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:
Cove Cottage Hideaway
0.9 miles from Weymouth and Portland

Cove Cottage Hideaway

Chiswell On Portland, Dorset

2

Cove Cottage Hideaway is a romantic holiday home located in Chiswell on the tied island of Portland, Dorset. Ideal for a couple or friends sharing, this property serves as a great base for exploring Dorset, with its golden sands and picturesque views. The open-plan living/dining…

  • Internet
  • Pub Nearby
Weekly from £530
Dorset Castle
0.9 miles from Weymouth and Portland

Dorset Castle

Portland, Dorset

20

Occupying a spot in Portland, Dorset in the South West of England, Dorset Castle is a unique holiday home that can accommodate up to 20 guests in its 9 beautifully-appointed bedrooms, each with en-suite facilities. The neo-Gothic Castle offers stunning sea views over Church Ope…

  • Hot Tub / Jacuzzi
  • Internet
  • Open Fire
Weekly from £15645
3 bedroom accommodation in Portland
0.9 miles from Weymouth and Portland

3 Bedroom Accommodation in Portland

Portland, Dorset

5

Spaniels Cottage is a charming coastal cottage located in Portland, Dorset, in the South West of England. With 3 bedrooms and the ability to sleep 5 guests, this pet-friendly cottage is the perfect base for exploring the rugged Isle of Portland and the stunning Jurassic Coast.…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £714
Kimberlin
0.9 miles from Weymouth and Portland

Kimberlin

Chiswell On Portland, Dorset

6

Kimberlin is a contemporary townhouse located in Chiswell On Portland, Dorset, in the South West of England. This property sleeps 6 people across 3 bedrooms and features a pub nearby and is close to the coast. The townhouse is situated near Chesil Beach, with Portland and…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £574
Lyme View
0.9 miles from Weymouth and Portland

Lyme View

Fortuneswell, Dorset

4

Lyme View is an interesting two-bedroom property located in Fortuneswell, Dorset, offering picturesque views of Chesil Beach and the ocean. The cozy living space is adorned with sailing memorabilia and offers a comfortable setting for meals, games, or movie nights. The…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £454
The Shambles
0.9 miles from Weymouth and Portland

The Shambles

Fortuneswell, Dorset

4

The Shambles is a pleasant cottage located in Fortuneswell, Dorset, in the South West of England. With two bedrooms and sleeping up to four guests, this seaside getaway is perfect for a family vacation. The cottage features a light and airy living/dining room with coastal-themed…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £588
Crows Nest
0.9 miles from Weymouth and Portland

Crows Nest

Fortuneswell, Dorset

4

Crows Nest is a delightful reverse-level cottage located in the picturesque seaside town of Fortuneswell, Dorset. Accommodating up to four guests, it features two well-appointed bedrooms, including a king-size room with a Juliette balcony and a twin room, both designed with…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £515
5 COASTGUARD COTTAGE, pet friendly, with a garden in Fortuneswell
0.9 miles from Weymouth and Portland

5 Coastguard Cottage, Pet Friendly, with a …

Portland, Dorset

2

Residing in Fortuneswell, Portland, 5 Coastguard Cottage is a charming retreat for two people, featuring a kitchen/diner, sitting room, conservatory, king-size bedroom, and shower room. The property also boasts a rear garden with patio seating and roadside parking. Within…

  • Pets Allowed
  • Coast Nearby
Weekly from £630
Langham Cottage
0.9 miles from Weymouth and Portland

Langham Cottage

Portland, Dorset

4

Langham Cottage is a tempting traditional terraced house located on the Isle of Portland in Dorset, South West England. Situated near the renowned Chesil Beach, the cottage offers stunning sea views and is ideal for couples or small families, accommodating up to four guests. The…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £454
4 bedroom accommodation in Portland
1 mile from Weymouth and Portland

4 Bedroom Accommodation in Portland

Portland, Dorset

7

Nestled in Portland, Dorset, Elizabethan House is a Grade II listed four-bedroom property just 500 yards from Chesil Beach. The house features a wood burner, Freeview TV, and a well-equipped kitchen with modern appliances. The bedrooms are comfortable and the property includes a…

  • Pets Allowed
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £882
Cottage in Portland, Dorset
1 mile from Weymouth and Portland

