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

  • Snaptrip - Trevina
    • 3

    Dorset

    Trevina

    Ref: S1324322

    Reviews 27

    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

    £39

    per night
    View

  • Snaptrip - Cove Cottage Hideaway

    • Dorset

    Cove Cottage Hideaway

    Ref: S820973

    Reviews 3

    1
    2
    Situated on Dorset's spectacular Jurassic Coast, now a World Heritage Site, the lovely village of Chiswell rests on the rugged, 'Isle of Portland' peninsula, and joins the mainland via Chesil Beach, a pebble spit which stretches 18 miles towards...

    Check for price

    View

  • Snaptrip - Freshwater Bay View

    • Dorset

    Freshwater Bay View

    Ref: S1324284

    Reviews 11

    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,...

    Check for price

    View

  • Snaptrip - 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,...

    Check for price

    View
    Partner deal

  • Snaptrip - The Old Boathouse

    • Dorset

    The Old Boathouse

    Ref: S976228

    2
    4
    Set in Southwell and only 14 km from Weymouth Harbour, The Old Boathouse offers accommodation with sea views, free WiFi and free private parking. Guests can benefit from a patio and a sun terrace. The property is non-smoking and is located 38 km...

    From

    £112

    per night
    View
    Partner deal

  • Snaptrip - The Old Boathouse

    • Dorset

    The Old Boathouse

    Ref: S379437

    2
    4
    Situated in Southwell and only 14 km from Weymouth Harbour, The Old Boathouse features accommodation with sea views, free WiFi and free private parking. The 3-star holiday home is 45 km from Golden Cap. The property is non-smoking and is located...

    From

    £92

    per night
    View
    Partner deal

  • Snaptrip - Sea View Cottage in Dorset, Portland
    • 3

    Dorset

    Sea View Cottage in Dorset, Portland

    Ref: S926056

    3
    5
    Sea View Cottage in Dorset, Portland, a property with a garden and a terrace, is set in Portland, 8 km from Weymouth Harbour, 32 km from Monkey World, as well as 39 km from Golden Cap. Featuring sea and garden views, this holiday home also offers...

    From

    £145

    per night
    View
    Partner deal

  • Snaptrip - Kivel Cottage

    • Dorset

    Kivel Cottage

    Ref: S2047144

    4
    Kivel Cottage is situated in Portland, 11 km from Weymouth Harbour, 35 km from Monkey World, and 41 km from Golden Cap. The property is around 47 km from Corfe Castle, 300 metres from Portland Museum and 500 metres from Rufus Castle. Free WiFi is...

    From

    £139

    per night
    View
    Partner deal

  • Snaptrip - Chic and modern townhouse in beautiful Portland

    • Dorset

    Chic and modern townhouse in beautiful Portland

    Ref: S1073628

    2
    4
    Located 7.9 km from Weymouth Harbour, 32 km from Monkey World and 39 km from Golden Cap, Chic and modern townhouse in beautiful Portland provides accommodation situated in Castletown. This holiday home offers free private parking, private check-in...

    From

    £86

    per night
    View
    Partner deal

  • Snaptrip - 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 13-minute walk of Rufus Castle. The property is around 10 km from Weymouth Harbour, 34 km from Monkey World and 41 km from Golden Cap....

    From

    £148

    per night
    View
    Partner deal

  • Snaptrip - Chesil Vista
    • 3

    Dorset

    Chesil Vista

    Ref: S1022441

    2
    4
    Chesil Vista, a property with a garden, is set in Castletown, 32 km from Monkey World, 39 km from Golden Cap, as well as 44 km from Corfe Castle. The 4-star holiday home has sea views and is 8 km from Weymouth Harbour. Free WiFi is available...

    From

    £60

    per night
    View
    Partner deal

  • Snaptrip - Beautiful beachside home in Portland by 53 Degrees Property, sleeps 6, perfect for families and groups!

    • Dorset

    Beautiful beachside home in Portland by 53 Degrees Property, sleeps 6, perfect for families and groups!

    Ref: S1375974

    6
    Set in Castletown in the Dorset region, Beautiful beachside home in Portland by 53 Degrees Property, sleeps 6, perfect for families and groups! features a patio. Both free WiFi and parking on-site are accessible at the holiday home free of charge....

    From

    £199

    per night
    View
    Partner deal

  • Snaptrip - Pebbles
    • 3

    Dorset

    Pebbles

    Ref: S378437

    3
    5
    Pebbles is set in Castletown, 7.8 km from Weymouth Harbour, 32 km from Monkey World, and 39 km from Golden Cap. The property is situated 44 km from Corfe Castle, 1.1 km from Portland Castle and 4.5 km from Portland Museum. The property is...

