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Holiday Cottages in Portland

Holiday Cottages in Portland

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Portland Cottages

  • Last Minute Cottages - 33 High Street
  • 1

    Dorset

    33 High Street

    Ref: S777334

    Reviews 4

    3
    6
    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...

    From

    £93

    per night
    View

  • Last Minute Cottages - Crows Nest
  • 1

    Dorset

    Crows Nest

    Ref: S881497

    Reviews 3

    2
    4
    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...

    From

    £107

    per night
    View

  • Last Minute Cottages - Sea Gem
  • Dorset

    Sea Gem

    Ref: S517329

    Reviews 8

    4
    7
    Castletown is a small village in Underhill, Dorset. It is close to Fortuneswell, on the shores of Portland Harbour, and features a sandy beach, Portland Castle, and the Weymouth and Portland National Sailing Academy. Castletown, like Portland's...

    From

    £135

    per night
    View

  • Last Minute Cottages - Sea View - Portland
  • 1

    Dorset

    Sea View - Portland

    Ref: S1228927

    3
    6

    From

    £112

    per night
    View

  • Last Minute Cottages - Anchor Cottage
  • 1

    Dorset

    Anchor Cottage

    Ref: S1039859

    3
    5
    Weston is a village on top of the Isle of Portland, in Dorset. Right next to the village of Easton and Southwell it forms a key part of life on Portland. Now designated a conservation area and place of special architectural and historic interest...

    From

    £128

    per night
    View

  • Last Minute Cottages - Cliffwalk Cottage
  • 2

    Dorset

    Cliffwalk Cottage

    Ref: S598027

    Reviews 12

    2
    4
    An 18-mile-long stone spit called Chesil Beach connects Portland Bill, a short cape at the tip of the rough Isle of Portland peninsula, to the mainland. Portland Bill is home to three lighthouses, the most recent of which, the 35-meter-tall, white...

    From

    £107

    per night
    View

  • Last Minute Cottages - Mermaid Cottage
  • 1

    Dorset

    Mermaid Cottage

    Ref: S881234

    Reviews 1

    2
    4
    Wakeham is a small hamlet situated in a conservation area on the eastern side of the rugged ‘Isle’ of Portland above the beach at Church Ope Cove. The wide road running through the centre was constructed to accommodate the transport of Portland...

    From

    £104

    per night
    View

  • Last Minute Cottages - Old Higher Lighthouse Branscombe Lodge
  • Dorset

    Old Higher Lighthouse Branscombe Lodge

    Ref: S2422

    Reviews 43

    2
    4
    The village of Fortuneswell is on the 'Isle of Portland' peninsula, and is joined to the mainland via Chesil Beach. Fortuneswell boasts shops, pubs and restaurants with walking and climbing opportunities, watersports, and the harbour at Weymouth.

    From

    £115

    per night
    View

  • Last Minute Cottages - Pebble Reef
  • Dorset

    Pebble Reef

    Ref: S598025

    Reviews 4

    3
    6
    Dorset's Jurassic Coast is a World Heritage Site, and the thriving community of Easton may be found near the tip of the craggy Isle of Portland Peninsula, which is connected to the mainland by the pebbled beach of Chesil Beach, which extends for...

    From

    £126

    per night
    View

  • Last Minute Cottages - Fisherman's Cottage, King Street
  • 2

    Dorset

    Fisherman's Cottage, King Street

    Ref: S855298

    Reviews 8

    2
    4
    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...

    From

    £127

    per night
    View

  • Last Minute Cottages - St Johns View
  • Dorset

    St Johns View

    Ref: S126721

    Reviews 33

    2
    4
    On Dorset's spectacular Jurassic Coast World Heritage Site, the village of Fortuneswell can be found on the rugged Isle of Portland, joined to the mainland via Chesil Beach, a pebble spit, which stretches 18 miles towards West Bay. Formerly a...

    From

    £133

    per night
    View

  • Last Minute Cottages - The Blue Cottage
  • Dorset

    The Blue Cottage

    Ref: S700504

    Reviews 11

    3
    7
    The community of Fortuneswell is located on the Isle of Portland peninsula, connected to the mainland by Chesil Beach, a pebble spit that spans 18 miles towards West Bay, on Dorset's beautiful Jurassic Coast, now a World Heritage Site. Formerly a...

