List your home
Apply filters
£ to

Holiday homes 11

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • England Clear
  • Dorset Clear
  • Isle of Portland Clear
  • Portland Clear

Location

  • All locations

more +

less -

Property type

more +

less -

Also consider

Cornwall
2,983 properties
Greater London
941 properties
Cumbria / Lake District
940 properties
Devon
2,810 properties
Central England / Cotswolds
940 properties
Dorset
819 properties
Isle of Wight
507 properties
Peak District / Derbyshire
460 properties
Somerset
610 properties
Kent
557 properties
Sussex
770 properties
Norfolk
1,023 properties
Isle of Man
11 properties
Northumberland
640 properties
Yorkshire / Yorkshire Dales
1,496 properties
Coastal Cottages
222 properties

Filters applied: High chair (11)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
11 Results   |  

from £43 / night

£300 - £690 / week

View

Excellent 5/5 

17 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £43 / night

£300 - £690 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
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?  …see more

from £50 / night

£350 - £895 / week

View

Very Good 4.5/5 

20 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £50 / night

£350 - £895 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
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.  …see more

from £47 / night

£325 - £795 / week

View

Very Good 4.5/5 

20 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £47 / night

£325 - £795 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Pebble Reef is a traditional Quarryman's Cottage, full of character but lovingly renovated to include all the modern comforts you need. Now has WiFi.  …see more

Featured properties

from £60 / night

£420 - £1540 / week

View

Very Good 4.5/5 

17 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £60 / night

£420 - £1540 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Ideal for small groups, couples and families - fabulous sea & rural views. Sleeps up to 8 +2 people comfortably. 4 bedrooms - 3 double/twin, bunk bedroom & sofa bed. Secure gated parking for several cars. There is a generous 50% discount for just 2 people staying. Situated very near to Weymouth & Portland National Sailing Academy & in centre of Dorset's Jurassic Coast  …see more

from £50 / night

£350 - £1330 / week

View

Excellent 5/5 

16 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 8

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £50 / night

£350 - £1330 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Ideal for small groups, couples and families - extensive sea views. Sleeps up to 6 +2 people comfortably. 3 bedrooms with either single/twin or king-size beds and a sofa bed in the lounge. Off road parking. There is a generous 50% discount for just 2 people staying. Situated very near to Weymouth & Portland National Sailing Academy & in centre of Dorset's Jurassic Coast  …see more

from £69 / night

£480 - £1150 / week

View

Excellent 5/5 

20 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £69 / night

£480 - £1150 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
The Gift House is a beautiful fully renovated and refurbished 4 bedroom house situated 2 minutes walk from the beach, with stunning panoramic sea views from all reception rooms and bedrooms stretching across Chesil Beach to the Olympic Sailing Village. The property is suited to outdoors enthusiasts and families. A perfect retreat with modern luxuries.  …see more

from £89 / night

£620 - £632 / week

View

Excellent 5/5 

22 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 5

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £89 / night

£620 - £632 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Stunning location with probably the best uninterrupted sea views on Portland. Attractive 2 bedroom house with gardens and easy parking.Close to shops, pubs, restaurants and beaches but right on the edge of open hillside. Only 5 minutes from the National Sailing Academy. Ideal situation for exploring Portland's natural heritage.  …see more

from £1715 / night

£12000 / week

View

23 Photos

Isle of Portland / Portland

Castle / 9 Bedrooms / sleeps 20

3 Nights min stay

Add to shortlist

from £1715 / night

£12000 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Nestled on the Isle of Portland, the peaceful castle welcomes you to live your very own fairytale  …see more

from £59 / night

£409 - £837 / week

View

22 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £59 / night

£409 - £837 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
National Sailing Academy a few minutes walk  …see more

from £46 / night

£320 - £785 / week

View

31 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

Short stays welcome

Add to shortlist

from £46 / night

£320 - £785 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden
This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.  …see more

from £91 / night

£631 - £1485 / week

View

12 Photos

Isle of Portland / Portland

Lodge / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £91 / night

£631 - £1485 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
A perfect choice for those wishing to relax in a peaceful setting after a day out in the fresh sea air  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page