Chiswell On Portland Holiday Cottages

360 properties found

360 properties found

Portland, Dorset

Within 10 miles

A house with a blue front door and stone exterior at Corner Cottage Preston

Ash Corner Cottage

Weymouth, Dorset

5 Guests

3 Beds

No pets

Wifi

Ash Corner Cottage is a welcoming three bedroom coastal retreat in Preston near Weymouth Dorset, with sea views from the bedrooms, an enclosed multi-level garden and is a 20 minute walk or short drive to the beach.

for 7 nights

From

£737

An outdoor view of a house with a table and chairs at Driftwood in Weymouth

Driftwood

4.4Good

Weymouth, Dorset

4 Guests

2 Beds

Pet Friendly

Wifi

Driftwood is a delightful, terraced holiday home situated in the popular coastal town of Weymouth in Dorset, set just a short walk from the beach.

for 7 nights

From

£486

A patio with wooden chairs and a table outside a brick building with open double doors at Hide-A-Way in Weymouth

Hide-A-Way

3.8Good

Weymouth, Dorset

2 Guests

1 Beds

No pets

Wifi

Hideaway is a fine, single-storey annex situated in Weymouth, Dorset, with open-plan living, Smart TV, and well-positioned to nearby beaches and amenities.

for 7 nights

From

£422

A white brick exterior of two adjacent houses with black and green doors and windows at Wey Cottage in Weymouth

Wey Cottage

4.3Good

Weymouth, Dorset

6 Guests

3 Beds

Pet Friendly

Wifi

Traditional terraced cottage, 3 minutes' walk to the harbour, shop and café.

for 7 nights

From

£511

A brick townhouse with two bay windows a gray door and a black door at 15 Hardwick Street Weymouth

15 Hardwick Street

4.5Outstanding

Weymouth, Dorset

9 Guests

4 Beds

Pet Friendly

Wifi

A end-terrace house resting in Weymouth, Dorset.

for 7 nights

From

£923

A living room with a blue armchair a colorful armchair a television a small fireplace and blue curtains at The Skipper's House in Weymouth

The Skipper's House

4.5Outstanding

Weymouth, Dorset

5 Guests

3 Beds

No pets

Wifi

A delightful, three bed property nestled in the heart of Weymouth, Dorset.

for 7 nights

From

£457

An entrance area with a door and window at Durbyfield in Nottington near Weymouth

Durbyfield

4.8Outstanding

Nottington near Weymouth, Dorset

6 Guests

3 Beds

No pets

Wifi

Durbyfield is a tasteful property resting in Nottington near Weymouth, Dorset.

for 7 nights

From

£767

An outdoor seating area with a table and chairs in front of a wooden house with a tiled roof and a small garden at Garland in Nottington near Weymouth

Garland

4.3Good

Nottington near Weymouth, Dorset

4 Guests

2 Beds

Pet Friendly

Wifi

Garland is a delightful abode resting in Nottington near Weymouth, Dorset.

for 7 nights

From

£604

A row of three-story houses with balconies and garage doors at Sea King House in Cove Castle

Sea King House

4.1Good

Cove Castle, Dorset

5 Guests

3 Beds

Pet Friendly

Wifi

Located close to the town centre, Sea King house is a modern holiday home sleeping up to 5 people.

for 7 nights

From

£762

Stone cottage with thatched roof behind a metal gate and garden at Lychgate Cottage Osmington

Lychgate Cottage

4.2Good

Osmington, Dorset

4 Guests

2 Beds

Pet Friendly

Wifi

Two bedroomed coastal village location.

for 7 nights

From

£751

An outdoor seating area with a table and couch at 30 Southdown Avenue Weymouth

30 Southdown Avenue

Weymouth, Dorset

8 Guests

4 Beds

No pets

Wifi

30 Southdown Avenue is a stylish coastal retreat in Weymouth, Dorset, boasting lovely sea views, a hot tub, off-road parking, and ground-floor living.

for 7 nights

From

£1378

A house with a garage and plants in front at Millmead House Annex Portesham

Millmead House Annex

2.2Fair

Portesham, Dorset

2 Guests

1 Beds

No pets

Wifi

Millmead House Annex is a welcoming holiday annex in Portesham, Dorset, featuring open‑plan living, a woodburning stove and an enclosed garden.

for 7 nights

From

£385

A dining area with a wooden table, chairs, a bench, and table settings next to a living room with a sofa and a wall-mounted TV at Cove Street Cottage in Weymouth

Cove Street Cottage

4.6Outstanding

Weymouth, Dorset

4 Guests

2 Beds

No pets

Wifi

A well-positioned, three-storey home resting in Weymouth, Dorset.

for 7 nights

From

£644

An outdoor area with a building featuring windows and doors at Lulstead Nottington near Weymouth

Lulstead

4.8Outstanding

Nottington near Weymouth, Dorset

6 Guests

3 Beds

Pet Friendly

Wifi

Lulstead is a lovely cottage resting in Nottington near Weymouth, Dorset.

for 7 nights

From

£734

A holiday home with decking and garden at Beachcombers in Wareham

Beachcombers

4.8Outstanding

Wareham, Dorset

5 Guests

2 Beds

No pets

Wifi

Durdle Door Holiday Park Holiday Accommodation 6617 is a well‑equipped caravan in Wareham, Dorset, with sea views to enjoy and an open‑plan layout.

for 7 nights

From

£523

A street with parked cars stone wall and houses overlooking the sea at Bowleaze View in Weymouth

Bowleaze View

4.3Good

Weymouth, Dorset

6 Guests

3 Beds

No pets

Wifi

Situated in the beautiful Bowleaze Cove area of Weymouth, just seconds from a beach is this enchanting holiday home.

for 7 nights

From

£837

A row of attached houses with different exterior finishes on a street at Home From Home in Fortuneswell

Home From Home

4.5Outstanding

Fortuneswell, Dorset

8 Guests

4 Beds

Pet Friendly

Wifi

Home From Home is a delightful cottage nestled in the village of Fortuneswell in Dorset, Isle of Portland and is pet-friendly and near the beach.

for 7 nights

From

£528

A sitting room with sofas chairs and a round coffee table at Marina Vista in Weymouth

Marina Vista

3.7Good

Weymouth, Dorset

4 Guests

2 Beds

No pets

Wifi

Centrally located first floor apartment with views over the marina in Weymouth, close to shops and beach.

for 7 nights

From

£660

A view of fields houses cars and the sea through a large window at Lighthouse View in Portland

Lighthouse View

3.8Good

Portland, Dorset

2 Guests

1 Beds

No pets

Wifi

A lovely, second-floor apartment resting in Portland.

for 7 nights

From

£319

A stone house with a tiled roof and a paved driveway at Sunningdale Rise in Preston

Sunningdale Rise

4.7Outstanding

Preston, Dorset

8 Guests

4 Beds

No pets

Wifi

Sunningdale Rise is a striking, detached home on a gated development with off-road parking, close to a beach, in the village of Preston in Dorset.

for 7 nights

From

£1390

Manage Your Cookie Preferences

We use cookies to enhance your browsing experience, analyse our traffic, personalise content and for marketing purposes including the personalisation of ads on the internet. We also set cookies that are necessary for our website to work. You can accept, decline, or manage your cookie preferences by clicking the appropriate button. More information about Google ads can be found in our cookie policy.