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

Portland Vacation Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Portland holiday rentals

A spacious kitchen with a dining area, a grey sofa, and a vintage trunk.

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 RM2,292
RM2,751 total
includes taxes & fees
27 Sept - 28 Sept
Mermaid Cottage
A room with a large window overlooking a coastal landscape, featuring a wooden interior and a cushioned seating area.

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 RM2,438
RM2,925 total
includes taxes & fees
24 Sept - 25 Sept
Old Higher Lighthouse Branscombe Lodge
A balcony with a view of a marina and cityscape.

3. Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is RM2,845
RM3,415 total
includes taxes & fees
14 Sept - 15 Sept
Manhattan Beach
A coastal hotel with a paved walkway and seating area, overlooking a pebble beach and cliffs.

4. Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is RM2,231
RM2,678 total
includes taxes & fees
3 Oct - 4 Oct
Anchor Cottage
A pebble beach with a clear sky and calm sea.

5. The Shambles

The Shambles
3.5 star property
Portland
The price is RM2,906
RM3,488 total
includes taxes & fees
14 Sept - 15 Sept
The Shambles
A building with a balcony, a sign reading 'ESPIONAGE Place,' and a wooden deck.

6. Portland View

Portland View
2.0 star property
Portland
The price is RM2,119
RM2,543 total
includes taxes & fees
28 Sept - 29 Sept
Portland View
A coastal residential area with houses, a grassy field, and a beach with colorful kayaks.

7. Home From Home

Home From Home
3.0 star property
Portland
The price is RM2,194
RM2,633 total
includes taxes & fees
14 Sept - 15 Sept
Home From Home
A wide, pebbled beach with a clear sky and calm sea.

8. 74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is RM2,166
RM2,599 total
includes taxes & fees
18 Sept - 19 Sept
74 Reap Lane
A boat on a pebbled beach with a clear view of the sea.

9. St Johns View

St Johns View
3.5 star property
Portland
The price is RM3,061
RM3,673 total
includes taxes & fees
3 Oct - 4 Oct
St Johns View
A modern living room with a grey sectional sofa, a dining area with a kitchen in the background, and a staircase leading to an upper floor.

10. Chandlers Nook

Chandlers Nook
2.0 star property
Portland
The price is RM1,791
RM2,149 total
includes taxes & fees
10 Oct - 11 Oct
Chandlers Nook
A wooden sign with maritime-themed decorations and text, mounted on a green building.

11. Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is RM3,295
RM3,955 total
includes taxes & fees
16 Sept - 17 Sept
Pebbles Reach
A balcony with wicker furniture, a glass table, and a view of the sea and buildings.

12. Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is RM2,630
RM3,156 total
includes taxes & fees
18 Sept - 19 Sept
Bear's Apartment
A kitchen with a dining table, chairs, a window with curtains, a potted plant, and a pot on the counter.

13. 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 RM1,313
RM1,575 total
includes taxes & fees
27 Sept - 28 Sept
Lighthouse View
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.

14. Groves House

Groves House
3.0 star property
Portland
The price is RM2,175
RM2,610 total
includes taxes & fees
2 Oct - 3 Oct
Groves House
A wide, pebbled beach with a clear sky and calm sea.

15. The View

The View
2.0 star property
Portland
The View
A dining area with a table set for two, a sofa, and a view of the sea through large windows.

16. Coastguard View

Coastguard View
3.0 star property
Portland
Coastguard View
A wide, pebbled beach with a clear sky and calm sea.

17. Sea Gem

Sea Gem
3.5 star property
Portland
The price is RM4,444
RM5,333 total
includes taxes & fees
14 Sept - 15 Sept
Sea Gem
A dining area with a wooden table and chairs, a kitchen in the background, and a sliding glass door leading to a backyard.

18. 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 RM4,739
RM5,687 total
includes taxes & fees
10 Oct - 11 Oct
Jurassic Coast House
A spacious loft with high ceilings, exposed wooden beams, and large windows.

19. The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The Old Portland Courthouse
A wooden deck with a pergola, a table with chairs, and a brick pathway.

20. Home Waters

Home Waters
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
The price is RM2,850
RM3,420 total
includes taxes & fees
18 Sept - 19 Sept
Home Waters
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

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

10/10 Excellent
"easy parking close to the town."
David 2-night trip
Posted 6 hours ago
Best Western Weymouth Hotel Rembrandt

Find out more about Portland

Search for holiday rentals in Portland on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Portland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Portland!

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.