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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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Ammonite Cottage
1.1 miles from Weymouth and Portland

Ammonite Cottage

Fortuneswell Portland, Dorset

4

Ammonite Cottage is a pleasant property located in Fortuneswell Portland, Dorset, in the South West of England. This traditional Portland Cottage has been beautifully refurbished to offer a bright and comfortable space for up to 4 guests. The cottage features 2 bedrooms,…

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Weekly from £502
The Old Portland Courthouse
1.1 miles from Weymouth and Portland

The Old Portland Courthouse

Portland, Dorset

8

The Old Portland Courthouse is a stunning property located in Portland, Dorset, in the South West of England. With 4 bedrooms and sleeping up to 8 people, this Grade II listed building dates back to 1904 and boasts modern touches while retaining its unique character. The…

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Weekly from £1143
Olympic Cottage
1.1 miles from Weymouth and Portland

Olympic Cottage

Portland, Dorset

4

Olympic Cottage is an attractive property located in Portland, Dorset, in the South West of England. Originally built to house athletes for the 2012 Olympic Games sailing events, this cottage is perfect for water sports enthusiasts, being just a short walk away from the National…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £578
Stunning Dorset House With Sea Views
1.2 miles from Weymouth and Portland

Stunning Dorset House with Sea Views

Portland, Dorset

8

Maxicoast's Jurassica House in Portland, Dorset, is a spacious vacation home that sleeps 8 people across 4 bedrooms. Originally home to the Swedish sailing team during the 2012 Olympics, this property is perfect for water sports enthusiasts, walkers, cyclists, and those looking…

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Weekly from £1344
Pebbles Reach
1.2 miles from Weymouth and Portland

Pebbles Reach

Fortuneswell, Dorset

7

Pebbles Reach is an inviting three-story house located in Fortuneswell, Dorset, in the South West of England. With three bedrooms and the ability to sleep seven guests, this pet-friendly property is ideal for families looking for a seaside holiday. The house features off-road…

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Weekly from £600
Jurassica House
1.2 miles from Weymouth and Portland

Jurassica House

Fortuneswell, Dorset

8

Jurassica House is a spacious and contemporary holiday property located on the Isle of Portland in Dorset, South West England. The property accommodates up to 8 guests across 4 floors, with 4 beautiful bedrooms offering flexible sleeping arrangements. The second-floor sitting…

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Weekly from £952
Osprey House Portland
1.2 miles from Weymouth and Portland

Osprey House Portland

Portland, Dorset

8

Osprey House Portland is a stunning holiday property located in Portland, Dorset, on the South West coast of England. Situated on the Officer’s Field, a residential development that once housed international teams during the 2012 Olympic sailing events, this spacious house can…

  • Baby Friendly
  • Internet
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  • Coast Nearby
Weekly from £694
One bed apartment next to Chesil Beach Dorset
1.2 miles from Weymouth and Portland

One Bed Apartment Next to Chesil Beach …

Portland, Dorset

4

Nestled in Portland, Dorset in the South West of England, this apartment sleeps 4 people in 1 bedroom. It is a newly converted Edwardian building with a beautiful fresh interior, situated opposite Chesil Beach. The flat is pet-friendly and offers easy access to the coast, making…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £595
Jurassic Coast House
1.2 miles from Weymouth and Portland

Jurassic Coast House

Portland, Dorset

8

Jurassic Coast House is a luxurious property located in Portland, Dorset, on the World Heritage Coast in the South West of England. Originally built for athletes during the 2012 Olympic sailing events, this stunning house accommodates up to eight guests in four bedrooms spread…

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Weekly from £913
Stone's Throw, open plan modern house, a short walk from Chesil Beach
1.2 miles from Weymouth and Portland

Stone's Throw, Open Plan Modern House, a …

Portland, Dorset

4

Residing in Portland, Dorset, Stone's Throw is a charming vacation home that sleeps four people in two bedrooms. Situated in the South West of England, this property overlooks Ben Ainslie Square and is family and pet friendly. The house is part of a residential development that…

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  • Internet
  • Coast Nearby
Weekly from £910
Spacious and stylish 4-bed townhouse in Dorset | Sea Views - Sleeps 8
1.2 miles from Weymouth and Portland

