Holiday Cottages in Weymouth and Portland

Red House Holidays are holiday letting agents in Weymouth and Portland offering self-catering holiday cottages and apartments for rent along the world renowned Jurassic Coast, centered on Portland, Weymouth and South Dorset.  Please find below a list of our current self-catering cottages and apartments available for holiday rental.  For more information on holiday lettings, or to book, please contact us.

Holiday cottage and apartment owners, please click here for more information on the services and advice Red House Holidays in Weymouth and Portland can offer to you as holiday letting booking agents.

Holiday Property Weymouth & Portland, Dorset

Holiday Rental from £518 per week

Bedrooms: 4 | Sleeps 8

Pitt Hayes Cottage, Weymouth & Portland, Dorset

This well presented holiday house has a large and sociable open plan living area with kitchen, seating and dining areas, allowing for a relaxed and inclusive holiday atmosphere.

There are four bedrooms, a bathroom and a shower room. The ground floor provides two twin rooms and a shower room with a further twin, a double and bathroom on the first floor.  The elevated position means the views over Weymouth & Portland are simply stunning, definately something you will want to write home about.

PHOTO'S, DETAILS, AVAILABILITY & RATES for holiday house rental in Weymouth & Portland Dorset.

Holiday Rental from £380 per week

Bedrooms: 4 | Sleeps: 8

Mallams Cottage, Portland, Dorset.

Mallams Cottage is a beautifully finished period cottage, well located for Chesil Beach, Portland Harbour and the National Sailing Academy.

This well presented cottage has a generous sitting room with character fireplace and beams and a beautiful large and sociable kitchen.

There are four bedrooms, two doubles and two twins, two shower rooms and a bathroom.  Decked garden provides the perfect place to relax and reflect on your day.

PHOTO'S, DETAILS, AVAILABILITY & RATES for this holiday apartment for rent in Weymouth & Portland Dorset.

 

Holiday Rental from £285 per week

Bedrooms: 2 | Sleeps: 4

Ferrybridge View is situated on the edge of Portland Harbour with views to Chesil Beach.  Perfectly located for sailing, fishing or diving holidays.  Perfectly located on the bus route and for the walking along the Rodwell Trail.

There is loads to do in Weymouth and Portland, both on and off the water.

The upside down arrangement makes the most of the views and gives a real holiday feeling to the cottage.

There are two bedrooms and a bathroom on the ground floor with a kitchen and living room on the first floor.  The living room looks out over Portland Harbour and Chesil Beach

PHOTO'S, DETAILS, AVAILABILITY & RATES for holiday house rental in Weymouth & Portland Dorset.

 

Red House Holidays - Frigate Apartment

Holiday Rental From £322 per week

Bedrooms: 2 | Sleeps: 4

Frigate Apartment, Weymouth & Portland, Dorset

A stunning holiday apartment with sea views situated in the eye-catching Ocean Views development, close to Portland Harbour and the National Sailing Academy.  Balcony, use of heated indoor swimming pool, sauna, Jacuzzi and fitness suite.

PHOTO'S, DETAILS, AVAILABILITY & RATES for this holiday apartment for rent in Weymouth & Portland Dorset.

Red House Holidays - The Library, Weymouth & Portland, Dorset

Holiday Rental From £227 per week

Bedrooms: 1 | Sleeps: 3

The Library Apartment, Weymouth & Portland, Dorset

A charming self contained apartment with wonderful views over Chesil Beach; ideal for watching the sun go down. This apartment has a fully equipped fitted kitchen, bathroom with a shower, sitting room with views over the beach and twin beds in the upstairs bedroom. The sitting room has a sofa bed for extra sleeping capacity. Ideally situated, in the heart of Fortuneswell, as a base for exploring the island and surrounding areas.

PHOTO'S, DETAILS, AVAILABILITY & RATES for this holiday apartment for rent in Weymouth & Portland Dorset.

