<span>Large Holiday Homes In The Isle Of Wight</span>

Large Holiday Homes In The Isle Of Wight

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Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

Isle Of Wight Cottages & Lodges

2
  • Big Cottages - The Coach House

Isle of Wight

The Coach House

Ref: S92740

Reviews 92

3
5
Newport makes an excellent touring base with good road links to all the beaches, countryside and tourist attractions. Not to be missed are Carisbrooke Castle, Osborne House, Queen Victoria's Italianate summer home, the glorious beaches of Ryde,...

From

£92

per night
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2
  • Big Cottages - Bishops Retreat

Isle of Wight

Bishops Retreat

Ref: S517438

Reviews 34

2
5
The seaside resort of Ventnor rests on the southern end of the island and boasts spectacular scenery. The town is surrounded by an Area of Outstanding Natural Beauty and has a mild climate for exotic plants to thrive in. The shingle beaches and...

From

£97

per night
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2
  • Big Cottages - Tower Barn Cottage

Isle of Wight

Tower Barn Cottage

Ref: S777960

Reviews 7

3
6
Ryde, fondly known as "The Gateway to the Island", is the largest town on the Isle of Wight and became popular as a holiday destination in the 1820s. Today, the regular ferry, catamaran and hovercraft services make this lovely resort accessible...

From

£143

per night
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1
  • Big Cottages - 3 Bed Cottage in Shanklin

Isle of Wight

3 Bed Cottage in Shanklin

Ref: S697528

3
6
Additional information and rules . Please enquire if you wish to bring more than 1 dog - 3 bedrooms – 2 king-size and 1 room with bunk beds - 1 bathroom – shower over the bath, and WC (additional WC on the ground floor) - Electric oven and...

From

£164

per night
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1
  • Big Cottages - 3 Bed Cottage in Bembridge

Isle of Wight

3 Bed Cottage in Bembridge

Ref: S778762

3
6
Additional information and rules . Please enquire if you wish to bring more than 1 dog - 3 bedrooms – 2 doubles and 1 bunk with a 'small double' mattress on the lower bunk - 1 bathroom with shower over bath and WC. 1 separate downstairs WC. ...

From

£111

per night
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  • Big Cottages - Whitfield 16

Isle of Wight

Whitfield 16

Ref: S900063

3
6
The attractive seaside town of Yarmouth is the oldest town on the Isle of Wight, and its busy harbour is a haven for all kinds of watercraft, with the terminal used for regular mainland ferry crossings to Lymington. Yarmouth’s narrow streets are...

From

£71

per night
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2
  • Big Cottages - Sanctuary Cottage

Isle of Wight

Sanctuary Cottage

Ref: S69982

Reviews 39

3
6
Situated in an Area of Outstanding Natural Beauty on the west of the Isle of Wight, the village of Totland offers visitors local shops, pubs and spectacular, unspoiled coastal scenery. The award-winning beaches of both Totland and Colwell Bay...

From

£61

per night
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2
  • Big Cottages - Lavender Cottage

Isle of Wight

Lavender Cottage

Ref: S1332427

Reviews 5

3
5
This picture postcard cottage is in an ideal location opposite a 12th-century church, and makes a central touring base for the whole island.. Ground Floor: Open plan living space. Living area: 26" Freeview TV, Electric Woodburner Dining...

From

£131

per night
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1
  • Big Cottages - Ladylands Cottage

Isle of Wight

Ladylands Cottage

Ref: S521191

Reviews 12

3
6
Shorwell, a picturesque village on the Isle of Wight's south coast, was considered to be one of Queen Victoria's favourite locations to visit. The community has a small pub with superb food and ales, as well as a village shop and post office....

From

£81

per night
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1
  • Big Cottages - Overbeach

Isle of Wight

Overbeach

Ref: S1316946

Reviews 2

2
6
Experience comfort and convenience in a 2-bed chalet near Sandown Beach. Perfect for exploring the Isle of Wight, it’s a cosy retreat with easy access to local amenities.. 2 steps to entrance. All on the Ground Floor: Open plan living...

