Portland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
16 Jan - 17 Jan
Tomorrow
17 Jan - 18 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Portland holiday rentals

Interior

Cottage in Portland

Old Higher Lighthouse Branscombe Lodge
3.0 star property
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 HK$4,612
HK$5,534 total
includes taxes & fees
23 Jan - 24 Jan
Old Higher Lighthouse Branscombe Lodge
Interior

Cottage in Portland

The Shambles
3.5 star property
The price is HK$5,523
HK$6,627 total
includes taxes & fees
19 Jan - 20 Jan
The Shambles
Interior

Cottage in Portland

Mermaid Cottage
3.0 star property
The price is HK$4,337
HK$5,204 total
includes taxes & fees
15 Feb - 16 Feb
Mermaid Cottage
Beach nearby

Cottage in Portland

Home From Home
3.0 star property
The price is HK$4,151
HK$4,981 total
includes taxes & fees
20 Jan - 21 Jan
Home From Home
Beach nearby

Cottage in Portland

74 Reap Lane
3.0 star property
The price is HK$4,097
HK$4,917 total
includes taxes & fees
15 Feb - 16 Feb
74 Reap Lane
Property grounds

Cottage in Portland

Old Higher Lighthouse Stopes Cottage
3.0 star property
The price is HK$4,621
HK$5,545 total
includes taxes & fees
16 Feb - 17 Feb
Old Higher Lighthouse Stopes Cottage
Interior

Cottage in Portland

St Johns View
3.5 star property
The price is HK$5,843
HK$7,012 total
includes taxes & fees
5 Feb - 6 Feb
St Johns View
Property grounds

Cottage in Portland

Manhattan Beach
3.0 star property
The price is HK$5,407
HK$6,488 total
includes taxes & fees
19 Jan - 20 Jan
Manhattan Beach
Interior

Cottage in Portland

Kimberlin
3.5 star property
The price is HK$5,220
HK$6,264 total
includes taxes & fees
19 Jan - 20 Jan
Kimberlin
Dining

Cottage in Portland

Jurassic Coast House
3.5 star property
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 HK$9,005
HK$10,806 total
includes taxes & fees
23 Jan - 24 Jan
Jurassic Coast House
Property grounds

Cottage in Portland

Bear's Apartment
2.0 star property
The price is HK$4,997
HK$5,996 total
includes taxes & fees
30 Jan - 31 Jan
Bear's Apartment
Interior

Cottage in Portland

Pebbles Reach
3.5 star property
The price is HK$6,262
HK$7,514 total
includes taxes & fees
19 Jan - 20 Jan
Pebbles Reach
Interior

Cottage in Portland

Sea Gem
3.5 star property
The price is HK$8,444
HK$10,133 total
includes taxes & fees
19 Jan - 20 Jan
Sea Gem
Beach

Cottage in Portland

The View
2.5 star property
The price is HK$7,010
HK$8,412 total
includes taxes & fees
19 Jan - 20 Jan
The View
Living room

Holiday Home in Portland

The Old Portland Courthouse
3.5 star property
The price is HK$10,769
HK$12,923 total
includes taxes & fees
19 Jan - 20 Jan
The Old Portland Courthouse
Beach

Holiday Home in Wool

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
10.0 out of 10, Exceptional, (3 reviews)
"The house was so very clean and we had such a peaceful time will definitely will return to this property . The way they have done the house up is amazing "
United Kingdom
Angel F.
The price is HK$1,043
HK$2,807 total
includes taxes & fees
29 Jan - 30 Jan
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
1 bedroom, desk, travel cot, WiFi

Apartment in Weymouth

Cosy Peacehaven. Free on site Parking! Pet friendly!
9.0 out of 10, Wonderful, (2 reviews)
"Beautifully decorated little apartment. Perfect for exploring Weymouth and the surrounding area. We had a lovely little break. "
United Kingdom
Louise P.
The price is HK$766
HK$1,196 total
includes taxes & fees
18 Jan - 19 Jan
Cosy Peacehaven. Free on site Parking! Pet friendly!
Property grounds

Holiday Home in Dorchester

Hardy View Farm House
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is HK$1,565
HK$1,763 total
includes taxes & fees
20 Jan - 21 Jan
Hardy View Farm House
Interior

Cottage in Weymouth

Firkin Cottage
3.5 star property
8.0 out of 10, Very good, (1 review)
"The stay in general was fantastic With a great location The Firkin cottage was a good size, but the bathrooms really need updating "
United Kingdom
M A
The price is HK$4,667
HK$5,601 total
includes taxes & fees
19 Jan - 20 Jan
Firkin Cottage
Exterior

Holiday Home in Wool

Spacious, entire 3 bedroom house in Wool (The Purbecks)
The price is HK$1,310
HK$2,211 total
includes taxes & fees
17 Jan - 18 Jan
Spacious, entire 3 bedroom house in Wool (The Purbecks)
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

Kingston Country Courtyard

Kingston Country Courtyard

10/10 Excellent
"Wonderful place, lovely clean room with full kingsize bed (not 2 singles), nice big shower and wonderful staff"
Steven 1-night trip
Posted 2 days ago
Kingston Country Courtyard

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 holiday rental in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, 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.

What are some of the best holiday rentals that Portland has to offer?

Beautiful, family friendly Cottage with sea views of Chesil Beach : This highly rated holiday home rental in Portland is located in a rural location, and has a fireplace, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Portland?

Choose from 16 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.