Portland Cottages
64 properties found
64 properties found

Tipsy Turtle
Portland, Dorset
Tipsy Turtle is a delightful, ground-floor apartment in Portland, Dorset, near the beach, featuring open-plan living, Smart TV, and an enclosed courtyard. Weymouth 4.5 miles; Dorchester 12.5 miles; Bournemouth 41.7 miles.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
for 7 nights
£484

Portland View
Portland Bill, Dorset
A beautifully presented apartment with stunning views across the bay and Portland Bill. Open-plan living. WiFi. Scenic views. Weymouth 7.8 miles.
- Wifi
- Baby Friendly
- Dishwasher
- Washing Machine
for 7 nights
£521

Little Gem
Weymouth, Dorset
Little Gem, a romantic ground-floor apartment resting in Weymouth, Dorset, boasts stunning coastal views and proximity to the beach and local amenities. Dorchester 9.2 miles; Bridport 20.7 miles.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£777

Chandlers Nook
Portland, Dorset
Chandlers Nook is a romantic ground-floor studio-style apartment in Portland, Dorset, boasting a harbour view, proximity to the beach and local amenities. Weymouth 5.2 miles; Dorchester 12.6 miles; Bournemouth 42.1 miles.
- Wifi
- Dishwasher
- Washing Machine
for 7 nights
£449

Coastguard View
Portland Bill, Dorset
Coastguard View is a lovely holiday cottage resting near the coast in Portland Bill on the Isle of Portland, Dorset with a Smart TV and open-plan space. Easton 2.6 miles; Fortuneswell 3.6 miles; Weymouth 9.1 miles.
- Wifi
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£600

Bowman's Cottage
Wakeham, Portland, Dorset
A beautiful stone cottage, complete with garden on the quieter end of Portland, however situated on the main bus route to Weymouth and beyond.
- Wifi
- Washing Machine
for 7 nights
£495

Cove Cottage
Weymouth, Dorset
Cove Cottage is a well-located cottage in Weymouth, Dorset, boasting close proximity to the beach and easy access to local shops and nearby amenities. Dorchester 9.7 miles; Bridport 18.9 miles.
- Wifi
- Off Road Parking
- Washing Machine
for 7 nights
£674

Chesil Retreat
Weymouth, Dorset
A stylish property resting in the resort of Weymouth, Dorset. Enclosed garden. Pet free. Beach nearby. Dorchester 10.1 miles; Bridport 18.8 miles.
- Wifi
- Baby Friendly
- Dishwasher
- Off Road Parking
- Washing Machine
for 7 nights
£637

Langham Cottage
Portland, Dorset
Situated in the Isle of Portland, Langham Cottage is very comfortable and spacious holiday home. Accepts one dog. Pub and shop 5 min. Beach 5 min. Bridport 23 miles.
- Wifi
- Baby Friendly
- Dishwasher
- Washing Machine
for 7 nights
£406

Portland Bill, Dorset
Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. Upside down accommodation with sensational sea views. Shared access to Lighthouse observatory. Shared use of heated pool and Jacuzzi.
- Wifi
- Baby Friendly
- Ground Floor Bedroom
- Off Road Parking
- Pool
- Washing Machine
for 7 nights
£617

Sandpiper
Weymouth, Dorset
A lovely one-bedroom holiday home resting in Weymouth, Dorset. Romantic. Off-road parking. Private garden. Near a beach. Dorchester 10.2 miles; Bridport 18.8 miles.
- Wifi
- Dishwasher
- EV Charging
- Off Road Parking
- Washing Machine
for 7 nights
£493

Bear's Apartment
Castletown, Portland, Dorset
A well-positioned, fourth-floor apartment resting in Castletown, Dorset. Sea views. Close to amenities and the beach. Contemporary. Designated parking. Private balcony. Portland 1.9 miles; Weymouth 5.2 miles; Dorchester 12.6 miles.
- Wifi
- Dishwasher
- Pool
- Washing Machine
for 7 nights
£561

