Portland, self-catering holiday cottages, barns, rural retreats and lodges to rent in Dorset, England

11 holiday rentals
Online Booking Available
Viewed 44 times recently.
Portland 15 miles away

The Fishing Lodge,

Sydling St Nicholas, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Idyllic 2 bedroom hideaway set by Sydling Brook and Langford Lake within Dorset's Area of Outstanding Natural Beauty, relax and unwind in this tranquil setting or enjoy fishing on site.

0 ( reviews)
ground floor bedroomlake views
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £800
Next available: 27 Jun - 7 nights
book online online booking
View
Online Booking Available
Viewed 26 times recently.
Portland 15 miles away

Langford Valley Barn,

Dorchester, Dorset, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Newly available is this stunning 4 bedroom barn conversion set by the unspoilt Dorset Downs, enjoy a luxury country holiday, just half an hour's drive from the beautiful Jurassic coastline.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveGames roomFree WifiEnclosed GardenParking
7 nights from £1200
Next available: 27 Jun - 7 nights
book online online booking
View
Online Booking Available
Viewed 21 times recently.
Portland 19 miles away

Shepherd's Hut Barn, rural Dorset,

Winterborne Whitechurch, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

Want to stay somewhere with tranquil rural views over fields and pastures where you can relax and unwind in Dorset? This 3 bedroom family-friendly and dog-friendly ban could be perfect, close to Thomas Hardy's Country and within reach of Dorset's Jurassic Coast for day trips.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £719
Next available: 12 Jul - 3 nights
book online online booking
View
Online Booking Available
Viewed 15 times recently.

Branscombe Holiday Cottage at Old Higher Lighthouse,

Portland, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

For a seaside holiday how about Branscombe Holiday Cottage right next to Old Higher Lighthouse? With a stunning location perched on the cliff-side on the Jurassic Coast and with access to a shared outdoor pool in the summer months, this is a very special and unique holiday home.

0 ( reviews)
coastal location
Facilities, Features & Awards:
TVWashing machineMicrowaveHeated poolFree WifiGardenParking
7 nights from £658
Next available: 12 Jul - 3 nights
book online online booking
View
Online Booking Available
Viewed 19 times recently.
Portland 4 miles away

High Tide,

Weymouth, Dorset, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets
family friendly family friendly

Elegant 5 bedroom holiday rental in Weymouth, all ensuite bedrooms, stunning sea views and excellent location opposite the beach.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiParking
7 nights from £1621
Next available: 24 Jun - 3 nights
book online online booking
View
Online Booking Available
Viewed 16 times recently.
Portland 19 miles away

Beside the Sea,

Eype, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Tucked away on the Eypes Mouth Chalet Park in Eype, Dorset is this wonderful, two-bedroom chalet, Beside the Sea.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £609
Next available: 01 Aug - 7 nights
book online online booking
View
Portland 5 miles away

Picardy Cottage,

Weymouth, Dorset, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Positioned in the heart of the popular seaside resort of Weymouth rests this remarkable whitewashed holiday home, Picardy Cottage.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherMicrowaveFree WifiGarden
7 nights from £738
Next available: 24 Jun - 3 nights
book online online booking
View
Portland 15 miles away

Langford Valley Stables,

Dorchester, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets
family friendly family friendly

Langford Valley Stables has recently be converted from a flint and brick barn to create a luxury 3 bed self catering property.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiEnclosed GardenParking
7 nights from £995
Next available: 25 Jul - 7 nights
Pet-Friendly
Viewed 24 times recently.
Portland 6 miles away

Stonebank Annexe, Chickerell,

Chickerell, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
1 dog welcome  1 dog
family friendly family friendly

Charming 2 bedroom, dog-friendly holiday home located near the heart of Chickerell, conveniently close to the beautiful Dorset Jurassic coast and just 3 miles from Weymouth.

0 ( reviews)
Facilities, Features & Awards:
TVMicrowaveFree WifiEnclosed GardenParking
7 nights from £420
Next available: 06 Jul - 7 nights
Portland 14 miles away

The Shooting lodge, Wrackleford Estate,

Stratton, Dorset, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

An ideal country retreat, this holiday lodge enjoys a fantastic rural setting high within the Dorset Downs and offers characterful accommodation along with fishing on the River Frome nearby.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £1100
Next available: 27 Jun - 7 nights
Romantic Retreat
Viewed 19 times recently.
Portland 9 miles away

Stable cottage,

Portesham, Dorset, England
sleeps  3 sleeps 3
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
2 dogs welcome  2 dogs

Book a rural retreat break at this lovely Dorset romantic barn conversion, conveniently located on a working farm, close to idyllic countryside and the Jurassic Coast, this property is both dog-friendly and horse-friendly.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineParkingEnclosed Garden
Sorry, this owner/agency has not provided availability and full price information.
7 nights from £420
* Price quoted is not inclusive of any applicable booking fees or local charges.

Book a self-catering holiday in Portland and look forward to exploring some of the best of Dorset’s Jurassic Coast on your break away. Portland in Dorset is sometimes described as the ‘Isle of Portland’ but is actually a rocky limestone outcrop which is connected to the mainland by a causeway. Rich in flora and wildlife including birds, Portland is ideal for a relaxing cottage break and is home to a lighthouse on the southern tip.


Advice on Cottage Holidays in Portland

Weymouth with its beach and attractive esplanade is only around 5 miles from Portland and stunning Chesil Beach is just 9 miles away. Days out can be enjoyed discovering some of Dorset’s top attractions including the West Dorset Heritage Coast and the Purbeck Heritage Coast.  For a holiday by the seaside and time along Dorset’s UNESCO recognised Jurassic Coast, Portland has lots to recommend it. We hope you find the perfect place to stay on Country Cottages Online, as we feature an excellent collection of coastal cottages as well as rural retreats.

Whether you choose to book a holiday cottage in Portland, an apartment, a lodge or another type of self-catering holiday accommodation, we hope you have your best holiday yet in Dorset.

Frequently Asked Questions about Portland

The best places to stay depend on your preferences, interests and the type of accommodation that best suits you. Country Cottages Online features a great selection of good quality rentals.
See our selection of pet-friendly rentals in Portland, or use the filters to refine your search.
See our selection of lodges and cabins in Portland, Dorset.
Read the description of Portland to find out ideas and tips on the best things to see and do. Also see our area guides for more information on what Dorset has to offer for holidaymakers.

Portland Holiday Rental Searches