Photo by Tom Leeson

Portland Holiday Rentals

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Check prices for these dates

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

Our top choices for Portland holiday rentals

Interior
Old Higher Lighthouse Branscombe Lodge

Cottage in Portland

Old Higher Lighthouse Branscombe Lodge
3.0 star property
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 S$915
includes taxes & fees
14 Jan - 15 Jan
Old Higher Lighthouse Branscombe Lodge
Property grounds
Old Higher Lighthouse Stopes Cottage

Cottage in Portland

Old Higher Lighthouse Stopes Cottage
3.0 star property
The price is S$915
includes taxes & fees
14 Jan - 15 Jan
Old Higher Lighthouse Stopes Cottage
Interior
Pebbles Reach

Cottage in Portland

Pebbles Reach
3.5 star property
The price is S$1,237
includes taxes & fees
19 Jan - 20 Jan
Pebbles Reach
Beach nearby
Home From Home

Cottage in Portland

Home From Home
3.0 star property
The price is S$824
includes taxes & fees
14 Jan - 15 Jan
Home From Home
Beach nearby
74 Reap Lane

Cottage in Portland

74 Reap Lane
3.0 star property
The price is S$813
includes taxes & fees
14 Jan - 15 Jan
74 Reap Lane
Interior
The Shambles

Cottage in Portland

The Shambles
3.5 star property
The price is S$1,091
includes taxes & fees
15 Jan - 16 Jan
The Shambles
Interior
Mermaid Cottage

Cottage in Portland

Mermaid Cottage
3.0 star property
The price is S$861
includes taxes & fees
14 Jan - 15 Jan
Mermaid Cottage
Interior
St Johns View

Cottage in Portland

St Johns View
3.5 star property
The price is S$1,155
includes taxes & fees
5 Feb - 6 Feb
St Johns View
Property grounds
Bear's Apartment

Cottage in Portland

Bear's Apartment
2.0 star property
The price is S$988
includes taxes & fees
19 Jan - 20 Jan
Bear's Apartment
Property grounds
Manhattan Beach

Cottage in Portland

Manhattan Beach
3.0 star property
The price is S$1,068
includes taxes & fees
14 Jan - 15 Jan
Manhattan Beach
Dining
Jurassic Coast House

Cottage in Portland

Jurassic Coast House
3.5 star property
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 S$1,780
includes taxes & fees
14 Jan - 15 Jan
Jurassic Coast House
Interior
Kimberlin

Cottage in Portland

Kimberlin
3.5 star property
The price is S$1,032
includes taxes & fees
14 Jan - 15 Jan
Kimberlin
Interior
Sea Gem

Cottage in Portland

Sea Gem
3.5 star property
The price is S$1,669
includes taxes & fees
14 Jan - 15 Jan
Sea Gem
Beach
The View

Cottage in Portland

The View
2.5 star property
The price is S$1,385
includes taxes & fees
22 Jan - 23 Jan
The View
Living room
The Old Portland Courthouse

Holiday Home in Portland

The Old Portland Courthouse
3.5 star property
The price is S$2,128
includes taxes & fees
18 Jan - 19 Jan
The Old Portland Courthouse
Interior
Meadow View Barn

Cottage in Wareham

Meadow View Barn
3.0 star property
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 S$829
includes taxes & fees
14 Jan - 15 Jan
Meadow View Barn
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

The Duchess of Cornwall Inn

The Duchess of Cornwall Inn

10/10 Excellent
"Great place to stay"
Tony 1-night trip
Posted 5 days ago
The Duchess of Cornwall Inn

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 17 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.