A coastal town with colorful houses, a prominent hill in the background, and a clear blue sky.

Portland Private Home Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Portland holiday homes

A spacious loft with high ceilings, exposed wooden beams, and large windows.

1. The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is S$2,090
includes taxes & fees
18 Oct - 19 Oct
The Old Portland Courthouse
A window view of a beach with a white fence, a palm tree, and a lighthouse in the distance.

2. Low Tide

Low Tide
3.0 star property
Weymouth Town Center
The price is S$2,627
includes taxes & fees
14 Oct - 15 Oct
Low Tide
A modern kitchen with stainless steel appliances, wooden countertops, and a herringbone floor pattern.

3. 15 Hardwick Street

15 Hardwick Street
3.5 star property
Weymouth Town Center
The price is S$1,483
includes taxes & fees
14 Oct - 15 Oct
15 Hardwick Street
A dining area with a table set for four, a bottle of wine, and a bowl of fruit.

4. Weybury Cottage

Weybury Cottage
3.5 star property
Rodwell
The price is S$1,162
includes taxes & fees
16 Oct - 17 Oct
Weybury Cottage
A stone house with a sloped roof, a wooden door, and a gravel driveway.

5. The Courthouse

The Courthouse
3.5 star property
Weymouth
The price is S$1,423
includes taxes & fees
14 Oct - 15 Oct
The Courthouse
A view from a room with a glass door leading to a balcony with a wooden railing.

6. Village View

Village View
3.0 star property
Bridport
The price is S$861
includes taxes & fees
15 Oct - 16 Oct
Village View
A beach with a large cliff and ocean waves.

7. Seacliff

Seacliff
2.0 star property
Bridport
10.0 out of 10, Exceptional, (1 review)
"This is our second time staying at Seacliffe and it was perfect for us as a family of 5 and a small dog. The house has everything you need, lots of space and a lovely patio and garden."
United Kingdom
Vicki
The price is S$1,566
includes taxes & fees
16 Oct - 17 Oct
Seacliff
A modern two-story house with a sloped metal roof and a white facade.

8. 8 Driftwood

8 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (1 review)
"Great place and so close to everything, balcony needs a bit of a clean and the view was a bit disappointing but overall had a great time "
United Kingdom
kevin
The price is S$762
includes taxes & fees
14 Oct - 15 Oct
8 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

The Duchess of Cornwall Inn

The Duchess of Cornwall Inn

10/10 Excellent
"Lovely clean large room. Great tv with a superb picture. Plenty of tea / coffee and biscuits welcome tray. We were surprised how quiet our sleep was, the pub below was busy but no sound from it. The decoration of the whole venue is incredible with so much to look at. There is a lot of car spaces but the area is very busy so it’s a bit of a search to find one."
Colin 1-night trip
Posted 6 hours ago
The Duchess of Cornwall Inn

Find out more about Portland

Portland Private Holiday Homes information

Number of reviews
2
Accommodation
47 Private Holiday Homes
Lowest Price
S$762
Highest Price
S$2,627