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437 Holiday Rental Cottages, Apartments & Log Cabins near Weymouth and Portland, Dorset

Accommodation sleeping up to 20 people

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Fisherman's Cottage
1.7 miles from Weymouth and Portland

Fisherman's Cottage

Southwell, Dorset

6

Fisherman's Cottage is a fascinating detached house located in Southwell, Dorset, in the South West of England. This beautiful coastal 18th-century cottage is perfect for a family getaway or a gathering with friends, offering stunning sea views from both the house and garden.…

  • Internet
  • Pub Nearby
Weekly from £682
FISHERMAN'S COTTAGE, family friendly, with hot tub in Portland Bill
1.7 miles from Weymouth and Portland

Fisherman's Cottage, Family Friendly, with Hot Tub …

Portland, Dorset

6

Fisherman's Cottage in Portland, Dorset is a charming 18th-century detached cottage that sleeps six guests in three bedrooms. The cottage features a double bedroom with an en-suite shower room, a second double bedroom, and a twin bedroom, as well as a bathroom, kitchen,…

  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £1316
74 Reap Lane
1.7 miles from Weymouth and Portland

74 Reap Lane

Southwell Near Weston, Dorset

4

74 Reap Lane is a delightful holiday home situated near the quaint village of Weston on the Isle of Portland, in the South West of England. This accommodation is ideal for families or friends, comfortably sleeping up to four guests in two bedrooms—a double and a twin. The…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £460
Cliffwalk Cottage
1.7 miles from Weymouth and Portland

Cliffwalk Cottage

Southwell, Dorset

4

Cliffwalk Cottage is a fascinating holiday home located in Southwell, Dorset, in the South West of England. This two-bedroom cottage is ideal for couples, friends, or small families, offering a coastal retreat with a hot tub and nearby conveniences. The stylish cottage features…

  • Internet
  • Pub Nearby
Weekly from £429
CLIFFWALK COTTAGE, pet friendly, with hot tub in Portland Bill
1.7 miles from Weymouth and Portland

Cliffwalk Cottage, Pet Friendly, with Hot Tub …

Portland, Dorset

4

Cliffwalk Cottage in Portland, Dorset is a charming holiday home that sleeps four guests in two bedrooms. The cottage features a double and twin bedroom, a bathroom, kitchen, and a living/dining room equipped with modern appliances such as an electric oven, gas hob, microwave,…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Internet
  • Coast Nearby
Weekly from £1659
Lighthouse View
1.9 miles from Weymouth and Portland

Lighthouse View

Portland, Dorset

2

Lighthouse View is a charismatic second-floor apartment located on the Isle of Portland in Dorset, offering splendid sea views overlooking Portland Bill and the Atlantic Academy playground. This compact studio-style apartment is perfect for a couple seeking a coastal getaway,…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £332
LIGHTHOUSE VIEW, country holiday cottage in Portland Bill
1.9 miles from Weymouth and Portland

Lighthouse View, Country Holiday Cottage in Portland …

Portland, Dorset

2

Positioned within Portland, Dorset, Apartment 2 is a charming second-floor studio-style apartment that can accommodate two people in one bedroom. The apartment features a kitchen with modern amenities, a sitting area with a sofa bed and TV, a double bed, and a shower room.…

  • Internet
  • Coast Nearby
Weekly from £406
PORTLAND VIEW, family friendly in Portland Bill
1.9 miles from Weymouth and Portland

Portland View, Family Friendly in Portland Bill

Portland, Dorset

4

Portland View is a charming first-floor apartment located on the Isle of Portland in Dorset, South West England. With two bedrooms, including two super-king-size beds and an en-suite shower, this apartment can accommodate up to four guests. The open-plan living area features a…

  • Baby Friendly
  • Internet
Weekly from £826
Old Higher Lighthouse Branscombe Lodge
2.4 miles from Weymouth and Portland

Old Higher Lighthouse Branscombe Lodge

Portland Bill, Dorset

4

The Old Higher Lighthouse Branscombe Lodge is an interesting property located in Portland Bill, Dorset, in the South West of England. With 2 bedrooms and the capacity to sleep 4 guests, this upside-down detached Grade II listed cottage offers stunning sea and coastal views. The…

  • Swimming Pool
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £598
OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, with pool in Portland Bill
2.4 miles from Weymouth and Portland

Old Higher Lighthouse Branscombe Lodge, with Pool …

Portland, Dorset

4

Located on the tip of Portland Bill in Dorset, Brancombe Lodge is a detached cottage that can accommodate four people in its two bedrooms. The cottage features a double bedroom, a twin room, a family bathroom, a fitted kitchen, and a sitting room with a dining area. Outside,…

