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

Accommodation sleeping up to 20 people

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PORTLAND VIEW, family friendly in Portland Bill
1.9 miles from Weymouth and Portland

Portland View, Family Friendly in Portland Bill

Portland, Dorset

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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

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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

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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

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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

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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

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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

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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

3
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

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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

3
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

3
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

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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

3
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
TIDAL DRIFT, pet friendly, country holiday cottage in Wyke Regis
3 miles from Weymouth and Portland

Tidal Drift, Pet Friendly, Country Holiday Cottage …

Weymouth, Dorset

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5

Residing in Wyke Regis, Weymouth, Tidal Drift is a charming mid-terrace property that can accommodate up to five guests in its three bedrooms - a double, twin, and single. The property also features a shower room, cloakroom, kitchen/diner, and a sitting room. Outside, guests can…

  • Pets Allowed
  • Internet
Weekly from £1008
Home Waters
3 miles from Weymouth and Portland

Home Waters

Wyke Regis, Dorset

3
5

Home Waters is an interesting three-bedroom house located in Wyke Regis, Dorset in the South West of England, perfect for a family holiday. Situated near Smallmouth Bay and Portland Harbour at Ferrybridge, this property offers a tranquil setting with easy access to the coast.…

  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £552
CHESIL RETREAT, family friendly, country holiday cottage in Weymouth
3 miles from Weymouth and Portland

Chesil Retreat, Family Friendly, Country Holiday Cottage …

Weymouth, Dorset

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4

Chesil Retreat in Weymouth, Dorset is a charming vacation home that can accommodate up to four guests in its two bedrooms. The property features a well-equipped kitchen with modern appliances, a cozy living/dining room with a TV, and a lovely conservatory. The bedrooms consist…

  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £875
Chesil Retreat
3 miles from Weymouth and Portland

Chesil Retreat

Weymouth, Dorset

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Chesil Retreat is a stylish home located in Weymouth, Dorset, in the South West of England, that can accommodate up to 4 people in its 2 bedrooms. Situated just a short walk from the beach, this well-equipped property is perfect for families looking to escape their daily routine…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £622
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
3 miles from Weymouth and Portland

Ideal Quiet Beach Location for Walking/cycling/watersports & …

Wyke Regis, Dorset

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Located in Wyke Regis, Dorset in the South West of England, Anchor Cottage is a cosy 2-bedroom end of terrace holiday home that sleeps 4 people. Situated only a few minutes walk from Smallmouth beach, the property offers views overlooking Portland Harbour and the start of Chesil…

  • Internet
  • Coast Nearby
Weekly from £672
Uninterrupted Panoramic sea views 2 mins walk from beach
3 miles from Weymouth and Portland

Uninterrupted Panoramic Sea Views 2 Mins Walk …

Weymouth, Dorset

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4

Blue Horizons is a stunning vacation home located in Weymouth, Dorset, on the edge of the town with panoramic views stretching from Lulworth to Portland. Built in 2017, this house offers all the comforts needed for a seaside stay in Dorset. The highlight of the property is the…

  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £1330
Sandpiper
3.1 miles from Weymouth and Portland

Sandpiper

Weymouth, Dorset

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2

Sandpiper is a welcoming one-bedroom house located in Weymouth, Dorset, in the South West of England. Perfect for couples, this property boasts a spacious garden, off-road parking with an electric car charging point, and a contemporary sitting room with plush seating and a Smart…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £468

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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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