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

Portland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Portland vacation rentals

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 NT$17,944
NT$21,533 total
includes taxes & fees
Jul 31 - Aug 1
Mermaid Cottage

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 traveler
The price is NT$10,268
NT$12,322 total
includes taxes & fees
Jul 19 - Jul 20
Lighthouse View

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is NT$22,260
NT$26,712 total
includes taxes & fees
Jul 22 - Jul 23
Manhattan Beach

Home From Home

Home From Home
3.0 star property
Portland
Home From Home

Groves House

Groves House
3.0 star property
Portland
The price is NT$17,016
NT$20,419 total
includes taxes & fees
Aug 10 - Aug 11
Groves House

Coastguard View

Coastguard View
3.0 star property
Portland
The price is NT$20,976
NT$25,171 total
includes taxes & fees
Jul 17 - Jul 18
Coastguard View

Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is NT$17,456
NT$20,947 total
includes taxes & fees
Jul 25 - Jul 26
Anchor Cottage

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is NT$16,942
NT$20,331 total
includes taxes & fees
Jul 15 - Jul 16
74 Reap Lane

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 NT$29,557
NT$35,469 total
includes taxes & fees
Jul 18 - Jul 19
Old Higher Lighthouse Branscombe Lodge

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 NT$37,075
NT$44,490 total
includes taxes & fees
Jul 17 - Jul 18
Jurassic Coast House

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is NT$25,780
NT$30,936 total
includes taxes & fees
Jul 16 - Jul 17
Pebbles Reach

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is NT$20,573
NT$24,687 total
includes taxes & fees
Jul 18 - Jul 19
Bear's Apartment

The View

The View
2.0 star property
Portland
The price is NT$36,782
NT$44,138 total
includes taxes & fees
Jul 15 - Jul 16
The View

Sea Gem

Sea Gem
3.5 star property
Portland
The price is NT$34,765
NT$41,718 total
includes taxes & fees
Jul 18 - Jul 19
Sea Gem

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is NT$65,165
NT$78,198 total
includes taxes & fees
Aug 7 - Aug 8
Old Higher Lighthouse Stopes Cottage

St Johns View

St Johns View
3.5 star property
Portland
The price is NT$48,333
NT$58,000 total
includes taxes & fees
Aug 1 - Aug 2
St Johns View

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is NT$44,336
NT$53,203 total
includes taxes & fees
Jul 19 - Jul 20
The Old Portland Courthouse

Kimberlin

Kimberlin
3.5 star property
Portland
The price is NT$77,010
NT$92,412 total
includes taxes & fees
Aug 7 - Aug 8
Kimberlin
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Portland Hotel Reviews

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 vacation rental in Portland?

Yes, you can find vacation rentals in Portland close to Osprey Leisure Centre, or you can select a more secluded option if you'd like a relaxing place to 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 vacation rentals will I find in Portland?

Choose from 18 Expedia vacation rentals in Portland for a memorable vacation.

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 vacation rentals like in Portland?

Vacation rentals are private properties you can stay in for a couple days or more in Portland. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips.