Holiday Cottages in Portland

Holiday Cottages in Portland

Home to the biggest range at the lowest price

from
❯

  • {{ recentSearch.region | removeCountry() }}

    {{ recentSearch.travel_max_time / 60 }}hrs from {{ recentSearch.travel_origin_postcode }}

    Draw a search

    {{ recentSearch.check_in_on }} - {{ recentSearch.check_in_on | endDate(recentSearch.minimum_nights) }}
Or search by driving time
From my postcode
Locate me
Or search by region
Check-in

{{checkInFormatted}}

Add dates

± {{flex}}
Check-out

{{checkOutFormatted}}

Add dates

± {{flex}}

Live availability

Live prices

Book instantly

Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

Portland Cottages

Partner deal

  • Last Minute Cottages - The Old Rope House

    • Dorset

    The Old Rope House

    Ref: S919287

    3
    8
    Set in Portland, 500 metres from Portland Beach and 33 km from Monkey World, The Old Rope House provides accommodation with amenities such as free WiFi and a flat-screen TV. This recently renovated holiday home is located 40 km from Golden Cap and...

    From

    £165

    per night
    View
    Partner deal

  • Last Minute Cottages - Seaview Home with Private Garden, BBQ, Decking & Fire Pit

    • Dorset

    Seaview Home with Private Garden, BBQ, Decking & Fire Pit

    Ref: S1043789

    4
    8
    Located just 37 km from Monkey World, Seaview Home with Private Garden, BBQ, Decking & Fire Pit provides accommodation in Portland with access to a garden, barbecue facilities, as well as private check-in and check-out. The property features...

    From

    £405

    per night
    View
    Partner deal

  • Last Minute Cottages - Cliffwalk
    • 3

    Dorset

    Cliffwalk

    Ref: S1236465

    1
    4
    Boasting a hot tub, Cliffwalk is situated in Weston. A hot tub is available for guests. There is a sun terrace and guests can make use of free WiFi and free private parking. The holiday home is composed of 1 bedroom, a fully equipped kitchen, and...

    From

    £88

    per night
    View
    Partner deal

  • Last Minute Cottages - Foundry Cottage

    • Dorset

    Foundry Cottage

    Ref: S927991

    3
    5
    Foundry Cottage has a patio and is situated in Portland, within just less than 1 km of Portland Museum and a 14-minute walk of Rufus Castle. The property is around 34 km from Monkey World, 42 km from Golden Cap and 48 km from Corfe Castle. Free...

    From

    £166

    per night
    View
    Partner deal

  • Last Minute Cottages - Olympic Village Vela - Portland

    • Dorset

    Olympic Village Vela - Portland

    Ref: S316341

    2
    6
    Set in Portland and only 200 metres from Portland Beach, Olympic Village Vela - Portland offers accommodation with garden views, free WiFi and free private parking. The property has quiet street views and is 32 km from Monkey World and 39 km from...

    Check for price

    View

  • Last Minute Cottages - Old Higher Lighthouse Branscombe Lodge

    • Dorset

    Old Higher Lighthouse Branscombe Lodge

    Ref: S2422

    Reviews 46

    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

    £89

    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

    £64

    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

    £67

    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

    £84

    per night
    View

  • Last Minute Cottages - St Johns View
    • 1

    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

    £90

    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

    £94

    per night
    View

  • Last Minute Cottages - Freshwater Bay View

    • Dorset

    Freshwater Bay View

    Ref: S1324284

    Reviews 3

    1
    2
    With views over the bay, this property is all on one level and is ideal for exploring the Dorset coast.. All on the Ground Floor: Living room: Freeview TV, Patio Doors Leading To Patio Kitchen/dining room: Electric Cooker, Microwave, Fridge,...

    From

    £85

    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

    £81

    per night
    View

  • Last Minute Cottages - Mallams Art House
    • 2

    Dorset

    Mallams Art House

    Ref: S1319385

    Reviews 2

    3
    6
    This pet-friendly 3-bedroom house in Portland, Dorset, sleeps 5 and is just a short walk from the beach. With a fully equipped kitchen, open-plan lounge, decked outdoor area, and ample storage, it’s perfect for family holidays.. 2 steps to...