Cottage In Portland, Dorset

Portland, Dorset

6

Based in Portland, Dorset in the South West of England, this charming fisherman's cottage sleeps 6 people and offers a range of features including a nearby pub, proximity to the coast, and an open fire. Step outside the back door and onto Chesil Beach, where guests can enjoy a…

  • Internet
  • Pub Nearby
  • Coast Nearby
  • Open Fire
Weekly from £661
Character spacious cottage close to Chesil beach
1 mile from Weymouth and Portland

Character Spacious Cottage Close to Chesil Beach

Portland, Dorset

4

Set within Portland, Dorset, in the South West of England, this charming cottage sleeps 4 people in 3 bedrooms. It is a pet-friendly accommodation that is situated on the Jurassic Coast, known for its excellent diving waters in Northern Europe. The island of Portland offers a…

  • Pets Allowed
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £910
Large Seaside House  near WPNSA and beach. Sunset views from house and garden.
1 mile from Weymouth and Portland

Large Seaside House near Wpnsa and …

Portland, Dorset

8

Located in Portland, Dorset, in the South West of England, this spacious sea captain's house sleeps 8 guests in 4 bedrooms. The house boasts stunning sea views from all front rooms and a large decked area with sofas, BBQ, and dining space. Two bedrooms have king size beds, while…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £2051
Cozy Cove Chapel on Chisel Beach Portland
1 mile from Weymouth and Portland

Cozy Cove Chapel On Chisel Beach Portland

Portland, Dorset

7

Experience a unique holiday stay at Cozy Cove Chapel, a charming stone-built property dating back to the 1800s. Blending period features with luxurious modern amenities, the Chapel offers views of the Isle of Portland and Chisel beach from its large, restored original windows.…

  • Internet
Weekly from £826
SEA REACH, family friendly, with a garden in Chiswell On Portland
1 mile from Weymouth and Portland

Sea Reach, Family Friendly, with a Garden …

Portland, Dorset

6

Sea Reach in Chiswell, Portland, is a charming townhouse that sleeps six guests in three bedrooms. The first floor features a well-equipped kitchen/diner and a cozy sitting room with a Smart TV. The bedrooms include a double, ground-floor double, and twin, along with a bathroom…

  • Internet
  • Coast Nearby
Weekly from £1169
SPRING ROSE COTTAGE, pet friendly, with open fire in Fortuneswell
1 mile from Weymouth and Portland

Spring Rose Cottage, Pet Friendly, with Open …

Portland, Dorset

8

Positioned within Fortuneswell, Dorset, Spring Rose Cottage is a charming property that can accommodate up to eight people in its three bedrooms. The cottage features a family bedroom with twin beds and bunk bed, as well as two double bedrooms on the second floor. The interior…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £1169
Spring Rose Cottage
1 mile from Weymouth and Portland

Spring Rose Cottage

Fortuneswell, Dorset

8

Spring Rose Cottage is a tempting property located in Fortuneswell, Dorset, in the South West of England. This terraced property sleeps up to 8 people across 3 bedrooms and boasts features such as allowing pets, being near a pub, and close to the coast. The cottage offers a…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £503
Sunset Lodge
1 mile from Weymouth and Portland

Sunset Lodge

Portland, Dorset

6

Sunset Lodge is a modern three-bedroom apartment located in Portland, Dorset, in the South West of England. Situated just a short walk from Chesil beach, this property offers beautiful views from the balcony and a bright interior with a spacious kitchen and dining area. Perfect…

  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £611
Two Bedroomed Bungalow at Cove Holiday Park
1 mile from Weymouth and Portland

Two Bedroomed Bungalow at Cove Holiday Park

Portland, Dorset

4

Positioned within Portland, Dorset in the South West of England, this holiday bungalow sleeps 4 people in 2 comfortable bedrooms - one double and one twin. Situated at Cove Holiday Park near Pennsylvania Castle and Church Ope Cove, the bungalow offers stunning sea views and is…

  • Internet
Weekly from £665
Cottage-Traditional-Private Bathroom-Sea View
1 mile from Weymouth and Portland

Cottage-traditional-private Bathroom-sea View

Portland, Dorset

4

Sea View Cottage, located in Portland, Dorset, is a charming property built in 1805 with many original features, including 2-foot thick Portland stone walls and an inglenook fireplace with a woodburning stove. The cottage also boasts floor boarding on the second floor that is…

  • Pets Allowed
  • Internet
Weekly from £700

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