Isle of Wight Short Breaks
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Your Isle of Wight search returned 174 cottages
- Sleeps2
- Bedrooms1
- PetsYes
A well-presented single-storey annexe resting in Ryde, Isle of Wight. Ground-floor living. Dog-friendly. WiFi. Sandown 4.7 miles; Newport 8.5 miles. (Ref. 1073801)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
3 nights from €298
Offer
- 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
- Washing machine
-
25% off - Sat 5th Apr to 19th Apr 2025
3 nights from €952
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).
- 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
3 nights from €477
- Sleeps4
- Bedrooms2
- PetsYes
This charming two-bedroom holiday home rests in Sandown, Isle of Wight. In an AONB. Pet-friendly. Off-road parking. Enclosed garden. Shanklin 2.6 miles; Ryde 5.9 miles; Newport 8.9 miles; Cowes 13.4. (Ref. 1126551)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
3 nights from €525
- 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
3 nights from €1174
- 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
3 nights from €549
- Sleeps8
- Bedrooms4
- PetsYes
Compton Grange - A charming, detached country cottage, a short walk from Compton Bay beach, situated between the town of Freshwater and the village of Brook, Isle of Wight. Beautiful sea views. Secret garden. Off-road parking. Yarmouth 6 miles; Cowes 13.5 (Ref. 1088285)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Games room
3 nights from €1432
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
3 nights from €554
- 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
- Baby-friendly
3 nights from €474
- Sleeps4
- Bedrooms2
- PetsYes
May Cottage, a delightful semi-detached cottage perched in the seaside resort of Shanklin in the Isle of Wight, with a pet-friendly policy and en-suite. Sandown 3.9 miles; Godshill 4 miles. (Ref. 1156246)
- Wi-fi
- Off-road parking
- Electric vehicle charging
- Dishwasher
- Washing machine
- Sky TV
3 nights from €466
Offer
- 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
-
10% off - Thu 6th Mar to 31st Oct 2025
3 nights from €722
- Sleeps4
- Bedrooms2
- PetsNo
Stunningly located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Private patio with furniture. Stunning walks and mountain biking from doorstep. Newport 4 miles. (Ref. 913108)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
- Baby-friendly
3 nights from €666
- Sleeps6
- Bedrooms3
- PetsNo
Wonderfully located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Enclosed patio with furniture. Stunning walks and mountain biking from cottage. Newport 4 miles. (Ref. 903663)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from €666
- Sleeps4
- Bedrooms2
- PetsNo
A stable conversion cottage set in beautiful countryside, but only 2 miles from the Victorian seaside resort of Ryde. Many interesting shops and restaurants and sandy beach close by. Sandown 7 miles. (Ref. 10062)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
- Baby-friendly
3 nights from €393
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
- 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
3 nights from €566
- 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
3 nights from €625
- Sleeps4
- Bedrooms2
- PetsNo
Marina View is a delightful, ground-floor apartment nestled near the sea in Cowes, Isle of Wight. Harbour views. Near amenities. Ground-floor living. Newport 4.9 miles; Ryde 11.3 miles; Shanklin 13.9 miles; Ventnor 15.2 miles; Freshwater 15.4 miles. (Ref. 1125801)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Sky TV
3 nights from €451
- 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
3 nights from €613
- Sleeps4
- Bedrooms2
- PetsNo
A wonderful two-bedroom eco lodge perched in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Pet-free. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083791)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Hot Tub
- Dishwasher
- Washing machine
3 nights from €641
Offer
- 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 29th Mar to 21st Dec 2025
3 nights from €704
The Isle of Wight is a hidden gem just off England’s south coast, offering the perfect escape for a short break. Boasting a wide variety of breathtaking beaches, picturesque countryside, and charming seaside towns, the perfect location for relaxation and adventure alike.
With easy access by ferry and a range of accommodations to suit every taste and budget, book your next trip today with an Isle of Wight short break!
Why Isle of Wight Short Breaks?
The Isle of Wight is the ideal destination for a short break, offering a perfect balance of relaxation, adventure, and convenience. Just a short ferry ride from the mainland, these Isle of Wight weekend breaks feel like a world away with golden sandy beaches, dramatic coastline and rolling countryside.
Whatever you choose to do on your Isle of Wight short break, whether you’re looking to unwind on peaceful shores, head out on adventures along the scenic walking trails, or try a spot of water sports, the Isle of Wight has it all.
With its compact size, you will be able to pack a lot into just a few days, making the Isle of Wight the perfect destination for a memorable short break. For more ideas on what to get up to during your Isle of Wight weekend break, check out our Isle of Wight Travel Guide.
Places to Visit during Isle of Wight Weekend Breaks
An Isle of Wight weekend break offers plenty of opportunities to explore its iconic landmarks and hidden gems.
One place we’d recommend 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”, the town is packed full of independent shops, old-world pubs, cafés, bars and restaurants for you to enjoy. You’ll also find want to stop off at the popular Ryde Beach, the perfect place for the whole family!
Be sure to venture to the west of the island where you can marvel at the breathtaking Needles, cliffs that protrude out from the sea! If you’re looking for an unforgettable way to experience them, hop on the Needles Landmark Attraction, offering a chairlift where you can bask in stunning views of the striking chalk stacks and the sea!
Another fantastic place to visit on your Isle of Wight break is Sandown, which is located on the island’s southern shores. There are a number of great bars and cafés along the seafront and Sandown Beach, along with the traditional ice cream by the seaside, just watch out for those pesky seagulls.
With its mix of coastal beauty and fun-filled activities, Isle of Wight weekend breaks offer something to delight every visitor, making it the perfect break destination.
Other Popular Destinations near Isle of Wight Holiday Cottages:
Types of Isle of Wight Holidays
Book your next weekend break today with an Isle of Wight short break!
Still looking at other options, then take a look at these dog-friendly Isle of Wight cottages so you and your canine friend can enjoy a trip away or treat yourself to something extra special with these luxury Isle of Wight cottages.
Head to the countryside and stay in one of these lodges and log cabins on the Isle of Wight. Or maybe something unusual, with these glamping breaks on the Isle Wight. Families will also be in their element thanks to these holiday parks on the Isle of Wight.
There are also a plethora of last-minute breaks on the Isle of Wight, perfect for those of you who love a spontaneous getaway.
Check out the full collection of Isle of Wight cottages or the full list of weekend breaks in the UK, if you’re still undecided on your next adventure.