Portland Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Holiday Rentals in Portland

Beautiful, family friendly Cottage with sea views of Chesil Beach
Beach nearby

Beautiful, family friendly Cottage with sea views of Chesil Beach

9.4 out of 10, Exceptional, (23)
"Great little cottage, within walking distance of the beach. Great host "
Beautiful, family friendly Cottage with sea views of Chesil Beach
The View
Beach

The View

2.5 star property
The price is HK$6,659
HK$7,990 total
includes taxes & fees
23 Oct - 24 Oct
The View
Panoramic View
Interior

Panoramic View

3.5 star property
Panoramic View
One bed apartment next to Chesil Beach Dorset
Dining

One bed apartment next to Chesil Beach Dorset

9.2 out of 10, Wonderful, (7)
"Nice clean property ideal for a couple to have a weekend away . Close to shops, takeaways and the beach . "
One bed apartment next to Chesil Beach Dorset
Quiet location, short walk to beach, with views of Portland and Jurassic coast
Beach nearby

Quiet location, short walk to beach, with views of Portland and Jurassic coast

10.0 out of 10, Exceptional, (105)
"Lovely, homely property within a beautiful area. Would definitely stay again. Highly recommend."
Quiet location, short walk to beach, with views of Portland and Jurassic coast
The Dorset Resort
3 bedrooms, desk, laptop workspace, blackout curtains

The Dorset Resort

4.0 star property
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"
The Dorset Resort
Luxury mobile home with spectacular sea views.
Beach nearby

Luxury mobile home with spectacular sea views.

9.8 out of 10, Exceptional, (119)
"Very clean, great communication, amazing views."
Luxury mobile home with spectacular sea views.
Self Contained Garden Studio With Private Decked Terrace, close to town and sea
Exterior detail

Self Contained Garden Studio With Private Decked Terrace, close to town and sea

9.6 out of 10, Exceptional, (144)
"Very pleasant stay; will pass on info to other family members for when they visit Bridport. "
Self Contained Garden Studio With Private Decked Terrace, close to town and sea
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Fridge, microwave, oven, stovetop

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

2.0 star property
The price is HK$2,092
HK$3,262 total
includes taxes & fees
3 Nov - 4 Nov
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
The Studio - Arne
Interior

The Studio - Arne

3.5 star property
The price is HK$11,935
HK$14,322 total
includes taxes & fees
7 Nov - 8 Nov
The Studio - Arne
Apartment near the beach with private parking and pet friendly
Fridge, microwave, oven, stovetop

Apartment near the beach with private parking and pet friendly

9.0 out of 10, Wonderful, (30)
"Quite close to local park to walk the dog. Allocated car parking space which was useful. Clean and tidy apartment. "
Apartment near the beach with private parking and pet friendly
18 Chamberlaine Road
Dining

18 Chamberlaine Road

2.5 star property
The price is HK$3,442
HK$4,131 total
includes taxes & fees
20 Oct - 21 Oct
18 Chamberlaine Road
Charming Country Retreat on Old Sherbourne Road
Terrace/patio

Charming Country Retreat on Old Sherbourne Road

9.0 out of 10, Wonderful, (2)
"A lovely little cabin hidden away for a break away, and a place to reset, So close to the beach and Weymouth town too was also a plus. thank you to Tracy the lovely host who made us feel so welcome."
Charming Country Retreat on Old Sherbourne Road
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
Outdoor spa tub

The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

9.6 out of 10, Exceptional, (45)
"A lovely relaxed stay, nice peaceful area, plenty of places to walk, highly recommend gor a bit of r&r."
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
Hidden Retreat - 4 mins to beach & 3 mins to train station. Pet friendly!
Outdoor dining

Hidden Retreat - 4 mins to beach & 3 mins to train station. Pet friendly!

8.0 out of 10, Very good, (7)
"Lovely host, well presented and loved the fact it had a bbq. Travel cot provided which helped good communication with host. "
Hidden Retreat - 4 mins to beach & 3 mins to train station. Pet friendly!
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Beach

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

10.0 out of 10, Exceptional, (2)
"A wonderful experience - THANK YOU!"
The price is HK$939
HK$2,858 total
includes taxes & fees
12 Oct - 13 Oct
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
Fridge, microwave, oven, stovetop

Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly

9.6 out of 10, Exceptional, (21)
"Ten friends and family enjoyed a long weekend in this very pretty location. Lots to see and do near by but we also made great use of the garden and pool room."
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
Leo's Place
Interior

Leo's Place

3.0 star property
The price is HK$5,537
HK$6,645 total
includes taxes & fees
8 Nov - 9 Nov
Leo's Place
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
TV

Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr

9.2 out of 10, Wonderful, (92)
"A well-equipped static caravan in a lovely area. Perfect for a base, as long as you are not looking for swimming pools and night life."
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
Beach

Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

9.4 out of 10, Exceptional, (68)
"Lovely cottage we all had a great stay"
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
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

Fairhaven Hotel

Fairhaven Hotel

10/10 Excellent
"Beach view was good although from a small window at the top of the building. The room had been recently refurbished and was a really good size. The young man in reception was very welcoming and friendly. A good stay for a very reasonable price. Shower base needs some attention . "
Moira 1-night trip
Posted 3 days ago
Fairhaven Hotel

Find out more about Portland

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 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.