Self catering holiday rentals in Portland, UK England - Self catering holiday homes to rent - Book direct

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Holiday homes in Portland (30)

Featured properties
of 30 homes

1
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House | 3 bedrooms | Sleeps 8

Contemporary Cottages are ideally situated for anyone visiting Weymouth and Portland in Dorset. Short breaks and weekly bookings are accepted throughout the year. You can book from any day of the week. Late arrivals and early check-outs are welcomed. Situated very near to the Weymouth and Portland National Sailing Academy.

from £72 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£504 - £1190 / week

2 nights min stay

15 reviews

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed

2
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Apartment | 1 bedroom | Sleeps 2

Very spacious self catering “studio style” apartment close to Portland Bill & Jurassic coastal scenery. Sleeps 2+ cot. Flexible living area. Large enclosed sun-trap patio with safe parking. Very well equipped with 32” Flat screen Sat. TV & WiFi Broadband. Pets welcome. Ideal for young/mature couples. Seating for four plus. Car unnecessary, close to walks/sailing/sports.

from £32 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£225 - £349 / week

3 nights min stay

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome

of

Cottage | 3 bedrooms | Sleeps 5

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. Relaxing, walking, sailing - some of the options in easy reach of this holiday cottage.

from £46 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£325 - £700 / week

7 nights min stay

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for over 5s only
  • Car advised
  • No pets allowed
  • Private garden

of

Apartment | 2 bedrooms | Sleeps 3

A two bedroom holiday apartment, close to Portland Harbour, Portland Castle and the National Sailing Academy.

from £50 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£350 - £750 / week

7 nights min stay

View

Key info:

  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed

of

Cottage | 2 bedrooms | Sleeps 4

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

from £93 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£650 / week

7 nights min stay

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

3
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Apartment | 2 bedrooms | Sleeps 4

A contemporary apartment close to the 2012 Olympic sailing venue. Ocean Views is a new luxury seafront development of apartments on the Isle of Portland in Dorset, situated on the Jurassic coast beside Chesil Beach, a location guaranteed to inspire.

from £80 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£559 - £1469 / week

3 nights min stay

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4
of

Cottage | 3 bedrooms | Sleeps 6

Pebble Reef is a traditional Quarryman’s Cottage, full of character but lovingly renovated to include all the modern comforts you need.

from £43 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£300 - £750 / week

3 nights min stay

3 reviews

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

5
of

Cottage | 3 bedrooms | Sleeps 6

Fishermans Cottage is a charming detached 18th century cottage on the edge of Southwell, with excellent sea views. Ideal for Sailing academy, bird watching or just a quiet getaway. The ideal location for the 2012 Olympic Sailing whether supporting, taking part or just for the atmosphere.

from £43 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£300 - £850 / week

Short stays welcome

2 reviews

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

6
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House | 4 bedrooms | Sleeps 10

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 Jurassic Coast.

from £90 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£630 - £1365 / week

2 nights min stay

11 reviews

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

7
of

House | 2 bedrooms | Sleeps 6

Hillside is a stunning fully refurbished Victorian house with views from a southwest facing garden overlooking Portland Harbour and WPNSA.Only five minutes walk from Chesil beach, Hillside was refurbished to be our home which we have chosen to allow others to enjoy. What other property on Portland has chandeliers ,roll top bath and feature wallpaper?

from £50 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£350 - £695 / week

3 nights min stay

3 reviews

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

8
of

Cottage | 3 bedrooms | Sleeps 6

3 bedroom stone cottage - with a 4 star VE rating - modernised to a high standard, in a village location near all amenities and the sea. Ideal for couples or families either wishing to relax, take part in local sports or water sports, or explore the island and Weymouth. A character-full Victorian cottage on a quirky island with garden and parking: a warm welcome awaits you!

from £71 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£495 - £740 / week

Short stays welcome

1 review

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Suitable for over 5s only
  • Car advised
  • No pets allowed
  • Private garden

of

Cottage | 4 bedrooms | Sleeps 8

Mallams Cottage is a beautifully finished period cottage, well located for Chesil Beach, Portland Harbour and the National Sailing Academy. Close to the best sailing waters in Europe.

from £54 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£380 - £800 / week

7 nights min stay

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

of

Cottage | 3 bedrooms | 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 & Cove on the Isle of Portland Dorset. Offering a fabulous kitchen and comfortable accommodation.

from £46 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£325 - £700 / week

7 nights min stay

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

9
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House | 4 bedrooms | Sleeps 7

Sea Dragon is a charming four-bedroom property on Portland 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. Weymouth & Portland is an excellent base for exploring South Dorset’s coast and countryside.

from £54 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£380 - £800 / week

7 nights min stay

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

of

Cottage | 3 bedrooms | 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 & exploring Dorset.

from £46 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£325 - £700 / week

7 nights min stay

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
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