Portland Holiday Rentals

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Our top choices for Portland holiday rentals

3.0 star property
The price is NZ$1,423
includes taxes & fees
30 Mar - 31 Mar
Old Higher Lighthouse Stopes Cottage

Cottage in Portland

Groves House
3.0 star property
The price is NZ$1,072
includes taxes & fees
21 Apr - 22 Apr
Groves House

Cottage in Portland

74 Reap Lane
3.0 star property
The price is NZ$1,067
includes taxes & fees
7 Apr - 8 Apr
74 Reap Lane

Cottage in Portland

Home From Home
3.0 star property
The price is NZ$1,081
includes taxes & fees
30 Mar - 31 Mar
Home From Home

Cottage in Portland

The Shambles
3.5 star property
The price is NZ$1,432
includes taxes & fees
27 Mar - 28 Mar
The Shambles
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 NZ$1,213
includes taxes & fees
17 Apr - 18 Apr
Old Higher Lighthouse Branscombe Lodge

Cottage in Portland

Pebbles Reach
3.5 star property
The price is NZ$1,624
includes taxes & fees
6 Apr - 7 Apr
Pebbles Reach

Cottage in Portland

Manhattan Beach
3.0 star property
The price is NZ$1,402
includes taxes & fees
27 Mar - 28 Mar
Manhattan Beach

Cottage in Portland

Mermaid Cottage
3.0 star property
The price is NZ$1,130
includes taxes & fees
30 Mar - 31 Mar
Mermaid Cottage

Cottage in Portland

Kimberlin
3.5 star property
The price is NZ$1,354
includes taxes & fees
18 Apr - 19 Apr
Kimberlin

Cottage in Portland

Bear's Apartment
2.0 star property
The price is NZ$1,296
includes taxes & fees
27 Mar - 28 Mar
Bear's Apartment

Cottage in Portland

Coastguard View
3.0 star property
The price is NZ$1,322
includes taxes & fees
1 Apr - 2 Apr
Coastguard View

Cottage in Portland

St Johns View
3.5 star property
The price is NZ$1,497
includes taxes & fees
18 Apr - 19 Apr
St Johns View

Cottage in Portland

Lighthouse View
3.5 star property
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$647
includes taxes & fees
28 Mar - 29 Mar
Lighthouse View

Cottage in Portland

The View
2.5 star property
The price is NZ$1,818
includes taxes & fees
22 Apr - 23 Apr
The View

Cottage in Portland

Sea Gem
3.5 star property
Sea Gem

Holiday Home in Portland

The Old Portland Courthouse
3.5 star property
The price is NZ$2,793
includes taxes & fees
31 Mar - 1 Apr
The Old Portland Courthouse

Cottage in Weymouth

Harbour Reach 6
3.0 star property
Harbour Reach 6
2.0 star property
The price is NZ$1,896
includes taxes & fees
25 Mar - 26 Mar
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

Cottage in Weymouth

Jay Cottage
3.5 star property
The price is NZ$853
includes taxes & fees
4 Apr - 5 Apr
Jay 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$232 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. Our travellers also rate Bright & beautiful 4 bedroom house with sea views as a favourite home for rent in Portland.

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.