    From

    £87

    per night
    View

  • Last Minute Cottages - 2 Bed Cottage in Portland
  • Dorset

    2 Bed Cottage in Portland

    Ref: S842417

    2
    2
    Additional information and rules No dogs allowed - 2 bedrooms – 1 double, 1 single with additional pull-out bed to make double - 1 bathroom with shower and WC - Electric oven & hob, fridge/freezer, microwave, and coffee machine - Utility...

    From

    £97

    per night
    View

  • Last Minute Cottages - Pebbles Reach
  • 1

    Dorset

    Pebbles Reach

    Ref: S517067

    Reviews 26

    3
    7
    The village of Fortuneswell is on the rugged Isle of Portland peninsula, joined to the mainland by Chesil Beach, a pebble spit that stretches 18 miles towards West Bay. With stunning views of the Jurassic Coast and the rolling Dorset hills beyond,...

    From

    £114

    per night
    View

  • Last Minute Cottages - Kimberlin
  • 2

    Dorset

    Kimberlin

    Ref: S425976

    Reviews 27

    3
    6
    Portland Bill is a small promontory at the tip of the mountainous Isle of Portland peninsula, connected to the mainland by Chesil Beach, an 18-mile-long shingle spit that stretches towards West Bay. Portland Bill is located on Dorset's magnificent...

    From

    £94

    per night
    View

  • Last Minute Cottages - The Shambles
  • Dorset

    The Shambles

    Ref: S394516

    Reviews 15

    2
    4
    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...

    From

    £123

    per night
    View

  • Last Minute Cottages - 74 Reap Lane
  • 2

    Dorset

    74 Reap Lane

    Ref: S880901

    Reviews 1

    2
    4
    Weston is a village on top of the Isle of Portland, in Dorset. Right next to the village of Easton and Southwell it forms a key part of life on Portland. Now designated a conservation area and place of special architectural and historic interest...

    From

    £97

    per night
    View

  • Last Minute Cottages - Coastguard View
  • Dorset

    Coastguard View

    Ref: S1053254

    2
    4
    Portland Bill is a narrow promontory on the end of the rugged Isle of Portland peninsula which is joined to the mainland via Chesil Beach, a pebble spit, which stretches 18 miles towards West Bay. Situated on Dorset's spectacular Jurassic Coast,...

    From

    £95

    per night
    View

  • Last Minute Cottages - Lyme View
  • 1

    Dorset

    Lyme View

    Ref: S777877

    Reviews 11

    2
    4
    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...

    From

    £111

    per night
    View

  • Last Minute Cottages - 2 Bed Cottage in Fortuneswell
  • 2

    Dorset

    2 Bed Cottage in Fortuneswell

    Ref: S680762

    2
    4
    Additional information and rules - 2 bedrooms – 1 king-size, 1 twin - 1 bathroom with freestanding bath, separate shower and WC - Gas hob and electric oven, microwave, fridge/freezer, air fryer dishwasher washing machine, air fryer and Tassimo...

    From

    £177

    per night
    View

  • Last Minute Cottages - Old Higher Lighthouse Stopes Cottage
  • Dorset

    Old Higher Lighthouse Stopes Cottage

    Ref: S2420

    Reviews 49

    2
    4
    The village of Fortuneswell is on the 'Isle of Portland' peninsula, and is joined to the mainland via Chesil Beach. Fortuneswell boasts shops, pubs and restaurants with walking and climbing opportunities, watersports, and the harbour at Weymouth.

    From

    £122

    per night
    View

  • Last Minute Cottages - 3 Bed Cottage in Portland
  • 2

    Dorset

    3 Bed Cottage in Portland

    Ref: S842358

    3
    5
    Additional information and rules - 3 bedrooms – 1 king size, 1 twin (2’6” beds) and 1 single - 1 shower room with double shower and WC - Electric oven, gas hob, fridge, freezer, microwave - Enclosed rear garden with garden furniture - Smart...

    From

    £83

    per night
    View

  • Last Minute Cottages - Groves House
  • Dorset

    Groves House

    Ref: S1029433

    3
    6
    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...

    From

    £89

    per night
    View

  • Last Minute Cottages - Sunset Lodge
  • Dorset

    Sunset Lodge

    Ref: S1064878

    3
    6
    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...

