Portland Holiday Rentals

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Holiday Rentals in Portland

The Dorset Resort

4.0 star property
Wareham
9.8 out of 10, Exceptional, (44)
"PRPOERTY VERY SPACIOUS, VERY CLEAN AND JUST A LOVELY PROPERTY TO UNWIND AND RELAX WITH FAMILY, LOVED THE SAUNA"
United Kingdom
tina
The Dorset Resort

18 Chamberlaine Road

2.5 star property
Weymouth
The price is S$675
includes taxes & fees
6 Dec - 7 Dec
18 Chamberlaine Road

Leo's Place

3.0 star property
Weymouth
Leo's Place

4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

2.0 star property
Dorchester
The price is S$509
includes taxes & fees
3 Dec - 4 Dec
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

The Studio - Arne

3.5 star property
Wareham
The price is S$2,342
includes taxes & fees
3 Dec - 4 Dec
The Studio - Arne

Tadnoll Escape- Shepards Hut- Sleeps 2- Bbq- Lake

2.0 star property
Dorchester
Tadnoll Escape- Shepards Hut- Sleeps 2- Bbq- Lake

Day Cottage

3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
"The cottage was absolutely excellent , clean, had everything you need,cosy, couldn’t ask for more ,also not far from the beach "
United Kingdom
Cindy
The price is S$655
includes taxes & fees
3 Dec - 4 Dec
Day Cottage

Hide-a-way

3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is S$578
includes taxes & fees
25 Nov - 26 Nov
Hide-a-way

Sunningdale Rise

3.0 star property
Overcombe
The price is S$2,003
includes taxes & fees
3 Dec - 4 Dec
Sunningdale Rise

Harbour House

2.5 star property
Weymouth
9.8 out of 10, Exceptional, (26)
"The cleanliness of the whole establishment was top notch.We had a delightful surprise to find that the Harbour House had free parking permits which saved a considerable amount on parking fees.Nice hosts and a good breakfast"
United Kingdom
James
Harbour House
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

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.

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.