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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Portland holiday rentals

A multi-story brick building with a flat roof, multiple windows, and a small garden area with grass and plants.

1. Lily's Pad

Lily's Pad
3.0 star property
Portland
The price is HK$3,263
HK$3,916 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 HK$2,496
HK$2,996 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 HK$4,360
HK$5,232 total
includes taxes & fees
29 Oct - 30 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 HK$4,636
HK$5,563 total
includes taxes & fees
2 Nov - 3 Nov
Old Higher Lighthouse Branscombe Lodge
A wide, pebbled beach with a clear sky and calm sea.

5. Chandlers Nook

Chandlers Nook
3.0 star property
Portland
The price is HK$3,406
HK$4,087 total
includes taxes & fees
28 Oct - 29 Oct
Chandlers Nook
A coastal hotel with a paved walkway and seating area, overlooking a pebble beach and cliffs.

6. Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is HK$4,244
HK$5,093 total
includes taxes & fees
3 Nov - 4 Nov
Anchor Cottage
A hotel room with a bed, a dresser, a mirror, and a window with curtains.

7. Portland View

Portland View
3.0 star property
Portland
The price is HK$4,030
HK$4,836 total
includes taxes & fees
3 Nov - 4 Nov
Portland View
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 HK$4,119
HK$4,943 total
includes taxes & fees
28 Oct - 29 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 HK$3,976
HK$4,772 total
includes taxes & fees
28 Oct - 29 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 HK$4,137
HK$4,964 total
includes taxes & fees
15 Nov - 16 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 HK$10,779
HK$12,935 total
includes taxes & fees
28 Oct - 29 Oct
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 HK$4,636
HK$5,563 total
includes taxes & fees
12 Nov - 13 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 HK$5,412
HK$6,494 total
includes taxes & fees
28 Oct - 29 Oct
Manhattan Beach
A wide, pebbled beach with a clear sky and calm sea.

14. The View

The View
3.0 star property
Portland
The price is HK$7,017
HK$8,420 total
includes taxes & fees
28 Oct - 29 Oct
The View
A boat on a pebbled beach with a clear view of the sea.

15. St Johns View

St Johns View
3.5 star property
Portland
The price is HK$5,599
HK$6,719 total
includes taxes & fees
29 Oct - 30 Oct
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 HK$5,002
HK$6,002 total
includes taxes & fees
1 Nov - 2 Nov
Bear's Apartment
A pebble beach with a clear sky and calm sea.

17. The Shambles

The Shambles
3.5 star property
Portland
The price is HK$5,528
HK$6,633 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 HK$6,268
HK$7,521 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 HK$9,014
HK$10,816 total
includes taxes & fees
31 Oct - 1 Nov
Jurassic Coast House
A wide, pebbled beach with a clear sky and calm sea.

20. Sea Gem

Sea Gem
3.5 star property
Portland
The price is HK$8,452
HK$10,142 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

Sleeping Bear Hotel Dorchester

Sleeping Bear Hotel Dorchester

10/10 Excellent
"This is a lovely hotel - the building itself is full of character with plenty of space throuhgout. With free hot drinks and a vending machine for snacks, soft drinks and some alchoholic ones too, there is no need to rush out - but literaly within a stone's throw are 2 restaurants and 2 pubs - and for powerfully-armed cricketers - a couple of cafes. Our limited interactions with the staff found them all to be very helpful and friendly. A huge thank-you to all."
JOHN 2-night trip
Posted 21 hours ago
Sleeping Bear Hotel Dorchester

Find out more about Portland

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

  • View our selection of featured holiday rentals in Portland
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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.

What are some of the best holiday rentals that Portland has to offer?

Beautiful, family friendly Cottage with sea views of Chesil Beach : This highly rated holiday home rental in Portland is located in a rural location, and has a fireplace, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Some other top choices in Portland are Coastal bungalow retreat on the Jurassic Coast at Portland, Dorset. and 4 bedroom accommodation in Portland.

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.