Portland Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Portland holiday rentals

Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is S$820
includes taxes & fees
2 Jun - 3 Jun
Home From Home
Beach nearby

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is S$810
includes taxes & fees
9 Jun - 10 Jun
74 Reap Lane
Dining

Lighthouse View

Lighthouse View
3.5 star property
Portland
6.0 out of 10, (1 review)
"Bed was not comfy as we had backache after second night , we turned mattress round was ok that night but the after that . The step into the shower was too high and we had to buy a step to get in it and also the floor surface was very slippy . Was ck an and tidy and overall not a bad place to stay and would recommend and return at some point "
United Kingdom
Anonymous traveller
The price is S$491
includes taxes & fees
9 Jun - 10 Jun
Lighthouse View
Dining

Coastguard View

Coastguard View
3.0 star property
Portland
The price is S$1,002
includes taxes & fees
25 Jun - 26 Jun
Coastguard View
Beach nearby

Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is S$837
includes taxes & fees
30 May - 31 May
Anchor Cottage
Interior

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
The price is S$857
includes taxes & fees
9 Jun - 10 Jun
Mermaid Cottage
Property grounds

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is S$1,282
includes taxes & fees
15 Jun - 16 Jun
Old Higher Lighthouse Stopes Cottage
Property grounds

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is S$1,064
includes taxes & fees
26 Jun - 27 Jun
Manhattan Beach
Interior

Sea Gem

Sea Gem
3.5 star property
Portland
The price is S$1,661
includes taxes & fees
2 Jun - 3 Jun
Sea Gem
Property grounds

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is S$987
includes taxes & fees
19 Jun - 20 Jun
Bear's Apartment
Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is S$1,086
includes taxes & fees
31 May - 1 Jun
The Shambles
Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is S$1,236
includes taxes & fees
13 Jun - 14 Jun
Pebbles Reach
Interior

St Johns View

St Johns View
3.5 star property
Portland
The price is S$1,500
includes taxes & fees
7 Jun - 8 Jun
St Johns View
Beach

The View

The View
2.5 star property
Portland
The price is S$1,446
includes taxes & fees
6 Jun - 7 Jun
The View
Living room

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The Old Portland Courthouse
Outdoor dining

Littlesea Holiday Park - Holiday Accommodation 19270

Littlesea Holiday Park - Holiday Accommodation 19270
2.5 star property
Weymouth
The price is S$684
includes taxes & fees
30 May - 31 May
Littlesea Holiday Park - Holiday Accommodation 19270
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

Fairhaven Hotel

Fairhaven Hotel

10/10 Excellent
"Superb location, amazing views of the bay and a short walk to pretty much everything that Weymouth has to offer. The room was clean and tidy, and well stocked with a variety of refreshments (tea, coffee and milk portions). The hotel offers discounted parking with the Q Park at Commercial Road which is worth having (no need to pre-book). I'd happily book another stay here in the future."
David 2-night trip
Posted 8 hours ago
Fairhaven Hotel

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals in Portland close to Osprey Leisure Centre, 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.