Portland Holiday Rentals

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Holiday Rentals in Portland

Old Higher Lighthouse Branscombe Lodge
3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is NZ$1,166
includes taxes & fees
17 Nov - 18 Nov
Old Higher Lighthouse Branscombe Lodge
Home From Home
3.0 star property
The price is NZ$1,051
includes taxes & fees
16 Nov - 17 Nov
Home From Home
74 Reap Lane
3.0 star property
The price is NZ$1,018
includes taxes & fees
10 Nov - 11 Nov
74 Reap Lane
The Shambles
3.5 star property
The price is NZ$1,389
includes taxes & fees
16 Nov - 17 Nov
The Shambles
Mermaid Cottage
3.0 star property
The price is NZ$1,106
includes taxes & fees
16 Nov - 17 Nov
Mermaid Cottage
Kimberlin
3.5 star property
Kimberlin
Bear's Apartment
2.0 star property
The price is NZ$1,235
includes taxes & fees
4 Dec - 5 Dec
Bear's Apartment
Manhattan Beach
3.0 star property
The price is NZ$1,373
includes taxes & fees
17 Nov - 18 Nov
Manhattan Beach
Old Higher Lighthouse Stopes Cottage
3.0 star property
The price is NZ$1,166
includes taxes & fees
20 Nov - 21 Nov
Old Higher Lighthouse Stopes Cottage
Groves House
3.0 star property
The price is NZ$1,041
includes taxes & fees
18 Nov - 19 Nov
Groves House
Jurassic Coast House
3.5 star property
8.0 out of 10, Very good, (1)
"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$2,265
includes taxes & fees
10 Nov - 11 Nov
Jurassic Coast House
Pebbles Reach
3.5 star property
The price is NZ$1,548
includes taxes & fees
20 Nov - 21 Nov
Pebbles Reach
Sea Gem
3.5 star property
The price is NZ$2,124
includes taxes & fees
16 Nov - 17 Nov
Sea Gem
The View
2.5 star property
The price is NZ$1,765
includes taxes & fees
10 Nov - 11 Nov
The View
The Old Portland Courthouse
3.5 star property
The price is NZ$2,709
includes taxes & fees
20 Nov - 21 Nov
The Old Portland Courthouse
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
10.0 out of 10, Exceptional, (2)
"The property was very tastefully and thoughtfully decorated and equipped. Speed was very quick to respond in all communication and couldn't do enough for us.The property is in a quiet neighbourhood and was the perfect place to relax. The garden was lovely for sitting out in and a barbecue was provided. Lots to do nearby. We wished we had booked longer!"
United Kingdom
Suzanne M.
The price is NZ$617
includes taxes & fees
13 Nov - 14 Nov
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Barton Cottage
3.5 star property
The price is NZ$836
includes taxes & fees
10 Nov - 11 Nov
Barton Cottage
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
2.0 star property
The price is NZ$687
includes taxes & fees
1 Dec - 2 Dec
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Cheesemans Cottage, Muckleford. Sleeps 4 & baby.
8.0 out of 10, Very good, (1)
"Cosy and very comfortable. Completely quiet at night and the garden was a delight."
United Kingdom
Janet G.
The price is NZ$869
includes taxes & fees
18 Nov - 19 Nov
Cheesemans Cottage, Muckleford. Sleeps 4 & baby.
Badgers Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice"
United Kingdom
Neil
The price is NZ$1,149
includes taxes & fees
10 Nov - 11 Nov
Badgers 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.
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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$687 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 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 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.