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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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 NT$18,064
NT$21,677 total
includes taxes & fees
Sep 3 - Sep 4
Mermaid Cottage
Cottage | Interior

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 NT$19,246
NT$23,095 total
includes taxes & fees
Sep 24 - Sep 25
Old Higher Lighthouse Branscombe Lodge
Beach nearby

3. Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is NT$17,584
NT$21,100 total
includes taxes & fees
Sep 13 - Sep 14
Anchor Cottage
Property grounds

4. Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is NT$22,423
NT$26,907 total
includes taxes & fees
Sep 18 - Sep 19
Manhattan Beach
Cottage | Interior

5. The Shambles

The Shambles
3.5 star property
Portland
The price is NT$22,903
NT$27,484 total
includes taxes & fees
Sep 13 - Sep 14
The Shambles
Beach nearby

6. Home From Home

Home From Home
3.0 star property
Portland
The price is NT$17,288
NT$20,746 total
includes taxes & fees
Sep 13 - Sep 14
Home From Home
2 bedrooms, WiFi (free), individually decorated, individually furnished

7. Portland View

Portland View
2.0 star property
Portland
The price is NT$16,697
NT$20,036 total
includes taxes & fees
Sep 13 - Sep 14
Portland View
On the beach

8. Chandlers Nook

Chandlers Nook
2.0 star property
Portland
The price is NT$14,111
NT$16,933 total
includes taxes & fees
Aug 30 - Aug 31
Chandlers Nook
Beach

9. 74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is NT$17,066
NT$20,480 total
includes taxes & fees
Sep 18 - Sep 19
74 Reap Lane
Cottage | Interior

10. St Johns View

St Johns View
3.5 star property
Portland
The price is NT$36,903
NT$44,284 total
includes taxes & fees
Aug 29 - Aug 30
St Johns View
Cottage | Property grounds

11. Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is NT$23,827
NT$28,592 total
includes taxes & fees
Aug 31 - Sep 1
Old Higher Lighthouse Stopes Cottage
Living area

12. Groves House

Groves House
3.0 star property
Portland
The price is NT$17,140
NT$20,568 total
includes taxes & fees
Sep 18 - Sep 19
Groves House
Property grounds

13. Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is NT$20,724
NT$24,868 total
includes taxes & fees
Sep 18 - Sep 19
Bear's Apartment
Cottage | Beach | Beach nearby

14. The View

The View
2.0 star property
Portland
The price is NT$29,072
NT$34,886 total
includes taxes & fees
Sep 18 - Sep 19
The View
Cottage | Dining

15. 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 NT$10,343
NT$12,412 total
includes taxes & fees
Sep 1 - Sep 2
Lighthouse View
Dining

16. Coastguard View

Coastguard View
3.0 star property
Portland
The price is NT$21,130
NT$25,356 total
includes taxes & fees
Sep 3 - Sep 4
Coastguard View
Cottage | Interior

17. Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is NT$25,969
NT$31,163 total
includes taxes & fees
Sep 2 - Sep 3
Pebbles Reach
Cottage | Interior

18. Sea Gem

Sea Gem
3.5 star property
Portland
The price is NT$35,019
NT$42,023 total
includes taxes & fees
Sep 2 - Sep 3
Sea Gem
Cottage | Dining

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 NT$37,347
NT$44,816 total
includes taxes & fees
Sep 18 - Sep 19
Jurassic Coast House
Cottage | Living room | TV

20. The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is NT$44,661
NT$53,593 total
includes taxes & fees
Aug 29 - Aug 30
The Old Portland Courthouse
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
"All staff members were very friendly and helpful, entertainment was good."
Lorraine 3-night trip
Posted 6 hours ago
The Jubilee Hotel East- with Spa Facilities

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:

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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.