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Dog Friendly Holiday Cottages in Portland

Dog Friendly Holiday Cottages in Portland

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Portland Dog Friendly 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 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
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  • 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
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  • 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 - 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 - 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 - 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 - 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 - 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 - 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 - Home From Home
  • 1

    Dorset

    Home From Home

    Ref: S882044

    Reviews 1

    4
    8
    Castletown is a small, yet popular village resting on the Isle of Portland, between Fortuneswell and Wakeham. Castletown is well-known for being a conservation area, thanks to its fascinating history. Your local amenities can be found in nearby...

    From

    £91

    per night
    View

  • Last Minute Cottages - Spring Rose Cottage
  • 1

    Dorset

    Spring Rose Cottage

    Ref: S268136

    Reviews 42

    3
    8
    Fortuneswell on the Isle of Portland, Dorset, situated just five miles away from Weymouth. The village is connected to the mainland by the Chesil Beach, a pebble spit, which stretches 18 miles towards West Bay. Within the village you will find a...

    From

    £94

    per night
    View
    Partner deal

  • Last Minute Cottages - Trevina
  • 3

    Dorset

    Trevina

    Ref: S1234906

    2
    5

    From

    £66

    per night
    View
    Partner deal

  • Last Minute Cottages - Our Place In Portland Holiday Home with Sea View
  • 3

    Dorset

    Our Place In Portland Holiday Home with Sea View

    Ref: S956868

    3
    6

    From

    £152

    per night
    View
    Partner deal

  • Last Minute Cottages - Dolphin Cottage Chesil Beach
  • 3

    Dorset

    Dolphin Cottage Chesil Beach

    Ref: S1030934

    3
    6

    From

    £206

    per night
    View
    Partner deal

  • Last Minute Cottages - Nemos Lodge
  • 3

    Dorset

    Nemos Lodge

    Ref: S1067954

    3
    6

    From

    £102

    per night
    View
    Partner deal

  • Last Minute Cottages - Cliffwalk
  • 3

    Dorset

    Cliffwalk

    Ref: S1236465

    1
    4

    From

    £95

    per night
    View
    Partner deal

  • Last Minute Cottages - Kearney Cottage - Artist's Retreat
  • 3

    Dorset

    Kearney Cottage - Artist's Retreat

    Ref: S928497

    3
    6

    From

    £193

    per night
    View
    Partner deal

  • Last Minute Cottages - SeaSky
  • 3

    Dorset

    SeaSky

    Ref: S941362

    5
    8

    From

    £196

    per night
    View
    Partner deal

  • Last Minute Cottages - Blackford House a large home Portland Dorset
  • 3

    Dorset

    Blackford House a large home Portland Dorset

    Ref: S927673

    3
    7

    From

    £220

    per night
    View
    Partner deal

  • Last Minute Cottages - Mallams Art House
  • 3

    Dorset

    Mallams Art House

    Ref: S1077052

    3
    6

    From

    £118

    per night
    View
    Showing 1 - 24 of 30 properties

    Nestled in between the stunning countryside of rural Dorset and the stunning Jurassic Coast, Portland is an idyllic destination for a holiday. Whether you fancy simply relaxing in the sunshine or getting to grips with some of the region's incredible activities, Portland has something to offer all visitors. Enjoy world-class dining located in the harbour, or explore the nearby coastal paths and discover the hidden corners of this delightful island.

    Dog-friendly holiday cottages in Portland are a great way to take a break and take your furry friend along with you. There are a wide range of cottages to choose from, with many featuring secure gardens and grounds, so your pooch can get out and play. Inside, you'll find cosy living areas and special touches like welcome treats and bedding. With such an array of dog-friendly properties available all over the country, it's easy to find one to suit the whole family.

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    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 >

    • David - Verified booking

      Tastefully furnished and almost everything you'd need for a home away from home.

      Location was amazing being so close to the beach and loved the sea view from our bedroom. Great to have reserved, secure parking too. Was clean and different floors and the outside patio gave us space from each other which we needed for a longer stay! There was a nice welcome basket which included Dorset apple cake which was delicious! We holidayed for 2 weeks and things that you don't think of too much for a week started to niggle on our 2nd week. Beds were comfy but the duvets were 10 tog which were far too hot for summer and just using the cover was sometimes too cold, so summer duvets needed. The lounge TV was painful to use as as the remote slow and unresponsive, and it had limited functionality. When you've got younger kids, you will spend a fair amount of time in your holiday home and not having a decent TV with the ability to download streaming apps that we use like Disney was a faff. The upstairs Fire TV could do that but only if you have a prime account, which we do but it often just wouldn't work properly as Fire devices are prone to do. Also whilst we brought our own consumables like dishwasher tabs etc we hadn't expected to need bin liners for week 2. If you're staying for a week then none of this should bother much! A couple of extra notes to include that aren't written but good to know: The pebble beach has a steep bank to the shore line and a very short promenade so if you want to take a long walk, would advise wearing hiking boots. Nice cafe on the beach which sometimes hosts lovely evening pop up evening restaurants - check their Facebook page for more details.

      Read more less >

    • Rob - Verified booking

      We stayed at Kimberlin for a week over the Easter period, as a base for attending an event at the nearby Sailing Academy.

      The location is perfect for that purpose - walking in about 20 minutes or a very quick drive. It's proximity to Chesil Beach is a great feature, and there are direct sea views from the top front bedroom. The house was spotlessly clean on arrival, and is well furnished with comfortable beds and sofas etc. We really enjoyed our stay, but there are a couple of points worth noting - these are factual rather than critical - there's nothing that the owners could do to address them! The development is a couple of years at most (probably less) and, as is the way the developers, they have crammed as many properties in a small space as they possibly could, so despite being a three bedroom property, the living areas (kitchen/living room) feel very cramped. We were two adults plus two late teenage children - and moving around the kitchen/dining table is "cosy" to say the least. There is only room for four chairs around the dining table (not sure what happens if 6 people book?), and you can't open the fridge/freezer doors fully without first closing the kitchen door. Over a week this did start to irritate. Likewise the on-site parking. The spaces are very tight for larger cars, and despite being clearly marked, guests/owners of other properties seemed to regard them as a free for all. We had to leave a note on a car to ask them to move so that we could use the allocated space for Kimberlin. There is parking right opposite development and at quiet times there are spaces - but in busy season that's not the case and we had to park some distance away.

      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 >

    • Sarah - Verified booking

      All the facilities and equipment was good and functioning.

      The house and furniture was very neutral and pleasant. The outside patio area might need a bit of TLC before the summer really gets going as it was a bit untidy and needed a good pressure wash and weed. It’s a seaside house so windows are bound to get salt water marks on them but they didn’t look like they’d been cleaned for a while. The bathrooms were clean and nice. We couldn’t get really hot water in the first floor bathroom so showers and baths there were a bit lukewarm. But the top floor shower was boiling hot and couldn’t seem to turn it down! On the ground floor there is a problem with ants which I discovered after leaving a packet of mint humbugs on the shelf in the hallway. They were crawling over and inside the packet so I had to throw them away. I think this is a known problem because there was ant powder under the sink to use. The bedding and pillows were soft and clean but we found the beds a bit uneven and ended up sleeping in separate beds to avoid rolling together! Lots of cupboard space for clothes! Overall we had a lovely week exploring the local area and the house was a nice place to have a base to do that.

      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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