Isle of Wight Holiday Cottages
202 properties found
202 properties found

2 The Stables
Ryde, Isle of Wight
Ground floor barn conversion.
- Wifi
- Baby Friendly
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£342

The Old Brewhouse & Piggery
Ningwood near Shalfleet, Isle of Wight
An idyllic renovated cottage resting near Shalfleet on the Isle of Wight.
- Wifi
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£499

3 The Stables
Ryde, Isle of Wight
One of a group of three properties in beautiful countryside location.
- Wifi
- Baby Friendly
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£325

Sheepwash Barn
Freshwater, Isle of Wight
Sheepwash Barn, a superb single-storey thatched 17th-century cottage in the hamlet of Middleton, near Freshwater, boasts beach proximity and allows pets.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£570

The Springs
Ashey near Brading and Ryde, Isle of Wight
Stylish, detached, Scandinavian-style timber lodge in tranquil setting near Ryde, Isle of Wight.
- Wifi
- Dishwasher
- EV Charging
- Ground Floor Bedroom
- Off Road Parking
- Pool
- Washing Machine
for 7 nights
£447

Lisle Combe Cottage
St. Lawrence near Ventnor, Isle of Wight
Stunning Lisle Combe Cottage, hidden away in one of the Isle of Wight's most beautiful locations.
- Wifi
- Baby Friendly
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£450

Woodsmoke Cottage
Shorwell, Isle of Wight
Woodsmoke Cottage is a fine cottage resting near Shorwell, Isle of Wight, with valley views, garden, and woodburning stove.
- Wifi
- Off Road Parking
for 7 nights
£856

The Old Dairy
Gatcombe, Isle of Wight
Lovely old dairy conversion, romantic retreat with countryside views, pet-friendly on the outskirts of Gatcombe, Isle of Wight.
- Wifi
- EV Charging
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£442

Westmount
Ryde, Isle of Wight
A well-presented single-storey annexe resting in Ryde, Isle of Wight.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£268

The Old Post Office
St. Lawrence near Ventnor, Isle of Wight
The Old Post Office is an inviting, single-storey house resting near a beach in St. Lawrence, Isle of Wight, boasting off-road parking and a private patio.
- Wifi
- Dishwasher
- Ground Floor Bedroom
for 7 nights
£552

Hearth Cottage
Shorwell, Isle of Wight
Hearth Cottage is a pleasant cabin in Shorwell, Isle of Wight, with open-plan living, rural views and woodburning stove.
- Wifi
for 7 nights
£856

4 The Nab House
Bembridge, Isle of Wight
A fabulous first floor coastal holiday apartment in Bembridge village on the Isle of Wight.
- Wifi
- Dishwasher
- EV Charging
- Off Road Parking
- Washing Machine
for 7 nights
£503

Poachers Hut
Shorwell, Isle of Wight
Poachers Hut is a countryside barn conversion in Shorwell, Isle of Wight, featuring a woodburning stove and valley views.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
for 7 nights
£856

Sandy Cottage
Sandown, Isle of Wight
This charming two-bedroom holiday home rests in Sandown, Isle of Wight.
- Wifi
- Dishwasher
- Off Road Parking
- Washing Machine
for 7 nights
£479

Dairy Cottage
Gatcombe, Isle of Wight
Beautifully located barn conversion cottage in the small hamlet of Gatcombe.
- Wifi
- Baby Friendly
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£569

Seaside
Ventnor, Isle of Wight
A fresh and charming studio apartment situated in the peaceful seaside setting of Ventnor, within a minutes walk to the beach, local pubs & restaurants, all ground floor.
- Wifi
- Baby Friendly
- Ground Floor Bedroom
- Washing Machine
for 7 nights
£317

6 Priory
Shanklin, Isle of Wight
6 Priory is a delightful ground-floor apartment resting in the seaside town of Shanklin, Isle of Wight, close to a shop, a pub, and a beach.
- Wifi
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£407

4 The Old Post Office Mews
Brading, Isle of Wight
Immaculately-presented Isle of Wight cottage in historic Brading.
- Wifi
- Baby Friendly
- Dishwasher
- Washing Machine
for 7 nights
£396

1 The Stables
Ryde, Isle of Wight
A stable conversion cottage set in beautiful countryside, but only 2 miles from the Victorian seaside resort of Ryde.
- Wifi
- Baby Friendly
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£341

Rowborough House
Near Shorwell, Isle of Wight
The Retreat is a pleasant, single-storey static holiday home with enclosed decking situated near the pretty little village of Shorwell on the Isle of Wight.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
for 7 nights
£408
Found just off the South Coast of England are these Isle of Wight cottages the perfect choice for your next staycation. The Isle of Wight combines the best of a countryside escape with a fantastic beach holiday, there’s no limit to what you can get up to from these holiday cottages on the Isle of Wight!
Why Holiday Cottages Isle of Wight?
Home to a beautiful heritage coastline and a designated national landscape, the Isle of Wight makes for a wonderful place to spend your next break. Dotted with quaint towns and villages across its vast countryside, as well as tonnes of amazing attractions and landmarks like Carisbrooke Castle, Osborne House and unique attractions like the Isle of Wight Donkey Sanctuary, you won’t run out of things to see and do!
What’s best is that staying in one of these Isle of Wight cottages places you no more than a short drive away from it all. Providing you with all the amenities and creature comforts of home, as well as plenty of space to unwind and relax, they make for the perfect bases to explore this wonderful island during your stay!
For more ideas on what to get up to during your Isle of Wight holiday, check out our Isle of Wight Travel Guide »
Places to visit during Isle of Wight Holidays
With so much to see, do and discover across the island, you’ll have no problems planning your adventures from your Isle of Wight accommodation!
One place we’d recommend visiting for a day trip is the town of Ryde, found on the island’s northern shores. Known for being the largest town on the island and famously referenced in the hit Beatles song “Ticket to Ride”, this wonderful town is packed full of independent shops, old-world pubs, cafés, bars and restaurants for you to enjoy. Here, you’ll also find the popular Ryde Beach, as well as a host of great attractions next to it like the Ryde Superbowl and the Peter Pan Funfair... perfect if you’re visiting with the family!
Another fantastic place to visit during Isle of Wight holidays is Sandown, found on the island’s southern shores. Home to a bustling pier that stretches across Sandown Beach where you’ll find a great bar, café and ice cream kiosk, here you’ll also find some great attractions to explore such as Dinosaur Isle and the beautiful Battery Gardens that offer impeccable views over the English Channel.
Other Popular Destinations to Visit during Isle of Wight Holidays:
You can also check out the full list of Isle of Wight destinations »
Types of Isle of Wight Holidays
Book your next adventure today by choosing one of these Isle of Wight cottages!
As well as these holiday cottages on the Isle of Wight, there are still plenty more properties to take a look at. Enjoy a holiday with your pooch at one of these dog-friendly Isle of Wight cottages or treat yourself to something extra special with these luxury Isle of Wight cottages.
Make the most of the countryside by booking a stay in one of these lodges and log cabins on the Isle of Wight. If you’re looking for something unusual, try these glamping breaks on the Isle of Wight. Families will also be in their element thanks to these holiday parks on the Isle of Wight.
Or, perhaps you're heading to the island's famous festival? If so, then you should definitely check out these places to stay near the Isle of Wight Festival!
If you’re planning a spontaneous getaway then these last-minute breaks on the Isle of Wight or these Isle of Wight short breaks, might be helpful. Don’t worry if you still haven’t found what you’re looking for as there are plenty of other cottages in the South East to choose from.