74 Reap Lane
Southwell near Weston, Dorset
74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. Near beach and pub. Pet-friendly. Off-road parking. Fortuneswell 2.2 miles; Weymouth 7.8 miles; Dorchester 14.8 miles.
- Wifi
- Dishwasher
- Washing Machine
for 7 nights
£469

Kiama
Weymouth, Dorset
A well-positioned, three-storey property resting in Weymouth, Dorset. Sea views. Close to amenities and the beach. Enclosed garden. Elevated position. Dorchester 8.9 miles; Bridport 20.6 miles.
- Wifi
- Dishwasher
- Washing Machine
for 7 nights
£647

Portland Bill, Dorset
Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. Amazing views. Shared access to lighthouse observatory. Shared use of seasonal outdoor heated pool and Jacuzzi.
- Wifi
- Baby Friendly
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
- Pool
- Washing Machine
for 7 nights
£648

Lookout
Cove Castle, Dorset
Comfortable Spanish style holiday home in Weymouth. Off road parking for two cars. Patio garden with furniture. Sea views. Beach 5 min. Pub and shop 10 min. Dorchester 9 miles.
- Wifi
- Dishwasher
- Off Road Parking
- Washing Machine
for 7 nights
£701

Fisherman's Cottage
Southwell, Dorset
A historic, 18th-century cottage resting in Portland, Dorset. Sea views. Character features. Hot tub. Near a pub. Easton 1.5 miles; Chiswell 3 miles; Weymouth 8 miles.
- Wifi
- Baby Friendly
- Dishwasher
- Hot Tub
- Washing Machine
for 7 nights
£761

Rainbow's End
Cove Castle, Dorset
2-minute walk to Sandsfoot beach and the South West Coast path. Uninterrupted sea views to Portland and beyond, sleep 5, parking.
- Wifi
- Baby Friendly
- Dishwasher
- Washing Machine
for 7 nights
£708

Lily's Pad
Weston, Portland, Dorset
Lily's Pad is an intimate apartment in Weston, Dorset, with ground-floor living and is close to the picturesque coastline, alongside several amenities. Fortuneswell 1.7 miles; Weymouth 6.6 miles; Dorchester 14.5 miles; West Bay 22 miles.
- Wifi
- Baby Friendly
- Ground Floor Bedroom
- Washing Machine
for 7 nights
£422

Lagoon View
Wyke, Dorset
A charming cottage based in the village of Wyke Regis, Dorset. Beach nearby. Dishwasher. Electric fire. Wifi. Weymouth 2.1 miles; Dorchester 9.7 miles.
- Wifi
- Baby Friendly
- Dishwasher
- EV Charging
- Off Road Parking
- Washing Machine
for 7 nights
£626
Our properties on the wonderful Isle of Portland range from modern contemporary lodges overlooking the sea to stunning harbourside properties with unrivalled sea views, just a stone’s throw from the beautiful Jurassic Coast.
Portland itself offers arguably the best sailing and windsurfing waters in the world, equipped with an abundance of rare wildlife, miles of stunning coastal walks and a beautiful marina to facilitate great fishing trips. Portland also plays host to beautiful beaches, some of which are dog-friendly all year round, fantastic pubs and some of the best cream teas in the whole of Dorset.
Portland Holiday Cottages
Our Portland holiday cottages are equally perfect for those wishing to enjoy the great outdoors, as well as those wishing to cosy up with stunning views right outside their cottage windows.
Our cottages sleep parties of all sizes, as well as many accommodating dogs and young children. Stay in the heart of Portland itself in a lovely village like Easton, or stay in the surrounding area to bask in the beauty of the Dorset coast.
Places to visit near Portland
If you're looking to venture outside of Portland during your stay, then you won't be short for choice. With many other Dorset favourites just a short drive away, you can explore the likes of Chesil Beach and the Jurassic Coast in a day. Locations such as Abbotsbury, Osmington, West Bexington, Chesil Beach, Southwell, West Lulworth and Weymouth are just as beautiful as Portland and offer all sorts of different attractions and days out.
Start your Portland adventure today by chatting to one of our helpful travel experts or continue browsing our secure website.
