Holiday Rentals in Portland

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Holiday Rentals in Portland

Beautiful, family friendly Cottage with sea views of Chesil Beach

9.6 out of 10, Exceptional, (18)
"Had a lovely time good central location. Nice place to stay better than a B&B"
Beautiful, family friendly Cottage with sea views of Chesil Beach

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (29)
"I have stayed here a few times, never been disappointed and will always come back for another visit."
The Dorset Resort

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

9.8 out of 10, Exceptional, (41)
"Had a really nice break over new year.Lovely cottage in great location."
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

Luxury mobile home with spectacular sea views.

9.8 out of 10, Exceptional, (109)
"Thoroughly enjoyed our short break. Good standard accommodation- very clean and modern, with view of the lagoon, host very quick to respond to any queries. The site is ideally situated, just a short drive into a Weymouth and isn’t too large (which we preferred). The swimming pool was a big hit with the little ones, especially the water slide!"
Luxury mobile home with spectacular sea views.

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

9.6 out of 10, Exceptional, (126)
"FELT VERY RELAXED PROPERTY EVERY YOU WANT"
Self Contained Garden Studio With Private Decked Terrace, close to town and sea

Apartment with stunning Sea View

9.2 out of 10, Wonderful, (47)
"Warm and cosy and well equipped very clean apartment "
Apartment with stunning Sea View

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

9.4 out of 10, Exceptional, (63)
"The cottage was as described. It had everything you could ever need. Beds were very comfortable. The view from the cottage was fantastic!! "
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

Apartment on Weymouth beachfront

Apartment on Weymouth beachfront

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

10.0 out of 10, Exceptional, (44)
"The hosts have gone out of their way to make their house an inviting place to stay in. The location is superb and made our relaxation times at home just as nice as our exploration of Dorset. Lots of lovely places to visit. Highly recommend this as a holiday venue."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

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

10.0 out of 10, Exceptional, (3)
"We enjoyed staying in, the property is closed to the rail station. Probably 10 min walk from the property to the beach. "
The price is €123
includes taxes & fees
27 Apr - 28 Apr
Hidden Retreat - 4 mins to beach & 3 mins to train station. Pet friendly!

Beautiful large Georgian house with a big garden. Perfect for a family or two!

10.0 out of 10, Exceptional, (69)
"Big house more then fully equipped and a very nice yard, walking distance to everything in town."
Beautiful large Georgian house with a big garden. Perfect for a family or two!

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!

The price is €175
includes taxes & fees
22 May - 23 May
Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!

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

10.0 out of 10, Exceptional, (91)
"It was very clean and all the things there that was needed wih loverly views and surrounding area .i would recommend the stay there."
Quiet location, short walk to beach, with views of Portland and Jurassic coast

Beachside, stunning apartment with sea and harbour views

9.6 out of 10, Exceptional, (64)
"3rd time staying at this property after staying at all the other options this is by far the best . Location and value for money "
Beachside, stunning apartment with sea and harbour views

Peacehaven Retreat - 4 minutes from the beach! Pet friendly!

10.0 out of 10, Exceptional, (2)
"Thank you for a perfect stay - the apartment was beautiful; from the beautiful interior of the cosy cushions and throws to the plants hanging at the window. Everything had been thought of in the kitchen and bathroom and having lots of hanging space in the hallway was a huge bonus. The location is ideal - a few minutes walk from the station in one hour direction and the beach in the other. My son and I had a lovely stay - thank you! beach"
The price is €120
includes taxes & fees
1 May - 2 May
Peacehaven Retreat - 4 minutes from the beach! Pet friendly!

Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)

9.8 out of 10, Exceptional, (35)
"Our entire family stayed here to celebrate a special birthday. We were very pleased with the farmhouse and the amount of space. The hosts were very pleasant and helpful. Kitchen was well equipped. Only reason we gave a 4 for cleanliness is because it was a little dusty (But expected due to it being a farmhouse!) Would recommend to all. "
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)

Calm and Spacious Garden Retreat - Pet Friendly

8.0 out of 10, Very good, (1)
"Jude & Will are lovely hosts and provide a clean, comfortable and generously equipped holiday home. Great for our 2 night stay with our 11 year old daughter and we wouldn’t have minded being there a little longer. The welcome pack of essential provisions were much appreciated. "
Calm and Spacious Garden Retreat - Pet Friendly

The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard

10.0 out of 10, Exceptional, (52)
"Loveley place and hosts, hidden away - very private and quiet for a relaxing weekend. Great location for exploring and wonderful to come back to a hot tub!"
The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard

Gorgeous thatched cottage in Purbeck - ideal for family holidays

9.8 out of 10, Exceptional, (35)
"A lovely well equipped cottage in a quiet village. We had a very relaxing stay. "
Gorgeous thatched cottage in Purbeck - ideal for family holidays

Characterful 18th century cottage in Bridport close to the Jurassic Coast.

10.0 out of 10, Exceptional, (64)
"We had a lovely stay over New Year in this very cosy character cottage in a perfect location just off the high street in Bridport, a short walk to all the pubs and shops (but very quiet, being in a small lane tucked in behind the high street)). Susan is very communicative and is quick to reply to any queries. Would definitely stay again."
Characterful 18th century cottage in Bridport close to the Jurassic Coast.
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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Other types of properties in Portland you may be interested in

Heights Hotel

3.0 star property
8.4 out of 10, Very good, (644)
"The view from the restaurant, and the breakfast was very good "
The price is €167
includes taxes & fees
27 Apr - 28 Apr
Heights Hotel

The Aqua

3.0 star property
7.8 out of 10, Good, (185)
"Clean, quiet, staff seem friendly enough and it’s very different to hotels I’ve been to in the past. "
The price is €134
includes taxes & fees
11 May - 12 May
The Aqua

Beautiful, family friendly Cottage with sea views of Chesil Beach

9.6 out of 10, Exceptional, (18)
"Had a lovely time good central location. Nice place to stay better than a B&B"
Beautiful, family friendly Cottage with sea views of Chesil Beach
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.

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 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.