    From

    £157

    per night
    View
    Showing 1 - 24 of 66 properties

    Portland Holiday Cottages

    Escape it all and head to the stunning, wilds of Portland for an action-packed getaway that you won't forget! The Isle of Portland, in Dorset, is a beautiful rugged landscape at the southern point of the Jurassic Coast. The isolated setting offers visitors breathtaking scenery, wonderful walks and pretty villages. Joined to the mainland by Chesil Beach, you can enjoy sweeping sea views and lots of history and culture here.

    From Portland Bill lighthouse in the south to Portland Castle in the north, the island has lots of beautiful places to stay and plenty of fun activities to keep you busy. We've hand-picked a selection of the finest holiday cottages from homes that are perfect for single travellers, couples, families, groups, parties and even dog-friendly accommodation. Our homes come in all shapes and sizes from historic cottages with open fires, modern apartments with sleek kitchens and luxury pads with hot tubs.

    Our team is on hand to help make your booking process as easy as possible and we can answer any questions you have. But best of all, we can offer you our best price guarantee so you can find a home within budget. This tiny isle has lots of fun packed into a small landmass and is home to amazing wonderful wildlife. Get back to nature with a stay in Portland - and let Snaptrip help you find the perfect home away from home, without the stress.

    More locations in Dorset

    The great outdoors awaits in Dorset and there are many picture-perfect villages and bustling towns to visit if you're planning a getaway. We've put together some inspiration to help you find the ideal destination for your staycation.

    Read more > less >

    Reviews

    What our customers say about their holidays

    • Lisa - Verified booking

      This property had pretty views from the sitting room, an open plan living area and bedrooms and bathroom situated downstairs, clean and pretty comfortable throughout .

      There were various issues, some of which were down to us making assumptions on booking, some not. There is a lot of damp in the main sitting area, and the kitchen is very basic, not great if you want to cook. The cupboards are very high, we are not that tall and could barely reach. Oven looked new, no instructions on how to use it were provided though, so there was a lot of trial and error but we got there in the end! There is no washing machine (we of course should have checked and not assumed) three dogs and by a beach, plus good old English weather, meant we ran out of stuff very quickly. Strangely there is an airer and ironing board. The sitting area was comfy and we made up horror stories about the door in the ceiling :). The bedrooms were nice, particularly the larger room, the beds were comfortable. The bathroom was fine, tiled throughout, nice strong shower. The bathroom door kept jamming shut though and after getting stuck in there the first night, we had to leave it open. There is no outside space at all so you have to walk your dogs even if they want to go out at 2 am, in hindsight we should have checked on Google maps to see exact space ..a lesson learned! The property is set halfway up a hill, and the whole area is very steep, would not recommend to anyone with mobility issues. And although there is free onstreet parking, finding a space was very hit and miss, so be prepared to make many trips with your luggage! Good way to get your steps in though. Overall would recommend to anyone with a reasonable degree of fitness who wants a clean base from which to explore (assuming the damp and the sticky door get sorted) . Would not recommend to dog owners due to no outdoor space and no washing facilities, or to anyone with mobility issues. Hope people find this useful!

      Read more less >

    • Wendy - Verified booking

      From the minute we arrived at the cottage, we knew we were going to fall in love with it.

      I had a quick glance over the reviews but unless they are consistent, I don't pay too much attention. Yes, it took me a few minutes to get the car parked, but I did it! I have a Nissan Juke and it fitted in the space perfectly. So we enter the cottage and the dogs go off for a sniff....straight to the care box provided by the hosts!! We loved this sentiment. Unpacked the car and settled straight in. The sun was shining, considering we'd just had weeks of rain! Husband read the welcome folder and started planning our walks. I felt immediately at home, as did my dogs. We always take blankets to dog friendly stays but there were some provided if required. Another sweet touch. Everything available to us were perfect. All furniture was comfortable and the wood burner was my favourite touch. I would definitely recommend this stay to anyone and everyone. Great value for money. The surrounding facilities are great. The Cove pub on the front of Chesil beach is fab and also dog friendly. The walks are brilliant. And most of all, people were incredibly friendly. Super tasty big portions of fish and chips up the road at Salty Towers. We couldn't fault a thing. Only 1 thing I'd agree with, with someone else's review would be a little side lamp in the living room. But it didn't affect a thing. We will return with our dogs and we cannot wait to.ezplore more of Portland. The hosts have put a lot of thought into all aspects of their cottage and we thank them for it.

