House vacation rentals in Isle of Portland

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Top-rated house rentals in Isle of Portland

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Guest favourite

Home in Dorset

4.96 out of 5 average rating, 232 reviews

The Barn @ Star Farm

Set in the heart of the Blackmore Vale in rural North Dorset, The Barn@Star Farm is a spacious 2 bedroom self catering holiday let furnished and equipped to a high standard. Recently converted the barn has its own private track and has wonderful views over unspoilt farmland. The property is quietly on the outskirts of the village of Hazelbury Bryan and is within a 45 minute drive to the Dorset Coast. The market towns of Sherborne, Blandford Forum and Dorchester are all within 20 minutes drive.

Jan. 2 – 9

$182 CAD per night

Superhost

Home in Dorset

4.86 out of 5 average rating, 160 reviews

Close to station and beach. Perfect little hideout

Our house is 45 seconds walk to Weymouth train station and about 2 minutes to the beach. The town center is about a 5 minute walk with everything you need to have an enjoyable evening out. We have two bedrooms upstairs (quite steep) with a double bed in one and two singles in the other . Also a room with another bed is off room 2, however this is only available when 5 guests stay or on request. Downstairs is a lounge , kitchen and bath/shower room. In the back is a courtyard garden. Enjoy !

Oct. 28 – Nov. 4

$196 CAD per night

Guest favourite

Home in Dorset

4.87 out of 5 average rating, 135 reviews

The Getaway at Kellaway in Weymouth 10min to beach

The Getaway at Kellaway is an ideal location to spend your time in gorgeous Weymouth! You will be a short, 10-minute walk from both the bustling Town Centre and beautiful Weymouth Beach itself. This newly-updated, quiet end terrace offers a variety of amenities and is perfect for a relaxing, fun-packed family holiday. There is Wifi available on arrival as well as a Welcome Pack that will recommend to you some of the incredible opportunities that Weymouth has to offer. Rest, relax and enjoy!

May 6 – 13

$184 CAD per night

Superhost

Home in Dorset

4.81 out of 5 average rating, 119 reviews

Deluxe caravan & decking Littlesea Haven Resort

12ft wide caravan. 2 bedroom sleeps up to 6. Spacious open plan lounge/kitchen/dinning area. L shape sofa with separate eating area. Modern style kitchen. Fridge and microwave Ample double bedroom. 2 double wardrobes and dressing table, with a large mirror. own WC and basin. twin bedroom with single wardrobe. Gas fire in lounge, fan heaters in the bedrooms. Gas, water and electricity included Shower room & WC 52 inch TV in the lounge Decking, outside table and chairs, free Wifi

Oct. 7 – 14

$137 CAD per night

Superhost

Home in Dorset

4.85 out of 5 average rating, 209 reviews

Olly's Retreat

Step inside Olly's and you'll be impressed by the modern and stylish interior and the benefit of a sunny private courtyard. Accommodation consists of a large open plan modern living space, with integrated kitchen. The large bathroom with power shower is also located on the ground floor. Upstairs two generous bedrooms, one with a king size bed and the other twin beds. The property sleeps four and we also accept dogs (however please do not leave them alone in the property)

Nov. 8 – 15

$223 CAD per night

Guest favourite

Home in Burton Bradstock

4.96 out of 5 average rating, 153 reviews

Bride Valley Studio, Jurassic coast

Bride Valley Studio is a light, spacious retreat for 2, the perfect place for a romantic getaway. The bedroom has a kingsize bed and a single bed (moveable). Studio 6x5m with kitchen and sofa bed. Please ask if you’d like to use our travel cot and high chair. Studio is 15m from our house with own entrance, patio and parking, large shared garden. This is a quiet spot with fields on 3 sides, a mile from Burton Bradstock, ideal for walking, cycling, relaxing and Hive Beach.

Jan. 18 – 25

$178 CAD per night

Superhost

Home in Dorset

4.93 out of 5 average rating, 160 reviews

The Little House

The Little House is a very small, brick built 18th century cottage situated in the heart of the county town of Dorchester in a peaceful setting close to the river. The cottage has recently been renovated to a high standard and is tastefully furnished with a mixture of vintage and contemporary furniture. It has a small walled garden which provides a tranquil area to relax in. The cottage is accessed by a cobbled pedestrian pathway off the main High Street.

May 14 – 21

$181 CAD per night

Guest favourite

Home in Dorset

4.95 out of 5 average rating, 175 reviews

Delightful one bed accommodation near Sherborne

Little Dyke Head is the guest annexe to Dyke Head, built in approx. 1880 and originally part of the Leweston Manor Estate. The accommodation is newly remodelled and provides all facilities for short or extended stays in lovely rural Dorset. The grounds to Dyke Head are surrounded by woodland and apple orchards and there are many walks from the house. We are an hour by car to the Jurassic Coast.

Oct. 8 – 15

$163 CAD per night

Guest favourite

Home in Cruxton

4.98 out of 5 average rating, 160 reviews

Kingfisher Lodge with Private Riverbank

A beautiful Lodge set in 7.5 acres with its own riverbank, situated down a Dorset country lane. Set amongst fields, the tranquil, peaceful surroundings make the accommodation perfect for those who want to get away. Devoid from light pollution, the sweeping skies make it an ideal spot for star gazing. The Jurassic Coast is only a short drive, with beautiful coastal walks. A perfect break!

Aug. 12 – 19

$266 CAD per night

Guest favourite

Home in Bridport

4.9 out of 5 average rating, 126 reviews

Buzzy Bridport Base

A perfect hideaway in the middle of the buzzing market town of Bridport, close to West Bay of Broadchurch fame. Relax and explore the area. 100 metres to the best pub in Bridport, another 100 to the main street of this attractive market town. Two bedrooms perfect for two couples or a small family with a cosy courtyard to catch the sun's rays with a glass of wine.

Oct. 19 – 26

$177 CAD per night

Guest favourite

Home in Dorset

4.89 out of 5 average rating, 307 reviews

Weymouth house, full of plants and near the sea

welcome to our Airbnb, its light with modern decor and indoor plants a plenty. 10 min walk to Portland Harbour with easy access to the Rodwell Trail which connects it's location to town and Chesil/Portland by foot. Great location for water sport, nature and more. ** Please note this property isn't suitable for 6 adults** the sofa bed

Aug. 18 – 25

$287 CAD per night

Guest favourite

Home in Dorset

4.93 out of 5 average rating, 131 reviews

April's Cottage, sea views close to Chesil Beach

Escape from it all in this little cosy character cottage crammed with history and home comforts including own parking right outside your front door. Located in the heart of the Jurassic coast, moments from Chesil Beach, local shops, pubs and cafes.

Oct. 7 – 14

$186 CAD per night