Vacation rentals in Isle of Portland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Isle of Portland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

Cottage in Dorset

4.88 out of 5 average rating, 306 reviews

18th Century Coastal Cottage

This historic home features original stone floors, rustic wood beam ceilings, a wood-burning fireplace, modern finishes, a sauna, and a private back patio overlooking the beach. Breathe in the refreshing ocean air from this hillside retreat. I’m sorry I have a no pets policy at the cottage. This cottage has steep stairs, low ceilings, a very low rise bed and a low sofa as seen in the pictures. 60 Mallams was built in approximately 1760 and still has many rustic features throughout. The cottage has two levels, ground floor consists of open plan lounge leading to the kitchen then conservatory with shower room. Which opens out into courtyard garden with a terrace and sea views. 1st floor has the main bedroom with a super king size bed and separate bathroom with a free standing bath with room for two.. Private parking on driveway 24hr key access safe by the front door I can be contacted at any time throughout your stay. The property is located just a five minute walk from Chesil Beach. It is also close to a number of the town's local shops and cosy pubs. There’s plenty of coastal walks all around Portland The sailing club is close offering various water sports There is bus services to and from Weymouth. There are amazing coastal walks around Portland. Please be mindful of the rubbish I have food waste bins , glass only tubs and the larger of the wheelie bins (green) are recycling only ( cans paper and plastic) and the black bins are general rubbish.. please be careful with the rubbish because if it's all mixed up the bin men won't take it away...

Nov 30 – Dec 7

€ 217 per night
Guest favorite

Cottage in Easton

4.91 out of 5 average rating, 151 reviews

1888 Portland stone cottage

1888 Portland stone cottage, with many original features. Stone fireplace with log burner. Cosy 2 bedroom, 3 storey cottage located within easy walking distance of Easton Square, which has local amenities, including grocery stores, chemist, pubs and cafes. Small sunny aspect courtyard with bbq, bistro table and chairs A perfect holiday location all year round, for either sun and relaxation, or activities windsurfing, sailing, diving, rock climbing, fishing or just walking and bird watching.

Apr 20 – 27

€ 109 per night
Guest favorite

Condo in Dorset

4.91 out of 5 average rating, 307 reviews

1 Bed Apartment Weymouth and Portland, Dorset

The apartment is located in Portland 5 miles to Weymouth The area is noted for diving,windsurfing,fishing,sailing,extensive coastal walks and cycle routes to Weymouth. It is a one bedroom apartment.There is a small Beach 30 seconds of the doorstep and it’s a short walk to shops,cafe's and restaurants.Includes an open plan kitchen,living room and en-suite bathroom with electric shower.There is a sofa bed suitable for young children. Parking is nearby but free parking is available in the street.

Jan 15 – 22

€ 78 per night

Popular amenities for Isle of Portland vacation rentals

Other great vacation rentals in Isle of Portland

Guest favorite

Guesthouse in Dorset

4.97 out of 5 average rating, 102 reviews

Seaside studio cabin minutes from 'secret' beach

Jun 13 – 20

€ 105 per night
Guest favorite

Cottage in Portland

4.81 out of 5 average rating, 114 reviews

Sea View Cottage, Portland

Oct 13 – 20

€ 132 per night
Guest favorite

Bungalow in Dorset

4.93 out of 5 average rating, 44 reviews

Islands Wrest (The Galleon Rm). Pet friendly.

Nov 16 – 23

€ 89 per night
Guest favorite

Condo in Dorset

4.89 out of 5 average rating, 28 reviews

One bed apartment next to Chesil beach Dorset

Apr 13 – 20

€ 106 per night
Guest favorite

Townhouse in Dorset

4.99 out of 5 average rating, 77 reviews

3 Storey, 4 bed town house, with street parking

May 23 – 30

€ 115 per night
Superhost

Condo in Dorset

4.84 out of 5 average rating, 50 reviews

Spacious and Modern Home

Nov 30 – Dec 7

€ 112 per night
Guest favorite

Chalet in Dorset

4.89 out of 5 average rating, 27 reviews

Crux Lodge Portland

Dec 10 – 17

€ 112 per night
Guest favorite

Condo in Portland

4.94 out of 5 average rating, 68 reviews

Couples Luxury Retreat

May 10 – 17

€ 121 per night
Guest favorite

Condo in Dorset

4.9 out of 5 average rating, 21 reviews

1 Bedroom Flat (Private Annex) with Parking

Jan 22 – 29

€ 101 per night
Guest favorite

Condo in Dorset

5.0 out of 5 average rating, 27 reviews

Osprey View Overlooking the Castle and Marina.

Mar 3 – 10

€ 102 per night
Guest favorite

Home in Dorset

4.95 out of 5 average rating, 94 reviews

Chesil Cove, Portland's jewel

May 18 – 25

€ 159 per night
Guest favorite

Home in Dorset

5.0 out of 5 average rating, 14 reviews

Casa Marie

May 10 – 17

€ 109 per night

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Dorset
  5. Isle of Portland