      Read more less >

    • Lindsey - Verified booking

      We’d return here tomorrow if we could!

      Mermaid Cottage is one of our favourite ever rental cottages. What makes it so special is that, not only is it in a lovely location, with a beautiful garden and all the facilities you’d expect, but also that all of the facilities are particularly perfect. For example, the kitchen is extremely well stocked. The internet is fast. The beds are very comfortable. There are items for dogs, for cleaning, games, a super shower, Netflix and Prime, and just lots of little extras that a home has but often a rental property doesn’t. We lacked for nothing except more time here! The location is very close to the beautiful Church Ope Bay—a climb down many steps and fine if you’re a strong walker, certainly worth it—but it also has a butterfly reserve just at the back, which was perfect for an older member of our group. Thank you for making the cottage such a welcoming place for us. We’re very much looking forward to returning soon!

      Read more less >

    • Simon - Verified booking

      Very comfy cottage with a great view.

      Positives first, newly renovated with modern appliances. Comfy bed and the wood burner is great. Dog box is a great idea too. Negatives, I would say the cleaner could have done a better job. There was broken glass under the sofa and dust that should have been cleaned up. Bit picky but there was still sawdust in the bathroom cabinets after fitting. Also kitchen could do with less bowls and more oven proof dishes. Cooking oil, salt and pepper would help too. A welcome pack I feel would also be a good idea, specially for visitors if they have traveled a long way and just want a brew before nipping to the Coop. We brought everything we needed but it would have been a nice gesture. Overall I loved the cottage but felt it had been renovated in about 2 days, thrown together and filled with pots and pans without too much thought for what people really use on a regular basis. Area is great with all the amenities you would ever need.

      Read more less >

    • Kathryn - Verified booking

      We loved the cottage.

      However, we were bringing my 85 year old mother away for a few days and there should be more explanation of the layout. She is fit and active and could manage the steep stairs once a day and she had the master bedroom so she had the ensuite but anyone of her age less mobile would have struggled. We loved the decor (although some side lights would make it cosier in the evenings) and had 2 lovely afternoons on the terrace. Again, some outdoor bench cushions and a small parasol would enhance that experience - we got too hot and too uncomfortable after a short while. Overall, we really enjoyed our stay - although we had to park nearly a mile away on the 2nd day (Bank Holiday weekend). If you accept the parking issue limitation, it is a great location and would recommend for fit, active holiday makers.

      Read more less >

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    Things to do near Portland

    • Natural Landmark Natural Landmark
    • Activity Activity
    Durdle Door
    One of the most iconic landmarks in the whole of the UK, the towering natural limestone arch of Durdle Door can be found tucked away on Devon’s magnificent Jurassic Coast. Stretching on for 95 miles, the whole of the Jurassic Coast is a UNESCO World Heritage Site, due to its ancient history and wild, windswept beauty. However, this dramatic arch of rock rising straight out of the sea is a particularly picturesque spot, even by Jurassic Coast standards.
    Lulworth Cove
    Lulworth Cove is a stunning secluded cove on the Jurassic Coast UNESCO World Heritage Site which owes its existence to the collision of continents and the birth of the Alps and is considered one of the best places in the world to study geology.

    The Tank Museum

    The Tank Museum in Bovington houses 300 military machines and moving exhibitions representing the key battles of every major conflict since the First World War. Cafe & Shop.

    Monkey World

    Monkey World is a must-visit attraction for animal lovers. Home to over 250 primates, the park is dedicated to rescuing and rehabilitating monkeys from all over the world. Highlights include watching the monkeys in their natural habitats and learning about their stories and behaviors. With play areas for kids, a picnic spot, and a gift shop, it's an excellent day out. Located at Longthorns, Wareham, Dorset BH20 6HH

    The Dinosaur Museum

    Located close to the Jurassic Coast, this award-winning museum is perfect for dinosaur lovers of any age. Exhibits include dinosaur skeletons, lifesize reconstructions and hands on displays. Dog friendly.

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