Portland Holiday Rentals

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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

Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr

9.2 out of 10, Wonderful, (85)
"Great location for a peaceful family stay. beautiful surroundings."
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr

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

10.0 out of 10, Exceptional, (97)
"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

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 NZ$216
includes taxes & fees
23 July - 24 July
Dorchester Nook

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (34)
"Amazing value for money... such lovely location in the forest. Good location for the coast not far and Wareham for supplies and good pubs / restaurants. Will definitely be coming back. "
The Dorset Resort

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

9.6 out of 10, Exceptional, (135)
"Julia and Paul were friendly and welcoming. Accommodation clean and tidy. Close to town centre and bus station. Lots to do in area either cultural or active. All in all a very relaxing break."
Self Contained Garden Studio With Private Decked Terrace, close to town and sea

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

10.0 out of 10, Exceptional, (47)
"An excellent property in a great location."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

Apartment with stunning Sea View

9.4 out of 10, Exceptional, (53)
"we came friday after noon the flat was easy to find we had a lovely time the flat was lovely the sea veiw fabulous clean light and lovely and warm and even the weather was good westbay is a joy and my ageing mother and german shepard was happy "
Apartment with stunning Sea View

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

10.0 out of 10, Exceptional, (71)
"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!

Apartment near the beach with private parking and pet friendly

9.4 out of 10, Exceptional, (24)
"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

A beautiful comfortable cottage in the centre of Bridport.

A beautiful comfortable cottage in the centre of Bridport.

Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset

9.8 out of 10, Exceptional, (83)
"Pleased with the accommodation overall, beautiful garden and view over countryside, cottage well equipped, and great local walks nearby"
Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset

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

10.0 out of 10, Exceptional, (8)
"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

Luxury Apartment close to shops, coast and beautiful beaches. Far reaching views

10.0 out of 10, Exceptional, (70)
"Beautiful and comfortable apartment. Would definitely recommend."
Luxury Apartment close to shops, coast and beautiful beaches. Far reaching views

Cosy Peacehaven. Free on site Parking! Pet friendly!

10.0 out of 10, Exceptional, (1)
"Beautifully decorated little apartment. Perfect for exploring Weymouth and the surrounding area. We had a lovely little break. "
The price is NZ$351
includes taxes & fees
3 Aug - 4 Aug
Cosy Peacehaven. Free on site Parking! Pet friendly!

Beachside, stunning apartment with sea and harbour views

9.6 out of 10, Exceptional, (65)
"This apartment was amazing ,very clean and equip with everything you needed. I would definitely stay here again. "
Beachside, stunning apartment with sea and harbour views

Barn conversion, quiet location and heated swimming pool ( from mid May)

9.4 out of 10, Exceptional, (60)
"Fantastic property. Great location. Clean, with all the necessary facilities and utilities."
Barn conversion, quiet location and heated swimming pool ( from mid May)

Ocean Retreat by Wessex Quarters

6.0 out of 10, (1)
"The property is spacious for two people; however, it was not properly cleaned when we arrived. Under the sink was a leak or something, and there were cobwebs in the kitchen area. The trays in the oven are full of oil, so when you're trying to cook something in the oven, the kitchen is full of that smell, and the cooker hood would not even get the smell out. The bed was uncomfortable, and the sofa in the living area was not good either. The entrance is from the road just in front of the bus stop,...
Ocean Retreat by Wessex Quarters

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

9.4 out of 10, Exceptional, (68)
"The cottage was as described. It had everything you could ever need. Beds were very comfortable. The view from the cottage was fantastic!! "
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

Luxury mobile home with spectacular sea views.

9.8 out of 10, Exceptional, (111)
"The caravan was great, clean and everything you would need including Wifi."
Luxury mobile home with spectacular sea views.
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.