Holiday Cottages in Portland

Holiday Cottages in Portland

Home to the biggest range at the lowest price

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 - Sandpiper
  • 1

    Dorset

    Sandpiper

    Ref: S527023

    Reviews 29

    1
    2
    The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

    From

    £123

    per night
    View

  • Snaptrip - 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

    £75

    per night
    View

  • Snaptrip - Brewers Retreat
  • Dorset

    Brewers Retreat

    Ref: S535190

    Reviews 12

    1
    2
    Weymouth is a great place to visit any time of the year because of the huge range of activities and attractions available. The beautiful, golden sand beaches are home to first-rate watersports infrastructure, while frequent fishing expeditions...

    From

    £79

    per night
    View

  • Snaptrip - Chesil Beach Holiday Park - Holiday Accommodation 11161
  • Dorset

    Chesil Beach Holiday Park - Holiday Accommodation 11161

    Ref: S1286786

    3
    4
    Welcome to my accessible, spacious 2 bedroom caravan and sit on the sunny veranda with table & chairs for a view of the Chesil Bank. Cosy with electric fire, central heating & double glazing. No extra charges for linen, WiFi, or entertainment...

    From

    £118

    per night
    View

  • Snaptrip - Cornerstone
  • 2

    Dorset

    Cornerstone

    Ref: S1331240

    Reviews 5

    3
    6
    A two-storey property with private courtyard in a highly sought after location on the Isle of Portland.. Ground Floor: Living/dining room: Freeview TV, DVD Player, Gas Fire Kitchen: Breakfast Bar, Electric Oven, Gas Hob, Microwave,...

    From

    £103

    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

    £148

    per night
    View
    Partner deal

  • Snaptrip - Mallams Art House
  • 3

    Dorset

    Mallams Art House

    Ref: S1077052

    3
    6
    Mallams Art House, a property with a garden, is located in Castletown, 32 km from Monkey World, 39 km from Golden Cap, as well as 44 km from Corfe Castle. The 3-star holiday home features sea views and is 7.8 km from Weymouth Harbour. Free WiFi is...

    From

    £117

    per night
    View
    Partner deal

  • Snaptrip - Cornerstone
  • 3

    Dorset

    Cornerstone

    Ref: S530301

    3
    6
    Cornerstone, a property with a garden, is situated in Portland, 8.1 km from Weymouth Harbour, 32 km from Monkey World, as well as 39 km from Golden Cap. The property is around 44 km from Corfe Castle, 1.3 km from Portland Castle and 2.8 km from...

    From

    £103

    per night
    View

  • Snaptrip - Little Tern
  • 1

    Dorset

    Little Tern

    Ref: S479638

    Reviews 17

    2
    4
    Brewers Quay Harbour is a picturesque, harbourside location that is popular with tourist all-year-round. With a selection of restaurants and bars on offer, you're certainly well-catered to! The George Bar and Grill is a point of interest and is a...

    From

    £155

    per night
    View

  • Snaptrip - Mermaid Cottage
  • 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

    £81

    per night
    View

  • Snaptrip - Sea King House
  • 2

    Dorset

    Sea King House

    Ref: S126705

    Reviews 37

    3
    5
    Cove Castle is the locals favourite beach area, sitting along side the Rodwell trail area, Cove Castle Beach is usually uncrowded, and offers safe bathing from it’s gently sloping shoreline. CoveCastle and Sandsfoot beach sit side by side, both...

    From

    £121

    per night
    View

  • Snaptrip - 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...

    From

    £119

    per night
    View

  • Snaptrip - 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

    £86

    per night
    View

  • Snaptrip - Olympic Cottage
  • 1

    Dorset

    Olympic Cottage

    Ref: S126660

    Reviews 39

    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

    £160

    per night
    View

  • Snaptrip - Castle Cove Cottage
  • 1

    Dorset

    Castle Cove Cottage

    Ref: S483369

    Reviews 22

    3
    6
    Weymouth is a seaside town in the county of Dorset in southern England. The town lies on the English Channel coast and is located south of the county town of Dorchester. The town is popular with tourists, who come to enjoy its wide, sandy beaches,...

    From

    £197

    per night
    View

  • Snaptrip - Lagoon View
  • 1

    Dorset

    Lagoon View

    Ref: S680209

    Reviews 21

    3
    5
    In West Yorkshire, England's city of Bradford, there is a ward by the name of Wyke. Many bars, restaurants, local stores, and supermarkets are located here, so you may get anything you need for your trip. The Lightcliffe Golf Club, Crow Nest Park...

    From

    £93

    per night
    View

  • Snaptrip - 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

    £98

    per night
    View

  • Snaptrip - 3 Bed Cottage in Portland
  • 1

    Dorset

    3 Bed Cottage in Portland

    Ref: S842358

    3
    5
    Additional information and rules . Please enquire if you wish to bring more than 1 dog - 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 ...

    From

    £80

    per night
    View

  • Snaptrip - The Blue Cottage
  • Dorset

    The Blue Cottage

    Ref: S700504

    Reviews 11

    3
    6
    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

    £109

    per night
    View

  • Snaptrip - Fairways
  • Dorset

    Fairways

    Ref: S1058525

    3
    5
    Wyke Regis is a village on the south western side of Weymouth that sits on the northern edges of Portland Harbour and reaches as far as the back of Chesil beach and The Fleet, just two miles from the centre of Weymouth. There are local shops,...

    From

    £102

    per night
    View

  • Snaptrip - Elizabethan House
  • 2

    Dorset

    Elizabethan House

    Ref: S1361781

    Reviews 6

    4
    7
    A Grade II listed four bedroom house situated just 500 yards from the famous Chesil Beach.. 1 step to entrance. Ground Floor: Living/dining room: 43" Freeview TV, DVD Player, Ipod Dock, Woodburner Kitchen: Gas Oven, Gas Hob, Microwave,...

    From

    £127

    per night
    View

  • Snaptrip - 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

    £113

    per night
    View

  • Snaptrip - Nemo's Lodge
  • 1

    Dorset

    Nemo's Lodge

    Ref: S1319311

    Reviews 8

    3
    6
    Enjoy a relaxing stay at Nemo’s Lodge, a pet-friendly, three-Bedroom holiday home in Portland with off-road parking, perfect for exploring the island’s stunning coastline, historic landmarks, outdoor adventures, and charming local attractions.....

    From

    £82

    per night
    View

  • Snaptrip - Redcliff View Lodge
  • Dorset

    Redcliff View Lodge

    Ref: S126687

    Reviews 45

    3
    6
    The ever popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beach with its shallow waters provide excellent...

    From

    £94

    per night
    View
    Showing 1 - 24 of 148 properties

    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.