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The Chesil Lookout

Fortuneswell, Dorset (Ref. 1085153)

Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes


  • Icon/Feature/Garden or Patio Garden / Patio
  • Icon/Feature/Shop Pub/shop < 1 mile
  • Icon/Feature/Washing machine Washing machine
  • Icon/Feature/By the sea Seaside

This property is part of the Dream Cottages collection.
Over 350 carefully selected and perfectly located properties, helping you create your perfect holiday.

The property

Perched in the quaint village of Fortuneswell in Dorset, is this wonderful six-bedroom mid-terrace house, The Chesil Lookout.

Enjoying a superb location along Dorset’s famous Jurassic Coast on the Isle of Portland and a spacious interior with contemporary furnishings, The Chesil Lookout makes for a fabulous dwelling for a group or large family of 12 who are looking for their next adventure to Dorset.

Look forward to impressing your guests with your culinary skills in the well-equipped kitchen, which also hosts a handy dishwasher, washing machine and tumble dryer for keeping your space tidy!

Gather around the dining table for 12 to savour a delicious meal, as the wine is poured, and plans are made for the days ahead.

After a hearty meal, retire to the sitting room where you can snuggle up on the plush seating and select your favourite film from the TV.

Pour in the bubbles and indulge in a soothing soak in the bath with your favourite book, before preparing to catch your rest in one of six well-appointed bedrooms, three doubles, a twin and two bunk rooms, ensuring flexible sleeping arrangements for all parties.

Wake-up with a steaming hot cup of coffee, before enjoying a refreshing rinse in the shower and heading out for the day to explore.

Take your pick from the excellent selection of eateries on offer, including the welcoming pubs of Britannia Inn and The Cove House Inn for when you feel like dining out, or for those evenings where you don’t feel like venturing out, why not order in from Ocean Bay or Chesil Chippy to enjoy in the comfort of The Chesil Lookout.

Head straight for the glorious sands of Chesil Beach, where you can paddle the shores, bathe on the sands or beachcombe the shores.

The budding historians in your party will delight at the surrounding attractions of the 16th-century Portland Castle which features a heritage garden and tearooms, the Castletown D-Day Centre & Museum and the fascinating remains of Rufus Castle.

Walking enthusiasts will be pleased at the close proximity of the South West Coast Path which offers some of the most breath-taking views in the area, as well as ensuring you don’t miss out on any of the attractions in the area.

For a fun-filled day out with loved ones, head over to Weymouth, where you can wander the bustling pier filled with attractions and food stalls, spend a couple of hours relaxing at the popular beach, meet the local marine life at the Sea Life Centre, bird watch at the RSPB Radipole Lake or challenge your party to a round of pirate miniature golf.

For a memorable getaway to Dorset, secure your stay at The Chesil Lookout.


  • Set over three floors
  • Six bedrooms
  • First floor; 1 x double, 1 x twin and 1 x bunk bed room
  • Second floor; 2 x double and 1 x bunk bed room
  • First floor family bathroom with bath, shower over, basin and WC
  • Second floor shower room with walk in shower, basin and WC
  • Kitchen
  • Dining room
  • Sitting room
  • Oven and hob, microwave, fridge, washing machine, tumble dryer, dishwasher
  • TV, WiFi
  • Fuel and power inc. in rent
  • Bed linen and towels inc. in rent
  • Roadside parking available at the front of the property on a first come first served basis
  • Rear courtyard garden
  • Front garden with lawn
  • One well behaved dog welcome which must be kept to the ground floor of the property
  • Sorry, no smoking
  • Shop and pub 0.5 miles, beach 5/10 min walk
  • Note: Check-in from 5pm, check-out by 10am

View on map

About the location


Weymouth 5 miles.

Situated on Dorset's spectacular Jurassic Coast, now a World Heritage Site, the village of Fortuneswell can be found on the rugged Isle of Portland peninsula, joined to the mainland via Chesil Beach, a pebble spit, which stretches 18 miles towards West Bay. Formerly a quarrying area, Fortuneswell boasts a good variety of shops, pubs and restaurants, along with an intriguing maze of streets that wind their way up a steep hill to offer stunning views of the Jurassic Coast and the rolling hills of Dorset beyond. The surrounding countryside is well known as a birdwatcher’s paradise, plus with great walking and climbing opportunities, an array of watersport activities, wonderful sandy beaches, and Weymouth just 5 miles away, this super holiday destination is not to be missed!

Region Information

This property offers the following short breaks:

  • Winter
  • Off-season
  • Last minute
  • Christmas
Book with confidence
If your booking can't take place due to a COVID-19 lockdown in the UK or Ireland, you can request a change of date or receive a full rental charges refund.

Owners may request any evidence that they reasonably require before making a refund. Sykes Holiday Cottages is not agreeing to pay or guarantee any refund from the Owner to you under this Book with confidence.
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