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 200 self catering cottages on the Isle of Wight that sleep two.

1 bedroom self catering apartment near the beach in Ventnor, Isle of Wight.


Cornerstone East is a light and attractively decorated lower ground floor apartment, nestling underneath St Boniface Down. This one bedroom apartment, which is housed within a Grad...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

Price per week £310 - £525

1 bedroom, dog friendly holiday apartment near the beach in Ventnor, Isle of Wight.


Cornerstone West is a pretty, lower ground floor one bedroom apartment set within a Grade II Listed building. Located just above Ventnor, at St Boniface Down, this charming propert...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £310 - £525

  • 20% off

    20 Dec 2017 - 27 Dec 2017

    £450.00 £360.00

  • 20% off

    27 Dec 2017 - 3 Jan 2018

    £450.00 £360.00

1 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.


Sitting within a beautifully converted Victorian villa, The Cadogan Apartment offers a high standard of accommodation for a couple or lone traveller looking for a coastal break. Gu...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

Price per week £337 - £940

2 bedroom self catering cottage near the beach in Seaview.


Located in a small waterside development on the edge of Seaview, 62 Buddleia Cottage is a pretty beach bungalow offering comfortable accommodation for a couple or small family in a...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Sat

Price per week £306 - £670

1 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.


Offering a high standard of accommodation, the Worsley Apartment is a ground floor apartment housed within Shanklin Villa, a beautifully converted Victorian building. With a separa...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

Price per week £337 - £940

2 bedroom, rural self catering cottage near Ventnor, Isle of Wight


If you are looking for a traditional English cottage, then this immaculately presented, Grade II Listed thatched cottage may be the perfect holiday home for you. Every inch of the ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

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


Just a five minute walk from the heart of Cowes and Sheppard's Wharf, The Bird House is a charming cottage which combines modern living with period features bringing character and ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £237 - £1400

2 bedroom, rural self catering apartment near Ventnor, Isle of Wight


Situated on the south coast of the Island, Sea Thrift is a pleasant ground floor apartment set in the ground of lovely gardens. With two delightful double bedrooms, both with en su...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £251 - £640

2 bedroom, dog-friendly holiday cottage with sea views in East Cowes, Isle of Wight


Smugglers' Run is a waterside property overlooking the River Medina and across to the sailing town of Cowes. Watch the boats sail by from the privacy of the balcony off the living-...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £255 - £635

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


3 Kings House is a ground floor apartment (there are steps to the entrance) in a small development just a short walk from Bembridge Harbour, the local shops in the pretty village c...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £291 - £630

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