Isle of Wight Short Breaks
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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.
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Pet friendly
83 properties
Properties with hot tubs
20 properties
Luxury
9 properties
Log cabins
19 properties
Properties with character
71 properties
Remote
7 properties
Your Isle of Wight search returned 176 cottages
- 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
- Electric vehicle charging
- Dishwasher
- Washing machine
for 3 nights
£459
- 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 3 nights
£508
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
Tower Barn Cottage is a brilliant, historic property resting on the outskirts of Ryde on the Isle of Wight. Close to amenities. Close to a beach. Smart TV. Enclosed garden. Sandown 4.8 miles; Newport 8 miles. (Ref. 1039901)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
for 3 nights
£970
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 3 nights
£327
- 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 3 nights
£396
- 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 3 nights
£608
- 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 3 nights
£576
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 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 3 nights
£972
- 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 3 nights
£318
- 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 3 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 3 nights
£469
- Sleeps16
- Bedrooms6
- PetsYes
Burwyns is a wonderful six-bedroom holiday home resting in Ventnor, Isle of Wight. Close to amenities. Pet-friendly. Near Isle of Wight AONB. Sea views. Newport 11.5 miles; Cowes 16 miles. (Ref. 1143991)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
for 3 nights
£1373
- Sleeps6
- Bedrooms3
- PetsYes
A warming, traditional barn conversion located near the village of Wootton Bridge on the Isle of Wight. En-suite. Wootton Bridge 2.5 miles. Grand piano. (Ref. 953419)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
-
20% off - Thu 1st Jan to 30th Jan 2026
for 3 nights
£592
- Sleeps2
- Bedrooms1
- PetsYes
Charming ground floor coastal apartment. Spacious studio accommodation. Stunning panoramic views across the Solent. Use of a private slipway. Café next door. Newport 12 miles. (Ref. 906577)
- Wi-fi
- Off-road parking
- Ground floor bedroom
for 3 nights
£296
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
- 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
for 3 nights
£380
- Sleeps6
- Bedrooms3
- PetsNo
1550 historic terraced cottage, extended and modernised whilst retaining period features and plenty of character. Balcony with sea views. Centrally located, good range of places to eat and close to shops. Wightlink ferry within walking distance. (Ref. 989971)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
for 3 nights
£602
- Sleeps2
- Bedrooms1
- PetsNo
Stylish, detached, Scandinavian-style timber lodge in tranquil setting near Ryde, Isle of Wight. Use of heated outdoor swimming pool. Rural setting. Parking. WiFi. Ryde, 3.1 miles; Sandown 3.7 miles; Ventor 9.2 miles. (Ref. 2906)
- Wi-fi
- Off-road parking
- Electric vehicle charging
- Swimming pool
- Ground floor bedroom
- Dishwasher
- Washing machine
for 3 nights
£415
- 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
for 3 nights
£248
- 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 3 nights
£307
- 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 3 nights
£413
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.