Last minute availability

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

Accommodation sleeping up to 20 people

Select Must Haves
Map View:
Alpen Rose Cottage
0.5 miles from Weymouth and Portland

Alpen Rose Cottage

Easton Portland, Dorset

5

Alpen Rose Cottage is an interesting property located in Easton Portland, Dorset in the South West of England. This traditional fisherman's cottage has been restored and can accommodate up to 5 guests in its 3 bedrooms. The cottage features a large sitting room where guests can…

  • Internet
  • Pub Nearby
Weekly from £578
CHARLTON HOUSE, pet friendly, with a garden in Easton, Portland
0.5 miles from Weymouth and Portland

Charlton House, Pet Friendly, with a Garden …

Portland, Dorset

6

Occupying a spot in the beautiful Isle of Portland in Dorset, Charlton House is a charming stone cottage that can accommodate up to six people in its three bedrooms. The cottage features two double rooms, one twin room, and a family bathroom. It also includes a fully equipped…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £1729
The Old Council Chambers
0.6 miles from Weymouth and Portland

The Old Council Chambers

Fortuneswell, Dorset

2

The Old Council Chambers is a modern apartment located on the Isle of Portland in Dorset, South West England. Situated in an isolated location, the property is connected to the mainland by Chesil Beach, just a short walk away. Nearby Chesil Cove offers a variety of activities…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £398
Bowman's Cottage
0.7 miles from Weymouth and Portland

Bowman's Cottage

Wakeham, Portland, Dorset

4

Bowman's Cottage, located in Wakeham, Portland, Dorset, is an interesting terraced holiday cottage that sleeps 4 people in 2 bedrooms. The interior has been updated in a modern style while maintaining original features such as exposed Portland stone walls and fireplaces. The…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £499
PEBBLE REEF, with hot tub in Easton, Portland
0.7 miles from Weymouth and Portland

Pebble Reef, with Hot Tub in Easton …

Portland, Dorset

6

Based in Portland, Dorset, Pebble Reef is a charming holiday home that sleeps six guests in three bedrooms. The property features a well-equipped kitchen, a cozy sitting area with a Smart TV, and a small enclosed garden with a hot tub and barbecue. Nearby amenities include a…

  • Hot Tub / Jacuzzi
  • Internet
  • Coast Nearby
Weekly from £1127
Pebble Reef
0.7 miles from Weymouth and Portland

Pebble Reef

Easton, Portland, Dorset

6

Pebble Reef is a tempting three-bedroom cottage located in Easton, Portland, Dorset, in the South West of England. This cozy property can accommodate up to six guests and boasts a convenient location with various activities nearby, including Church Ope Cove. The cottage features…

  • Internet
Weekly from £589
The Blue Cottage
0.8 miles from Weymouth and Portland

The Blue Cottage

Fortuneswell, Dorset

7

The Blue Cottage, located in Fortuneswell, Dorset in the South West of England, is a homely three-storey property that can accommodate up to 7 guests. Situated near the coast and a pub, this property offers stunning sea views and easy access to the beach, making it an ideal…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £576
33 High Street
0.8 miles from Weymouth and Portland

33 High Street

Fortuneswell, Dorset

6

33 High Street is a contemporary home located in Fortuneswell, Dorset, in the South West of England. With three bedrooms, it can accommodate up to 6 guests and is pet-friendly. The property is conveniently situated near local amenities, a stunning beach, and an Area of…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £589
Mermaid Cottage
0.8 miles from Weymouth and Portland

Mermaid Cottage

Wakeham, Portland, Dorset

4

Mermaid Cottage is a contemporary holiday rental located in the coastal village of Wakeham, Portland, Dorset, within the South West of England. This charming cottage accommodates up to four guests, featuring two bedrooms and a spacious lawned garden. With two off-road parking…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £629
1 bedroom accommodation in Portland
0.8 miles from Weymouth and Portland

1 Bedroom Accommodation in Portland

Portland, Dorset

2

Mermaid Cottage is a charming property located in Portland, Dorset, in the South West of England. Ideal for a family of four, the cottage is just a short walk from Church Ope Cove and the South West Coastal path, making it perfect for those looking to explore the nearby coast.…

  • Internet
  • Coast Nearby
Weekly from £623
Home From Home
0.8 miles from Weymouth and Portland

