Portland Holiday Rentals

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Check prices for these dates

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept

Holiday Rentals in Portland

Home From Home
Beach nearby

Home From Home

3.0 star property
The price is S$788
includes taxes & fees
26 Aug - 27 Aug
Home From Home
Panoramic View
Interior

Panoramic View

3.5 star property
Panoramic View
65 Ocean View
Dining

65 Ocean View

3.0 star property
The price is S$797
includes taxes & fees
31 Aug - 1 Sept
65 Ocean View
The View
Beach

The View

2.5 star property
The price is S$1,324
includes taxes & fees
14 Sept - 15 Sept
The View
The Dorset Resort
3 bedrooms, desk, laptop workspace, blackout curtains

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (38)
"PRPOERTY VERY SPACIOUS, VERY CLEAN AND JUST A LOVELY PROPERTY TO UNWIND AND RELAX WITH FAMILY, LOVED THE SAUNA"
The Dorset Resort
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Fridge, microwave, oven, stovetop

4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

2.0 star property
The price is S$593
includes taxes & fees
1 Sept - 2 Sept
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
18 Chamberlaine Road
Dining

18 Chamberlaine Road

2.5 star property
The price is S$685
includes taxes & fees
1 Sept - 2 Sept
18 Chamberlaine Road
Escape the Ordinary - Dorset Village Vacation
Private kitchen

Escape the Ordinary - Dorset Village Vacation

2.0 star property
Escape the Ordinary - Dorset Village Vacation
Shepherd Oak
Private kitchen

Shepherd Oak

3.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent location, lovely accommodation with private decking area. Not a thing to dislike"
Shepherd Oak
Agua de Plata, 16 Wakeling Island, Silverlake
Dining

Agua de Plata, 16 Wakeling Island, Silverlake

3.0 star property
The price is S$1,292
includes taxes & fees
1 Sept - 2 Sept
Agua de Plata, 16 Wakeling Island, Silverlake
River Cottage
Interior

River Cottage

3.5 star property
The price is S$1,169
includes taxes & fees
26 Aug - 27 Aug
River Cottage
Braiders Rest
Beach

Braiders Rest

3.0 star property
The price is S$764
includes taxes & fees
30 Aug - 31 Aug
Braiders Rest
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 Bull Hotel

The Bull Hotel

10/10 Excellent
"Lovely hotel where our friends were getting married on the Saturday of a long weekend. Great staff who went above and beyond. "
Jon 3-night trip
Posted 3 days ago
The Bull Hotel

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.