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 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

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 P34,099
P40,919 total
includes taxes & fees
Jul 13 - Jul 14
Mermaid Cottage
Beach

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is P32,216
P38,659 total
includes taxes & fees
Jul 14 - Jul 15
74 Reap Lane
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 P19,525
P23,430 total
includes taxes & fees
Jul 22 - Jul 23
Lighthouse View
Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is P32,775
P39,330 total
includes taxes & fees
Jul 20 - Jul 21
Home From Home
Beach nearby

Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is P33,192
P39,831 total
includes taxes & fees
Jul 25 - Jul 26
Anchor Cottage
Dining

Coastguard View

Coastguard View
3.0 star property
Portland
The price is P39,887
P47,864 total
includes taxes & fees
Jul 17 - Jul 18
Coastguard View
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 P56,204
P67,445 total
includes taxes & fees
Jul 19 - Jul 20
Old Higher Lighthouse Branscombe Lodge
Property grounds

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is P42,327
P50,793 total
includes taxes & fees
Jul 15 - Jul 16
Manhattan Beach
Property grounds

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is P39,120
P46,944 total
includes taxes & fees
Aug 2 - Aug 3
Bear's Apartment
Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is P49,022
P58,826 total
includes taxes & fees
Jul 16 - Jul 17
Pebbles Reach
Interior

Sea Gem

Sea Gem
3.5 star property
Portland
The price is P66,391
P79,669 total
includes taxes & fees
Jul 19 - Jul 20
Sea Gem
Beach

The View

The View
2.0 star property
Portland
The price is P69,941
P83,929 total
includes taxes & fees
Jul 13 - Jul 14
The View
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 P70,499
P84,599 total
includes taxes & fees
Jul 15 - Jul 16
Jurassic Coast House
Interior

St Johns View

St Johns View
3.5 star property
Portland
The price is P91,907
P110,288 total
includes taxes & fees
Aug 1 - Aug 2
St Johns View
Interior

Kimberlin

Kimberlin
3.5 star property
Portland
The price is P146,437
P175,725 total
includes taxes & fees
Aug 7 - Aug 8
Kimberlin
Living room

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is P84,306
P101,167 total
includes taxes & fees
Jul 19 - Jul 20
The Old Portland Courthouse
Property grounds

Beautiful Pad Near World Heritage Jurassic Coast

Beautiful Pad Near World Heritage Jurassic Coast
3.0 star property
Bridport
The price is P11,286
P16,004 total
includes taxes & fees
Jul 14 - Jul 15
Beautiful Pad Near World Heritage Jurassic Coast
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

8/10 Good
"Room was clean when we arrived, Staff was very helpful with the room and parking of my car, it was a bit of a walk from the main town but this did not put us off. Sea views when we come out the hotel was lovely specially when the sun was out. 👍"
Neil 4-night trip
Posted 3 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:

  • View our selection of featured holiday rentals in Portland
  • Use the map to find apartments and other holiday homes in the Portland neighbourhood you prefer
  • 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 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 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.