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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Portland holiday rentals

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
The price is ฿18,660
฿22,392 total
includes taxes & fees
7 Feb - 8 Feb
Old Higher Lighthouse Branscombe Lodge
Cottage | Dining

Jurassic Coast House

Jurassic Coast House
3.5 star property
Portland
8.0 out of 10, Very good, (1 review)
"Nice size property. Missing the more luxury/comfort items. Garden furniture ok not as images. Has a comfy dining table. Balcony furniture present but not suitable for the area. High stools and table not appropriate needs more relaxing items to make area useful otherwise it was good for drying clothes. Area is central and easy for amenities, cafes, beach, shops etc all easy to walk to. Noisy as near heliport and some days this is busy from early morning till after 10 at night. Not overly...
United Kingdom
Michelle
The price is ฿36,279
฿43,535 total
includes taxes & fees
7 Feb - 8 Feb
Jurassic Coast House
Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is ฿16,794
฿20,153 total
includes taxes & fees
7 Feb - 8 Feb
Home From Home
Cottage | Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is ฿22,248
฿26,698 total
includes taxes & fees
7 Feb - 8 Feb
The Shambles
Cottage | Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is ฿25,227
฿30,272 total
includes taxes & fees
7 Feb - 8 Feb
Pebbles Reach
Beach nearby

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is ฿16,579
฿19,894 total
includes taxes & fees
11 Feb - 12 Feb
74 Reap Lane
Cottage | Property grounds

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is ฿18,660
฿22,392 total
includes taxes & fees
11 Feb - 12 Feb
Old Higher Lighthouse Stopes Cottage
Property grounds

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is ฿20,131
฿24,157 total
includes taxes & fees
7 Feb - 8 Feb
Bear's Apartment
Property grounds

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is ฿21,782
฿26,138 total
includes taxes & fees
7 Feb - 8 Feb
Manhattan Beach
Cottage | Interior

Kimberlin

Kimberlin
3.5 star property
Portland
The price is ฿21,028
฿25,234 total
includes taxes & fees
12 Feb - 13 Feb
Kimberlin
Cottage | Beach | Beach nearby

The View

The View
2.5 star property
Portland
The price is ฿28,241
฿33,889 total
includes taxes & fees
7 Feb - 8 Feb
The View
Cottage | Interior

Sea Gem

Sea Gem
3.5 star property
Portland
The price is ฿34,018
฿40,822 total
includes taxes & fees
12 Feb - 13 Feb
Sea Gem
Interior

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
The price is ฿17,547
฿21,057 total
includes taxes & fees
7 Feb - 8 Feb
Mermaid Cottage
Cottage | Interior

St Johns View

St Johns View
3.5 star property
Portland
The price is ฿22,571
฿27,086 total
includes taxes & fees
21 Feb - 22 Feb
St Johns View
Cottage | Living room | TV

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is ฿43,384
฿52,061 total
includes taxes & fees
7 Feb - 8 Feb
The Old Portland Courthouse
Cottage | Marina

2 Driftwood

2 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (2 reviews)
"2 Driftwood was a perfect place to stay at the perfect location of West Bay. The flat is very new, immaculate and well equipped with all you need for a holiday stay. Only one issue we had was finding the meter cupboard where the key safe was located. This is outside of the rear entrance of the building at ground level. One of the residents advised us of the key safe location and said many other guests had struggled with this. Everything else was perfect and Iwould love to live there."
United Kingdom
Debbie
The price is ฿15,825
฿18,990 total
includes taxes & fees
10 Feb - 11 Feb
2 Driftwood
Dining

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
2.0 star property
Dorchester
The price is ฿26,501
฿36,968 total
includes taxes & fees
11 Feb - 12 Feb
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Cottage | Private kitchen | Fridge, stovetop, cookware/dishes/utensils

Way's Forge

Way's Forge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Way's Forge is a quirky, convenient accommodation for exploring a wide variety of locations in the area and further afield. . It was a very comfortable stay and we enjoyed it very much. "
United Kingdom
Virginia
The price is ฿18,229
฿21,875 total
includes taxes & fees
9 Feb - 10 Feb
Way's Forge
Cottage | Interior

Meadow View Barn

Meadow View Barn
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"Great little place, perfect for my stay. Nice and clean, all amenities and good communication from the owner."
United Kingdom
Mitch
The price is ฿16,902
฿20,282 total
includes taxes & fees
7 Feb - 8 Feb
Meadow View Barn
Exterior

8 Driftwood

8 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (1 review)
"Great place and so close to everything, balcony needs a bit of a clean and the view was a bit disappointing but overall had a great time "
United Kingdom
kevin
The price is ฿15,825
฿18,990 total
includes taxes & fees
13 Feb - 14 Feb
8 Driftwood
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

Fairhaven Hotel

Fairhaven Hotel

10/10 Excellent
"Great staff and easy check in. Lovely room and view. Thank you"
Cassie 1-night trip
Posted 2 days ago
Fairhaven Hotel

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
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  • 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 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.

How many holiday rentals will I find in Portland?

Choose from 15 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.