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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Portland vacation rentals

A neatly made bed with a tufted headboard, a decorative wall fan, and a carpeted floor.

1. Lily's Pad

Lily's Pad
3.0 star property
Portland
The price is ₩558,022
₩669,626 total
includes taxes & fees
Oct 17 - Oct 18
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 traveler
The price is ₩426,902
₩512,282 total
includes taxes & fees
Sep 30 - Oct 1
Lighthouse View
A living room with a television, dark-colored furniture, a white door, and a window with blinds.

3. Chandlers Nook

Chandlers Nook
2.0 star property
Portland
The price is ₩582,417
₩698,900 total
includes taxes & fees
Oct 8 - Oct 9
Chandlers Nook
A spacious kitchen with a dining area, a grey sofa, and a vintage trunk.

4. 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 ₩745,555
₩894,666 total
includes taxes & fees
Oct 5 - Oct 6
Mermaid Cottage
A modern kitchen with white cabinets, a microwave, toaster, kettle, and a refrigerator.

5. Portland View

Portland View
2.0 star property
Portland
The price is ₩689,143
₩826,972 total
includes taxes & fees
Oct 10 - Oct 11
Portland View
A coastal residential area with houses, a grassy field, and a beach with colorful kayaks.

6. Home From Home

Home From Home
3.0 star property
Portland
The price is ₩679,995
₩815,994 total
includes taxes & fees
Oct 10 - Oct 11
Home From Home
A wide, pebbled beach with a clear sky and calm sea.

7. 74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is ₩704,389
₩845,267 total
includes taxes & fees
Oct 11 - Oct 12
74 Reap Lane
A coastal hotel with a paved walkway and seating area, overlooking a pebble beach and cliffs.

8. Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is ₩725,734
₩870,881 total
includes taxes & fees
Oct 5 - Oct 6
Anchor Cottage
A room with a large window overlooking a coastal landscape, featuring a wooden interior and a cushioned seating area.

9. 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 ₩794,343
₩953,212 total
includes taxes & fees
Oct 16 - Oct 17
Old Higher Lighthouse Branscombe Lodge
A pebble beach with a clear sky and calm sea.

10. The Shambles

The Shambles
3.5 star property
Portland
The price is ₩945,284
₩1,134,341 total
includes taxes & fees
Oct 8 - Oct 9
The Shambles
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 ₩707,438
₩848,926 total
includes taxes & fees
Oct 2 - Oct 3
Groves House
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 ₩794,343
₩953,212 total
includes taxes & fees
Oct 19 - Oct 20
Old Higher Lighthouse Stopes Cottage
A wooden sign with maritime-themed decorations and text, mounted on a green building.

13. Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is ₩1,071,830
₩1,286,196 total
includes taxes & fees
Oct 4 - Oct 5
Pebbles Reach
A boat on a pebbled beach with a clear view of the sea.

14. St Johns View

St Johns View
3.5 star property
Portland
The price is ₩957,481
₩1,148,977 total
includes taxes & fees
Oct 3 - Oct 4
St Johns View
A balcony with wicker furniture, a glass table, and a view of the sea and buildings.

15. Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is ₩855,330
₩1,026,396 total
includes taxes & fees
Oct 2 - Oct 3
Bear's Apartment
A balcony with a view of a marina and cityscape.

16. Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is ₩925,464
₩1,110,557 total
includes taxes & fees
Oct 8 - Oct 9
Manhattan Beach
A dining area with a table set for two, a sofa, and a view of the sea through large windows.

17. Coastguard View

Coastguard View
3.0 star property
Portland
The price is ₩872,101
₩1,046,521 total
includes taxes & fees
Oct 3 - Oct 4
Coastguard View
A wide, pebbled beach with a clear sky and calm sea.

18. Sea Gem

Sea Gem
3.5 star property
Portland
Sea Gem
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 price is ₩1,843,304
₩2,211,965 total
includes taxes & fees
Oct 5 - Oct 6
The Old Portland Courthouse
A wide, pebbled beach with a clear sky and calm sea.

20. The View

The View
2.0 star property
Portland
The price is ₩1,353,891
₩1,624,669 total
includes taxes & fees
Oct 24 - Oct 25
The View
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

10/10 Excellent
"Reasonable price, convenient for beach and shops. Friendly staff. Lovely room and all spotlessly clean"
Pat 1-night trip
Posted less than an hour ago
The Jubilee Hotel East- with Spa Facilities

Find out more about Portland

Search for Vacation rentals in Portland on Expedia.co.uk! You can easily find your home rentals, villas, Vacation 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 vacation rental in Portland?

Yes, you can find vacation rentals in Portland close to Osprey Leisure Centre, or you can select a more secluded option if you'd like a relaxing place to 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 vacation rentals will I find in Portland?

Choose from 19 Expedia vacation rentals in Portland for a memorable vacation.

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 vacation rentals like in Portland?

Vacation rentals are private properties you can stay in for a couple days or more in Portland. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips.