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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Portland holiday rentals

A dining area with a wooden table, chairs, a white brick wall, and a bookshelf.

1. Lily's Pad

Lily's Pad
3.0 star property
Portland
The price is RM1,896
RM2,275 total
includes taxes & fees
31 Oct - 1 Nov
Lily's Pad
A kitchen with a dining table, chairs, a window with curtains, a potted plant, and a pot on the counter.

2. 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 RM1,300
RM1,561 total
includes taxes & fees
30 Oct - 31 Oct
Lighthouse View
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 RM2,271
RM2,725 total
includes taxes & fees
30 Oct - 31 Oct
Mermaid Cottage
A room with a large window overlooking a coastal landscape, featuring a wooden interior and a cushioned seating area.

4. 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 RM2,415
RM2,898 total
includes taxes & fees
2 Nov - 3 Nov
Old Higher Lighthouse Branscombe Lodge
A building facade with a blue door, a window with blinds, and a small vent.

5. Chandlers Nook

Chandlers Nook
3.0 star property
Portland
The price is RM1,979
RM2,375 total
includes taxes & fees
1 Nov - 2 Nov
Chandlers Nook
A house sign for Anchor Cottage, featuring a decorative anchor and a seascape.

6. Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is RM2,211
RM2,653 total
includes taxes & fees
18 Nov - 19 Nov
Anchor Cottage
A room with a large window, two grey chairs with red cushions, a floor lamp, and a view of the sea and greenery.

7. Portland View

Portland View
3.0 star property
Portland
The price is RM2,099
RM2,519 total
includes taxes & fees
30 Oct - 31 Oct
Portland View
A room with wicker chairs, a small table, and a view of a garden through open doors.

8. 74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is RM2,146
RM2,575 total
includes taxes & fees
30 Oct - 31 Oct
74 Reap Lane
A coastal residential area with houses, a grassy field, and a beach with colorful kayaks.

9. Home From Home

Home From Home
3.0 star property
Portland
The price is RM2,067
RM2,481 total
includes taxes & fees
30 Oct - 31 Oct
Home From Home
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.

10. 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 RM2,404
RM2,885 total
includes taxes & fees
26 Nov - 27 Nov
Groves House
A spacious loft with high ceilings, exposed wooden beams, and large windows.

11. The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is RM5,604
RM6,725 total
includes taxes & fees
31 Oct - 1 Nov
The Old Portland Courthouse
A coastal view from a high vantage point with a grassy area and a railing.

12. Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is RM2,411
RM2,893 total
includes taxes & fees
9 Nov - 10 Nov
Old Higher Lighthouse Stopes Cottage
A balcony with a view of a marina and cityscape.

13. Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is RM2,819
RM3,383 total
includes taxes & fees
31 Oct - 1 Nov
Manhattan Beach
A modern living room with a large window offering a view of the sea and cliffs, a dining area with a round table and chairs, a sofa with patterned cushions, and a coffee table.

14. The View

The View
3.0 star property
Portland
The price is RM3,648
RM4,378 total
includes taxes & fees
6 Nov - 7 Nov
The View
A two-story house with a stone facade, a grey roof, and a white garage door.

15. St Johns View

St Johns View
3.5 star property
Portland
The price is RM2,911
RM3,493 total
includes taxes & fees
14 Nov - 15 Nov
St Johns View
A balcony with wicker furniture, a glass table, and a view of the sea and buildings.

16. Bear's Apartment

Bear's Apartment
3.0 star property
Portland
The price is RM2,606
RM3,127 total
includes taxes & fees
1 Nov - 2 Nov
Bear's Apartment
A dining area with a white table set for four, a wooden staircase, and a living room in the background.

17. The Shambles

The Shambles
3.5 star property
Portland
The price is RM2,874
RM3,449 total
includes taxes & fees
30 Oct - 31 Oct
The Shambles
A wooden sign with maritime-themed decorations and text, mounted on a green building.

18. Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is RM3,265
RM3,918 total
includes taxes & fees
30 Oct - 31 Oct
Pebbles Reach
A dining area with a wooden table and chairs, a kitchen in the background, and a sliding glass door leading to a backyard.

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
The price is RM4,687
RM5,624 total
includes taxes & fees
3 Nov - 4 Nov
Jurassic Coast House
A modern kitchen with a gas stove, oven, and white cabinetry.

20. Sea Gem

Sea Gem
3.5 star property
Portland
The price is RM4,912
RM5,894 total
includes taxes & fees
31 Oct - 1 Nov
Sea Gem
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
"Best hotel in Weymouth first came here 26 years ago on the way to and from Gurnsey CIs with my late wife"
john 3-night trip
Posted 13 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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  • Enter your travel dates to view the best deals on holiday rentals in Portland while they last

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.