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Island Cottage Holidays Self catering holiday cottages on the Isle of Wight and Isle of Purbeck

🚨 New Property Alert – Jubilee Cottage 🚨This charming cottage, built in 1887 to house Queen Victoria's footmen, combines...
26/11/2023

🚨 New Property Alert – Jubilee Cottage 🚨

This charming cottage, built in 1887 to house Queen Victoria's footmen, combines historic charm with stylish comforts. It is a short stroll away from Cowes' vibrant centre, and provides easy access to all the Isle of Wight has to offer.

Find out more here: https://bit.ly/3GaM4xR

The Isle of Wight is known to be a fun-filled destination for families and groups of friends alike, and it’s wonderfully...
23/11/2023

The Isle of Wight is known to be a fun-filled destination for families and groups of friends alike, and it’s wonderfully dog friendly too, with a golden coastline, bustling resorts and serene chalk downs to explore.

Check out our ultimate guide to a dog-friendly break on the Isle of Wight 🐶

Head to the dog-friendly Isle of Wight for a memorable holiday enjoying wonderful walks, steam train rides with your pup and meals in pet-friendly pubs.

Have you ever stayed in a piece of history? Well you can at Fort Redoubt Lower Caponier!  Located at the foot of Tennyso...
19/11/2023

Have you ever stayed in a piece of history? Well you can at Fort Redoubt Lower Caponier!

Located at the foot of Tennyson Down, this unique apartment sits in the moat of one of the island’s most photographed and painted landmarks: Fort Redoubt. Constructed in 1856 the caponiers were originally built as barrack accommodation for soldiers, but today are a welcoming holiday home for 6 guests and 2 dogs.

This quirky apartment is the perfect home-from-home for a family or small group of friends who appreciate a sense of history and incredible ocean views. Find out more here: https://bit.ly/3QTf1Eq

💎 Diamond Cottage – Freshwater – Sleeps 4 Find out more here: https://bit.ly/3SFvNIG This airy coastal abode is a wonder...
14/11/2023

💎 Diamond Cottage – Freshwater – Sleeps 4

Find out more here: https://bit.ly/3SFvNIG

This airy coastal abode is a wonderful space for small families or groups of friends seeking an escape in magnificent natural surroundings. During winter breaks you can enjoy long walks around the Isle of Wight before curling up in front of the fire. Summer holidays can be enjoyed with trips to the beach before BBQ nights in the garden ❄☀️

Built in the 1850s, originally as accommodation for the chief gunner stationed at the nearby Fort Redoubt, Moonfleet Cot...
11/11/2023

Built in the 1850s, originally as accommodation for the chief gunner stationed at the nearby Fort Redoubt, Moonfleet Cottage has since been renovated into the ultimate romantic retreat. Set in a spectacular clifftop location this cosy cottage for 2 is ideal for a pet-friendly holiday to remember.

Find out more about Moonfleet Cottage here: https://bit.ly/3QPhw9R

🎄 Gather your family and friends and head to Grasmere for a festive break to remember! 🎄Set in an elevated position abov...
08/11/2023

🎄 Gather your family and friends and head to Grasmere for a festive break to remember! 🎄

Set in an elevated position above the centre of the bustling seaside town of Swanage, this spacious and attractive Victorian terrace house is ideal for a large family or a group of friends looking for a welcoming holiday home.

Find out more about a festive holiday to remember here: https://bit.ly/3MuzQni

Escape to the Isle of Wight for a festive break with the whole family with a stay at Larkspur House 🎅🎄  This spacious, d...
04/11/2023

Escape to the Isle of Wight for a festive break with the whole family with a stay at Larkspur House 🎅🎄

This spacious, detached and secluded house is attractively situated in the coastal village of Bembridge, on the east of the Isle of Wight. Sleeping 7 guests and welcoming 1 dog, there’s plenty of space for the whole family to get together and celebrate.

Enjoy breathtaking coastal and rural walks with stunning scenery to walk off your Christmas dinner before a cosy night around the wood burner watching a festive film.

Find out more about Larkspur House here: https://bit.ly/45RpLHW

The Christmas season will soon be here and the Isle of Wight will transform into a sparkling winter wonderland, making i...
01/11/2023

The Christmas season will soon be here and the Isle of Wight will transform into a sparkling winter wonderland, making it the perfect place for a festive staycation! From Christmas events for the whole family and opportunities to meet Santa, to visiting the fantastic Christmas markets, there's so much festive fun to be had!

