Isle of Wight Holiday Cottages
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We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.
Popular property types
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Pet friendly
93 properties
Properties with hot tubs
21 properties
Luxury
11 properties
Log cabins
20 properties
Properties with character
80 properties
Remote
8 properties
Your Isle of Wight search returned 207 cottages
- Sleeps4
- Bedrooms2
- PetsYes
A fantastic stone-built cottage resting on the outskirts of Wroxhall on the Isle of Wight. Enclosed garden. Breath-taking views. Pet-friendly. Ventnor 3.1 miles; Shanklin 4.2 miles. (Ref. 1080047)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
-
10% off - Sat 22nd Nov to 5th Dec 2025
for 7 nights
£407
- Sleeps2
- Bedrooms1
- PetsNo
A delightful studio-style annexe resting in Bembridge, Isle of Wight. Contemporary. Close to amenities and the beach. Off-road parking. Romantic. Ryde 7.5 miles; Newport 10.5 miles; Cowes 15.4 miles; Yarmouth 20.5 miles. (Ref. 1077923)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
for 7 nights
£376
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- Sleeps6
- Bedrooms3
- PetsNo
A charming property set in the village of Totland, on the scenic Isle of Wight. Off-road parking. Electric fire. Enclosed garden. Freshwater 0.9 miles; Yarmouth 2.7 miles. (Ref. 1128375)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
for 7 nights
£515
- Sleeps6
- Bedrooms3
- PetsNo
A beautiful detached cottage resting in Bembridge, Isle of Wight. Enclosed garden. Off-road parking. Woodburning stove. Ryde 7.9 miles; Newport 12 miles; Cowes 16.5 miles. (Ref. 1066102)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
for 7 nights
£682
Holiday Park
- Sleeps4
- Bedrooms2
- PetsNo
Plimoth N9 is a lovely, single-storey lodge located in Yarmouth, a seaside town on the Isle of Wight, only a short walk to a pub, beach, and river. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1171968)
- Wi-fi
- Ground floor bedroom
- Dishwasher
for 7 nights
£384
- Sleeps6
- Bedrooms3
- PetsNo
A spectacular church conversion set in the village of Chale Green, Isle of Wight. Coastal setting. Grand interiors. Spacious accommodation. Open-plan living. Shanklin 8.2 miles; Newport 9.6 miles; Totland 12.4 miles. (Ref. 1066825)
- Wi-fi
- Off-road parking
- Electric vehicle charging
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
£1055
- Sleeps5
- Bedrooms3
- PetsYes
A charming cottage located in the village of Newport in Isle of Wight. Views over Carisbrooke Castle. Nautical décor. Enclosed garden. Pet-friendly. Cowes 4.6 miles. Ryde 6.7 miles. (Ref. 962983)
- Wi-fi
- Off-road parking
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
£720
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- Sleeps4
- Bedrooms2
- PetsNo
A fabulous first floor coastal holiday apartment in Bembridge village on the Isle of Wight. Light and spacious open plan living area. Two bedrooms, one en-suite. Shops, pubs, cafés, restaurants and beach all within easy walking distance. Ryde 7 miles. (Ref. 926439)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
for 7 nights
£459
- Sleeps2
- Bedrooms1
- PetsNo
An idyllic renovated cottage resting near Shalfleet on the Isle of Wight. Woodburning stove. Smart TV. Superfast WiFi. Close to beach. Yarmouth 2.8 miles; Freshwater 5.7 miles; Newport 7.2 miles; Cowes 9.9 miles. (Ref. 980661)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
£527
- Sleeps5
- Bedrooms2
- PetsYes
This superb, ground-floor church-conversion rests in Ventnor, Isle of Wight. Near amenities. Open-plan. Close to beach. Newport 12 miles; Cowes 16.1 miles. (Ref. 1087994)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
-
5% off - Sat 15th Nov to 21st Dec 2025
-
10% off - Sun 21st Dec 2025 to 28th Mar 2026
for 7 nights
£680
- Sleeps4
- Bedrooms2
- PetsNo
Immaculately-presented Isle of Wight cottage in historic Brading. Open plan accommodation with WiFi. Pubs, shop, restaurants and footpaths on doorstep. Superb transportation links. Ryde 4 miles. (Ref. 10532)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
£332
- Sleeps6
- Bedrooms3
- PetsYes
Garstons Barn is a lovely, three-bedroom barn conversion resting in Gatcombe near Newport, Isle Of Wight. In an AONB. Countryside views. Open-plan. Off-road parking. Cowes 9.5 miles; Ryde 10.9 miles; Yarmouth 12.3 miles. (Ref. 1133914)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
for 7 nights
£665
- Sleeps6
- Bedrooms3
- PetsNo
This superb detached lodge is nestled in the pretty village of Chale, on the Isle of Wight, England. Woodburner. Open-plan. En-suite. Enclosed garden. Ventnor 6.5 miles. (Ref. 939717)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
£466
- Sleeps5
- Bedrooms3
- PetsYes
A wonderful property with a lot of character, St. Michael’s House is the perfect property for families or a group of friends. Dog-friendly. Near the coast. Bembridge 2.3 miles. (Ref. 1000597)
- Wi-fi
- Washing machine
for 7 nights
£442
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- Sleeps8
- Bedrooms4
- PetsYes
This attractive, single-storey holiday home rests on the water's edge in Ryde on the Isle of Wight. Private dock. Spacious. Boat parking. Stunning views. Newport 5.1 miles; Sandown 8.8 miles. (Ref. 1135043)
- Wi-fi
- Off-road parking
- Hot Tub
- Washing machine
-
5% off - Fri 19th Sep to 29th Dec 2025
for 7 nights
£693
- Sleeps4
- Bedrooms2
- PetsYes
This well-presented, single-storey, detached lodge rests in the Thorness Bay Holiday Park, Isle of Wight. Lovely views. On-site facilities. Off-road parking. Newport 5.1 miles; Ryde 11.7 miles; Shanklin 13.8 miles; Ventnor 15.2 miles; Freshwater 12 miles. (Ref. 1108060)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
£532
- Sleeps6
- Bedrooms3
- PetsYes
A delightful three-bedroom semi-detached house resting in Totland Bay on the Isle of Wight. Dog-friendly. Off-road parking. Near a beach. Freshwater 1 miles; Yarmouth 2.8 miles. (Ref. 1043546)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
for 7 nights
£497
- Sleeps4
- Bedrooms2
- PetsNo
Beautifully located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Private patio with furniture. Stunning walks and mountain biking from cottage. Newport 4 miles. (Ref. 913107)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
£564
- Sleeps2
- Bedrooms1
- PetsNo
One of a group of three properties in beautiful countryside location. All ground floor. One double bedroom with en-suite wet room. Beach, shops and bars close by. Ryde 2 miles. (Ref. 12935)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
- Baby-friendly
for 7 nights
£323
- Sleeps4
- Bedrooms2
- PetsYes
A delightful, two-bedroom cottage resting in Ventnor, Isle of Wight. Pet-friendly. Close to amenities and the beach. Family-friendly. Traditional. Near AONB. Newport 11.1 miles; Cowes 15.4 miles. (Ref. 1125141)
- Wi-fi
- Washing machine
- Baby-friendly
for 7 nights
£434
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.
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.