Red House Holidays - Holiday Cottages Weymouth & Portland

Holiday Rental from £300 per week

Bedrooms: 3 | Sleeps: 6

Tompot Cottage, Weymouth & Portland, Dorset

A charming, cosy, Grade II listed, Portland stone holiday cottage in Chiswell, a stone's throw across the road from Portland's Chesil Beach. It dates from around 1650, and has a wealth of original features.

PHOTO'S, DETAILS, AVAILABILITY & RATES for this holiday cottage rental in Weymouth & Portland Dorset.

Red House Holidays - Johns Cottage, Weymouth & Portland, Dorset

Holiday Rental From £323 per week

Bedrooms: 2 | Sleeps: 4

Johns Cottage, Weymouth & Portland, Dorset

A charming holiday cottage in the middle of Fortuneswell, Portland. Centrally located, walking distance of Chesil Beach and Portland Harbour. Perfect for fishing, sailing, watersports and exploring Dorset.

Weymouth and Portland has so much to offer, you might not find enough time to explore Dorset on this visit!

PHOTO'S, DETAILS, AVAILABILITY & RATES for this holiday letting cottage in Weymouth & Portland Dorset.

Holiday rental from £700 per week

Bedrooms 4 | Sleeps 7

Ideal for small groups, couples and families, fabulous rural and sea views.  Sleeps up to seven comfortably in either single/twin or king-size beds.

A new spacious detached house with a safe, secluded and walled garden.  Situated in a prime position on top of the island with spectacular rural and sea views looking towards Dorset's eastern Jurassic Coast.

There is secure gated parking for several cars.  Quarries Reach has a light and sunny aspect and the four bedroom accommodation is spread over three floors.  There are three double bederooms and one single bedroom, a family bathroom and a large shower room.  The accommodation is flexible and the beds can be made up as singles (twin rooms) or king-size doubles.

PHOTO'S, DETAILS, AVAILABILITY & RATES for holiday house rental in Weymouth & Portland Dorset.

Holiday rental from £700 per week

Bedrooms: 3 | Sleeps: 6

Ideal for small groups, couples and families, offering extensive sea views.  Sleeps up to six people comfortably in either single/twin or king-size beds.

A new spacious semi-detached house with private off road parking.  Situated in a central position on the lower part of the island, makes it ideal for guests visiting the Weymouth and Portland National Sailing Academy.

From the very large sunny balcony there are panoramic 180 degree sea views looking towards West Dorset's Jurassic Coast.

The house has a very light and sunny aspect and the three bedroomed accommodation is spread over three floors.  The bedrooms are flexible and the beds can be made up as singles (twin rooms) or king-size doubles.

PHOTO'S, DETAILS, AVAILABILITY & RATES for holiday house rental in Weymouth & Portland Dorset.

Holiday rental from £700 per week

Bedrooms: 3 Sleeps: 6

Ideal for small groups, couples and families, offering amazing views of the sea and the Chesil Beach.  Sleeps up to six comfortably in either single/twin or king-size beds.

This is a modern, spacious, split level detached house with exceptional 180 degree sea and coastal views from the balcony and living rooms.  The house is situated on the lower part of the island, overlooking the Weymouth and Portland National Sailing Academy. 

The house has a light and very sunny aspect.  The accommodation is flexible and the beds can be made up as singles (twin rooms) or king-size double beds.  There are two parking spaces, an ensuite and a family bathroom.

PHOTO'S, DETAILS, AVAILABILITY & RATES for holiday house rental in Weymouth & Portland Dorset.

 

 

Holiday Rental from £380 per week

Bedrooms: 3 | Sleeps: 7

Character Cottage over three floors, sleeps seven comfortably.  A short walk from Chesil Beach and the local amenities, The National Sailing Academy and Portland Harbour.  The harbour is found within a short drive or leisurely walk from the property.

At the centre of the Jurassic Coast, Portland is an ideal base for water sports, walking and exploring Dorset.

This Portland stone cottage offers spacious living area with open plan sitting/dining area, a galley style kitchen with a small courtyard garden to the rear.

