Portland Vacation Rentals

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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

Property grounds

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is P33,968
P40,762 total
includes taxes & fees
Feb 28 - Mar 1
Old Higher Lighthouse Stopes Cottage
Beach nearby

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is P30,180
P36,216 total
includes taxes & fees
Feb 28 - Mar 1
74 Reap Lane
Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is P30,572
P36,686 total
includes taxes & fees
Feb 25 - Feb 26
Home From Home
Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is P40,501
P48,601 total
includes taxes & fees
Feb 25 - Feb 26
The Shambles
Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is P45,923
P55,108 total
includes taxes & fees
Feb 25 - Feb 26
Pebbles Reach
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 P33,968
P40,762 total
includes taxes & fees
Mar 23 - Mar 24
Old Higher Lighthouse Branscombe Lodge
Interior

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
Mermaid Cottage
Property grounds

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is P39,652
P47,582 total
includes taxes & fees
Feb 25 - Feb 26
Manhattan Beach
Property grounds

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is P36,647
P43,976 total
includes taxes & fees
Mar 2 - Mar 3
Bear's Apartment
Interior

Kimberlin

Kimberlin
3.5 star property
Portland
The price is P38,280
P45,936 total
includes taxes & fees
Feb 25 - Feb 26
Kimberlin
Interior

St Johns View

St Johns View
3.5 star property
Portland
The price is P41,089
P49,307 total
includes taxes & fees
Feb 25 - Feb 26
St Johns View
Dining

Coastguard View

Coastguard View
3.0 star property
Portland
The price is P37,366
P44,839 total
includes taxes & fees
Mar 3 - Mar 4
Coastguard View
Beach

The View

The View
2.5 star property
Portland
The price is P51,410
P61,692 total
includes taxes & fees
Feb 25 - Feb 26
The View
Interior

Sea Gem

Sea Gem
3.5 star property
Portland
The price is P61,928
P74,313 total
includes taxes & fees
Mar 7 - Mar 8
Sea Gem
Living room

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is P78,977
P94,773 total
includes taxes & fees
Feb 25 - Feb 26
The Old Portland Courthouse
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 P66,043
P79,252 total
includes taxes & fees
Feb 25 - Feb 26
Jurassic Coast House
Interior

Jay Cottage

Jay Cottage
3.5 star property
Weymouth
The price is P24,105
P28,926 total
includes taxes & fees
Feb 28 - Mar 1
Jay 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.
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Top Portland Hotel Reviews

Kingston Country Courtyard

Kingston Country Courtyard

10/10 Excellent
"Beautiful surroundings, our room was equipped with binoculars to spot birds! A haven for people and dogs alike. The staff were lovely, nothing was too much. Definitely recommend, we hope to return soon."
Claire 2-night trip
Posted 6 days ago
Kingston Country Courtyard

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.