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.

2 bedroom self catering apartment near the beach in Seaview, Isle of Wight.


10 Springfield Court is a wonderful, second floor apartment set within eight acres of communal grounds. The property also benefits from the shared use of an outdoor heated swimming...

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

Price per week £475 - £1060

2 bedroom self catering apartment with sea views in Seaview, Isle of Wight


This stunning building is set back from the Seaview Duver accessed by an impressive driveway, as you enter through the grand set of gates and make your way up to the Penthouse you ...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

Price per week £485 - £1050

2 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.


Barton Manor Lake Cottage is a stylish, 100 year old lakeside property, oozing with character and offering spacious, single-storey accommodation on the Barton Manor Estate. Set wit...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £515 - £1040

2 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight


This beautiful contemporary apartment is literally on the beach front, offering stunning views of the picturesque Freshwater Bay. Extremely well appointed, the apartment offers mod...

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

Price per week £569 - £1260

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

2 bedroom, rural self catering cottage with sea views in St Helens, Isle of Wight.


Set in an idyllic location by the water’s edge on St Helens Duver, The Retreat offers stunning accommodation for a family holiday on the Island. The property offers beautiful livin...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £630 - £1160

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


Solent View is an immaculately presented seaside villa just metres away from the seafront of Gurnard. Each room has been thoughtfully decorated to make you feel relaxed and the ope...

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

Price per week £650 - £1750

View
  • 15% off

    25 May 2018 - 1 Jun 2018

    £1100.00 £935.00

2 bedroom self catering apartment with sea views in Cowes, Isle of Wight


This stylish and under stated first floor apartment offers you spectacular views across Cowes Harbour and over The Solent to the main land, with a contemporary interior all located...

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

Price per week £655 - £2500

2 bedroom, holiday cottage near the beach in St Helens, Isle of Wight.


Hill Farm Lodge with its huge garden offers you plenty of room to stretch your legs or the children to kick a ball! The only steps are but a few to the front door, leading on to an...

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

Price per week £685 - £1015

View
  • 30% off

    25 May 2018 - 1 Jun 2018

    £864.98 £605.50

2 bedroom, this holiday cottage is near the beach in St Helens, Isle of Wight.


Little Black Barn at Hill Farm is a beautifully converted property of a contemporary style, set in a stunning south facing location at the top of a hill on the outskirts of St.Hele...

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

Price per week £808 - £1220

2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight


On the promenade of Ventnor seafront, Villa Amanti is an immaculate south facing, ground floor apartment with uninterrupted sea views from its sunny seating area, accessed through ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £825 - £1400

We are Gold accredited with the Green Tourism Business Scheme.

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