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
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Portland vacation rentals

Interior

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 ₩842,037
₩1,010,444 total
includes taxes & fees
Jul 1 - Jul 2
Mermaid Cottage
Cottage | Dining

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 ₩482,148
₩578,578 total
includes taxes & fees
Jul 5 - Jul 6
Lighthouse View
Beach

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is ₩795,544
₩954,653 total
includes taxes & fees
Jul 1 - Jul 2
74 Reap Lane
Property grounds

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is ₩1,045,228
₩1,254,274 total
includes taxes & fees
Jul 11 - Jul 12
Manhattan Beach
Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is ₩805,876
₩967,051 total
includes taxes & fees
Jul 1 - Jul 2
Home From Home
Cottage | Property grounds

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is ₩1,227,755
₩1,473,306 total
includes taxes & fees
Jul 8 - Jul 9
Old Higher Lighthouse Stopes Cottage
Beach nearby

Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is ₩819,651
₩983,581 total
includes taxes & fees
Jul 5 - Jul 6
Anchor Cottage
Dining

Coastguard View

Coastguard View
3.0 star property
Portland
The price is ₩984,959
₩1,181,951 total
includes taxes & fees
Jul 27 - Jul 28
Coastguard View
Cottage | Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is ₩1,067,613
₩1,281,136 total
includes taxes & fees
Jul 1 - Jul 2
The Shambles
Cottage | Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is ₩1,210,536
₩1,452,643 total
includes taxes & fees
Jul 7 - Jul 8
Pebbles Reach
Property grounds

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is ₩970,692
₩1,164,830 total
includes taxes & fees
Jul 10 - Jul 11
Bear's Apartment
Cottage | Dining

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 ₩1,740,898
₩2,089,078 total
includes taxes & fees
Jul 8 - Jul 9
Jurassic Coast House
Cottage | Interior

Sea Gem

Sea Gem
3.5 star property
Portland
Sea Gem
Cottage | Interior

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 ₩2,243,710
₩2,692,452 total
includes taxes & fees
Jul 17 - Jul 18
Old Higher Lighthouse Branscombe Lodge
Cottage | Living room | TV

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is ₩2,081,846
₩2,498,215 total
includes taxes & fees
Jul 1 - Jul 2
The Old Portland Courthouse
Cottage | Beach | Beach nearby

The View

The View
2.0 star property
Portland
The price is ₩1,727,123
₩2,072,548 total
includes taxes & fees
Jul 11 - Jul 12
The View
Outdoor dining

39 Greenlands, Littlesea Holiday Park

39 Greenlands, Littlesea Holiday Park
3.0 star property
Weymouth
The price is ₩575,681
₩690,809 total
includes taxes & fees
Jul 21 - Jul 22
39 Greenlands, Littlesea Holiday Park
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

Driftwood B&B

Driftwood B&B

10/10 Excellent
"We chose the hottest days of the year to stay so the room was boiling, fortunately we took a fan with us but the owner also gave us another too. The room was perfectly adequate for our needs good shower but the toilet flush was slow, plenty of tea/coffee. Nothing was too much trouble for the owner. Easy breakfast idea in dining room lots of choice (but no cooked) we knew b4 so never worried us. I thought it was good value for the money more than happy. Big bonus there was parking and 10 min walk to town."
Richard 3-night trip
Posted 1 day ago
Driftwood B&B

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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  • 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 18 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.