Coastal
Wifi
Coast within 1 mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.5
out of 5
7 nights
From
£417
Reserve today for only £25
Portland Cottages
Immerse yourself in the picturesque beauty of Portland with a holiday cottage rental from cottages.com. Indulge in a serene escape surrounded by stunning landscapes, quaint villages, and enchanting coastal views. Our handpicked selection of charming cottages offers the perfect blend of comfort and character, ensuring an unforgettable holiday. Embark on scenic walks along rugged coastlines, explore historic landmarks, and discover hidden gems within this vibrant seaside destination. Whether you're seeking a romantic retreat or a fun-filled family adventure, our Portland cottages provide the ideal base for your holiday. Escape the hustle and bustle of everyday life and unwind in the tranquillity of your private sanctuary. With spacious living areas, well-equipped kitchens, and cosy bedrooms, our cottages offer all the comforts of home. Immerse yourself in the local culture by visiting traditional pubs, sampling fresh seafood delicacies, or browsing through charming boutiques nearby. Book your dream holiday with us today and let Portland's natural beauty work its magic on you. We guarantee an exceptional experience that will leave you longing to return to our idyllic cottages time and time again.
Popular Holiday Cottages in Portland
Coastal
Wifi
Enclosed Garden / Patio
- 7 Guests
- 4 Bedrooms
- 2 Bathrooms
- 2 Pets
4.3
out of 5
7 nights
From
£875
Coastal
Wifi
Enclosed Garden / Patio
- 5 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
4.4
out of 5
7 nights
From
£497
Coastal
Wifi
Enclosed Garden / Patio
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4
out of 5
7 nights
From
£403
Dog Friendly Cottages in Portland
Coastal
Wifi
Coast within 1 mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.5
out of 5
7 nights
From
£417
Reserve today for only £25
Coastal
Wifi
Enclosed Garden / Patio
- 7 Guests
- 4 Bedrooms
- 2 Bathrooms
- 2 Pets
4.3
out of 5
7 nights
From
£875
Coastal
Wifi
Enclosed Garden / Patio
- 5 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
4.4
out of 5
7 nights
From
£497
Coastal
Wifi
Enclosed Garden / Patio
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4
out of 5
7 nights
From
£403
Coastal
Luxury
Wifi
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
3
out of 5
7 nights
From
£397
Reserve today for only £25
Coastal
Wifi
Car parking on site
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 1 Pet
3
out of 5
7 nights
From
£437
Reserve today for only £25
Coastal Holiday Cottages in Portland
Coastal
Wifi
Coast within 1 mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.5
out of 5
7 nights
From
£417
Reserve today for only £25
Coastal
Wifi
Enclosed Garden / Patio
- 7 Guests
- 4 Bedrooms
- 2 Bathrooms
- 2 Pets
4.3
out of 5
7 nights
From
£875
Coastal
Wifi
Enclosed Garden / Patio
- 5 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
4.4
out of 5
7 nights
From
£497
Coastal
Wifi
Enclosed Garden / Patio
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4
out of 5
7 nights
From
£403
Inspiration of things to see and do in our cottages in Portland
Embark on a unique and memorable adventure in the charming town of Portland with cottages.com. We bring you the top 5 things to see and do, curated especially for travellers seeking off-the-beaten-path experiences. Uncover extraordinary moments in Portland with cottages.com – because true adventures happen outside ordinary itineraries. With, a wide selection of holiday cottages in Dorset we have the ideal holiday home for you.
Portland Bill Lighthouse
Visit the iconic Portland Bill Lighthouse, a striking white tower perched on the rugged cliffs. Explore the visitor centre, learn about its maritime significance, and enjoy panoramic views of the coastline.
Portland Castle
Explore Portland Castle, a well-preserved 16th-century coastal fortress managed by English Heritage. Discover its history, climb its battlements, and enjoy interactive exhibits.
Chesil Beach
Spend time on Chesil Beach, a shingle barrier stretching along the coast. Walk along the pebbles, enjoy beachcombing, and admire the stunning views of the sea and the Isle of Portland.
Portland Museum
Learn about the island's history and heritage at Portland Museum. Discover artefacts, photographs, and exhibits that showcase the local maritime, geology, and social history.
Portland Sculpture and Quarry Trust
Visit Tout Quarry Sculpture Park and Nature Reserve, where you can explore an abandoned stone quarry transformed into an art park with unique sculptures set against the backdrop of nature.
More Popular Holiday Destinations in Dorset
Explore
Inspiration
Collections
2026 Holiday CottagesAccessible Holiday CottagesChristmas Holiday BreaksCity BreaksCoastal HolidaysCottages with PoolCycling BreaksDog friendlyEaster HolidaysEV Charging Holiday CottagesFamily HolidaysFebruary Half Term BreaksFishing HolidaysGlamping in the UKGolf BreaksHoliday Cottages with Games RoomHot tub breaksLarge Holiday Cottages & Group AccommodationLast Minute DealsLuxury Holiday CottagesMay Half Term HolidayMother's DayNew Years Eve BreaksOctober Half Term BreaksQuality CottagesRomantic GetawaysShort Breaks & Weekends AwaySpring Breaks in the UKSummer Holidays in the UKSustaibable & Eco Friendly CottagesUnique CottagesValentines BreaksWaterside BreaksWinter Breaks in the UK
Destinations
Countries
Regions
All West MidlandsBedfordshireBerkshireBlackdown HillsBuckinghamshireCambridgeshireCheshireConstable CountryCornwallCotswoldsCounty DurhamCranborne Chase and West Wiltshire DownsCumbriaDartmoorDerbyshireDevonDorsetEssexExmoorForest of BowlandForest of DeanGloucestershireGreater LondonHampshireHerefordshireHertfordshireHigh WealdHowardian HillsIsle of WightKentKent DownsLake DistrictLancashireLeicestershireLincolnshireLincolnshire WoldsMalvern HillsMendip HillsNew ForestNidderdaleNorfolkNorfolk BroadsNorfolk CoastNorth Devon CoastNorth PenninesNorth Wessex DownsNorthamptonshireNorthumberlandNorthumberland CoastNottinghamshireOxfordshirePeak DistrictRutlandShakespeare CountryShropshireShropshire HillsSomersetSouth DownsStaffordshireSuffolkSuffolk Coast and HeathsSurreySussexWarwickshireWiltshireWorcestershireWye ValleyYorkshireYorkshire DalesYorkshire Moors
Areas
Sign up for a chance to win £500!
Stay updated on the latest deals, exclusive offers and new holiday destinations by joining the cottages.com newsletter! Register today and automatically be entered into our prize draw to win a £500 voucher.
Click here for terms and conditions. You can opt out anytime by using the unsubscribe link in our emails. We will use your information as per our Privacy Notice.