Search Holiday Rentals in Portland

  • 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
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Portland holiday rentals

Beach nearby

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is 13.827.724 ₫
16.593.269 ₫ total
includes taxes & fees
12 Apr - 13 Apr
74 Reap Lane
Cottage | Property grounds

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is 16.192.910 ₫
19.431.492 ₫ total
includes taxes & fees
24 Apr - 25 Apr
Old Higher Lighthouse Stopes Cottage
Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is 14.007.304 ₫
16.808.765 ₫ total
includes taxes & fees
16 Apr - 17 Apr
Home From Home
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 15.713.120 ₫
18.855.744 ₫ total
includes taxes & fees
3 May - 4 May
Old Higher Lighthouse Branscombe Lodge
Cottage | Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is 18.591.860 ₫
22.310.232 ₫ total
includes taxes & fees
24 Apr - 25 Apr
The Shambles
Cottage | Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is 21.040.887 ₫
25.249.064 ₫ total
includes taxes & fees
7 May - 8 May
Pebbles Reach
Dining

Coastguard View

Coastguard View
3.0 star property
Portland
The price is 17.120.039 ₫
20.544.047 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Coastguard View
Property grounds

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is 18.202.030 ₫
21.842.436 ₫ total
includes taxes & fees
13 Apr - 14 Apr
Manhattan Beach
Interior

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
The price is 14.635.837 ₫
17.563.004 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Mermaid Cottage
Property grounds

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
Bear's Apartment
Cottage | Interior

St Johns View

St Johns View
3.5 star property
Portland
The price is 19.431.492 ₫
23.317.790 ₫ total
includes taxes & fees
20 Apr - 21 Apr
St Johns View
Cottage | Beach | Beach nearby

The View

The View
2.5 star property
Portland
The price is 23.599.667 ₫
28.319.600 ₫ total
includes taxes & fees
20 Apr - 21 Apr
The View
Cottage | Interior

Sea Gem

Sea Gem
3.5 star property
Portland
The price is 28.427.553 ₫
34.113.064 ₫ total
includes taxes & fees
13 Apr - 14 Apr
Sea Gem
Cottage | Interior

Kimberlin

Kimberlin
3.5 star property
Portland
The price is 17.572.306 ₫
21.086.767 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Kimberlin
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 traveller
The price is 8.380.439 ₫
10.056.527 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Lighthouse View
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 30.316.726 ₫
36.380.071 ₫ total
includes taxes & fees
1 May - 2 May
Jurassic Coast House
Cottage | Living room | TV

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is 36.185.537 ₫
43.422.644 ₫ total
includes taxes & fees
15 Apr - 16 Apr
The Old Portland Courthouse
Cottage | Outdoor dining

Bobbin Cottage

Bobbin Cottage
3.0 star property
Swanage
The price is 11.699.113 ₫
14.038.794 ₫ total
includes taxes & fees
10 May - 11 May
Bobbin Cottage
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

The Duchess of Cornwall Inn

The Duchess of Cornwall Inn

10/10 Excellent
"The room decor trasnported to another era. Loved the experience. "
Sahil 1-night trip
Posted 6 hours ago
The Duchess of Cornwall Inn

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals in Portland close to Osprey Leisure Centre, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals will I find in Portland?

Choose from 17 Expedia holiday rentals in Portland for a memorable holiday.

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 holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family gatherings.