A coastal town with colorful houses, a prominent hill in the background, and a clear blue sky.

Portland Holiday Rentals

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Our top choices for Portland holiday rentals

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 NZ$1,165
includes taxes & fees
30 June - 1 July
Mermaid Cottage

Sea View Coastal Cottage Sleeps 6 | Jurassic Coast, 6-Min Walk to Beach, Dogs

Sea View Coastal Cottage Sleeps 6 | Jurassic Coast, 6-Min Walk to Beach, Dogs
Fortuneswell
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay in Portland. The house had everything we needed, as a base to explore the local area. "
United Kingdom
Ruby C.
Sea View Coastal Cottage Sleeps 6 | Jurassic Coast, 6-Min Walk to Beach, Dogs

Beautiful home in Portland by the beach, sleeps 6!

Beautiful home in Portland by the beach, sleeps 6!
Dorset
Beautiful home in Portland by the beach, sleeps 6!

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 NZ$667
includes taxes & fees
30 June - 1 July
Lighthouse View

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is NZ$1,101
includes taxes & fees
30 June - 1 July
74 Reap Lane

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is NZ$1,446
includes taxes & fees
10 July - 11 July
Manhattan Beach

Home From Home

Home From Home
3.0 star property
Portland
The price is NZ$1,115
includes taxes & fees
30 June - 1 July
Home From Home

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is NZ$1,699
includes taxes & fees
7 July - 8 July
Old Higher Lighthouse Stopes Cottage

Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is NZ$1,134
includes taxes & fees
12 July - 13 July
Anchor Cottage

Coastguard View

Coastguard View
3.0 star property
Portland
The price is NZ$1,363
includes taxes & fees
17 July - 18 July
Coastguard View

The Shambles

The Shambles
3.5 star property
Portland
The price is NZ$1,477
includes taxes & fees
30 June - 1 July
The Shambles

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is NZ$1,675
includes taxes & fees
7 July - 8 July
Pebbles Reach

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is NZ$1,337
includes taxes & fees
10 July - 11 July
Bear's Apartment

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 NZ$2,409
includes taxes & fees
7 July - 8 July
Jurassic Coast House

Sea Gem

Sea Gem
3.5 star property
Portland
The price is NZ$2,259
includes taxes & fees
18 July - 19 July
Sea Gem

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 NZ$3,105
includes taxes & fees
17 July - 18 July
Old Higher Lighthouse Branscombe Lodge

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is NZ$2,881
includes taxes & fees
1 July - 2 July
The Old Portland Courthouse

The View

The View
2.0 star property
Portland
The price is NZ$2,390
includes taxes & fees
11 July - 12 July
The View

39 Greenlands, Littlesea Holiday Park

39 Greenlands, Littlesea Holiday Park
3.0 star property
Weymouth
The price is NZ$797
includes taxes & fees
30 June - 1 July
39 Greenlands, Littlesea Holiday Park

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (4 reviews)
"Responsive owner and lovely property"
United Kingdom
Benjamin
The price is NZ$841
includes taxes & fees
30 June - 1 July
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
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

Find out more about Portland

Everything you need to know about Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Portland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland holiday rentals we have selected for you start as low as NZ$1,115 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

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 18 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 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 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.