Combine your holiday with the chance to get all your Christmas shopping done and dusted. With an abundance of bustling markets to choose from across the island, this is a great opportunity to pick up some locally made gifts for someone special (or yourself!). Check out our guide the best Isle of Wight Christmas Markets here and get planning your very own festive island adventure 🎅🎄🎁

Whether you’d like to visit a big traditional street market or a smaller festive fair, don your winter woollies and head on over to one of these Christmas markets on the Isle of Wight.

Carpenters Cottage St Helens | Find out more here: https://bit.ly/45KtGWE This pretty country cottage for 3 (and 2 dogs)...
28/10/2023

Carpenters Cottage St Helens | Find out more here: https://bit.ly/45KtGWE

This pretty country cottage for 3 (and 2 dogs) is ideally situated on the eastern coast of the Isle of Wight, close to the coastal villages of St Helens and Bembridge. Perfect for an autumn break with the family, you can enjoy long walks before snuggling up in front of the fire with a good book or a family movie.

It’s   and if you have a passion for creativity and colour you’ll love a stay at Christmas Cottage. A beautiful 400 year...
25/10/2023

It’s and if you have a passion for creativity and colour you’ll love a stay at Christmas Cottage. A beautiful 400 year old Grade II listed cottage which has been furnished and equipped with a wonderful use of colour by its owner, a local artist who has a studio, The Oracle Gallery, nearby!

This impressive stone cottage for 9 is situated in the centre of the picturesque village of Godshill, renowned for its charming hilltop church, tea shops, chocolate shop, public houses, restaurant and gift shops.

Find out more about Christmas Cottage here: https://bit.ly/405KaHP

Pebbles – Blackwater | Find out more about this romantic retreat here: https://bit.ly/3FhOeej Escape to this beautiful a...
21/10/2023

Pebbles – Blackwater | Find out more about this romantic retreat here: https://bit.ly/3FhOeej

Escape to this beautiful annexe with your loved one and enjoy a romantic break in the centre of the Isle of Wight, close to the Area of Outstanding Natural Beauty and the town of Newport.

With its cosy wood burner, comfortable stylish interiors and great location, it’s perfect for a romantic autumn break with your other half.

Often called the most haunted island in the world, it's no surprise that the Isle of Wight makes an excellent destinatio...
19/10/2023

Often called the most haunted island in the world, it's no surprise that the Isle of Wight makes an excellent destination for a Halloween holiday!
There’s so much spooky season fun to be had - from ghost tours 👻 to pumpkin patches 🎃, curious visitors will love a stay on the Isle of ‘Fright’!
We’ve pulled the ultimate guide to Halloween events on the island, so whether you’re after family friendly activities or ghoulish goings on from grown ups, you’ll find them all here: https://bit.ly/45Eb0Yw

You don’t have to believe us when we say The Lookout – Seaview is one incredible holiday home, just listen to the people...
15/10/2023

You don’t have to believe us when we say The Lookout – Seaview is one incredible holiday home, just listen to the people who have stayed there:

⭐This is a great house, well equipped and comfortable, in a wonderful location, with beautiful views. Would love to stay again at some point and can highly recommend it.⭐

⭐This is a beautiful large family size home with fantastic views of the Solent which we never got tired of. The house is a short walk from Seaview village and beach. We made good use of the excellent local bars and restaurants and shops. We will be back!⭐

⭐Stayed in this property for three nights and absolutely loved it. Great position in Seaview, a lovely part of the IOW. We loved sitting in the lounge with the log burner going at night whilst watching the sea and boats go past. Had everything you need for a relaxing break. We will definitely be back in the future.⭐

As you can see, guests who come to this gorgeous home for 8 leave wanting to come back, so don’t miss your opportunity to stay. Find out more about The Lookout – Seaview here: https://bit.ly/46HNPh5

Escape to Rose Cottage - Ventnor, a gorgeous coastal cottage in the heart of the charming Victorian town of Ventnor. Wak...
11/10/2023

Escape to Rose Cottage - Ventnor, a gorgeous coastal cottage in the heart of the charming Victorian town of Ventnor.
Wake up to sea views from two of the bedrooms and start your day with a coffee at the breakfast bar in the homely kitchen. Sink into a tub full of bubbles in the freestanding bath, or snuggle up in front of the wood burner and Smart TV with your guests after a day of exploring.
Find out more here: https://bit.ly/3trGCDF

Autumn availability at Hilltop House 😍🍁Pack your bags and head to Cowes for a relaxing stay in this sleek and tranquil p...
07/10/2023

Autumn availability at Hilltop House 😍🍁

Pack your bags and head to Cowes for a relaxing stay in this sleek and tranquil property with stylish decor. Sleeping 4 guests and welcoming two pets this beautiful holiday home is perfect for an autumn escape on the Isle of Wight. Located in the heart of the town, there are numerous restaurants, cafes and shops nearby, perfect for relaxing times with family and friends.

