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

Portland Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Portland holiday rentals

Interior

1. Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"Very nice cottage in quiet location with room opening onto garden with lots of bird song. Snug with TV is very comfortable. Parking spot just outside cottage. Well appointed kitchen. Location is good for access to portland, but going elsewhere requires travelling through Weymouth which can be slow."
United Kingdom
Terry
The price is S$864
includes taxes & fees
23 Sept - 24 Sept
Mermaid Cottage
Interior

2. Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge
3.0 star property
Portland
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$920
includes taxes & fees
24 Sept - 25 Sept
Old Higher Lighthouse Branscombe Lodge
Beach nearby

3. Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is S$841
includes taxes & fees
13 Sept - 14 Sept
Anchor Cottage
Property grounds

4. Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is S$1,072
includes taxes & fees
23 Sept - 24 Sept
Manhattan Beach
Interior

5. The Shambles

The Shambles
3.5 star property
Portland
The price is S$1,095
includes taxes & fees
13 Sept - 14 Sept
The Shambles
Beach nearby

6. Home From Home

Home From Home
3.0 star property
Portland
The price is S$827
includes taxes & fees
13 Sept - 14 Sept
Home From Home
2 bedrooms, free WiFi, individually decorated, individually furnished

7. Portland View

Portland View
2.0 star property
Portland
The price is S$799
includes taxes & fees
13 Sept - 14 Sept
Portland View
On the beach

8. Chandlers Nook

Chandlers Nook
2.0 star property
Portland
The price is S$675
includes taxes & fees
30 Aug - 31 Aug
Chandlers Nook
Beach

9. 74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is S$816
includes taxes & fees
18 Sept - 19 Sept
74 Reap Lane
Interior

10. St Johns View

St Johns View
3.5 star property
Portland
The price is S$1,765
includes taxes & fees
29 Aug - 30 Aug
St Johns View
Property grounds

11. Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is S$1,140
includes taxes & fees
31 Aug - 1 Sept
Old Higher Lighthouse Stopes Cottage
Living area

12. Groves House

Groves House
3.0 star property
Portland
The price is S$820
includes taxes & fees
1 Sept - 2 Sept
Groves House
Property grounds

13. Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is S$991
includes taxes & fees
18 Sept - 19 Sept
Bear's Apartment
Beach

14. The View

The View
2.0 star property
Portland
The price is S$1,390
includes taxes & fees
23 Sept - 24 Sept
The View
Dining

15. 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$495
includes taxes & fees
1 Sept - 2 Sept
Lighthouse View
Dining

16. Coastguard View

Coastguard View
3.0 star property
Portland
The price is S$1,011
includes taxes & fees
30 Aug - 31 Aug
Coastguard View
Interior

17. Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is S$1,242
includes taxes & fees
2 Sept - 3 Sept
Pebbles Reach
Interior

18. Sea Gem

Sea Gem
3.5 star property
Portland
The price is S$1,675
includes taxes & fees
29 Aug - 30 Aug
Sea Gem
Dining

19. Jurassic Coast House

Jurassic Coast House
3.5 star property
Portland
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
Jurassic Coast House
Living room

20. The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is S$2,136
includes taxes & fees
29 Aug - 30 Aug
The Old Portland Courthouse
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

Aaran Guesthouse

Aaran Guesthouse

10/10 Excellent
"Great location great views would stay again"
Tim 1-night trip
Posted less than an hour ago
Aaran Guesthouse

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 19 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 Weymouth Bay and Dorset and East Devon Coast 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.