From

£48

per night
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1
  • Big Cottages - 3 Bed Cottage in Newchurch

Isle of Wight

3 Bed Cottage in Newchurch

Ref: S234297

3
5
Additional information and rules . Please enquire if you wish to bring more than 1 dog - 3 bedrooms – 2 double, 1 twin - 1 bathroom with bath, separate shower and WC and 1 en-suite bathroom with WC - Electric oven and hob, microwave,...

From

£84

per night
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  • Big Cottages - Swifts

Isle of Wight

Swifts

Ref: S1078515

3
6
The Victorian seaside resort of Ventnor is situated at the southern end of the Isle of Wight. The town is sheltered by St. Boniface Down, one of the island's highest points, and it also offers sandy and shingle beaches, the Botanical Gardens,...

From

£132

per night
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  • Big Cottages - High Tide

Isle of Wight

High Tide

Ref: S1029434

3
6
The bustling port of Cowes is situated by the mouth of the river Medina, and is divided into two distinct towns, linked by the regular floating bridge chain ferry. Both communities have much to offer visitors, with West Cowes known as a world...

From

£99

per night
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  • Big Cottages - Swallows

Isle of Wight

Swallows

Ref: S1078514

3
6
The Victorian seaside resort of Ventnor is situated at the southern end of the Isle of Wight. The town is sheltered by St. Boniface Down, one of the island's highest points, and it also offers sandy and shingle beaches, the Botanical Gardens,...

From

£143

per night
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  • Big Cottages - 3 Bed Cottage in St. Helens

Isle of Wight

3 Bed Cottage in St. Helens

Ref: S1342501

3
6
Additional information and rules No dogs allowed - 3 bedrooms – 1 super-king-size, 2 twin rooms - 2 bathrooms – 1 bathroom with bath, hand-held shower and WC, 1 shower room with shower and WC - Electric oven, hob, fridge, freezer,...

From

£122

per night
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  • Big Cottages - 4 The Old Smithy

Isle of Wight

4 The Old Smithy

Ref: S83937

Reviews 17

3
5
Freshwater is situated at the western tip of the Isle of Wight and is home to Freshwater Village and Freshwater Bay. Freshwater village offers a selection of independent shops, cafes and the West Wight Sports Centre and Indoor Swimming Pool. The...

From

£119

per night
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2
  • Big Cottages - Linda Cottage

Isle of Wight

Linda Cottage

Ref: S356979

Reviews 17

2
5
St Helens is a village resting on the Isle of Wight, lying between Bembridge and Seaview, offering a traditional English setting for a beachside break. St Helens boasts its own local shops, pubs, cafés and restaurants, with the beach just an easy...

From

£91

per night
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3
  • Big Cottages - Mulberry Lodge

Isle of Wight

Mulberry Lodge

Ref: S1318130

Reviews 17

2
5
This charming two-bedroom detached house offers stunning sea views and is conveniently located near local beaches, attractions, and amenities. With its bright, airy design and tranquil setting, it’s the perfect coastal retreat for relaxation.....

From

£61

per night
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1
  • Big Cottages - 3 Bed Cottage in Newport

Isle of Wight

3 Bed Cottage in Newport

Ref: S521901

3
7
Additional information and rules . Please enquire if you wish to bring more than 1 dog - 3 bedrooms - 1 king-size, 1 double, and 1 bunk room (please note the bunk bed is only suitable for children) with an additional single bed in the bunk...

From

£156

per night
View
2
  • Big Cottages - The Coach House

Isle of Wight

The Coach House

Ref: S97043

Reviews 55

4
7
This village is just two miles from the coast on the Isle of Wight, it has a gastropub as well as a shop. Appuldurcombe House, a baroque building and historical landmark is worth a look. Nearby is Ventnor with a range of amenities, botanical...

From

£77

per night
View
1
  • Big Cottages - 3 Bed Cottage in Ventnor

Isle of Wight

3 Bed Cottage in Ventnor

Ref: S234489

3
6
Additional information and rules . Please enquire if you wish to bring more than 1 dog - 3 bedrooms - 1 king size, 1 bunk bedroom, and 1 single with additional single pull out bed - 1 shower room and 1 bathroom (handheld shower over the bath...