Find out more here: https://bit.ly/48CcgOK

The Corner House – Freshwater Bay | Find out more here: https://bit.ly/3tjfx5m  Escape to a charming village by the coas...
04/10/2023

The Corner House – Freshwater Bay | Find out more here: https://bit.ly/3tjfx5m

Escape to a charming village by the coast in a romantic bolthole for two. After a long day of strolling by the sea and being surrounded by nature, head back to your cosy home-away-from-home, where you can snuggle up on the sofa in front of the flickering electric wood burner effect fire. Enjoy a rejuvenating bubble bath in the sizable tub or sip a glass of wine in the sheltered garden.

Half term availability at Apse Wood Cottage Get close to the great outdoors in this fabulous Grade II listed cottage in ...
30/09/2023

Half term availability at Apse Wood Cottage

Get close to the great outdoors in this fabulous Grade II listed cottage in a leafy hamlet, close to the seaside town of Shanklin. Sleeping 9 guests there’s plenty of room to bring the whole family with you to the Isle of Wight this autumn.

Spend days exploring the island’s many attractions and beautiful coast and country, before nights playing board games and making memories around the cosy fire.

Find out more here: https://bit.ly/3Zy56qH

The Isle of Wight Autumn Walking Festival operated by Visit Isle of Wight returns next month 🥾🍁With over 50 walks run ri...
27/09/2023

The Isle of Wight Autumn Walking Festival operated by Visit Isle of Wight returns next month 🥾🍁
With over 50 walks run right across the island there will be one for you, whether you want to explore coast or country, take a short stroll or a long hike.
But which one to choose? Here at Island Cottage Holidays we've picked out some of our favourites to help you decide. Check them out, and where to stay for the event, here.

Find out all about the Isle of Wight Walking Festival, our favourites walks and our top recommend holiday cottages available for the festival.

There’s a secret hiding in the back garden of this beautiful Purbeck home....... ….it comes with its very own games cabi...
23/09/2023

There’s a secret hiding in the back garden of this beautiful Purbeck home.......

….it comes with its very own games cabin 🎱⚽️

That’s right, Nightjar Cottage, a light and airy holiday home for 4 in the heart of the Purbeck Hills comes with it’s very own games cabin – ideal for keeping everyone entertained whilst on an autumn adventure!

Find out more about this beautiful cottage here: https://bit.ly/44YsUVV

Half-term availability at Seabreeze Cottage - Ventnor We have a rare opportunity to secure a school holiday break at thi...
20/09/2023

Half-term availability at Seabreeze Cottage - Ventnor

We have a rare opportunity to secure a school holiday break at this magnificent Isle of Wight holiday home! Seabreeze Cottage sleeps 4 guests, welcomes 1 pet, and is a perfect place to base your family for an adventure on the island.

Picture soaking in a hot tub with your favourite people and your dog lazing contentedly nearby, enjoying stunning sea views as you relax with a glass of something cool and tasty after a busy day exploring all the Isle of Wight has to offer.

Find out more here: https://bit.ly/3PH8BHQ

🥳 Half term availability at Horse Chestnut Cottage 🥳For a memorable family trip this large rural property offers comfort...
14/09/2023

🥳 Half term availability at Horse Chestnut Cottage 🥳

For a memorable family trip this large rural property offers comfortable accommodation for up to ten people. It’s located within a horse-riding centre near Newport. Within the site there are paddocks with sheep, pigs and horses, plus a great children’s play area youngsters will adore. Have a drink in the on-site bar or socialise with other guests in the shared garden, then head back to your modern bungalow for a cosy night in with loved ones!

Find out more here: https://bit.ly/44P22Y9

Castle Coach House | Find out more: https://bit.ly/3sNBJ7i If you’re looking for a memorable romantic break make sure yo...
09/09/2023

Castle Coach House | Find out more: https://bit.ly/3sNBJ7i

If you’re looking for a memorable romantic break make sure you check out this one of a kind cottage! Located in the grounds of Steephill Castle, Ventnor, Castle Coach House is a converted castle stable filled with period features and beautiful touches.

🚨 New Property Alert – Sunny Beach House 🚨Located in Bembridge om the eastern tip of the Isle of Wight you’ll find this ...
06/09/2023

🚨 New Property Alert – Sunny Beach House 🚨

Located in Bembridge om the eastern tip of the Isle of Wight you’ll find this stunning new home for 6. Renovated in 2023 Sunny Beach House offers stylish airy interiors, wrap-around gardens meaning you can make the most of the sun all day long, and a fantastic location.

