Portland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Portland vacation rentals

Beach nearby

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is NT$16,413
NT$19,696 total
includes taxes & fees
Feb 28 - Mar 1
74 Reap Lane
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 NT$18,474
NT$22,169 total
includes taxes & fees
Mar 23 - Mar 24
Old Higher Lighthouse Branscombe Lodge
Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is NT$16,627
NT$19,952 total
includes taxes & fees
Feb 26 - Feb 27
Home From Home
Cottage | Property grounds

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is NT$18,474
NT$22,169 total
includes taxes & fees
Mar 4 - Mar 5
Old Higher Lighthouse Stopes Cottage
Dining

Coastguard View

Coastguard View
3.0 star property
Portland
The price is NT$20,322
NT$24,386 total
includes taxes & fees
Mar 3 - Mar 4
Coastguard View
Cottage | Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is NT$24,975
NT$29,971 total
includes taxes & fees
Feb 26 - Feb 27
Pebbles Reach
Cottage | Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is NT$22,027
NT$26,432 total
includes taxes & fees
Feb 26 - Feb 27
The Shambles
Interior

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
The price is NT$17,373
NT$20,847 total
includes taxes & fees
Mar 8 - Mar 9
Mermaid Cottage
Property grounds

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is NT$21,565
NT$25,878 total
includes taxes & fees
Feb 26 - Feb 27
Manhattan Beach
Cottage | Interior

St Johns View

St Johns View
3.5 star property
Portland
The price is NT$22,347
NT$26,816 total
includes taxes & fees
Feb 26 - Feb 27
St Johns View
Property grounds

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is NT$19,931
NT$23,917 total
includes taxes & fees
Mar 2 - Mar 3
Bear's Apartment
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 NT$35,918
NT$43,101 total
includes taxes & fees
Feb 26 - Feb 27
Jurassic Coast House
Cottage | Beach | Beach nearby

The View

The View
2.5 star property
Portland
The price is NT$27,960
NT$33,552 total
includes taxes & fees
Feb 26 - Feb 27
The View
Cottage | Interior

Kimberlin

Kimberlin
3.5 star property
Portland
The price is NT$20,819
NT$24,983 total
includes taxes & fees
Feb 26 - Feb 27
Kimberlin
Cottage | Interior

Sea Gem

Sea Gem
3.5 star property
Portland
The price is NT$33,680
NT$40,416 total
includes taxes & fees
Feb 26 - Feb 27
Sea Gem
Cottage | Living room | TV

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is NT$42,952
NT$51,543 total
includes taxes & fees
Feb 26 - Feb 27
The Old Portland Courthouse
Cottage | Outdoor dining

Bobbin Cottage

Bobbin Cottage
3.0 star property
Swanage
The price is NT$13,998
NT$16,797 total
includes taxes & fees
Feb 26 - Feb 27
Bobbin Cottage
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

10/10 Excellent
"Great stay in the Rembrandt Weymouth, family room was spacious and the hotel staff a friendly. "
Thomas 4-night trip
Posted 1 day ago
Best Western Weymouth Hotel Rembrandt

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 close to popular sights in Portland, or you can select a more remote 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 16 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.