From

£53

per night
View
1
  • Big Cottages - 3 Bed Cottage in Cowes

Isle of Wight

3 Bed Cottage in Cowes

Ref: S1297900

3
6
Additional information and rules . Please enquire if you wish to bring more than 1 dog - 3 bedrooms – 1 super king-size (zip-and-link which can be made up as twins), 1 king-size, 1 bunk room - 1 bathroom with shower over the bath and WC -...

From

£70

per night
View
1
  • Big Cottages - 3 Bed Cottage in Ventnor

Isle of Wight

3 Bed Cottage in Ventnor

Ref: S842765

3
6
Additional information and rules . Please enquire if you wish to bring more than 1 dog - 3 bedrooms – 1 king-size, 1 bunk, 1 zip-and-link twin room (can be made up as a double upon request) - 2 bathrooms – 1 bathroom with bath and WC, and 1...

From

£115

per night
View
2
  • Big Cottages - Fair Isle Holiday Cottages - Fastnet

Isle of Wight

Fair Isle Holiday Cottages - Fastnet

Ref: S1329991

Reviews 21

3
6
This contemporary, detached, dog-friendly holiday home, close to the island’s capital, offers beautiful south-facing countryside views. It can be booked together with seven adjoining properties. Discounted ferry travel can be arranged.. 1 step to...

From

£87

per night
View
Showing 1 - 24 of 674 properties

Large Holiday Homes In The Isle Of Wight

Finally getting everyone in one place? That’s something worth celebrating. Whether you’re planning a big family reunion, a milestone birthday bash, or just a long-overdue weekend away with your favourite people, the Isle of Wight is a brilliant spot for a group getaway. With our big Isle of Wight holiday cottages that offer plenty of space for everyone, you won’t have to worry about tripping over each other while you’re trying to cook breakfast or plan the day’s adventures.

Why choose a big cottage for your group trip

We know that squeezing 20 people around a tiny table just isn't much fun. That’s why we focus on properties that actually have the room you need. You’ll find grand manor houses and spacious coastal homes with massive kitchens for shared meals, sprawling lounges for movie nights, and gardens where you can fire up the BBQ without feeling like you’re on top of the neighbours. Having a bit of extra space means you can actually relax and catch up properly, whether you're celebrating a hen weekend or a multi-generational family get-together.

If you are looking for specific areas to base your group, you'll find some fantastic options in Ventnor, Ryde, Cowes, Sandown, Shanklin, and Bembridge. Each of these spots offers a different vibe for your celebration, but they all provide the perfect backdrop for a memorable escape.

Spaces built for together time

The best part of a group holiday is the time you spend together, so we make sure our properties are geared up for it. Many of our larger homes come with games rooms to keep the competitive spirits high, or hot tubs where you can unwind after a day of exploring the island. Because we know nobody wants to leave a family member behind, we have plenty of dog-friendly options too, so your four-legged friend can join in on the fun.

  • Large dining areas for those big celebratory dinners.
  • Spacious living rooms for late-night chats and games.
  • Outdoor space for summer BBQs and group photos.
  • Games rooms and hot tubs for extra entertainment.

Planning a getaway for a big group can feel like a bit of a mission, but it doesn't have to be. From finding a 10-bedroom house that fits the whole crew to making sure there’s enough parking and space for everyone to socialise, we’ve got the right place to make your trip a breeze. Stop worrying about the logistics and start thinking about the good times you're going to have.

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Best price guarantee

No one can beat our prices

✕
Best price guarantee

We partner with the largest cottage providers to offer you over 30,000 properties on one website. Our cottages are professionally managed by these partners and payments are taken by them, but rest assured, by booking via The Snaptrip Family you'll pay the lowest possible price for your trip.

We never charge you more than you would pay booking directly on the partner's site and if you become a Big Cottages member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@big-cottages.com and we'll refund you the difference.

The UK’s best selection of large holiday homes

Our best price guarantee on your group stays

Support from our expert team every step of the way

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