longest running theme park in the world and many generations of visitors remember it for the adventure and excitement it offers. Located just outside of Niton on the South of the Isle of Wight www.blackgangchine.com/

Seaview Wildlife Encounter
Seaview, Isle of Wight
Seaview Wildlife Encounter Isle of Wight

Leading the way with interactive wildlife adventures this multi-award winning park really stands out from the crowd! Tucked away on the NE Coast of the Island this hidden gem is a full day out for all the family packed with fun, hands-on wildlife activities and special V.I.P. Encounters. seaviewwildlife.com

Good Leaf Tree Climbing
North East, Isle of Wight
Good Leaf Tree Climbing Isle of Wight

A chance to climb into the canopy as part of a fun day out on the Isle of Wight. This family friendly activity is very safe and extremely popular with children and adults alike. For more information visit www.goodleaf.co.uk

Isle of Wight Adventure Activities
Freshwater, Isle of Wight
Isle of Wight Adventure Activities

A wide range of organised outdoor and indoor activities including kayaking, indoor climbing, coasteering, archery and paddleboarding. isleofwightadventureactivities.co.uk

Isle of Wight Steam Railway
Havenstreet near Wootton, Isle of Wight
Isle of Wight Steam Railway

A wonderful day out for the family with a step back in time to the age of steam. The Isle of Wight Steam Railway offers a chance to learn about the trains and travel part of the Isle of Wight by train. For more information visit www.iwsteamrailway.co.uk

Osborne House
North Isle of Wight
Isle of Wight Steam Railway

Wootton is a short drive away from Osborne House which was the summer residence of Queen Victoria. The house and grounds have been opened to the public by English Heritage. Osborne House

Isle of Wight Donkey Sanctuary
Godshill / Shanklin, Isle of Wight
Isle of Wight Donkey Sanctuary

The IOW Donkey sanctuary is a registered charity rescuing donkeys in need. Over 80 donkeys enjoy a happy and secure home in 50 acres. Open from Easter until the end of October. Free admission. iwdonkey-sanctuary.com

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