A coastal town with colorful houses, a prominent hill in the background, and a clear blue sky.

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Portland holiday rentals

Interior

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"Very nice cottage in quiet location with room opening onto garden with lots of bird song. Snug with TV is very comfortable. Parking spot just outside cottage. Well appointed kitchen. Location is good for access to portland, but going elsewhere requires travelling through Weymouth which can be slow."
United Kingdom
Terry
The price is ฿18,801
฿22,561 total
includes taxes & fees
31 Jul - 1 Aug
Mermaid Cottage
Cottage | Interior

Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
Old Higher Lighthouse Branscombe Lodge
Property grounds

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is ฿34,757
฿41,708 total
includes taxes & fees
22 Jul - 23 Jul
Manhattan Beach
Cottage | Interior

Kimberlin

Kimberlin
3.5 star property
Portland
The price is ฿80,740
฿96,888 total
includes taxes & fees
7 Aug - 8 Aug
Kimberlin
Cottage | Interior

St Johns View

St Johns View
3.5 star property
Portland
The price is ฿50,674
฿60,809 total
includes taxes & fees
1 Aug - 2 Aug
St Johns View
Cottage | Property grounds

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is ฿61,747
฿74,097 total
includes taxes & fees
7 Aug - 8 Aug
Old Higher Lighthouse Stopes Cottage
Cottage | Beach | Beach nearby

The View

The View
2.0 star property
Portland
The price is ฿39,486
฿47,383 total
includes taxes & fees
23 Jul - 24 Jul
The View
Beach nearby

Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is ฿18,301
฿21,961 total
includes taxes & fees
25 Jul - 26 Jul
Anchor Cottage
Living area

Groves House

Groves House
3.0 star property
Portland
The price is ฿17,840
฿21,408 total
includes taxes & fees
12 Aug - 13 Aug
Groves House
Cottage | Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is ฿27,029
฿32,435 total
includes taxes & fees
26 Jul - 27 Jul
Pebbles Reach
Property grounds

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is ฿21,569
฿25,883 total
includes taxes & fees
2 Aug - 3 Aug
Bear's Apartment
Cottage | Living room | TV

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is ฿46,483
฿55,780 total
includes taxes & fees
1 Aug - 2 Aug
The Old Portland Courthouse
Cottage | Interior

Sea Gem

Sea Gem
3.5 star property
Portland
The price is ฿36,449
฿43,738 total
includes taxes & fees
31 Jul - 1 Aug
Sea Gem
Beach

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is ฿17,763
฿21,315 total
includes taxes & fees
31 Jul - 1 Aug
74 Reap Lane
Dining

Coastguard View

Coastguard View
3.0 star property
Portland
The price is ฿21,992
฿26,391 total
includes taxes & fees
25 Jul - 26 Jul
Coastguard View
Cottage | Dining

Lighthouse View

Lighthouse View
3.5 star property
Portland
6.0 out of 10, (1 review)
"Bed was not comfy as we had backache after second night , we turned mattress round was ok that night but the after that . The step into the shower was too high and we had to buy a step to get in it and also the floor surface was very slippy . Was ck an and tidy and overall not a bad place to stay and would recommend and return at some point "
United Kingdom
Anonymous traveller
The price is ฿10,765
฿12,918 total
includes taxes & fees
31 Jul - 1 Aug
Lighthouse View
Terrace/patio

Home Waters

Home Waters
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is ฿23,376
฿28,052 total
includes taxes & fees
23 Jul - 24 Jul
Home Waters
Cottage | Beach | Beach nearby

Fairways

Fairways
3.0 star property
Weymouth
The price is ฿31,796
฿38,156 total
includes taxes & fees
24 Jul - 25 Jul
Fairways
Interior

Lagoon View

Lagoon View
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"A lovely clean property with beautiful views from the back garden. Ideally located to visit Portland. Well equipped house and perfect for our needs."
United Kingdom
Georgina
The price is ฿41,831
฿50,197 total
includes taxes & fees
14 Aug - 15 Aug
Lagoon View
Cottage | Front of property

Beach View House

Beach View House
3.5 star property
Weymouth
The price is ฿27,567
฿33,081 total
includes taxes & fees
23 Jul - 24 Jul
Beach View House
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

Aaran Guesthouse

Aaran Guesthouse

10/10 Excellent
"The staff was very friendly veiw was amazing lovely breakfast couldn't fault anything would definitely stay there again"
Julie 2-night trip
Posted less than an hour ago
Aaran Guesthouse

Find out more about Portland

Search for holiday rentals in Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in Portland using one of the methods below:

  • View our selection of featured holiday rentals in Portland
  • Use the map to find apartments and other holiday homes in the Portland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Portland while they last

Look no further and take a look at our great range of rental properties in Portland!

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals in Portland close to Osprey Leisure Centre, 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.

How many holiday rentals will I find in Portland?

Choose from 19 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.