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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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One bed apartment next to Chesil Beach Dorset
1.2 miles from Weymouth and Portland

One Bed Apartment Next to Chesil Beach …

Portland, Dorset

1
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

4
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…

  • Internet
  • Pub Nearby
  • Coast Nearby
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

2
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…

  • Baby Friendly
  • 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

4
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

2
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…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £580
Sunset View
1.2 miles from Weymouth and Portland

Sunset View

Castletown, Portland, Dorset

2
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,…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £474
Panoramic View
1.2 miles from Weymouth and Portland

Panoramic View

Castletown, Portland, Dorset

2
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

2
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

2
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…

  • Internet
  • Pub Nearby
  • Coast Nearby
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

2
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

2
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

4
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…

  • Internet
  • 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

2
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…

  • Internet
Weekly from £1120
Fisherman's Cottage
1.7 miles from Weymouth and Portland

Fisherman's Cottage

Southwell, Dorset

3
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

3
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

2
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

2
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

2
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

1
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

1
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

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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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