  • Swimming Pool
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £1036
OLD HIGHER LIGHTHOUSE STOPES COTTAGE, with pool in Portland Bill
2.4 miles from Weymouth and Portland

Old Higher Lighthouse Stopes Cottage, with Pool …

Portland, Dorset

4

Situated in Portland, Dorset, this semi-detached cottage on Portland Bill can accommodate up to four people in two bedrooms. The cottage features a double bedroom, a twin room, and a family bathroom, along with a fitted kitchen, dining area, and sitting room. Outside, there is…

  • Swimming Pool
  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £1246
Old Higher Lighthouse Stopes Cottage
2.4 miles from Weymouth and Portland

Old Higher Lighthouse Stopes Cottage

Portland Bill, Dorset

4

Old Higher Lighthouse Stopes Cottage is located in Portland Bill, Dorset, in the South West of England. This charming cottage sleeps 4 people in 2 bedrooms and offers a range of features including a swimming pool, a nearby pub, and proximity to the coast. Named after former…

  • Swimming Pool
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £627
Seafarer - Three Bedroom House, Sleeps 6
2.9 miles from Weymouth and Portland

Seafarer - Three Bedroom House, Sleeps 6

Weymouth, Dorset

6

Residing in Weymouth, Dorset in the South West of England, Seafarer is a modern townhouse that sleeps 6 people in 3 bedrooms. The property is situated in Smallmouth Bay, offering easy access to a sandy beach and stunning sea views just steps away from the front door. The…

  • Internet
Weekly from £1484
Portland Pebble
2.9 miles from Weymouth and Portland

Portland Pebble

Wyke Regis, Dorset

6

Portland Pebble is a stunning semi-detached holiday home located in Wyke Regis, Dorset, in the South West of England. It can accommodate up to 6 guests in its 3 bedrooms and boasts features such as being close to a pub and the coast. The property offers off-road parking and…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £653
PORTLAND PEBBLE, pet friendly, country holiday cottage in Wyke Regis
2.9 miles from Weymouth and Portland

Portland Pebble, Pet Friendly, Country Holiday Cottage …

Weymouth, Dorset

6

Occupying a spot in the picturesque town of Wyke Regis in Dorset, Portland Pebble is a charming semi-detached three-storey house that can accommodate up to six guests in its three bedrooms. The property features a spacious open-plan living area with a well-equipped kitchen, a…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £875
Waters Edge
3 miles from Weymouth and Portland

Waters Edge

Wyke Regis, Dorset

5

Waters Edge is a home-like three-storey renovated house located in Wyke Regis, Dorset, in the South West of England. With three bedrooms and the capacity to sleep five guests, this property boasts a prime location adjacent to coastal walks in Weymouth, offering stunning sea…

  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £610
BEACH VIEW HOUSE, family friendly, with a garden in Wyke Regis
3 miles from Weymouth and Portland

Beach View House, Family Friendly, with a …

Weymouth, Dorset

5

Beach View House in Wyke Regis, Dorset is a charming property that can accommodate up to five people in its three bedrooms. The house features a double bedroom with a TV and balcony, another double bedroom, and a single bedroom, along with a bathroom and a cloakroom. The…

  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £1099
Beach View House
3 miles from Weymouth and Portland

Beach View House

Wyke Regis, Dorset

5

Beach View House is a tempting end-terrace holiday home located in Wyke Regis, Dorset, in the South West of England. With three bedrooms, it can comfortably accommodate a family of five. The property boasts sea views and is conveniently located near the coast and a pub, offering…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £723
SMALLMOUTH COTTAGE, pet friendly, with a garden in Wyke Regis
3 miles from Weymouth and Portland

Smallmouth Cottage, Pet Friendly, with a Garden …

Weymouth, Dorset

4

Smallmouth Cottage in Wyke Regis, Dorset is a charming property that sleeps four guests in two bedrooms. The living areas include a well-equipped kitchen and a cozy living/dining room with seating for four. The cottage features a double and twin bedroom, along with a bathroom.…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £1050
Tidal Drift
3 miles from Weymouth and Portland

Tidal Drift

Wyke Regis, Dorset

5

Tidal Drift is an interesting holiday home located in Wyke Regis, Dorset, in the South West of England. Situated just moments from the sandy beach of Smallmouth Bay and Portland Harbour, this tranquil setting is ideal for a family or group of friends seeking a coastal getaway in…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £598

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Big fields, rolling countryside and the stunning Jurassic coast, rich with fossils, make Dorset a beautiful and fascinating place to visit. With abundant wildlife, ancient woodlands and the South West Coast Path National Trail running through, it's a great place for walkers and naturalists. Lots of historic houses and gardens to visit too.

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