    From

    £68

    per night
    View
    Partner deal

  • Snaptrip - Pebble Reef

    • Dorset

    Pebble Reef

    Ref: S311460

    3
    6
    Boasting a terrace with garden views, a garden and barbecue facilities, Pebble Reef can be found in Portland, close to Portland Museum and 2.9 km from Portland Beach. With inner courtyard views, this accommodation provides a patio. Providing free...

    From

    £109

    per night
    View
    Partner deal

  • Snaptrip - Dog Friendly Cosy Coastal Cottage with Sea Views
    • 3

    Dorset

    Dog Friendly Cosy Coastal Cottage with Sea Views

    Ref: S956868

    3
    6
    Housed in a historic building, Dog Friendly Cosy Coastal Cottage with Sea Views offers accommodation with a garden and free WiFi in Portland, 400 metres from Portland Beach. The property was built in 19th century and has accommodation with a...

    From

    £171

    per night
    View
    Partner deal

  • Snaptrip - Cliffwalk
    • 3

    Dorset

    Cliffwalk

    Ref: S1236465

    1
    4
    Boasting garden views, Cliffwalk features accommodation with a garden and a patio, around 12 km from Weymouth Harbour. It is situated 36 km from Monkey World and provides private check-in and check-out. There is a sun terrace and guests can make...

    From

    £105

    per night
    View
    Partner deal

  • Snaptrip - Cornerstone
    • 3

    Dorset

    Cornerstone

    Ref: S297620

    3
    6
    Cornerstone is situated in Portland, 8.2 km from Weymouth Harbour, 33 km from Monkey World, and 40 km from Golden Cap. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is located 700...

    From

    £132

    per night
    View
    Partner deal

  • Snaptrip - Tompot Cottage

    • Dorset

    Tompot Cottage

    Ref: S2200340

    1
    6
    Comfortable Accommodation Tompot Cottage in Castletown offers a cosy holiday home with one bedroom and one bathroom. Guests enjoy free WiFi, a fully equipped kitchen, washing machine, and TV. Local Attractions Portland Beach is a 3-minute walk...

    From

    £175

    per night
    View
    Partner deal

  • Snaptrip - Trevina
    • 3

    Dorset

    Trevina

    Ref: S1234906

    2
    5
    Trevina, a property with a garden, is situated in Portland, 11 km from Weymouth Harbour, 35 km from Monkey World, as well as 42 km from Golden Cap. The property is located 47 km from Corfe Castle, 1.6 km from Portland Museum and 1.7 km from Rufus...

    From

    £39

    per night
    View
    Partner deal

  • Snaptrip - Fishermans Cottage

    • Dorset

    Fishermans Cottage

    Ref: S311201

    3
    6
    Boasting a terrace with sea views, a garden and barbecue facilities, Fishermans Cottage can be found in Portland, close to Portland Museum and 12 km from Weymouth Harbour. Guests can benefit from a patio and a picnic area. Providing free WiFi...

    From

    £129

    per night
    View
    Partner deal

  • Snaptrip - Cottage Sleeps 6 with Sea View and Patio
    • 3

    Dorset

    Cottage Sleeps 6 with Sea View and Patio

    Ref: S2244661

    3
    6
    Comfortable Accommodation Cottage Sleeps 6 with Sea View and Patio in Portland offers three bedrooms and three bathrooms. The property features a private entrance and a spacious seating area. Modern Amenities Guests enjoy free WiFi, a fully...

    From

    £135

    per night
    View
    Partner deal

  • Snaptrip - Seaveiw 4BR 5 mins from cove

    • Dorset

    Seaveiw 4BR 5 mins from cove

    Ref: S2134996

    1
    8
    Seaveiw 4BR 5 mins from cove is situated in Portland, 8.2 km from Weymouth Harbour, 32 km from Monkey World, and 39 km from Golden Cap. Featuring sea and mountain views, this holiday home also features free WiFi. The property is non-smoking and is...

    From

    £174

    per night
    View
    Partner deal

  • Snaptrip - Lloyds Cottage

    • Dorset

    Lloyds Cottage

    Ref: S300677

    3
    6
    Located in Southwell and only 14 km from Weymouth Harbour, Lloyds Cottage provides accommodation with sea views, free WiFi and free private parking. With garden views, this accommodation offers a patio. The property is non-smoking and is set 38 km...

    From

    £126

    per night
    View
    Partner deal

  • Snaptrip - SeaSky
    • 3

    Dorset

    SeaSky

    Ref: S941362

    5
    8
    Set in Portland in the Dorset region, with Portland Beach and Portland Castle nearby, SeaSky offers accommodation with free WiFi and free private parking. The property is around 33 km from Monkey World, 39 km from Golden Cap and 44 km from Corfe...

    From

    £238

    per night
    View
    Showing 49 - 72 of 94 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.