Isle of Wight Cottages Sleeping 2

Whether you’re looking for a romantic break or a chance to rest and recharge with a family member, there’s a cottage that sleeps two for every visit on the Isle of Wight.

Staying in a cottage for two gives you enough space to relax and unwind without being too big. Plan a getaway to the island and enjoy the broad diversity that it has to offer. Plan a romantic break together for a special occasion or take a trip with a family member for some quality time together. 

As soon as you cross the Solent, you’ll feel all your worries melt away. This is where your holiday begins. Spend the journey nestled together discussing your plans and what you’d like to see the most before heading back to your car to drive on to the isle.

For walkers, the hills of West Wight make an excellent playground for two. Mix the coast paths with walks further inland around Freshwater Bay or Brighstone to really see the nature of the island. If you prefer a classic promenade with golden sands, waltz along the coast at Sandown, Shanklin and Ventnor. These classic Victorian holiday locations still have their historic charm. Shanklin Old Town is particularly picturesque with thatched roofs and souvenir shops. There’s also amazing opportunities for cycling: there are several cycling festivals throughout the year and plenty of routes for all abilities across the island.

Finding foodie hotspots isn’t hard here. Newport plays host to some excellent restaurants. Thompson’s offers a classic dining experience with an amazing display of culinary expertise. For taste with a twist, we love Nomad. A cool restaurant with a focus on Mexican and Asian fusion. They bring your food out on tiles and have a set menu called ‘Shut and feed me’. What more is there to love? For daytime dining, Ventnor and Godshill in the South have a host of individual cafes to pop in for a cup of tea whilst exploring the island. Whilst in Ventnor, stop by the beautiful botanical gardens to take some lovely photographs with your travel buddy and enjoy the tranquillity of this part of the isle.

No matter the time of year, a lovely cottage for two will make a beautiful bolthole for couples, a homely hub for friends and the perfect base for family visiting the island together.

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

We have 202 self catering cottages on the Isle of Wight that sleep two.

5 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


Mariners is a beautiful beachfront property offering light, spacious, contemporary family accommodation. Tastefully refurbished in recent years, this modern property is spread acro...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £873 - £2122

4 bedroom, rural self catering cottage near the beach in Shanklin, Isle of Wight.


Mountbatten Garden Apartment is a fabulous apartment stylishly furnished with four en suite bedrooms and comes with a private courtyard including a six person hot tub. Vibrantly de...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

Price per week £895 - £2250

5 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.


Seacrest House is a stunning holiday home with fabulous Solent views across beautiful Appley beach and is perfect for a large family or group of friends looking for a property with...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

Price per week £989 - £2311

5 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of wight.


This stunning converted coach house, benefitting from a fabulous location within the grounds of the Priory Estate, is an exceptional holiday home-from-home. The Priory Coach House ...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £1129 - £2760

View
  • 20% off

    6 Jul 2018 - 13 Jul 2018

    £2043.23 £1634.58

Dogs go free on holidays starting between 29th June to 5th July.

4 bedroom, rural self catering cottage near the beach in Bembridge, Isle of Wight.


A wonderfully modern property, beautifully furnished and housed in an American-style cladded exterior, Pitt Corner is roomy, with plenty of space for the family to spread out. As w...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1244 - £2590

View
  • 20% off

    6 Jul 2018 - 13 Jul 2018

    £2099.20 £1679.36

5 bedroom self catering cottage near the beach in Cowes, Isle of Wight


A truly amazing, contemporary home with views directly out to sea, in the popular sailing town of Cowes. Offering exceptional quality throughout the whole home this is a superb bas...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £1578 - £2885

6 bedroom, rural self catering home near the beach in Bembridge, Isle of Wight.


Windleshore is a gorgeous holiday home, set in the beautiful and sought-after village of Bembridge. Accessed by a private road, and with extensive grounds, this fabulous retreat of...

  • Sleeps 11 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1485 - £2970

5 bedroom self catering home near the beach in Seaview, Isle of Wight.


A beautiful Edwardian villa, with evident period charm, West Ingle boasts sea views from almost every room. Spacious, light and airy, many original features have been retained. Bot...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

Price per week £1013 - £2250

6 bedroom, rural self catering home with sea views in Seaview, Isle of Wight.


Bay House is an incredibly spacious and stylish Edwardian villa offering great sea views from many of its rooms. Lovingly refurbished throughout, the property is the ideal choice f...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

Price per week £1147 - £2580

6 bedroom, rural self catering home near the beach in Shanklin, Isle of Wight.


Luccombe Chine House is a luxuriously finished spacious home offering six bedrooms, all en suite, and offering stunning views. The area is very secluded and accessed by a slightly ...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £1495 - £2995

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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