Portland Holiday Rentals from AU$1,003: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Portland holiday rentals

A kitchen with a dining table, chairs, a window with curtains, a potted plant, and a pot on the counter.

1. Lighthouse View

Portland

Anonymous traveller

includes taxes & fees

21 Oct - 22 Oct

A neatly made bed with a tufted headboard, a decorative wall fan, and a carpeted floor.

2. Lily's Pad

Portland

includes taxes & fees

25 Oct - 26 Oct

A spacious kitchen with a dining area, a grey sofa, and a vintage trunk.

3. Mermaid Cottage

Portland

Terry

includes taxes & fees

20 Oct - 21 Oct

A living room with a television, dark-colored furniture, a white door, and a window with blinds.

4. Chandlers Nook

Portland

includes taxes & fees

21 Oct - 22 Oct

A room with a large window overlooking a coastal landscape, featuring a wooden interior and a cushioned seating area.

5. Old Higher Lighthouse Branscombe Lodge

Portland

Trevor

includes taxes & fees

2 Nov - 3 Nov

A coastal hotel with a paved walkway and seating area, overlooking a pebble beach and cliffs.

6. Anchor Cottage

Portland

includes taxes & fees

27 Oct - 28 Oct

A wide, pebbled beach with a clear sky and calm sea.

7. 74 Reap Lane

Portland

includes taxes & fees

25 Oct - 26 Oct

A coastal residential area with houses, a grassy field, and a beach with colorful kayaks.

8. Home From Home

Portland

includes taxes & fees

28 Oct - 29 Oct

A modern kitchen with white cabinets, a microwave, toaster, kettle, and a refrigerator.

9. Portland View

Portland

includes taxes & fees

24 Oct - 25 Oct

A spacious loft with high ceilings, exposed wooden beams, and large windows.

10. The Old Portland Courthouse

Portland

includes taxes & fees

19 Oct - 20 Oct

A spacious loft with high ceilings, exposed beams, and large windows. It features a yellow sofa, a blue sofa, and a dining area with a kitchen in the background.

11. Groves House

Portland

David

includes taxes & fees

12 Nov - 13 Nov

A coastal view from a high vantage point with a grassy area and a railing.

12. Old Higher Lighthouse Stopes Cottage

Portland

includes taxes & fees

10 Nov - 11 Nov

A boat on a pebbled beach with a clear view of the sea.

13. St Johns View

Portland

includes taxes & fees

25 Oct - 26 Oct

A dining area with a wooden table and chairs, a kitchen in the background, and a sliding glass door leading to a backyard.

14. Jurassic Coast House

Portland

"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...

Michelle

includes taxes & fees

19 Oct - 20 Oct

A balcony with a view of a marina and cityscape.

15. Manhattan Beach

Portland

includes taxes & fees

19 Oct - 20 Oct

16. Sea Gem

Portland

includes taxes & fees

19 Oct - 20 Oct

A pebble beach with a clear sky and calm sea.

17. The Shambles

Portland

includes taxes & fees

19 Oct - 20 Oct

A wooden sign with maritime-themed decorations and text, mounted on a green building.

18. Pebbles Reach

Portland

includes taxes & fees

30 Oct - 31 Oct

19. The View

Portland

includes taxes & fees

24 Oct - 25 Oct

A balcony with wicker furniture, a glass table, and a view of the sea and buildings.

20. Bear's Apartment

Portland

includes taxes & fees

24 Oct - 25 Oct

View all properties

Find holiday rentals that suit your style

Cottages

Apartments

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

Fairhaven Hotel

8/10 Good

"It was a last minute booking . Good value for the money. Breakfast was excellent freshly cooked. very attentive staff. Had the pizza in the evening beautifully cooked very fresh. Ideal hotel if you want to be close to the town. Has lift so easy for people who struggle with mobility issues."

Heights Hotel

8/10 Good

"Very friendly and welcoming staff on arrival. Nice Reception area, but once you get beyond the reception the corridors and our room (203) were somewhat austere. Nice breakfast, but a wider selection of fresh fruit salad would be very welcome. The red berries were still frozen but the cooked breakfast was nice, plus a good choice of teas and coffee. Fabulous views over Chesil Beach from the restaurant, but the view from our room was compromised by the double glazing having condensation between the panes of glass (plus a net curtain for privacy). I would stay here again purely for the view and convenience of being where we needed to be (on Portland)"

The Duchess of Cornwall Inn

10/10 Excellent

"Lovely clean large room. Great tv with a superb picture. Plenty of tea / coffee and biscuits welcome tray. We were surprised how quiet our sleep was, the pub below was busy but no sound from it. The decoration of the whole venue is incredible with so much to look at. There is a lot of car spaces but the area is very busy so it’s a bit of a search to find one."

The Bull Hotel

8/10 Good

"Late online-booking led to some issues with the location end parking nearby. Which was professionally and friendly solved by the staff. The room was rather small for two. Though the bathroom was OK and clean. The hotel has an historical flair and still many original features. Breakfast was plenty een very good. We stayed for one night."

The Jubilee Hotel West- with Spa Facilities

10/10 Excellent

"The room was a good size, we had a family room for 5. The room was clean and tidy and good amenities in the room itself. The best aspect was the seaview which was fantastic helped by some good October weather. We didn't use the bar much as we were visiting relatives who live in Weymouth - but it looked good with plenty to do. The best thing about staying in the older hotels on the front is access to the beach/Weymouth centre, room size and view. Overall very happy with the hotel and the price. Would definitely stay again - thanks."

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 favourite 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 depend 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 AU$1,003 per night. Entering your travel dates in the search wizard might find you 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. Some other top choices in Portland are Coastal bungalow retreat on the Jurassic Coast at Portland, Dorset. and 4 bedroom accommodation in Portland.

How many holiday rentals will I find in Portland?

Choose from 19 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Portland holiday rentals

1. Lighthouse View

2. Lily's Pad

3. Mermaid Cottage

4. Chandlers Nook

5. Old Higher Lighthouse Branscombe Lodge

6. Anchor Cottage

7. 74 Reap Lane

8. Home From Home

9. Portland View

10. The Old Portland Courthouse

11. Groves House

12. Old Higher Lighthouse Stopes Cottage

13. St Johns View

14. Jurassic Coast House

15. Manhattan Beach

16. Sea Gem

17. The Shambles

18. Pebbles Reach

19. The View

20. Bear's Apartment

Find holiday rentals that suit your style

Top Portland Hotel Reviews

Fairhaven Hotel

Kingston Country Courtyard

Durdle Door Hotel

Heights Hotel

The Duchess of Cornwall Inn

Moonfleet Manor

The Bull Hotel

The Jubilee Hotel West- with Spa Facilities

The Frampton Arms

Find out more about Portland

Frequently asked questions

Go further with the Expedia app