Holiday Rentals in Portland

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Holiday Rentals in Portland

Beautiful, family friendly Cottage with sea views of Chesil Beach

9.6 out of 10, Exceptional, (20)
"Great little cottage, within walking distance of the beach. Great host "
Beautiful, family friendly Cottage with sea views of Chesil Beach

Panoramic View

3.5 star property
Panoramic View

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (37)
"Amazing properties set in a beautiful tranquil setting. Wildlife everywhere and great for children to be outdoors, lovely walks and grounds. "
The Dorset Resort

Apartment near the beach with private parking and pet friendly

9.4 out of 10, Exceptional, (25)
"Couldn't as for more, clean, lovely little property about 10 mins from the beach and town center."
Apartment near the beach with private parking and pet friendly

Dorchester Nook

10.0 out of 10, Exceptional, (1)
"Good sized en suite room in private flat. Powerful shower, good wifi. Convenient for Dorchester centre, no parking but public (paid) car park just across the road. There is a cat. Comfortable bed and very quiet location even though close to centre"
The price is €106
includes taxes & fees
10 Aug - 11 Aug
Dorchester Nook

Quiet location, short walk to beach, with views of Portland and Jurassic coast

10.0 out of 10, Exceptional, (99)
"The location was great for the sailing, the house met all expectations - clean, good facilities, well kitted out. "
Quiet location, short walk to beach, with views of Portland and Jurassic coast

Luxury mobile home with spectacular sea views.

9.8 out of 10, Exceptional, (113)
"The caravan was great, clean and everything you would need including Wifi."
Luxury mobile home with spectacular sea views.

Apartment with stunning Sea View

9.4 out of 10, Exceptional, (55)
"Great location, amazing view."
Apartment with stunning Sea View

4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

2.0 star property
The price is €338
includes taxes & fees
8 Sept - 9 Sept
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

Bay View Luxury Stays - Mount Pleasant, 6 bed with indoor pool

10.0 out of 10, Exceptional, (9)
"The property is done up to a really high standard and was ideal for our group. Great Facilities, kids had a blast Location is fabulous"
Bay View Luxury Stays - Mount Pleasant, 6 bed with indoor pool

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

10.0 out of 10, Exceptional, (48)
"An excellent property in a great location."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

Self Contained Garden Studio With Private Decked Terrace, close to town and sea

9.6 out of 10, Exceptional, (138)
"Paul & Julia are great hosts and are so welcoming. We had a lovely stay in the property, it was great for the 2 of us and our dog. Easy walk to shops and a short drive to the beach. Would highly recommend a stay here."
Self Contained Garden Studio With Private Decked Terrace, close to town and sea

A beautiful comfortable cottage in the centre of Bridport.

A beautiful comfortable cottage in the centre of Bridport.

Hidden Retreat - 4 mins to beach & 3 mins to train station. Pet friendly!

8.4 out of 10, Very good, (6)
"Lovely host, well presented and loved the fact it had a bbq. Travel cot provided which helped good communication with host. "
The price is €171
includes taxes & fees
14 Aug - 15 Aug
Hidden Retreat - 4 mins to beach & 3 mins to train station. Pet friendly!

Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

9.4 out of 10, Exceptional, (68)
"Lovely old cottage in a peaceful setting with wonderful countryside views. Great walks directly from the cottage and easy access to local places of interest. "
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

10.0 out of 10, Exceptional, (1)
"A wonderful experience - THANK YOU!"
The price is €329
includes taxes & fees
4 Sept - 5 Sept
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Beautiful large Georgian house with a big garden. Perfect for a family or two!

10.0 out of 10, Exceptional, (72)
"Big house more then fully equipped and a very nice yard, walking distance to everything in town."
Beautiful large Georgian house with a big garden. Perfect for a family or two!

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!

"Apartment was very clean tidy and comfortable and suitable for the time we were there.the host were very good. Only disappointment was the front approache of house and bin area were very untidy and made the property look a bit derelict. So not sure who’s responsible for that as there are 3 flats in the building. Flat A was very nice .."
The price is €178
includes taxes & fees
31 Aug - 1 Sept
Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!

Agua de Plata, 16 Wakeling Island, Silverlake

3.0 star property
The price is €861
includes taxes & fees
16 Aug - 17 Aug
Agua de Plata, 16 Wakeling Island, Silverlake

40 The Ridgeway

3.5 star property
40 The Ridgeway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay. Tourists appreciate the top-notch restaurants and bars in Portland. Make sure you have time to check out the university setting while you're in the area.

What are some of the best holiday rentals that Portland has to offer?

Beautiful, family friendly Cottage with sea views of Chesil Beach : This highly rated holiday home rental in Portland is located in a rural location, and has a fireplace, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Portland?

Choose from 17 Expedia holiday rentals in Portland for a memorable holiday.

What can I see and do in Portland?

Cultural attractions include Portland Museum and Tout Quarry Sculpture Park, whereas Portland Bill and Weymouth Bay are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Portland Harbour and Portland Bill Lighthouse.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family gatherings.