Sunny Beach House is a unique home away from home, which can be enjoyed any time of year, so don’t miss out, find out more about this beautiful home here: https://bit.ly/45DXiWJ

Fig Tree Cottage - Worth Matravers  🛌 Sleeps 6 🐶 Dogs 1 This Grade II listed Purbeck stone quarryman’s cottage dates fro...
02/09/2023

Fig Tree Cottage - Worth Matravers

🛌 Sleeps 6

🐶 Dogs 1

This Grade II listed Purbeck stone quarryman’s cottage dates from 1772 and retains many original features. Perfect for family or friends Fig Tree Cottage provides cosy accommodation for those seeking an idyllic retreat at any time of the year.

Find out more: https://bit.ly/3YWiyEi

Yee haw, gallop on over to Giddyup for a spectacular holiday! This haven of calm is lovely spot for a peaceful break in ...
30/08/2023

Yee haw, gallop on over to Giddyup for a spectacular holiday!

This haven of calm is lovely spot for a peaceful break in the gorgeous countryside. Located on a 50-acre equestrian centre, you’ll be in equine company, and there are also sheep and pigs on the site.

Any youngsters in your party will love greeting the farm animals and burning off steam in the children’s playground, while you can enjoy a trip to the bar or restaurant. With space for four, this welcoming accommodation is ideal for a small family or two couples holidaying together.

Find out more: https://bit.ly/44vSUYu

It's   and to celebrate we've rounded up ten of our top dog-friendly holiday cottages on the Isle of Wight! From a cotta...
26/08/2023

It's and to celebrate we've rounded up ten of our top dog-friendly holiday cottages on the Isle of Wight!
From a cottage that comes with its very own doggy playhouse to one that welcomes 5 furry friends, check out these extra special dog-friendly holiday homes here: https://bit.ly/3KAYMZn

With its charming nautical theme and quaint setting, Caulk Cottage offers quirky accommodation right in the heart of the...
23/08/2023

With its charming nautical theme and quaint setting, Caulk Cottage offers quirky accommodation right in the heart of the pretty town of Cowes.

With shops, pubs and restaurants all within half a mile and beautiful walks and cycle routes leading all over the island from your front door you’re in a perfect location whether relaxation or exploration is the order of the dayy.

Find out more about this wonderful cottage for 4 here: https://bit.ly/3QKjx8R

The Isle of Wight Autumn Walking Festival is back for 2023! From the 7th – 15th October locals and visitors will take pa...
19/08/2023

The Isle of Wight Autumn Walking Festival is back for 2023! From the 7th – 15th October locals and visitors will take part in over 55 scheduled walks right around the island. From light strolls to around the island hikes there’s something for everyone. Find out more about the festival here: https://isleofwightwalkingfestival.co.uk/

And after long days of exploring the island, you’ll need a beautiful home from home to relax in. You can find all our Isle of Wight holiday cottages available for the festival here: https://bit.ly/47u30eU

🚨 New Property Alert 🚨Introducing Westbury Retreat! Situated in the heart of the picturesque village of Freshwater, this...
16/08/2023

🚨 New Property Alert 🚨

Introducing Westbury Retreat! Situated in the heart of the picturesque village of Freshwater, this beautiful home for 6 is an ideal holiday haven for families, walkers, sightseers, and nature enthusiasts alike.

If you want to bring your furry-friends to the Isle of Wight, Westbury Retreat is the perfect home from home, it welcomes up to 5 dogs, so you can holiday with the whole pack!

Find out more here: https://bit.ly/3KFKaHT

Whether you’re looking for a late summer break or an autumnal retreat then we the perfect holiday cottage in Dorset for ...
12/08/2023

Whether you’re looking for a late summer break or an autumnal retreat then we the perfect holiday cottage in Dorset for you!

Offering magnificent views over the countryside and the sea, Gwyle House offers wonderful and cosy accommodation for a family seeking an idyllic Dorset retreat.

Find out more here: https://bit.ly/3OstO6F

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Monday 09:00 - 21:00
Tuesday 09:00 - 17:00
Wednesday 09:00 - 21:00
Thursday 09:00 - 21:00
Friday 09:00 - 21:00
Saturday 09:00 - 21:00
Sunday 09:00 - 20:00

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Island Cottage Holidays

Welcome to Island Cottage Holidays and our portfolio of hand-picked self-catering holiday cottages on the Isle of Wight and in Purbeck. Enjoying both coastal and rural locations, our characterful accommodation makes the most of stunning countryside, award-winning beaches and dedicated Areas of Outstanding Natural Beauty.