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

Portland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Portland vacation rentals

Interior

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 ₩793,172
₩951,806 total
includes taxes & fees
Sep 10 - Sep 11
Mermaid Cottage
Cottage | Dining

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 ₩454,168
₩545,002 total
includes taxes & fees
Sep 10 - Sep 11
Lighthouse View
Living area

3. Groves House

Groves House
3.0 star property
Portland
The price is ₩752,621
₩903,145 total
includes taxes & fees
Sep 10 - Sep 11
Groves House
Beach nearby

4. Home From Home

Home From Home
3.0 star property
Portland
The price is ₩759,109
₩910,931 total
includes taxes & fees
Aug 24 - Aug 25
Home From Home
Beach

5. 74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is ₩752,295
₩902,754 total
includes taxes & fees
Aug 19 - Aug 20
74 Reap Lane
Cottage | Interior

6. Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is ₩1,140,286
₩1,368,343 total
includes taxes & fees
Sep 11 - Sep 12
Pebbles Reach
Dining

7. Coastguard View

Coastguard View
3.0 star property
Portland
Coastguard View
Property grounds

8. Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is ₩913,501
₩1,096,201 total
includes taxes & fees
Aug 17 - Aug 18
Bear's Apartment
Property grounds

9. Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is ₩984,571
₩1,181,485 total
includes taxes & fees
Sep 12 - Sep 13
Manhattan Beach
Cottage | Interior

10. Sea Gem

Sea Gem
3.5 star property
Portland
The price is ₩1,543,670
₩1,852,404 total
includes taxes & fees
Aug 29 - Aug 30
Sea Gem
Cottage | Interior

11. St Johns View

St Johns View
3.5 star property
Portland
The price is ₩1,626,715
₩1,952,058 total
includes taxes & fees
Aug 29 - Aug 30
St Johns View
Cottage | Interior

12. Kimberlin

Kimberlin
3.5 star property
Portland
The price is ₩3,116,650
₩3,739,980 total
includes taxes & fees
Sep 4 - Sep 5
Kimberlin
Cottage | Living room | TV

13. The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is ₩1,968,668
₩2,362,402 total
includes taxes & fees
Aug 21 - Aug 22
The Old Portland Courthouse
Cottage | Dining

14. 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 ₩2,024,031
₩2,428,837 total
includes taxes & fees
Aug 29 - Aug 30
Jurassic Coast House
Cottage | Private kitchen | Dishwasher, cookware/dishes/utensils

15. Coastguard Lookout

Coastguard Lookout
2.0 star property
Weymouth
The price is ₩726,668
₩872,002 total
includes taxes & fees
Sep 12 - Sep 13
Coastguard Lookout
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Durdle Door Hotel

Durdle Door Hotel

10/10 Excellent
"A lovely hotel and a great location for Lulworth Cove and Durdle Door. The staff are friendly, welcoming and extremely helpful. They went above and beyond to ensure our stay was thoroughly enjoyable."
Lee 1-night trip
Posted 12 hours ago
Durdle Door Hotel

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:

  • View our selection of featured Vacation rentals in Portland
  • Use the map to find apartments and other Vacation homes in the Portland neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation 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 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 20 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 Weymouth Bay and Dorset and East Devon Coast 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.