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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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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

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

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

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

4

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

4

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

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

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
Wren Cottage
3.1 miles from Weymouth and Portland

Wren Cottage

Weymouth, Dorset

4

Wren Cottage is a likeable mid-terrace house located in Weymouth, Dorset, offering comfortable accommodation for a family of four. The property features off-road parking and is just a short distance from Dorset's beautiful beaches. The house includes a cozy sitting room, a…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £415
WREN COTTAGE, pet friendly, country holiday cottage in Weymouth
3.1 miles from Weymouth and Portland

Wren Cottage, Pet Friendly, Country Holiday Cottage …

Weymouth, Dorset

4

2 Kingfisher Close is a charming mid-terrace house located near the sea in Weymouth, Dorset, offering accommodation for up to four people in two double bedrooms. The property features a bathroom, a kitchen/diner, and a cozy sitting room, along with off-road parking for one car…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £630
Skydeck Holiday home with fabulous views over Chesil Beach and Portland Harbour
3.1 miles from Weymouth and Portland

Skydeck Holiday Home with Fabulous Views Over …

Weymouth, Dorset

6

Found in Weymouth, Dorset in the South West of England, our Sky Deck holiday home is part of the award-winning 5* Chesil Beach Holiday Park. Situated near the coast, the Park offers stunning views of the Isle of Portland, Portland Harbour, Chesil Beach, and Fleet Lagoon. The Sky…

  • Pets Allowed
  • Swimming Pool
  • Internet
  • Coast Nearby
Weekly from £1085
The Summer Lodge - Fleet Lagoon - Weymouth, Dorset
3.1 miles from Weymouth and Portland

The Summer Lodge - Fleet Lagoon …

Weymouth, Dorset

6

The 'Summer Lodge' in Weymouth, Dorset offers stunning views of the Fleet Lagoon and Chesil Beach, making it an ideal coastal escape. The modern property features a spacious open plan living and dining area with a glass frontage, allowing guests to enjoy the picturesque…

  • Pets Allowed
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £1225
The Fleet Retreat - Fleet Lagoon - Weymouth, Dorset
3.1 miles from Weymouth and Portland

The Fleet Retreat - Fleet Lagoon …

Weymouth, Dorset

6

Occupying a spot in Weymouth, Dorset, 'The Fleet Retreat' is a luxurious accommodation that sleeps 6 people in 2 bedrooms. This modern static caravan offers stunning views of the Fleet Lagoon, situated between Chesil beach and the Jurassic coast path. The property is…

  • Pets Allowed
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £924
The Lookout -The House With A View
3.1 miles from Weymouth and Portland

The Lookout -The House With A View

Weymouth, Dorset

6

The Lookout - A House with a View is an alluring property located in Weymouth, Dorset, in the South West of England. With three bedrooms and the ability to sleep up to six guests, this well-presented house boasts stunning sea views over Portland and is conveniently located near…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £614
4 bedroom accommodation in Weymouth
3.1 miles from Weymouth and Portland

4 Bedroom Accommodation in Weymouth

Weymouth, Dorset

8

Littlecot is a charming four-bedroom cottage located in Weymouth, Dorset, in the South West of England. Built in 2012, this cozy cottage is just minutes away from the World Heritage Status Jurassic Coastline, making it an ideal base for exploring the nearby attractions. The…

  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £1442
Jay Cottage
3.1 miles from Weymouth and Portland

Jay Cottage

Weymouth, Dorset

4

Jay Cottage is a likeable holiday home located in Weymouth, Dorset, in the South West of England. This terraced house sleeps 4 people in 2 bedrooms and is pet-friendly, making it an ideal choice for a family getaway. Situated near Weymouth Harbour, the property offers easy…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £422
JAY COTTAGE, pet friendly, country holiday cottage in Weymouth
3.1 miles from Weymouth and Portland

Jay Cottage, Pet Friendly, Country Holiday Cottage …

Weymouth, Dorset

4

Jay Cottage is a charming terraced house located in Weymouth, Dorset, in the South West of England. This cozy cottage can accommodate up to four guests in its two double bedrooms, making it an ideal choice for a family holiday. The property features a kitchen/diner, a sitting…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £623
FISHERMAN'S REST, pet friendly, country holiday cottage in Wyke Regis
3.3 miles from Weymouth and Portland

Fisherman's Rest, Pet Friendly, Country Holiday Cottage …

Weymouth, Dorset

6

Fishermans Rest is a charming holiday cottage located in Wyke Regis, Dorset, in the South West of England. The property sleeps six guests in three bedrooms, making it the perfect escape for a family looking to explore the beautiful coast of Dorset. The living areas include a…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £1344
Fisherman's Rest
3.3 miles from Weymouth and Portland

Fisherman's Rest

Wyke Regis, Dorset

6

Fisherman's Rest is a stunning three-bedroom holiday home located in the charming village of Wyke Regis in Dorset, South West England. This contemporary property is just a short distance from local shops, restaurants, attractions, and beaches, making it an ideal base for a…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £692
Lookout
3.3 miles from Weymouth and Portland

Lookout

Cove Castle, Dorset

4

The Lookout property, located in Cove Castle, Dorset in the South West of England, offers a perfect holiday retreat for up to four guests. Situated overlooking Portland Harbour, Weymouth Bay, Sandsfoot castle ruins, and Sandsfoot Gardens, this contemporary Spanish-style house…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £624
Sea King House
3.4 miles from Weymouth and Portland

Sea King House

Cove Castle, Dorset

5

Sea King House is a contemporary three-storey terraced house located in the popular resort town of Weymouth, Dorset. Situated along the coast, the property offers stunning views of Weymouth Bay and Portland harbour, making it an ideal choice for couples or a family of five…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £767

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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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