The three bedrooms offer sleeping for seven with a double bedroom, bunk beds and the top bedroom with one double and one single bed.

Sea views from the front bedrooms and shared garden.

PHOTO'S, DETAILS, AVAILABILITY & RATES for holiday house rental in Weymouth & Portland Dorset.

Holiday rental from £306 per week

Bedrooms: 3 | Sleeps: 4

A charming cottage in this pretty road, a short walk down to Chesil Beach and Cove and easy going of the National Sailing Academy at Portland Harbour.

 

PHOTO'S, DETAILS, AVAILABILITY & RATES for holiday house rental in Weymouth & Portland Dorset.

Holiday Rental from £392 per week

Bedrooms: 2 | Sleeps: 4

Atlantic House

A stunning holiday apartment with sea views situated in the eye-catching Ocean Views development, close to Portland Harbour and the National Sailing Academy.  Balcony, use of heated indoor swimming pool, sauna, jacuzzi & fitness suite.

 

PHOTO'S, DETAILS, AVAILABILITY & RATES for holiday house rental in Weymouth & Portland Dorset.

Holiday Rental From £325 per week

Bedrooms: 3 | Sleeps: 6

4 Sea View offers the best of modern comforts with period character in a cottage just a short walk from the splendors of Chesil Beach and Cove on the Isle of Portland Dorset.

Offering a fabulous kitchen and comfortable accommodation.

A character cottage designed to sleep five in three bedrooms of a well presented property.  Situated close to Chesil Beach, Portland Harbour and the National Sailing Academy.

PHOTO'S, DETAILS, AVAILABILITY & RATES for holiday house rental in Weymouth & Portland Dorset.

Holiday Rental from £600 per week

Bedrooms: 4 | Sleeps: 8-10

Whether you are looking for that relaxing break, or here to sail or just time with the family this charming cottage would suit your needs.  Nestled off Wakeham, you will agree this cottage is a real find!

A charming cottage nestled just behind Wakeham, backing on to open land.  This spacious property offers four bedrooms, two bathrooms, sitting room, spacious kitchen dining room, playroom and a large conservatory over looking a good size garden.  Ideal for family or group booking. 'A real hidden Gem.'

This deceptive very comfortable house offers home from home facilites with everything to entertain a family and large enough for a group booking.

PHOTO'S, DETAILS, AVAILABILITY & RATES for holiday house rental in Weymouth & Portland Dorset.

Red House Holidays - Sea Dragon Cottage

Holiday Rental from £338 per week

Bedrooms: 4 | Sleeps: 7

Sea Dragon Cottage, Weymouth & Portland, Dorset.

Sea Dragon is a charming four-bedroom property on Portland is very close to Chesil Beach. The house is very well equipped and a short walk from the local amenities, including pubs and restaurants. The National Sailing Academy can be reached in a few minutes by car.

There are four bedrooms, one double bed, twin beds, bunk beds and a single cabin bed. There is a rear garden and patio area ideal for summer evenings.

PHOTO'S, DETAILS, AVAILABILITY & RATES for this holiday cottage to rent in Weymouth & Portland Dorset.

Holiday Rental from £462 per week

Bedrooms: 3 | Sleeps: 6

White Sails offers the best of modern comforts with period character in a cottage just a short walk from the splendors of Chesil Beach and Cove on the Isle of Portland Dorset.

Offering spacious and comfortable accommodation a short walk from Chesil Beach.

A comfortable character cottage sleeps up to six guests, close to Chesil Beach, Portland Harbour and the National Sailing Academy.

PHOTO'S, DETAILS, AVAILABILITY & RATES for holiday house rental in Weymouth & Portland Dorset.

 

For more information about holidays in Weymouth & Portland, Dorset, or to book your holiday cottage or apartment in Weymouth & Portland, please contact us.

The Red House Holidays Letting Team - Holiday letting self-catering cottages & apartments in Weymouth and Portland on the south Dorset Coast.

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