List your home
Apply filters
£ to

16 Holiday homes in Portland

Reset search

Show results on map

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
Central London/Zone 1
1,964 properties
Central London/Zone 2
979 properties
Newquay
548 properties
Bude
411 properties

Filters applied: Restricted mobility (16)

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
16 Results  |  
14 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £49 /night

£340 - £689 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Situated in a quiet location at the southern end of the island with stunning sea views just a stone's throw away from beautiful coastal walks and scenery - near Portland Bill lighthouse and the Lobster Pot restaurant.  …see more

20 Photos

Studio | sleeps 2

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £34 /night

£233 - £383 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
WEYMOUTH, PORTLAND, DORSET, JURASSIC COAST, CAR ADVISED, SEA VIEW, BEACH, SPA, CLIFF WALKS, SAILING, WATER SPORTS, FISHING,GOLF, ROCK CLIMBING, HORSE RIDING, BIRD WATCHING, ON-SITE CRECHE THIS APARTMENT IS SITUATED IN A STUNNING SETTING OVERLOOKING THE OCEAN AT PORTLAND BILL.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £37 /night

£254 - £392 / week

View

Key info:

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

Featured properties

4 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

Add to shortlist

from £66 /night

£459 - £599 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
A beautiful 1 bed luxury apartment with sea views and free parking - close to Weymouth beach and Portland Castle.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £54 /night

£378 - £780 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A traditional Portland stone property  …see more

20 Photos

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
  • Suitable 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

18 Photos

Studio | sleeps 2

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £43 /night

£295 - £395 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Not suitable for children
  • Car not necessary
  • Pets welcome
Open all year. Tranquil, warm retreat above Church Ope Cove. Self catering Studio for 2 set on the cliff path a 7 minute walk from the nearest village and major amenities. 5 minute drive from Olympic Sailing Academy. Wet room, Wifi, Woodburner, Ipod dock. Pet welcome. Suits romance and retreat, sail, walk, climb, work or study with Wifi, Pets and walkers Welcome Awards.  …see more

20 Photos

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 0.5 km
  • Suitable 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

17 Photos

Apartment | 2 Bedrooms | sleeps 4

rentals_reviews_rating_1 

3 Nights min stay

Add to shortlist

from £65 /night

£454 - £961 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A modern apartment with fantastic on-site health facilities, near the 2012 Olympic Sailing venue.  …see more

17 Photos

House | 1 Bedroom | sleeps 4

Good 3/5 

3 Nights min stay

Add to shortlist

from £43 /night

£298 - £723 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
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, in a location guaranteed to inspire.  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £56 /night

£391 - £1044 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
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.101 Ocean Views is a stylishly furnished apartment locate  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £65 /night

£450 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Frigate Apartment is a stunning holiday apartment with sea views situated in the eye-catching Ocean Views development, close to Portland Harbour and the National Sailing Academy. The development boasts a state-of-the-art health and fitness centre complete with an indoor swimming pool.  …see more

11 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £72 /night

£500 - £895 / week

View

Key info:

  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
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.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 7

7 Nights min stay

Add to shortlist

from £58 /night

£400 - £720 / week

View

Key info:

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

8 Photos

House | 4 Bedrooms | sleeps 10

Short stays welcome

Add to shortlist

from £72 /night

£500 - £895 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
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. This deceptive very comfortable house offers home from home facilities with everything to entertain a family  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £58 /night

£400 - £720 / week

View

Key info:

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