Portland holiday rentals

From simple studios to luxe lofts, find holiday rentals that are right for you on Airbnb.
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Holiday rentals in Portland

$157 NZD Contemporary 3bd 2bth Lge Balcony Seaview Parking
32 reviews

A contemporary spacious house with private off-road parking. Ideally situated for guests touring Dorset's Jurassic Coast and visiting Weymouth and Portland. 3 large double b... read more
$243 NZD Osborne Hall, Isle of Portland, UK
33 reviews

Osborne Hall is an old Portland stone house with fabulous sea views from the large living room. Sleeps 6 in 3 bedrooms, 2 bathrooms. 5 minutes walk from Chesil Beach and 15 minu... read more
$79 NZD Ocean Studio Apartment OSA11 with Seaview
23 reviews

Self contained apartment base on Southwell business park , isle of Portland. A short stroll from famous Portland bill& Jurassic coastline. Come &see for yourself. Towels,Linens... read more
$227 NZD Spacious 4bdrms 2.5bath Sea Views Parking Garden
18 reviews

Ideal for small groups, couples & families, fabulous rural and sea views of Dorset's Jurassic Coast. Safe secure garden & gated parking for several cars. 4 double bedrooms. S... read more
$79 NZD Ocean Studio Apartment OSA11A with Seaview
17 reviews

Self contained apartment base on Southwell business park , isle of Portland. A short stroll from famous Portland bill& Jurassic coastline. Come &see for yourself Towels,Linens ... read more
$228 NZD Seagull House,Holiday Home Portland
17 reviews

Contemporary modern house, built in 2012 for the Olympics to house the sailing teams. Excellent base to explore the Jurassic Coast or the Isle of Portland. Brilliant base for wa... read more

Favourite Portland holiday rentals

$144 NZD Mariners' Cottage Bed and Breakfast
14 reviews

Dog Friendly cosy B&B, 50yds from stunning Chesil Beach Driftwood, does not have a sea view - king size bed, en suite shower room Please check my website for pet-stay fees Chris... read more
$102 NZD Ocean Studio Apartment OSA9
10 reviews

Self contained apartment base on Southwell business park , isle of Portland. A short stroll from famous Portland bill& Jurassic coastline. Come &see for yourself Towels,Linens ... read more
$95 NZD Twin room
4 reviews

Situated next to the Port and Sailing Academy, our 25 rooms are en suite with large comfortable beds. Breakfast is available all day in the Aqua Cafe, and in the evening you ca... read more
$83 NZD BEAUTIFUL STUDIO - OCEAN VIEWS
7 reviews

A VERY MODERN HOLIDAY LET STUDIO APARTMENT, WITH SEA VIEWS, LOCATED IN A QUIET POSITION ON THE ISLE OF PORTLAND NEAR WEYMOUTH, DORSET, ON THE COAST OF SOUTH WEST ENGLAND. SUITA... read more
$165 NZD Pebble View-Island House By The Sea
4 reviews

The property is 2 minutes walk from Chesil Beach on the Isle of Portland. Built in 1850, this character Portland stone house has sea views from every room. Recently renovated,... read more
$70 NZD 'Serendipity'
1 review

My place is close to public transport and family-friendly activities. You’ll love my place because of the ambiance, the outdoors space, , the light and proximity to the beautifu... read more

More holiday rentals in Portland

$43 NZD Double room in cottage in Poundbury
46 reviews

Comfortable double bedded room. The bathroom is "compact"! but it has a nice hot shower, and a bath. Use of kitchen opening out into the cottage garden, collect your own eggs ... read more
$70 NZD The Green Hut
41 reviews

Glamping style accommodation in well insulated timber summer house in private garden of country cottage. Located in pretty village in the Purbecks Great starting point for glori... read more
$87 NZD The Old Farmhouse W. Lulworth Twin
58 reviews

We have a comfortable ground-floor twin/triple room in our beautiful C18th family home with mature gardens. Within walking distance of Lulworth Cove, Durdle Door & Jurassic Coas... read more
$69 NZD Splendid Quiet Ground Floor Apartment Near the Sea
35 reviews

This gorgeous large studio apartment with separate entrance is contained within an historic Georgian house, minutes from the ocean. Peace and quiet are ensured by a large wel... read more
$62 NZD Comfortable double room
62 reviews

My apartment is 5mins walk from the seafront, with its safe family beach & amazing views, 10mins from train station & 15mins from town centre & lively Quayside bars & restaurant... read more
$43 NZD Single lovely spacious comfy room
1 review

My place is close to great views, restaurants and dining, and the beach. You’ll love my place because of the ambiance, the light, the outdoors space, and the comfy bed. My place... read more

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