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
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 rentals

A kitchen with a dining table, chairs, a window with curtains, a potted plant, and a pot on the counter.

1. 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$484
includes taxes & fees
13 Oct - 14 Oct
Lighthouse View
A neatly made bed with a tufted headboard, a decorative wall fan, and a carpeted floor.

2. Lily's Pad

Lily's Pad
3.0 star property
Portland
The price is S$631
includes taxes & fees
18 Oct - 19 Oct
Lily's Pad
A spacious kitchen with a dining area, a grey sofa, and a vintage trunk.

3. 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$844
includes taxes & fees
12 Oct - 13 Oct
Mermaid Cottage
A living room with a television, dark-colored furniture, a white door, and a window with blinds.

4. Chandlers Nook

Chandlers Nook
2.0 star property
Portland
The price is S$659
includes taxes & fees
14 Oct - 15 Oct
Chandlers Nook
A coastal hotel with a paved walkway and seating area, overlooking a pebble beach and cliffs.

5. Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is S$821
includes taxes & fees
12 Oct - 13 Oct
Anchor Cottage
A wide, pebbled beach with a clear sky and calm sea.

6. 74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is S$797
includes taxes & fees
12 Oct - 13 Oct
74 Reap Lane
A modern kitchen with white cabinets, a microwave, toaster, kettle, and a refrigerator.

7. Portland View

Portland View
2.0 star property
Portland
The price is S$780
includes taxes & fees
16 Oct - 17 Oct
Portland View
A coastal residential area with houses, a grassy field, and a beach with colorful kayaks.

8. Home From Home

Home From Home
3.0 star property
Portland
The price is S$769
includes taxes & fees
12 Oct - 13 Oct
Home From Home
A coastal view from a high vantage point with a grassy area and a railing.

9. Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is S$899
includes taxes & fees
9 Nov - 10 Nov
Old Higher Lighthouse Stopes Cottage
A room with a large window overlooking a coastal landscape, featuring a wooden interior and a cushioned seating area.

10. 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$899
includes taxes & fees
2 Nov - 3 Nov
Old Higher Lighthouse Branscombe Lodge
A spacious loft with high ceilings, exposed beams, and large windows. It features a yellow sofa, a blue sofa, and a dining area with a kitchen in the background.

11. Groves House

Groves House
3.0 star property
Portland
8.0 out of 10, Very good, (1 review)
"A nice clean house in a decent location. Not far to walk for some decent pubs. Comfortable beds etc. A few small niggles. The hob was not fully functional and the kitchen tap was falling apart. Still usable though. Overall pretty decent."
United Kingdom
David
The price is S$800
includes taxes & fees
1 Nov - 2 Nov
Groves House
A boat on a pebbled beach with a clear view of the sea.

12. St Johns View

St Johns View
3.5 star property
Portland
The price is S$1,083
includes taxes & fees
14 Oct - 15 Oct
St Johns View
A wide, pebbled beach with a clear sky and calm sea.

13. Sea Gem

Sea Gem
3.5 star property
Portland
The price is S$1,635
includes taxes & fees
16 Oct - 17 Oct
Sea Gem
A spacious loft with high ceilings, exposed wooden beams, and large windows.

14. The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is S$2,086
includes taxes & fees
12 Oct - 13 Oct
The Old Portland Courthouse
A wooden sign with maritime-themed decorations and text, mounted on a green building.

15. Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is S$1,213
includes taxes & fees
20 Oct - 21 Oct
Pebbles Reach
A balcony with a view of a marina and cityscape.

16. Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is S$1,047
includes taxes & fees
12 Oct - 13 Oct
Manhattan Beach
A pebble beach with a clear sky and calm sea.

17. The Shambles

The Shambles
3.5 star property
Portland
The price is S$1,070
includes taxes & fees
19 Oct - 20 Oct
The Shambles
A wide, pebbled beach with a clear sky and calm sea.

18. The View

The View
2.0 star property
Portland
The price is S$1,358
includes taxes & fees
31 Oct - 1 Nov
The View
A balcony with wicker furniture, a glass table, and a view of the sea and buildings.

19. Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is S$968
includes taxes & fees
24 Oct - 25 Oct
Bear's Apartment
A dining area with a wooden table and chairs, a kitchen in the background, and a sliding glass door leading to a backyard.

20. 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
The price is S$1,744
includes taxes & fees
19 Oct - 20 Oct
Jurassic Coast House
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 Jubilee Hotel East- with Spa Facilities

The Jubilee Hotel East- with Spa Facilities

8/10 Good
"The staff were all helpful and friendly. Our room was clean and we had a sea view room. Only thing was because the building is old that the sash window didn't close right. Breakfast was very good."
Jane 2-night trip
Posted 19 hours ago
The Jubilee Hotel East- with Spa Facilities

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 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.