Home From Home

Fortuneswell, Dorset

8

Home From Home is a delightful cottage located in Fortuneswell, Dorset, on the Isle of Portland, accommodating up to eight guests with its four well-appointed bedrooms. This pet-friendly retreat is ideally situated near Chesil Beach, making it perfect for families or groups of…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £517
Bayview Villa
0.9 miles from Weymouth and Portland

Bayview Villa

Fortuneswell, Dorset

6

Bayview Villa is a stunning four-storey villa located in the charming village of Fortuneswell in Dorset, South West England. With 3 bedrooms accommodating up to 6 adults, this property is perfect for a family retreat. Situated just a short walk from the beach and a variety of…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £743
House in Portland, Dorset
0.9 miles from Weymouth and Portland

House In Portland, Dorset

Portland, Dorset

6

Situated in Portland, Dorset in the South West of England, this holiday home sleeps up to 6 people and boasts features such as a nearby pub, proximity to the coast, and an open fire. The house offers stunning panoramic views over Chesil Cove to Clay Ope and Chesil Beach. The…

  • Internet
  • Pub Nearby
  • Coast Nearby
  • Open Fire
Weekly from £647
St Johns View
0.9 miles from Weymouth and Portland

St Johns View

Portland, Dorset

4

St Johns View is a contemporary detached house located in Portland, Dorset, part of the Jurassic coast in the South West of England. The two-storey house sleeps 4 with two bedrooms on the lower ground floor, making it ideal for families or couples. The property features an…

  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £612
Chesil Views
0.9 miles from Weymouth and Portland

Chesil Views

Fortuneswell, Dorset

12

Chesil Views is a stunning six-bedroom mid-terrace house located in the charming village of Fortuneswell in Dorset, along the famous Jurassic Coast on the Isle of Portland. The property can accommodate up to 12 guests and boasts a spacious interior with modern furnishings,…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £1465
CHESIL VIEWS, pet friendly, character holiday cottage in Fortuneswell
0.9 miles from Weymouth and Portland

Chesil Views, Pet Friendly, Character Holiday Cottage …

Portland, Dorset

12

Chesil Views is a charming mid-terrace house located in Fortuneswell, Dorset, in the South West of England, that can accommodate up to 12 guests in its six bedrooms. The property features a well-equipped kitchen, a spacious dining room, and a comfortable sitting room with a TV.…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £2156
Fisherman's Cottage, King Street
0.9 miles from Weymouth and Portland

Fisherman's Cottage, King Street

Fortuneswell, Dorset

4

Fisherman's Cottage, located on King Street in Fortuneswell, Dorset, is a charming semi-detached cottage that offers stunning sea views. Accommodating up to four guests with two bedrooms, this pet-friendly retreat is perfect for families and friends seeking a coastal getaway.…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £447
Luxury 2 Bedroom House , Olympic Village, Portland.
0.9 miles from Weymouth and Portland

Luxury 2 Bedroom House , Olympic Village …

Portland, Dorset

6

Occupying a spot in Portland, Dorset in the South West of England, this vacation home sleeps up to 6 guests in 2 bedrooms with 5 beds and 1.5 baths. The house is situated in the former Olympic Sailing Village used by USA athletes during the London 2012 Olympics, making it a…

  • Internet
Weekly from £840
Beautiful, family friendly Cottage with sea views of Chesil Beach
0.9 miles from Weymouth and Portland

Beautiful, Family Friendly Cottage with Sea Views …

Fortuneswell, Dorset

4

Positioned within Fortuneswell, Dorset in the South West of England, this quaint seaside cottage sleeps 4 guests in 3 bedrooms. Situated near the coast, guests can see and hear the sea from the property, which is just a short walk to pretty Chesil Cove. The area offers a…

  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £798
The View
0.9 miles from Weymouth and Portland

The View

Portland, Dorset

6

The View is a holiday property located in Portland, Dorset, in the South West of England. It can accommodate up to 6 people in 3 bedrooms, making it ideal for a group of friends. The house boasts stunning views over Chesil beach towards Lyme Bay and the West cliffs of the Isle…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £737

We've found 437 properties

Start exploring...

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.

Northern Ireland Wales South West of England South of England East of England Heart of England North of England Scotland Isle of Man Ireland