    From

    £122

    per night
    View

  • Last Minute Cottages - The Old Boathouse

    • Dorset

    The Old Boathouse

    Ref: S1324370

    Reviews 10

    2
    4
    This coastal property is in a stunning location with plenty of exploring to be done and ideal for water based activities.. Ground Floor: Open plan living space. Living area: Freesat, DVD Player, CD Player, Patio Doors Leading To Garden Dining...

    From

    £62

    per night
    View

  • Last Minute Cottages - 3 Bed Cottage in Portland

    • Dorset

    3 Bed Cottage in Portland

    Ref: S229384

    3
    6
    Additional information and rules No dogs allowed - 3 bedrooms – 1 twin zip-and-link which can be made up as a 6’ double on request, 1 double room with 5‘ bed, 1 twin room - 2 bathrooms - 1 shower room with WC, 1 bathroom with bath, shower and...

    From

    £75

    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

    £79

    per night
    View

  • Last Minute Cottages - Trevina
    • 3

    Dorset

    Trevina

    Ref: S1324322

    Reviews 13

    2
    5
    This semi-detached property is in an ideal location for watersport enthusiasts or those who wish to stroll along the beach.. Ground Floor: Living room: Freeview TV, DVD Player, CD Player, Electric Fire Dining room. Kitchen: Electric Cooker,...

    From

    £35

    per night
    View

  • Last Minute Cottages - Lloyds Cottage

    • Dorset

    Lloyds Cottage

    Ref: S1327738

    Reviews 9

    3
    6
    This fantastic property is ideal for families looking to explore this wonderful part of Dorset with so much to do close by.. All on the Ground Floor: Open plan living space. Living area: Sky, Sky Movies, Sky Sports, Bluray Player, Ipod Dock, CD...

    From

    £71

    per night
    View

  • Last Minute Cottages - Old Higher Lighthouse Stopes Cottage

    • Dorset

    Old Higher Lighthouse Stopes Cottage

    Ref: S2420

    Reviews 51

    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

    £93

    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

    £116

    per night
    View

  • Last Minute Cottages - 3 Bed Cottage in Portland

    • Dorset

    3 Bed Cottage in Portland

    Ref: S1342512

    3
    6
    Additional information and rules No dogs allowed - 3 bedrooms – 1 king-size, 2 doubles - 2 bathrooms – 1 bathroom with bath and WC, 1 ground floor shower room with WC - Electric oven, gas hob, microwave, fridge/freezer and dishwasher -...

    From

    £75

    per night
    View

  • Last Minute Cottages - Anchor Cottage

    • 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...

    Check for price

    View

  • Last Minute Cottages - Crows Nest

    • 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...

    Check for price

    View
    Showing 25 - 48 of 77 properties
    Trustpilot

    Best price guarantee

    No one can beat our prices

    ✕
    Best price guarantee

    Our cottages are professionally managed by our partners and payments are taken by them, but rest assured, by booking via Snaptrip you'll pay the lowest possible price for your trip.

    We never charge you more than you would pay booking directly on the partner's site and if you become a member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@snaptrip.com and we'll refund you the difference.

    We bring it all together

    Biggest range of self-catering holiday properties

    We connect you to a range of great suppliers with a huge selection of properties. We've done the research, so that you don't have to.

    View properties >

    We get you
    the lowest price

    We help you to complete your booking whilst giving you discounts, member only prices and our best price guarantee.

    A marketplace
    you can trust

    We connect you with the best professionally managed properties and our marketing leading customer services can help you every step of the way.

    Start your journey >
    ✕

    Join for free to get access to exclusive prices on thousands of properties.

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    Sign up to see

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    Did you mean {{ suggestedEmail }}?

    or

    Already a member login here

    Not a member?

    By entering my email address, I agree to Snaptrip's Terms of service, Privacy policy and to receive email updates, news, & offers from Snaptrip.

    Welcome, member discounts are now available.