Portland Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Portland holiday rentals

Interior

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
The price is HK$4,383
HK$5,259 total
includes taxes & fees
7 Jun - 8 Jun
Mermaid Cottage
Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is HK$4,195
HK$5,033 total
includes taxes & fees
7 Jun - 8 Jun
Home From Home
Beach nearby

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is HK$4,141
HK$4,969 total
includes taxes & fees
6 Jun - 7 Jun
74 Reap Lane
Dining

Coastguard View

Coastguard View
3.0 star property
Portland
The price is HK$5,127
HK$6,152 total
includes taxes & fees
5 Jun - 6 Jun
Coastguard View
Property grounds

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
Old Higher Lighthouse Stopes Cottage
Property grounds

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is HK$5,440
HK$6,528 total
includes taxes & fees
13 Jun - 14 Jun
Manhattan Beach
Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is HK$5,557
HK$6,668 total
includes taxes & fees
11 Jun - 12 Jun
The Shambles
Beach nearby

Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is HK$4,266
HK$5,120 total
includes taxes & fees
29 Jun - 30 Jun
Anchor Cottage
Dining

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 HK$2,510
HK$3,011 total
includes taxes & fees
6 Jun - 7 Jun
Lighthouse View
Property grounds

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
Bear's Apartment
Beach

The View

The View
2.5 star property
Portland
The price is HK$7,054
HK$8,464 total
includes taxes & fees
5 Jun - 6 Jun
The View
Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is HK$6,301
HK$7,561 total
includes taxes & fees
6 Jun - 7 Jun
Pebbles Reach
Interior

St Johns View

St Johns View
3.5 star property
Portland
The price is HK$7,672
HK$9,207 total
includes taxes & fees
6 Jun - 7 Jun
St Johns View
Interior

Sea Gem

Sea Gem
3.5 star property
Portland
The price is HK$8,497
HK$10,196 total
includes taxes & fees
4 Jun - 5 Jun
Sea Gem
Outdoor dining

Littlesea Holiday Park - Holiday Accommodation 19270

Littlesea Holiday Park - Holiday Accommodation 19270
2.5 star property
Weymouth
The price is HK$3,675
HK$4,410 total
includes taxes & fees
13 Jun - 14 Jun
Littlesea Holiday Park - Holiday Accommodation 19270
Shower

Duck Cottage, Sutton Poyntz

Duck Cottage, Sutton Poyntz
Weymouth
The price is HK$5,868
HK$5,868 total
includes taxes & fees
6 Jun - 7 Jun
Duck Cottage, Sutton Poyntz
Shower

The Halt Maiden Newton, Dorset

The Halt Maiden Newton, Dorset
Dorchester
The price is HK$3,454
HK$3,454 total
includes taxes & fees
3 Jun - 4 Jun
The Halt Maiden Newton, Dorset
Terrace/patio

Fisherman's Rest, Wyke Regis

Fisherman's Rest, Wyke Regis
Weymouth
The price is HK$7,861
HK$7,861 total
includes taxes & fees
3 Jun - 4 Jun
Fisherman's Rest, Wyke Regis
Shower

Pebbles Foxglove Way, West Bay

Pebbles Foxglove Way, West Bay
Bridport
The price is HK$8,204
HK$8,204 total
includes taxes & fees
3 Jun - 4 Jun
Pebbles Foxglove Way, West Bay
Shower

The Old Barn, Swanage

The Old Barn, Swanage
Swanage
10.0 out of 10, Exceptional, (2 reviews)
"The location allowed for a relaxing time. Plenty of space for the whole party. Ample parking .footpaths around the home to walk from.When the Steam railway is working a great view of the trains going pass.Swanage and many other attractions very close by so an ideal base. "
United Kingdom
Lucy N.
The price is HK$8,426
HK$8,426 total
includes taxes & fees
3 Jun - 4 Jun
The Old Barn, Swanage
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

Heights Hotel

Heights Hotel

6/10 Okay
"Just ok - very small cramped room. No bath towels only very small ones provided Toiletries were just a small soap and some shower gel Breakfast average- poor quality bread Room service available but no phone in the room to be able to place an order Stayed for 2 nights but coffee/tea/ milk not replenished Unfortunately it good value for money Shame as was looking forward to the stay"
jaqueline 2-night trip
Posted 1 hour ago
Heights Hotel

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 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 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 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.