Spacious and Stylish 4-bed Townhouse in Dorset …

Dorset

8

Positioned within Dorset, in the South West of England, 41 Officers Field is a spacious and modern 4-bedroom townhouse that can accommodate up to 8 guests. This property is pet-friendly, making it ideal for families and large groups. The house boasts a range of features…

  • Pets Allowed
  • Internet
Weekly from £1512
Manhattan Beach
1.2 miles from Weymouth and Portland

Manhattan Beach

Castletown, Portland, Dorset

4

Manhattan Beach is a delightful apartment located in Castletown, Portland, Dorset, offering breathtaking views of Portland Marina and Chiswell Beach. This converted former military base is ideally situated on the edge of the historic ex-naval area, making it a perfect getaway…

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Weekly from £580
Sunset View
1.2 miles from Weymouth and Portland

Sunset View

Castletown, Portland, Dorset

4

Sunset View is a stunning fifth-floor apartment located in Castletown, Portland, Dorset, in the South West of England. This beautiful property sleeps 4 people in 2 bedrooms and offers stunning views of the sea and Portland Castle. The apartment features a contemporary interior,…

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Weekly from £474
Panoramic View
1.2 miles from Weymouth and Portland

Panoramic View

Castletown, Portland, Dorset

4

Panoramic View is a modern apartment located in Castletown, Portland, Dorset, in the South West of England. It sleeps 4 people in 2 bedrooms and features a swimming pool and a nearby pub and coast. The apartment is situated on the 6th floor of the Atlantic House complex, easily…

  • Swimming Pool
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £575
Bear's Apartment
1.2 miles from Weymouth and Portland

Bear's Apartment

Castletown, Portland, Dorset

4

Bear's Apartment is a stunning fourth-floor apartment located on the outskirts of Castletown, Portland in Dorset, South West England. With direct sea views and close proximity to amenities, the beach, and the marina, this apartment offers a contemporary interior, a private…

  • Swimming Pool
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £522
65 Ocean View
1.2 miles from Weymouth and Portland

65 Ocean View

Castletown, Portland, Dorset

4

65 Ocean View is a well-presented, second-floor apartment located in Castletown, Portland, Dorset. Situated in a contemporary building overlooking Portland Marina, this property is ideal for a family looking for a coastal escape in the South West of England. The apartment sleeps…

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Weekly from £473
PANORAMIC VIEW, family friendly in Castletown, Portland
1.3 miles from Weymouth and Portland

Panoramic View, Family Friendly in Castletown, Portland

Portland, Dorset

4

Based in Portland, Dorset in the South West of England, this holiday rental sleeps 4 people in 2 bedrooms and features a swimming pool on-site. The property includes amenities such as gas central heating, electric hob and oven, microwave, fridge, freezer, dishwasher,…

  • Swimming Pool
  • Internet
Weekly from £735
Stunning Sea Views from apartment - with sea views from every window
1.3 miles from Weymouth and Portland

Stunning Sea Views from Apartment - with …

Portland, Dorset

4

Occupying a spot in Portland, Dorset, the Ocean View Apartment is a top-floor apartment with stunning sea views from the panoramic windows in the lounge, bathroom, and kitchen. The apartment sleeps 4 in 2 bedrooms, with facilities including gas central heating, a washing…

  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £553
Sea Gem
1.3 miles from Weymouth and Portland

Sea Gem

Castletown, Portland, Dorset

7

Sea Gem is an elegant three-storey house located in Castletown, Portland, Dorset, in the South West of England. This contemporary abode sleeps seven people across four bedrooms and offers easy access to Chesil Beach, Dorset AONB, and the Jurassic Coast. The property features…

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  • Pub Nearby
  • Coast Nearby
Weekly from £897
Petty Officer's Suite - Crabbers' Wharf
1.5 miles from Weymouth and Portland

Petty Officer's Suite - Crabbers' Wharf

Portland, Dorset

4

Set within Portland, Dorset in the South West of England, Crabbers' Wharf is a stunning accommodation that sleeps 4 people in 2 bedrooms. Overlooking the world-famous Portland Harbour, which was home to the 2012 Olympics, guests can enjoy breathtaking views of the harbour boats…

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Weekly from £1120

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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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