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Portland Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Portland vacation rentals

Interior
Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge
3.0 star property
Portland
10.0 out of 10, Exceptional, (1)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is P35,336
P42,403 total
includes taxes & fees
Feb 6 - Feb 7
Old Higher Lighthouse Branscombe Lodge
Living area
Groves House

Groves House

Groves House
3.0 star property
Portland
Groves House
Interior
The Shambles

The Shambles

The Shambles
3.5 star property
Portland
The price is P42,131
P50,557 total
includes taxes & fees
Feb 6 - Feb 7
The Shambles
Beach nearby
Home From Home

Home From Home

Home From Home
3.0 star property
Portland
The price is P31,802
P38,162 total
includes taxes & fees
Feb 6 - Feb 7
Home From Home
Property grounds
Bear's Apartment

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is P38,145
P45,774 total
includes taxes & fees
Jan 10 - Jan 11
Bear's Apartment
Interior
Mermaid Cottage

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
The price is P33,249
P39,899 total
includes taxes & fees
Jan 10 - Jan 11
Mermaid Cottage
Interior
Kimberlin

Kimberlin

Kimberlin
3.5 star property
Portland
The price is P39,845
P47,814 total
includes taxes & fees
Jan 10 - Jan 11
Kimberlin
Property grounds
Manhattan Beach

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is P41,247
P49,497 total
includes taxes & fees
Feb 6 - Feb 7
Manhattan Beach
Dining
Jurassic Coast House

Jurassic Coast House

Jurassic Coast House
3.5 star property
Portland
8.0 out of 10, Very Good, (1)
"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 P68,742
P82,491 total
includes taxes & fees
Jan 10 - Jan 11
Jurassic Coast House
Interior
Pebbles Reach

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is P47,771
P57,325 total
includes taxes & fees
Feb 6 - Feb 7
Pebbles Reach
Property grounds
Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is P35,336
P42,403 total
includes taxes & fees
Jan 11 - Jan 12
Old Higher Lighthouse Stopes Cottage
Interior
Sea Gem

Sea Gem

Sea Gem
3.5 star property
Portland
The price is P64,459
P77,350 total
includes taxes & fees
Jan 10 - Jan 11
Sea Gem
Beach nearby
74 Reap Lane

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is P31,413
P37,696 total
includes taxes & fees
Jan 10 - Jan 11
74 Reap Lane
Beach
The View

The View

The View
2.5 star property
Portland
The price is P53,511
P64,214 total
includes taxes & fees
Jan 10 - Jan 11
The View
Living room
The Old Portland Courthouse

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is P82,205
P98,646 total
includes taxes & fees
Jan 10 - Jan 11
The Old Portland Courthouse
Exterior
Badgers Cottage

Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
"Nice"
United Kingdom
Neil
The price is P34,724
P41,669 total
includes taxes & fees
Feb 6 - Feb 7
Badgers Cottage
Dining
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

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 P49,199
P68,632 total
includes taxes & fees
Feb 5 - Feb 6
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Property grounds
Hide-a-way

Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is P24,531
P29,437 total
includes taxes & fees
Feb 7 - Feb 8
Hide-a-way
Interior
Pound Cottage

Pound Cottage

Pound Cottage
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2)
"Lovely peaceful place "
United Kingdom
Enid
The price is P22,710
P27,252 total
includes taxes & fees
Jan 10 - Jan 11
Pound Cottage
Marina
2 Driftwood

2 Driftwood

2 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (2)
"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
2 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

Bridge House Hotel

Bridge House Hotel

10/10 Excellent
"Very fresh breakfast & very pet friendly "
Stuart 4-night trip
Posted 5 days ago
Bridge House 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:

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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.